37,614 results for "Florida Keys waterfront"

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Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable! Siesta Key, Florida

Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable!

Located in Siesta Key, Florida, United States. Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable! Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.One of the closest rentals to the beach in Siesta Key Dream’s portfolio features 9 units, totaling 12-bedrooms, 12-baths, 19-beds and can accommodate up to 35 guests. This rental is perfect for family and friend gatherings and is truly unique in location and ability to host a high quantity of traveling friends and/or family. On the first floor of the three buildings, you’ll have three 1-bed and 1-bath condos connecting to a living room and full kitc

🛏 12 beds · 👥 35 guests
$5,989 /night
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Welcome to our Peace of Paradise! Key Colony Beach, Florida

Welcome to our Peace of Paradise!

Located in Key Colony Beach, Florida, United States. Welcome to our Peace of Paradise! Welcome to our Peace of Paradise in the Keys! Ocean, beach and private salt pool living at its Best! Enjoy swimming and sun bathing right across the street at Private Inch Beach or at the private salt pool surrounded by tropical plants. As you enter Key Colony Beach, a quiet and peaceful island town, you are immediately immersed in a tropical atmosphere supported by azure water views. Our Peace of Paradise is located on West Ocean Drive and embodies the relaxing and true Keys ambience you came for. Picture yourself enjoying sea breezes while watching the ocean on the private lanai. Enjoy a frozen margarita and hum along to some Jimmy Buffet as you experience leisure and luxury available only in the Keys – the United States version of the Caribbean.Our Living Area of the Home features ample and comfortable seating centered around a flat screen television. The two sets of triple glass sliding doors open up onto your lanai, the perfect place to enjoy earl

🛏 2 beds · 👥 4 guests
$244 /night
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August Booking Special!  Beautiful updated 3/2, canal and private pool home! Key Colony Beach, Florida

August Booking Special! Beautiful updated 3/2, canal and private pool home!

Located in Key Colony Beach, Florida, United States. August Booking Special! Beautiful updated 3/2, canal and private pool home! Luxury Keys Home! newly renovated including new pool! This second-floor home has beautiful views of the canal, pool, and of course sunset. Walk to the beach (200feet) or the beach club pool if you get tired of your private tropical pool. Daily and weekly beaches passes available. Plenty of outdoor seating. This 3 bedroom 2 bathroom home features a large 11ft custom island, an updated kitchen and new furnishings. 2 Queen Tempur-Pedic beds and 2 twin beds. Beautiful decor, commercial ice machine, bait freezer, optional heated pool. This a luxury home and deliberately limited availability. We typically limit the home to 1 stay per month but we provide flexible check-in and out dates as long as your stay is a minimum of 7 days.

🛏 3 beds · 👥 6 guests
$225 /night
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Spacious home with dock walking distance to Sunset Beach Key Colony Beach, Florida

Spacious home with dock walking distance to Sunset Beach

Located in Key Colony Beach, Florida, United States. Spacious home with dock walking distance to Sunset Beach A peaceful, Keys escape awaits at this Key Colony Beach home. Walking distance from famous, Sunset Park and Key Colony Beach golf course, this canal-front gem boasts a prime, central location offering easy day trips to Key West and area attractions. Featuring the best in island living, this home includes a private, saltwater pool, spa, and dock. The spacious, single-level floor plan features a bright interior accented with vaulted ceilings and an open layout, perfect for group entertainment. Gather with friends and family on the breezy, covered lanai while enjoying al fresco dining and happy hour cocktails. Central air-conditioning inside will help you beat the heat while relaxing in the living room. Stream your favorite shows or find a family movie to watch on the wall-mounted smart TV. Keep the home chef company in the kitchen, with seating for two at the built-in breakfast bar. At-home meals are made easy with a full suite of

🛏 3 beds · 👥 8 guests
$331 /night
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An adorable, decorated studio apartment Tavernier, Florida

An adorable, decorated studio apartment

Located in Tavernier, Florida, United States. An adorable, decorated studio apartment Summer Sea #333 - An adorable, decorated studio apartment that has everything you need for your stay in the keys. Summer Seas is a gated complex, and it offers a great pool, beach, work out room, game room and billiards. Its bayside location you will allow you to enjoy the spectacular keys sunsets. Summer Seas Condo is centrally located for convenient access to shopping, dining and attractions. Great condo for your next get away. ** This complex has shared coined laundry on each floor. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacatio

🛏 1 bed · 👥 2 guests
$68 /night
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Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home Tavernier, Florida

Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home

Located in Tavernier, Florida, United States. Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home Relax in Islamorada Canal Front 3 Bedroom/2 Bath Home Spacious Keys style 3 bedroom / 2 bath home located on deep canal at Tavernier Creek on Plantation Key. Centrally located on MM 90, just an hour from Miami. Located south of Pennekamp Park and one mile north of Founders Park where you can enjoy many facilities such as: Olympic-size pool, skateboard ramps, baseball and softball fields, basketball, tennis, beach, playground, walking and bicycle paths, and much more. House is just minutes from major prime fishing and diving areas, shopping, movie theatre and great restaurants. The home has large concrete dock with fish cleaning station. Tiki bar with outdoor Jacuzzi, portable gas grill and pool table. Has quick ocean access via Tavernier Creek. Amenities include: Fully equipped kitchen, microwave, dishwasher, big screen TV in living room, TV’s in Tiki and master bedroom, DVD, washer & dryer. Master bedroom has a king bed,

🛏 3 beds · 👥 6 guests
$269 /night
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Tropical Island Sanctuary Summerland Key, Florida

