45,766 results for "Florida Keys waterfront"
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Islamorada, Florida
Ocean View with protected dock on lagoon with private boat ramp
Located in Islamorada, Florida, United States. Ocean View with protected dock on lagoon with private boat ramp Large 3/2 with ground level carport. Lagoon side screened porch 50' x 10'. Terrace on Ocean side is open. Boat access on Gulf side fishing and snorkeling, you can be in the ocean quickly. WiFi internet, 5 large screen TVs all with internet access. Spectacular view, great diving locations and fishing.
Islamorada, Florida
Panoramic Ocean Views from this 3 Bedroom Islamorada Home
Located in Islamorada, Florida, United States. Panoramic Ocean Views from this 3 Bedroom Islamorada Home 137 LeSerra Lane - Beautiful designer appointed Oceanside canal home located at the mile marker 76.5 in Lower Matecumbe (south part of Islamorada). This home is the second one on the point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffeemaker, toaster, and blender. There are two flat panel TVs in the house, as well as Wi-Fi internet. House is decorated with modern decor, and you'll love the water views from every window! Protected dockage enough for 2 boats! The dockage is 30' and has a fish cleaning station. Near the house is the small Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everythi
Islamorada, Florida
Serene Sunsets from Your 2 Bedroom Villa
Located in Islamorada, Florida, United States. Serene Sunsets from Your 2 Bedroom Villa Serene Sunsets from your villa! Sandy Pointe is located in prestigious Port Antigua on Lower Matecumbe. This condo is a comfortable two-bedroom one and a half bath, open dining and living room with bar seating to separate the kitchen. Step outside and relax on your private white natural sandy beach looking out into the bay. This beach is known for its unbelievable sunset views.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 Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in
Islamorada, Florida
Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.
Located in Islamorada, Florida, United States. Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere. Beautiful updated house on dead-end road with pool and private beach access. Launch a kayak or paddleboard from the beach and explore the shallow, warm waters off the private beach just steps away. Three large bedrooms, each with en suite bath, chef's kitchen with high-end appliances, deck with bbq and ocean views, fully-fenced yard with large pool, tiki hut, and putting green. Located in the heart of Islamorada--walk or bike to all the best restaurants, breweries and shops.Well behaved pets welcome!Available as a furnished monthly rental, or longer lease for a discounted rate.
Islamorada, Florida
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!
Located in Islamorada, Florida, United States. Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock! Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Honeydew (Villa #1) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area that features ample seating
Islamorada, Florida
Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada
Located in Islamorada, Florida, United States. Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada 80ft Dock and Boat Lift very close to Islamorada Sandbar and Alligator Reef. Great fishing, diving, snorkeling and boating! 400lb Ice Maker on property to fill your coolers. Large home in upscale neighborhood, very quiet private and peaceful. Tropical views of palm trees and ocean from every window and outside decks. Master Suite takes up the whole third floor with veranda.
Islamorada, Florida
Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach
Located in Islamorada, Florida, United States. Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach Casa KotoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a location right between an attractive canal and a private beach, this stunning three-level, six-bedroom hacienda is exactly what you've been hoping to find for your next family reunion or get-together with friends! You'll have breathtaking vistas of White Marlin Beach from every level, and the two separate wings will afford your group all the space and privacy you deserve during a long and luxurious vacation. When you're not out walking along your private beach, stretch out on the second level's furnished balcony to savor a refreshing beverage while catching up with old friends. You'll have a gas grill for those fun hot-weather barbecues, and there is plenty of seating for everyone to savor the views in comfort. Inside, you'll find a modern and welcoming liv
Islamorada, Florida
Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe
Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe Bay Harbour D-114 - Beautiful modern luxury unit with three bedrooms and two full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room with Wi-Fi also included. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and Wi-Fi in the community club house. Near the complex is the small Anne's Beach. There are nature trails, boardwalks that lead to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The condo is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everything is really close! You are only minutes away from "Downtown Islamorada" where Worldwide Sportsman and the Islamorada Fish Company are located yet you ar
Islamorada, Florida
Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable
Located in Islamorada, Florida, United States. Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Key Lychee (Villa #6) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area tha
Islamorada, Florida
Coastal Retreat in the Heart of Islamorada
Located in Islamorada, Florida, United States. Coastal Retreat in the Heart of Islamorada Nestled between the Cheeca Lodge and Caribbean Resort, our 4-bedroom oceanside home offers a unique beachfront experience for those looking for a luxurious and private getaway. Each spacious bedroom and en suite bathroom is inspired by modern coastal furnishings. Perfect for entertaining family and friends, including a fully equipped kitchen and an outdoor grilling area. Plus, enjoy the privacy of your own pool and patio that extend from the living area.Please note, this property may be booked for minimum of 28 nights. Currently taking weekly reservations starting November 2024. Please inquire to discuss.