Tropical Island Sanctuary

Located in Summerland Key, Florida, United States. Tropical Island Sanctuary Welcome to our beautiful tropical island retreat! Enjoy all the the splendor the lower Keys have to offer from our home “Summer of Love”. Situated in the heart of the lower Keys, on prestigious Summerland Key. This home is the perfect place to relax and unwind, enjoying the beauty of the tropics. It is located on a road with only one other home, surrounded by preserved lands filled with lush tropical plants and lots of native flora and fauna. This provides a lot of privacy and a quiet space to really relax on your vacation. This provides a lot of privacy and a quiet space to really relax on your vacation, enjoying the sights and sounds of the tropics. The large spacious property has a big lawn, and is filled with exotic and native plants, abundant fruit trees, and flowers. A perfect spot to see lots of wildlife including key deer, butterflies, lizards, ibises, hawks, and many other types of birds. This property is available as a monthly rental, with a minimum

🛏 3 beds · 👥 6 guests
$116 /night
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Coastal Inspired Oceanfront Condo in Ocean Pointe Tavernier, Florida

Coastal Inspired Oceanfront Condo in Ocean Pointe

Located in Tavernier, Florida, United States. Coastal Inspired Oceanfront Condo in Ocean Pointe Escape to this Keys Retreat. Enjoy the ocean breeze from this island inspired oceanfront condo in Ocean Pointe. This charming 2 bedroom, 2 bath top floor condo offers a great open concept living area, spacious master suite, comfortable guest room and two private balconies overlooking the marina, protected mangrove preserve and Atlantic Ocean. Complete with fully equipped kitchen, beach towels, and Keys-y décor, this condo has everything you need to make your vacation one to remember. Enjoy all the amenities of Ocean Pointe including an Olympic sized pool, 12 person jacuzzi, poolside cabana bar, sandy beach, fishing pier, marina with dockage and boat ramp, tennis courts, and so much more. Overlooking the beach, the on-site Cafe features a full bar and light meals. along with a sundries store for any last-minute items you may need for your trip.The resort is gated with 24/7 security and offers free WiFi. The scene is set for the perfect g

🛏 2 beds · 👥 5 guests
$193 /night
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Slice of Paradise Cudjoe Key, Florida

Slice of Paradise

Located in Cudjoe Key, Florida, United States. Slice of Paradise This ground-level home is perfect for a wonderful Keys getaway in an area with some of the best boating in the Keys. Through the front door, there is a large kitchen, a dining area, and a living room with a large TV and a queen sleeper sofa. Off the living area is a hallway with two bedrooms. The master has a King bed and an en suite bathroom. The second bedroom has a Queen bed. A large outdoor area overlooks the beautiful canal where you can enjoy evenings after a fun-filled day on the boat grilling your catch. There is also a "bonus" room with a sleeper sofa that has its own entrance. Amenities include two TVs,, a barbecue grill, a washer/dryer, central A/C, and ceiling fans in each room. From the dock, there is excellent access to the Atlantic Ocean and Looe Key or the back-country and Gulf for fishing, diving, and kayaking. Just a short drive away you will find groceries, fuel, banks, restaurants, a marina, and more. Key West is a thirty-minute drive away and offe

🛏 2 beds · 👥 6 guests
$170 /night
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Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream Islamorada, Florida

Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream

Located in Islamorada, Florida, United States. Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream Welcome to Paradise! This fabulous Keys home with Tommy Bahama décor throughout is a Fisherman & Water Enthusiast's Dream! ***Ask about reduced seasonal rates Sept thru Nov! Located in a beautiful, quiet cul-de-sac, on a deep water canal with access to the community's private beach & private boat ramp is minutes by boat to the Florida Bay and Atlantic Ocean. This Non-Smoking, 3 Level home has amazing views and world-class sunsets. 3 Bedroom with 2 additional sleep areas and 3.5 Bathrooms sleeps 10 with the possibility of easily accommodating more. Gourmet kitchen has a commercial Viking gas stove & SubZero refrigerator. If you're looking for a home that will make everyone happy, this is it! For the fisherman, the 100 ft. seawall is perfect for fishing from or docking your boat with cleaning station, electric & water. (Boat lift available on-site for additional rate for up to 26ft vessel.) Underwat

🛏 4 beds · 👥 15 guests
$321 /night
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Sunset Villas: Bayfront Beach Compound<br>**28 Night Min** Key Largo, Florida

Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**

Located in Key Largo, Florida, United States. Sunset Villas: Bayfront Beach Compound**28 Night Min** Sunset Villas is a boutique resort boasting 4 private villas on a Bayfront acre with one of the few swimmable sandy beaches in the keys. The property is accessed and secured through automatic gates and has all the modern luxuries you are accustomed to with the tranquil and serene setting you dream of. Complimentary Amenities include: Private beach and dock, water sports equipment (kayaks, paddleboards, etc.), barbecues, fire pit, basketball quarter court, and large community tiki huts.Reservations include the compound in its entirety.Please message for more information.

🛏 5 beds · 👥 12 guests
$258 /night
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KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331 Key Colony Beach, Florida

KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331

Located in Key Colony Beach, Florida, United States. KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331 KEYS BEST SECRET ISLAND. NO NEED TO BE ELSE WHERE.. BEAUTIFUL ISLAND, HAS EVERYTHING YOU NEED TO RELAX. 5 STAR RESTAURANTS, BARS, CAFE’S, MARINA, POST OFFICE, BOUTIQUE, PARK, GOLF COARSE, BIKING TRAIL AND BEACH-WALKING DISTANCE! NOT TO MENTION THE SUNSET BEACH ON THE OTHER SIDE OF THE ISLAND. SO MUCH MORE.. NEED TO SEE TO BELIEVE! !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

🛏 3 beds · 👥 6 guests
$272 /night
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Looking for a place to stay? Cudjoe Key, Florida

Looking for a place to stay?

Located in Cudjoe Key, Florida, United States. Looking for a place to stay? Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and snorkeling has never been easier. Easy access to Content Islands.The home is conveniently located on Cudjoe Key, MM23, allowing for a 25 minute drive to famous Duval Street in Key West, or Marathon Key to the North. Our home is located far enough to relax and enjoy the serenity of the island life while close enough to take a night on the town.This three bedroom, two bath home features, one king bed, one queen bed, and two twin beds. The home has a beautiful back porch over looking the water where you can enjoy a good book, a glass of wine, or dinner with your loved ones. A spacious, fully equipped kitchen provides the perfect setting to create your favorite dishes or

🛏 3 beds · 👥 6 guests
$128 /night
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Luxury Condo - Ocean Views & Rare Rooftop Sundeck Siesta Key, Florida

Luxury Condo - Ocean Views & Rare Rooftop Sundeck

Located in Siesta Key, Florida, United States. Luxury Condo - Ocean Views & Rare Rooftop Sundeck Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.Offering some of the best views of Siesta Key Dream’s portfolio and PRIVATE beach access with a gated key, this location features a crisp and airy 3 bed, 2 bath layout. This rental is perfect for family and friend gatherings and can accommodate up to 10 guests (8 adults and 2 children) with a total of 7 beds. This large, spacious floor plan connects a welcoming living room, a dining room that can accommodate well more than 8, and a full kitchen. Next to your living room

🛏 3 beds · 👥 10 guests
$480 /night
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Luxury Cape Cod Villa with pool and Tiki patio Key Largo, Florida

Luxury Cape Cod Villa with pool and Tiki patio

Located in Key Largo, Florida, United States. Luxury Cape Cod Villa with pool and Tiki patio Luxury Cape Cod Villa in the Keys with 4 bedroom 2 bathroom, plus a first floor Cabana apartment with kitchen and full bath. This home is situated on a 12,900 sf lot with boat dock access to Bay in desirable Buccaneer Point Estates. Featuring privacy fence, Pool, Tiki and boardwalk to 24' dock. Mster bd, bath and 2nd bd on 3rd fl. Two bds, bath, private office, great room, dining area and kitchen. All rooms lead to a terrace. Includes Elevator, parking sps. for up to 8 vehicles/trailers. ADA feautres included.

🛏 5 beds · 👥 8 guests
$216 /night
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Key Largo 2 bedroom/1 bath with community pool Key Largo, Florida

Key Largo 2 bedroom/1 bath with community pool

Located in Key Largo, Florida, United States. Key Largo 2 bedroom/1 bath with community pool Conveniently located in Upper Fl Keys only 45 mins to an hour from Miami. Great campground community with plenty to do such as a community pool, basketball court and children’s playground. On-site marina and boat ramp is available to guests. Walking distance from shopping and restaurants.Both bedrooms have queen beds with sheets provided, bathroom is a shower only with towels and toiletries provided. Fully stocked Kitchen and outside George Foreman electric grill and BBQ. Screened patio area with furniture. There is a full sized sleeper sofa in the living area and a 4 chair dining room.

🛏 2 beds · 👥 5 guests
$102 /night
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Stay in Paradise Key Largo, Florida

Stay in Paradise

Located in Key Largo, Florida, United States. Stay in Paradise 2/2 Cozy keys home in a quiet neighborhood. Close to many restaurants, bars, shopping, beaches and many other activities. Brand new AC/ newly renovated, spacious yard, and Jacuzzi. Walking distance to John Penikamp state park where there is boating, beaches, tours available. 2 cruiser bicycle, flat grill and BBQ included.

🛏 2 beds · 👥 6 guests
$114 /night
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Garden Beach studio @The Island Deerfield Beach, Florida

Garden Beach studio @The Island

Located in Deerfield Beach, Florida, United States. Garden Beach studio @The Island This cozy villa named after one of the most beautiful keys in Los Roques, Venezuela, has it all!.. When you book this room, you get access to the hot tub, bbq, fire pit, club house, and everything the Island has to offer. This queen villa has everything you need for an epic beach vacation. Fully furnished with all the kitchen items you may want; 2 burner stove top, refrigerator, an air fryer and more. so you can start your day with a fresh cup of coffee, and breakfast in bed. Unwind and enjoy!No parties or events allowed.No smoking allowed. No pets allowed.Suitable for toddlers and children under 12.No unregistered guests allowed.  Please respect the noise curfew and agreements posted thought the different areas of the resort.Please turn the AC to 76 when you go out.Please respect check-in and check-out times. Please take care of the furnishings. You have to pay for damages that exceed the security deposit. Please don’t rearrange the furniture.Please do

🛏 1 bed · 👥 2 guests
$94 /night
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"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!" Islamorada, Florida

"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

Located in Islamorada, Florida, United States. "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!" Discover the Keys from a unique perspective at this Islamorada rental home, a true haven for fishing enthusiasts! Positioned near the island's end, this residence offers secure dockage and immediate access to the Florida Bay and Atlantic Ocean – a fisherman's paradise with some of the best tarpon fishing in the world.After a day of outdoor adventures, relax in this well-appointed home with various views. The third floor houses the master suite with its own balcony, providing an intimate spot for sunset views and an ideal vantage point for planning your next fishing expedition. Mullet are always around, offering fresh bait for your angling pursuits right from the premises.The main level features an open layout with a living room, gourmet kitchen, and a generously sized bedroom and bath. The lower level boasts three more bedrooms, a bathroom, and a living area accessed by an interior spiral staircase – perfect

🛏 5 beds · 👥 12 guests
$267 /night
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🌴 Casa 157  @ White Marlin Beach Islamorada, Florida

🌴 Casa 157 @ White Marlin Beach

Located in Islamorada, Florida, United States. 🌴 Casa 157 @ White Marlin Beach *3 Bedrooms, 2 Baths, Single Story Charming Keys House, Washer /dryer, Wifi/cable, backyard is completely fenced in*strategically Located Between Miami and Key West( 2hrs from Ft Lauderdale International Airport & 1.5 Hrs from Miami60 Foot of Dock With Electric & Water ; no fish cleaning stationEasy access to both Bay Side & Ocean BoatingAmple Side yard parkingThere are many places around to put your boat in... most of our guest use Caloosa Cove Marina (ocean side)*Private (key Required) White Sand Beach (dogs are not allowed)2-man Ocean Kayak, 3 Bicycles, the Hammock for Two & Enjoy the Night Sky Full of the Constellations for You to Name*close to Fine Dining & the Best Sport Fishing in the Keys, 1.5hrs from Key West Islamorada, 33036, aka White Marlin Beach, aka Lower Matecombe ... aka MM 74.5