Islamorada, Florida
Unique 2 Bedroom Bay Front Home with Roof Top Terrace
Located in Islamorada, Florida, United States. Unique 2 Bedroom Bay Front Home with Roof Top Terrace 75130 Overseas Highway - Great house in Lower Matecumbe (south side of Islamorada) at the 75-mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. View beautiful sunsets from the screened porch that includes tables and chairs. The roof deck allows for you to see both sides of the island! The bedrooms are located on opposite sides of the house with the common areas in between. Amenities include flat screen tv in the living room, cable television, and Wi-Fi. Dockage is not available at this house.Near the house is Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. VACATION RENTAL LICENSE: 24-0415 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if und
Islamorada, Florida
3 Lux Ensuites Walk/Boat Island!
Located in Islamorada, Florida, United States. 3 Lux Ensuites Walk/Boat Island! Summary:Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits
Islamorada, Florida
3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada
Located in Islamorada, Florida, United States. 3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada "Monthly rentals only, no split months, thank you."Day 1, of the month , to end of the month.Welcome, to GULFVIEW 150, ISLAMORADA, WHITE MARLIN BEACH"Sports Fishing Capital Of The World" 3200 sq ft. home5 minute walk to White Marlin Beach, from home ! Members only, private key entry, to access beach.Lower Matecumbe, White Marlin Beach, ISLAMORADA, Tri Level 4 Bedroom, 3 Bath home, sleeps 8 to 10You will enjoy the beautiful spacious 800sqf with 16.5 foot vaulted ceiling main room masterfully crafted by gifted carpenters with an open kitchen, new appliances , induction cooktop and *reverse osmosis drinking water filtration , complete with 70" TV internet, cable tv, a pool table, KMP L shape sofa, beautiful Tommy Bahama dining room table that expands to seat 8 - all opening up to 9'x50' back veranda with plenty of seating for your whole group! A wrap around walk way all on the 2nd level, of this beauti
Islamorada, Florida
1 BR Condo Oceanfront Resort and Marina
Located in Islamorada, Florida, United States. 1 BR Condo Oceanfront Resort and Marina Experience the inviting comfort of our 1-bedroom, 2-bathroom suite, designed as a serene sanctuary for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area exudes warmth, featuring a snug queen sofa bed, a functional kitchenette, and an additional balcony. While our property enjoys a prime oceanfront location, not all units guarantee direct ocean views.At Caloosa Cove Resort, enjoy breathtaking vistas, a heated swimming pool, a serene beachfront, a convenient General Store, boat slips, and exciting boat charters. With a variety of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Our onsite marina offers boat slip rentals and charters for adventurous guests. Additionally, a private beach and large, heated pool provide relaxation options.
Islamorada, Florida
Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym
Located in Islamorada, Florida, United States. Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new flat screen HD TVs in living room, master and queen guest! Gourmet kitchen has granite countertops, stainless steel appliances and a great selection of cookware and utensils. Open floor plan with wet bar and formal dining room. Enjoy your morning coffee or afternoon cocktail with the gentle ocean breeze on the wonderful screened in water front balcony. This unit is the model for all of Bay Harbour and is professionally decorated and furnished.The condo includes all linens and is equipped with a full washer and dryer. Also included is the use of a 50-foot boat slip in a protected harbor with four-foot control depth. The large screened in balcony looks
Islamorada, Florida
DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT
Located in Islamorada, Florida, United States. DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT This stunning top floor end unit in Bay Harbour with ocean and harbor views also includes a 50' boat slip with Boat Lift! The interior design is spectacular. Coffered ceilings in the living area, top of the line Miele and Thermador appliances, custom kitchen cabinetry, intricate tilework in the baths exceptional views from all common areas and primary bedroom. The Bay Harbour complex amenities include a pool, spa, gym, tennis courts and a clubhouse for friendly gatherings. Covered parking and a ground level storage unit are also included.