🛏 3 beds · 👥 6 guests
$312 /night
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Bay Islamorada BeachHouse POOL!70' DOCK boat rent Islamorada, Florida

Bay Islamorada BeachHouse POOL!70' DOCK boat rent

Located in Islamorada, Florida, United States. Bay Islamorada BeachHouse POOL!70' DOCK boat rent Summary:Enjoy the keys life in style living in this beautifully furnished or 2 Bedroom, 1 Bath, canal front retreat with room for boats at the private 70' large concrete dock attached fish cleaning station which is an obvious necessity in the Keys. Easy access to the bay-side or ocean-side. This oasis is within the Islamorada Village limits and offers all the comforts of home. The 2017 Yamaha Jet boat and the 2018 Scarab are available rent or via private charter with CaptainThe Space:Property has a brand new pool!This listing is for 1 side of the duplex. Specifically the side closest to the bay/gulf side. Each side of this luxury duplex has peekaboo views of the ocean and comfortably accommodates with two queen beds and one queen convertible sofa. The kitchen includes a large complete set of cookware, dinnerware and all utensils as well as all appliances designed with the gourmet in mind. All amenities, including a coin washer and dryer

🛏 2 beds · 👥 6 guests
$152 /night
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Brand New Beach House 1st Floor W Pool Beach &Dock Islamorada, Florida

Brand New Beach House 1st Floor W Pool Beach &Dock

Located in Islamorada, Florida, United States. Brand New Beach House 1st Floor W Pool Beach &Dock Summary:This listing is for the newly built 2020 downstairs of the duplex. You can Enjoy the keys life in style living on the ground floor of this beautifully furnished 3 Bedroom, 2 Bath, canal front retreat with room for boats at the private 70' large concrete dock with attached fish cleaning station which is an obvious necessity in the Keys.and easy access to the bay-side or ocean-side. The 2018 Scarab Center Console Jet boat is available to rent.The Space:Upstairs is available as an add on or vice versa downstairs is the space you are renting front and back yard is common areasGuest Access:This is the base of the duplex that is now being made available to youThe Neighborhood:Located on a Deep-Water canal, with and outside shower. This is an ideal location for all water-sports, fishing, diving, snorkeling and boating with either a 500' walk to the Atlantic Ocean Beach or use the key to the private gated White Marlin beach with Gulf b

🛏 3 beds · 👥 10 guests
$206 /night
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Summerland Key Oceanfront Summerland Key, Florida

Summerland Key Oceanfront

Located in Summerland Key, Florida, United States. Summerland Key Oceanfront Our longtime winter tenant who has rented our house from November through April for the last 7 years has bought his own house in the Keys so for the first time in years those months are available.Please check out the new updated photos of all the repairs and updates. The house now has new impact windows and doors, new paint in and out, new decking and screens, new tile throughout, the pool has just been resurfaced and upgraded, and new rails and balconies have been installed as well as a new metal roof and new AC. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Summerland Key spanning two large lots, the front yard is 100ft of direct ocean frontage, private beach with a canal and over 200 feet of seawall running down the side of the house teaming with lobsters, parrot fish, queen angels, snappers, and many others. Max, the barracuda has been greeting boaters at our seawall returning from a successful day of fis

🛏 3 beds · 👥 1 guests
$229 /night
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Ocean Front Home With Private Dock Tavernier, Florida

Ocean Front Home With Private Dock

Located in Tavernier, Florida, United States. Ocean Front Home With Private Dock Ocean view and 40 feet of boat dock space in the same location. There are not very many properties in the Keys that give you an ocean view with a private dock on a deep canal. Our canal is 15-20 ft deep and an awesome place to go swimming. Since the home is right on the ocean, a lot of fish and wildlife come right up to the dock. You can actually see the Molasses Reef tower from the porch. Molasses Reef is 8 miles by boat and probably the best reef in the United States. A must see. In the winter, a group of snow bird pelicans arrive and spend their warm lazy days on the dock across the canal. The pelicans, sea gulls, herons, and other birds usually put on a tremendous air show hunting for fish in the canal and also on the flat across the canal. The property is centrally located between Key Largo and Islamorada, less than 10 miles north and south. John Pennekamp State Park is about 10 miles north with tour boats, snorkeling trips, kayak rentals and

🛏 3 beds · 👥 5 guests
$114 /night
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Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable!

Siesta Key, Florida

Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable!

🛏 12 bed · 👥 35 guests

Located in Siesta Key, Florida, United States. Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable! Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.One of the closest rentals to the beach in Siesta Key Dream’s portfolio features 9 units, totaling 12-bedrooms, 12-baths, 19-beds and can accommodate up to 35 guests. This rental is perfect for family and friend gatherings and is truly unique in location and ability to host a high quantity of traveling friends and/or family. On the first floor of the three buildings, you’ll have three 1-bed and 1-bath condos connecting to a living room and full kitc

$5,989

/ night

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Welcome to our Peace of Paradise!

Key Colony Beach, Florida

Welcome to our Peace of Paradise!

🛏 2 bed · 👥 4 guests

Located in Key Colony Beach, Florida, United States. Welcome to our Peace of Paradise! Welcome to our Peace of Paradise in the Keys! Ocean, beach and private salt pool living at its Best! Enjoy swimming and sun bathing right across the street at Private Inch Beach or at the private salt pool surrounded by tropical plants. As you enter Key Colony Beach, a quiet and peaceful island town, you are immediately immersed in a tropical atmosphere supported by azure water views. Our Peace of Paradise is located on West Ocean Drive and embodies the relaxing and true Keys ambience you came for. Picture yourself enjoying sea breezes while watching the ocean on the private lanai. Enjoy a frozen margarita and hum along to some Jimmy Buffet as you experience leisure and luxury available only in the Keys – the United States version of the Caribbean.Our Living Area of the Home features ample and comfortable seating centered around a flat screen television. The two sets of triple glass sliding doors open up onto your lanai, the perfect place to enjoy earl

$244

/ night

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August Booking Special!  Beautiful updated 3/2, canal and private pool home!

Key Colony Beach, Florida

August Booking Special! Beautiful updated 3/2, canal and private pool home!

🛏 3 bed · 👥 6 guests

Located in Key Colony Beach, Florida, United States. August Booking Special! Beautiful updated 3/2, canal and private pool home! Luxury Keys Home! newly renovated including new pool! This second-floor home has beautiful views of the canal, pool, and of course sunset. Walk to the beach (200feet) or the beach club pool if you get tired of your private tropical pool. Daily and weekly beaches passes available. Plenty of outdoor seating. This 3 bedroom 2 bathroom home features a large 11ft custom island, an updated kitchen and new furnishings. 2 Queen Tempur-Pedic beds and 2 twin beds. Beautiful decor, commercial ice machine, bait freezer, optional heated pool. This a luxury home and deliberately limited availability. We typically limit the home to 1 stay per month but we provide flexible check-in and out dates as long as your stay is a minimum of 7 days.

$225

/ night

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Spacious home with dock walking distance to Sunset Beach

Key Colony Beach, Florida

Spacious home with dock walking distance to Sunset Beach

🛏 3 bed · 👥 8 guests

Located in Key Colony Beach, Florida, United States. Spacious home with dock walking distance to Sunset Beach A peaceful, Keys escape awaits at this Key Colony Beach home. Walking distance from famous, Sunset Park and Key Colony Beach golf course, this canal-front gem boasts a prime, central location offering easy day trips to Key West and area attractions. Featuring the best in island living, this home includes a private, saltwater pool, spa, and dock. The spacious, single-level floor plan features a bright interior accented with vaulted ceilings and an open layout, perfect for group entertainment. Gather with friends and family on the breezy, covered lanai while enjoying al fresco dining and happy hour cocktails. Central air-conditioning inside will help you beat the heat while relaxing in the living room. Stream your favorite shows or find a family movie to watch on the wall-mounted smart TV. Keep the home chef company in the kitchen, with seating for two at the built-in breakfast bar. At-home meals are made easy with a full suite of

$331

/ night

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An adorable, decorated studio apartment

Tavernier, Florida

An adorable, decorated studio apartment

🛏 1 bed · 👥 2 guests

Located in Tavernier, Florida, United States. An adorable, decorated studio apartment Summer Sea #333 - An adorable, decorated studio apartment that has everything you need for your stay in the keys. Summer Seas is a gated complex, and it offers a great pool, beach, work out room, game room and billiards. Its bayside location you will allow you to enjoy the spectacular keys sunsets. Summer Seas Condo is centrally located for convenient access to shopping, dining and attractions. Great condo for your next get away. ** This complex has shared coined laundry on each floor. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests' re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacatio

$68

/ night

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Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home

Tavernier, Florida

Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home

🛏 3 bed · 👥 6 guests

Located in Tavernier, Florida, United States. Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home Relax in Islamorada Canal Front 3 Bedroom/2 Bath Home Spacious Keys style 3 bedroom / 2 bath home located on deep canal at Tavernier Creek on Plantation Key. Centrally located on MM 90, just an hour from Miami. Located south of Pennekamp Park and one mile north of Founders Park where you can enjoy many facilities such as: Olympic-size pool, skateboard ramps, baseball and softball fields, basketball, tennis, beach, playground, walking and bicycle paths, and much more. House is just minutes from major prime fishing and diving areas, shopping, movie theatre and great restaurants. The home has large concrete dock with fish cleaning station. Tiki bar with outdoor Jacuzzi, portable gas grill and pool table. Has quick ocean access via Tavernier Creek. Amenities include: Fully equipped kitchen, microwave, dishwasher, big screen TV in living room, TV’s in Tiki and master bedroom, DVD, washer & dryer. Master bedroom has a king bed,

$269

/ night

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Tropical Island Sanctuary

Summerland Key, Florida

Tropical Island Sanctuary

🛏 3 bed · 👥 6 guests

Located in Summerland Key, Florida, United States. Tropical Island Sanctuary Welcome to our beautiful tropical island retreat! Enjoy all the the splendor the lower Keys have to offer from our home “Summer of Love”. Situated in the heart of the lower Keys, on prestigious Summerland Key. This home is the perfect place to relax and unwind, enjoying the beauty of the tropics. It is located on a road with only one other home, surrounded by preserved lands filled with lush tropical plants and lots of native flora and fauna. This provides a lot of privacy and a quiet space to really relax on your vacation. This provides a lot of privacy and a quiet space to really relax on your vacation, enjoying the sights and sounds of the tropics. The large spacious property has a big lawn, and is filled with exotic and native plants, abundant fruit trees, and flowers. A perfect spot to see lots of wildlife including key deer, butterflies, lizards, ibises, hawks, and many other types of birds. This property is available as a monthly rental, with a minimum

$116

/ night

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Coastal Inspired Oceanfront Condo in Ocean Pointe

Tavernier, Florida

Coastal Inspired Oceanfront Condo in Ocean Pointe

🛏 2 bed · 👥 5 guests

Located in Tavernier, Florida, United States. Coastal Inspired Oceanfront Condo in Ocean Pointe Escape to this Keys Retreat. Enjoy the ocean breeze from this island inspired oceanfront condo in Ocean Pointe. This charming 2 bedroom, 2 bath top floor condo offers a great open concept living area, spacious master suite, comfortable guest room and two private balconies overlooking the marina, protected mangrove preserve and Atlantic Ocean. Complete with fully equipped kitchen, beach towels, and Keys-y décor, this condo has everything you need to make your vacation one to remember. Enjoy all the amenities of Ocean Pointe including an Olympic sized pool, 12 person jacuzzi, poolside cabana bar, sandy beach, fishing pier, marina with dockage and boat ramp, tennis courts, and so much more. Overlooking the beach, the on-site Cafe features a full bar and light meals. along with a sundries store for any last-minute items you may need for your trip.The resort is gated with 24/7 security and offers free WiFi. The scene is set for the perfect g