Islamorada, Florida
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.
Located in Islamorada, Florida, United States. Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound. This Beautifully renovated Compound / Property Comes With A recently completed Magnificent Landscape Oasis , That Begins With Coral Stones And Fire Bowl Entrance To A Large Golf Putting Green For Everyone In The Family To Enjoy ⛳️, Plenty Of Shaded Areas With Palm Trees 🌴 , A Fire Pit and Hammock area With Confortable Sittings that’s just perfect For Family Gatherings and fishing stories , (including the one that got away) and/or just total relaxation . and Much More . Truly The Perfect Vacation Home For Any Size Family. .Has 3 distinct Sleeping Quarters ,one in the Upper Floor Home ( This Spacious And Accommodating 2nd Floor Suite have its Own Entrance ,King Size Bed , Small Fridge/ Microwave Oven , Nespreso Coffee Maker , Sitting Vanity With Mirror , A 65 In TV And A Large Confortable Scenic And Relaxing Wrap - Around Balcony ). On Ground Floor and With Access from the Swimming Pool Area ,you’ll find Entra
Islamorada, Florida
Beautiful Maison #307
Located in Islamorada, Florida, United States. Beautiful Maison #307 Maison Matecumbe #307 - Maison Matecumbe is an exclusive gated and private boutique complex comprised of 9 units. Centrally located right in the heart of Islamorada within walking and biking distance to many restaurants, cafes, shopping, marinas and Islamorada's Art District. The unit has been totally renovated, brand new kitchen, beautiful bathrooms, decor and bedding. The unit offers an open lower level living room with kitchen and guest bedroom and full bath. Beautiful views of the Atlantic from the screened balcony. The upper level has a king master en suite and third bedroom with two queen beds. Newly renovated swimming pool and hot tub to spend your days lounging along with Maison's beach, outdoor kitchen, tiki hut and spa. VACATION RENTAL LICENSE: 24-0074If 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
Islamorada, Florida
Best Location in Islamorada!! Beach access - Boat trailer parking!
Located in Islamorada, Florida, United States. Best Location in Islamorada!! Beach access - Boat trailer parking! Gorgeous and highly appointed luxury Island villa with beach access. You are right in the middle of it all with this perfect location. Walk or bike to some of the best restaurants and shopping Islamorada has to offer.
Islamorada, Florida
Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage
Located in Islamorada, Florida, United States. Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage Bayside Retreat - Completely renovated bayfront duplex home. This bayfront home consists of three bedrooms and three baths in Lower Matecumbe. With charming island decor and the open concept living room, kitchen and dining area, the home is light and airy. The screened balcony directly off the kitchen enables you to enjoy outdoor dining with beautiful bay views. The master en-suite with a king bed and bay views, and the guest room with two twin beds are located on the main level. The loft queen en-suite on the second level with sliding doors leading out to an open balcony offers open Gulf views to the west and ocean views on the east. This home offers both ocean views and bay views from the kitchen and living room. Dockage for smaller boats and skiffs up to 24' with easy bay access and ocean access through Channel 5 Bridge. Enjoy paddle boarding and kayaking right from the bayfront beach area. There are 2 paddle boards f
Islamorada, Florida
Tarpon Bend ocean view with boat lifts
Located in Islamorada, Florida, United States. Tarpon Bend ocean view with boat lifts 3/2 Waterfront Home in Lower Matecumbe Key in Islamorada, Florida. Featuring a 70' ft private dock with 2 boatlifts (1- 10,000 lbs capacity, 1- 20,000 lb capacity)- both available for rental separately. Home is minutes away from most attractions. This beautiful home accommodates up to eight people and is completely decorated.Master Bedroom has a King-size bed with a flat panel LCD Television. Southern facing window lets in plenty of natural light. Bedroom features a master bath and a walk in closet with ample room for storage.Bathroom #2 has a queen sized bed and a private televisionBathroom #3 has two full size bunk beds and a private television. One full sized bathroom in addition to master bath is conveniently located by bedrooms.The living room has an entertainment center with a flat panel LCD Television. Lovely Kitchen /dining area featuring a table for 8. Upstairs balcony extends width of property and contains a BBQ and seating area. Do