$193

/ night

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Slice of Paradise

Cudjoe Key, Florida

Slice of Paradise

🛏 2 bed · 👥 6 guests

Located in Cudjoe Key, Florida, United States. Slice of Paradise This ground-level home is perfect for a wonderful Keys getaway in an area with some of the best boating in the Keys. Through the front door, there is a large kitchen, a dining area, and a living room with a large TV and a queen sleeper sofa. Off the living area is a hallway with two bedrooms. The master has a King bed and an en suite bathroom. The second bedroom has a Queen bed. A large outdoor area overlooks the beautiful canal where you can enjoy evenings after a fun-filled day on the boat grilling your catch. There is also a "bonus" room with a sleeper sofa that has its own entrance. Amenities include two TVs,, a barbecue grill, a washer/dryer, central A/C, and ceiling fans in each room. From the dock, there is excellent access to the Atlantic Ocean and Looe Key or the back-country and Gulf for fishing, diving, and kayaking. Just a short drive away you will find groceries, fuel, banks, restaurants, a marina, and more. Key West is a thirty-minute drive away and offe

$170

/ night

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Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream

Islamorada, Florida

Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream

🛏 4 bed · 👥 15 guests

Located in Islamorada, Florida, United States. Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream Welcome to Paradise! This fabulous Keys home with Tommy Bahama décor throughout is a Fisherman & Water Enthusiast's Dream! ***Ask about reduced seasonal rates Sept thru Nov! Located in a beautiful, quiet cul-de-sac, on a deep water canal with access to the community's private beach & private boat ramp is minutes by boat to the Florida Bay and Atlantic Ocean. This Non-Smoking, 3 Level home has amazing views and world-class sunsets. 3 Bedroom with 2 additional sleep areas and 3.5 Bathrooms sleeps 10 with the possibility of easily accommodating more. Gourmet kitchen has a commercial Viking gas stove & SubZero refrigerator. If you're looking for a home that will make everyone happy, this is it! For the fisherman, the 100 ft. seawall is perfect for fishing from or docking your boat with cleaning station, electric & water. (Boat lift available on-site for additional rate for up to 26ft vessel.) Underwat

$321

/ night

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Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**

Key Largo, Florida

Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**

🛏 5 bed · 👥 12 guests

Located in Key Largo, Florida, United States. Sunset Villas: Bayfront Beach Compound**28 Night Min** Sunset Villas is a boutique resort boasting 4 private villas on a Bayfront acre with one of the few swimmable sandy beaches in the keys. The property is accessed and secured through automatic gates and has all the modern luxuries you are accustomed to with the tranquil and serene setting you dream of. Complimentary Amenities include: Private beach and dock, water sports equipment (kayaks, paddleboards, etc.), barbecues, fire pit, basketball quarter court, and large community tiki huts.Reservations include the compound in its entirety.Please message for more information.

$258

/ night

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KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331

Key Colony Beach, Florida

KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331

🛏 3 bed · 👥 6 guests

Located in Key Colony Beach, Florida, United States. KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331 KEYS BEST SECRET ISLAND. NO NEED TO BE ELSE WHERE.. BEAUTIFUL ISLAND, HAS EVERYTHING YOU NEED TO RELAX. 5 STAR RESTAURANTS, BARS, CAFE’S, MARINA, POST OFFICE, BOUTIQUE, PARK, GOLF COARSE, BIKING TRAIL AND BEACH-WALKING DISTANCE! NOT TO MENTION THE SUNSET BEACH ON THE OTHER SIDE OF THE ISLAND. SO MUCH MORE.. NEED TO SEE TO BELIEVE! !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

$272

/ night

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Looking for a place to stay?

Cudjoe Key, Florida

Looking for a place to stay?

🛏 3 bed · 👥 6 guests

Located in Cudjoe Key, Florida, United States. Looking for a place to stay? Relax in our traditional keys style stilt home. The home is located on a channel with immediate access to the Atlantic Ocean. The concrete dock allows for easy access and quick drive to the open water. With the ocean at your whim, finding your favorite spots for fishing, lobstering, diving, and snorkeling has never been easier. Easy access to Content Islands.The home is conveniently located on Cudjoe Key, MM23, allowing for a 25 minute drive to famous Duval Street in Key West, or Marathon Key to the North. Our home is located far enough to relax and enjoy the serenity of the island life while close enough to take a night on the town.This three bedroom, two bath home features, one king bed, one queen bed, and two twin beds. The home has a beautiful back porch over looking the water where you can enjoy a good book, a glass of wine, or dinner with your loved ones. A spacious, fully equipped kitchen provides the perfect setting to create your favorite dishes or

$128

/ night

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Luxury Condo - Ocean Views & Rare Rooftop Sundeck

Siesta Key, Florida

Luxury Condo - Ocean Views & Rare Rooftop Sundeck

🛏 3 bed · 👥 10 guests

Located in Siesta Key, Florida, United States. Luxury Condo - Ocean Views & Rare Rooftop Sundeck Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.Offering some of the best views of Siesta Key Dream’s portfolio and PRIVATE beach access with a gated key, this location features a crisp and airy 3 bed, 2 bath layout. This rental is perfect for family and friend gatherings and can accommodate up to 10 guests (8 adults and 2 children) with a total of 7 beds. This large, spacious floor plan connects a welcoming living room, a dining room that can accommodate well more than 8, and a full kitchen. Next to your living room

$480

/ night

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Luxury Cape Cod Villa with pool and Tiki patio

Key Largo, Florida

Luxury Cape Cod Villa with pool and Tiki patio

🛏 5 bed · 👥 8 guests

Located in Key Largo, Florida, United States. Luxury Cape Cod Villa with pool and Tiki patio Luxury Cape Cod Villa in the Keys with 4 bedroom 2 bathroom, plus a first floor Cabana apartment with kitchen and full bath. This home is situated on a 12,900 sf lot with boat dock access to Bay in desirable Buccaneer Point Estates. Featuring privacy fence, Pool, Tiki and boardwalk to 24' dock. Mster bd, bath and 2nd bd on 3rd fl. Two bds, bath, private office, great room, dining area and kitchen. All rooms lead to a terrace. Includes Elevator, parking sps. for up to 8 vehicles/trailers. ADA feautres included.

$216

/ night

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Key Largo 2 bedroom/1 bath with community pool

Key Largo, Florida

Key Largo 2 bedroom/1 bath with community pool

🛏 2 bed · 👥 5 guests

Located in Key Largo, Florida, United States. Key Largo 2 bedroom/1 bath with community pool Conveniently located in Upper Fl Keys only 45 mins to an hour from Miami. Great campground community with plenty to do such as a community pool, basketball court and children’s playground. On-site marina and boat ramp is available to guests. Walking distance from shopping and restaurants.Both bedrooms have queen beds with sheets provided, bathroom is a shower only with towels and toiletries provided. Fully stocked Kitchen and outside George Foreman electric grill and BBQ. Screened patio area with furniture. There is a full sized sleeper sofa in the living area and a 4 chair dining room.

$102

/ night

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Stay in Paradise

Key Largo, Florida

Stay in Paradise

🛏 2 bed · 👥 6 guests

Located in Key Largo, Florida, United States. Stay in Paradise 2/2 Cozy keys home in a quiet neighborhood. Close to many restaurants, bars, shopping, beaches and many other activities. Brand new AC/ newly renovated, spacious yard, and Jacuzzi. Walking distance to John Penikamp state park where there is boating, beaches, tours available. 2 cruiser bicycle, flat grill and BBQ included.

$114

/ night

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Garden Beach studio @The Island

Deerfield Beach, Florida

Garden Beach studio @The Island

🛏 1 bed · 👥 2 guests

Located in Deerfield Beach, Florida, United States. Garden Beach studio @The Island This cozy villa named after one of the most beautiful keys in Los Roques, Venezuela, has it all!.. When you book this room, you get access to the hot tub, bbq, fire pit, club house, and everything the Island has to offer. This queen villa has everything you need for an epic beach vacation. Fully furnished with all the kitchen items you may want; 2 burner stove top, refrigerator, an air fryer and more. so you can start your day with a fresh cup of coffee, and breakfast in bed. Unwind and enjoy!No parties or events allowed.No smoking allowed. No pets allowed.Suitable for toddlers and children under 12.No unregistered guests allowed.  Please respect the noise curfew and agreements posted thought the different areas of the resort.Please turn the AC to 76 when you go out.Please respect check-in and check-out times. Please take care of the furnishings. You have to pay for damages that exceed the security deposit. Please don’t rearrange the furniture.Please do

$94

/ night

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"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

Islamorada, Florida

"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

🛏 5 bed · 👥 12 guests

Located in Islamorada, Florida, United States. "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!" Discover the Keys from a unique perspective at this Islamorada rental home, a true haven for fishing enthusiasts! Positioned near the island's end, this residence offers secure dockage and immediate access to the Florida Bay and Atlantic Ocean – a fisherman's paradise with some of the best tarpon fishing in the world.After a day of outdoor adventures, relax in this well-appointed home with various views. The third floor houses the master suite with its own balcony, providing an intimate spot for sunset views and an ideal vantage point for planning your next fishing expedition. Mullet are always around, offering fresh bait for your angling pursuits right from the premises.The main level features an open layout with a living room, gourmet kitchen, and a generously sized bedroom and bath. The lower level boasts three more bedrooms, a bathroom, and a living area accessed by an interior spiral staircase – perfect

$267

/ night

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🌴 Casa 157  @ White Marlin Beach

Islamorada, Florida

🌴 Casa 157 @ White Marlin Beach

🛏 3 bed · 👥 6 guests

Located in Islamorada, Florida, United States. 🌴 Casa 157 @ White Marlin Beach *3 Bedrooms, 2 Baths, Single Story Charming Keys House, Washer /dryer, Wifi/cable, backyard is completely fenced in*strategically Located Between Miami and Key West( 2hrs from Ft Lauderdale International Airport & 1.5 Hrs from Miami60 Foot of Dock With Electric & Water ; no fish cleaning stationEasy access to both Bay Side & Ocean BoatingAmple Side yard parkingThere are many places around to put your boat in... most of our guest use Caloosa Cove Marina (ocean side)*Private (key Required) White Sand Beach (dogs are not allowed)2-man Ocean Kayak, 3 Bicycles, the Hammock for Two & Enjoy the Night Sky Full of the Constellations for You to Name*close to Fine Dining & the Best Sport Fishing in the Keys, 1.5hrs from Key West Islamorada, 33036, aka White Marlin Beach, aka Lower Matecombe ... aka MM 74.5

$312

/ night

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Bay Islamorada BeachHouse POOL!70' DOCK boat rent

Islamorada, Florida

Bay Islamorada BeachHouse POOL!70' DOCK boat rent

🛏 2 bed · 👥 6 guests

Located in Islamorada, Florida, United States. Bay Islamorada BeachHouse POOL!70' DOCK boat rent Summary:Enjoy the keys life in style living in this beautifully furnished or 2 Bedroom, 1 Bath, canal front retreat with room for boats at the private 70' large concrete dock attached fish cleaning station which is an obvious necessity in the Keys. Easy access to the bay-side or ocean-side. This oasis is within the Islamorada Village limits and offers all the comforts of home. The 2017 Yamaha Jet boat and the 2018 Scarab are available rent or via private charter with CaptainThe Space:Property has a brand new pool!This listing is for 1 side of the duplex. Specifically the side closest to the bay/gulf side. Each side of this luxury duplex has peekaboo views of the ocean and comfortably accommodates with two queen beds and one queen convertible sofa. The kitchen includes a large complete set of cookware, dinnerware and all utensils as well as all appliances designed with the gourmet in mind. All amenities, including a coin washer and dryer

$152

/ night

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Brand New Beach House 1st Floor W Pool Beach &Dock

Islamorada, Florida

Brand New Beach House 1st Floor W Pool Beach &Dock

🛏 3 bed · 👥 10 guests

Located in Islamorada, Florida, United States. Brand New Beach House 1st Floor W Pool Beach &Dock Summary:This listing is for the newly built 2020 downstairs of the duplex. You can Enjoy the keys life in style living on the ground floor of this beautifully furnished 3 Bedroom, 2 Bath, canal front retreat with room for boats at the private 70' large concrete dock with attached fish cleaning station which is an obvious necessity in the Keys.and easy access to the bay-side or ocean-side. The 2018 Scarab Center Console Jet boat is available to rent.The Space:Upstairs is available as an add on or vice versa downstairs is the space you are renting front and back yard is common areasGuest Access:This is the base of the duplex that is now being made available to youThe Neighborhood:Located on a Deep-Water canal, with and outside shower. This is an ideal location for all water-sports, fishing, diving, snorkeling and boating with either a 500' walk to the Atlantic Ocean Beach or use the key to the private gated White Marlin beach with Gulf b

$206

/ night

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Summerland Key Oceanfront

Summerland Key, Florida

Summerland Key Oceanfront

🛏 3 bed · 👥 1 guests

Located in Summerland Key, Florida, United States. Summerland Key Oceanfront Our longtime winter tenant who has rented our house from November through April for the last 7 years has bought his own house in the Keys so for the first time in years those months are available.Please check out the new updated photos of all the repairs and updates. The house now has new impact windows and doors, new paint in and out, new decking and screens, new tile throughout, the pool has just been resurfaced and upgraded, and new rails and balconies have been installed as well as a new metal roof and new AC. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Summerland Key spanning two large lots, the front yard is 100ft of direct ocean frontage, private beach with a canal and over 200 feet of seawall running down the side of the house teaming with lobsters, parrot fish, queen angels, snappers, and many others. Max, the barracuda has been greeting boaters at our seawall returning from a successful day of fis

$229

/ night

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Ocean Front Home With Private Dock

Tavernier, Florida

Ocean Front Home With Private Dock

🛏 3 bed · 👥 5 guests

Located in Tavernier, Florida, United States. Ocean Front Home With Private Dock Ocean view and 40 feet of boat dock space in the same location. There are not very many properties in the Keys that give you an ocean view with a private dock on a deep canal. Our canal is 15-20 ft deep and an awesome place to go swimming. Since the home is right on the ocean, a lot of fish and wildlife come right up to the dock. You can actually see the Molasses Reef tower from the porch. Molasses Reef is 8 miles by boat and probably the best reef in the United States. A must see. In the winter, a group of snow bird pelicans arrive and spend their warm lazy days on the dock across the canal. The pelicans, sea gulls, herons, and other birds usually put on a tremendous air show hunting for fish in the canal and also on the flat across the canal. The property is centrally located between Key Largo and Islamorada, less than 10 miles north and south. John Pennekamp State Park is about 10 miles north with tour boats, snorkeling trips, kayak rentals and

$114

/ night

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Beach Chalet - Ocean Views - Condo Complex - Beach & Village Walkable!

Siesta Key, Florida

$5,989/night

Welcome to our Peace of Paradise!

Key Colony Beach, Florida

$244/night

August Booking Special! Beautiful updated 3/2, canal and private pool home!

Key Colony Beach, Florida

$225/night

Spacious home with dock walking distance to Sunset Beach

Key Colony Beach, Florida

$331/night

An adorable, decorated studio apartment

Tavernier, Florida

$68/night

Relax in Islamorada-Canal Front 3 Bedroom / 2 Bath Home

Tavernier, Florida

$269/night

Tropical Island Sanctuary

Summerland Key, Florida

$116/night

Coastal Inspired Oceanfront Condo in Ocean Pointe

Tavernier, Florida

$193/night

Slice of Paradise

Cudjoe Key, Florida

$170/night

Gorgeous Canalfront, Ocean View 3 Bedroom 3.5 Bath Home- Water Enthusiasts Dream

Islamorada, Florida

$321/night

Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**

Key Largo, Florida

$258/night

KEY COLONY BEACH REMODELED! 80FT DOCK. CABANA CLUB INCLUDED. 331

Key Colony Beach, Florida

$272/night

Looking for a place to stay?

Cudjoe Key, Florida

$128/night

Luxury Condo - Ocean Views & Rare Rooftop Sundeck

Siesta Key, Florida

$480/night

Luxury Cape Cod Villa with pool and Tiki patio

Key Largo, Florida

$216/night

Key Largo 2 bedroom/1 bath with community pool

Key Largo, Florida

$102/night

Stay in Paradise

Key Largo, Florida

$114/night

Garden Beach studio @The Island

Deerfield Beach, Florida

$94/night

"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

Islamorada, Florida

$267/night

🌴 Casa 157 @ White Marlin Beach

Islamorada, Florida

$312/night

Bay Islamorada BeachHouse POOL!70' DOCK boat rent

Islamorada, Florida

$152/night

Brand New Beach House 1st Floor W Pool Beach &Dock

Islamorada, Florida

$206/night

Summerland Key Oceanfront

Summerland Key, Florida

$229/night

Ocean Front Home With Private Dock

Tavernier, Florida

$114/night