Islamorada, Florida
Sunset Splendor: 2 Units Near Theater of the Sea! Parking, Pool, BBQ Facilities
Located in Islamorada, Florida, United States. Sunset Splendor: 2 Units Near Theater of the Sea! Parking, Pool, BBQ Facilities Nestled along the stunning coastline, our newly renovated resort offers a tranquil escape from the everyday hustle and bustle. Step outside your door and be greeted by the breathtaking beauty of our private beach. Feel the soft sand between your toes as you stroll along the shoreline or soak up the sun on a beach lounger. For those seeking adventure, indulge in various water sports activities nearby, such as kayaking or paddle boarding, Our newly renovated resort boasts an array of amenities to enhance your experience. Take a dip in our sparkling outdoor pool, surrounded by lush tropical gardens. Our friendly staff is always ready to provide recommendations and assist you in planning memorable excursions. Experience the epitome of coastal elegance and create timeless memories at our exclusive retreat. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from ty
Islamorada, Florida
Oceanside townhome 2/2 with boat ramp and dockage
Located in Islamorada, Florida, United States. Oceanside townhome 2/2 with boat ramp and dockage This beautiful newly renovated townhouse is the prefect vacation home for you and your family. The third floor has a master bedroom with king bed and bathroom with a balcony that has ocean views. The second floor has a bedroom with queen bed and bathroom right off of the living room and fully equipped and updated kitchen with a huge island. There is a sleeper sofa in the living room. The balcony on the second floor provides you with a view of the pool, tennis courts, pickle ball, shuffle board, tiki hut with picnic area, charcoal grill, and dock. You have a view of the dock where you can keep your boat up to 25' as stated in boat registration. The dock has fresh water, electric, 2 filet stations. There is a community boat ramp which you have access to at anytime as long as you have provided insurance and registration to the dock master. On the first floor there is a garage where you can store your fishing rods, a freezer to store your
Islamorada, Florida
Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe
Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe Bay Harbour A-304 – Beautiful three bedroom two and a half bath luxury penthouse condo located at mile marker 74.5 bayside. This condo is nicely decorated, fully appointed, and very spacious for you and your family. The unit has a beautiful, screened lanai off the living room and master bedroom with brand new furnishings to relax and watch the sun rise over Alligator Reef. The complex has a pool, hot tub, gas grills, tennis courts, weight room, dockage, fish cleaning stations, and a community club house. The unit has recently been updated to make your stay even more comfortable and enjoyable. It has Wi-Fi as well as cable. The condo includes all linens and is equipped with a full washer and dryer. The condo overlooks its 50-foot private boat slip in a protected harbor with deep water access. There is immediate bay access and quick ocean access via Channel Two and Channel Five bridges. Fish cleaning stations, s
Islamorada, Florida
Ocean View with protected dock on lagoon with private boat ramp
Located in Islamorada, Florida, United States. Ocean View with protected dock on lagoon with private boat ramp Large 3/2 with ground level carport. Lagoon side screened porch 50' x 10'. Terrace on Ocean side is open. Boat access on Gulf side fishing and snorkeling, you can be in the ocean quickly. WiFi internet, 5 large screen TVs all with internet access. Spectacular view, great diving locations and fishing.
$188
/ night
Islamorada, Florida
Panoramic Ocean Views from this 3 Bedroom Islamorada Home
Located in Islamorada, Florida, United States. Panoramic Ocean Views from this 3 Bedroom Islamorada Home 137 LeSerra Lane - Beautiful designer appointed Oceanside canal home located at the mile marker 76.5 in Lower Matecumbe (south part of Islamorada). This home is the second one on the point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffeemaker, toaster, and blender. There are two flat panel TVs in the house, as well as Wi-Fi internet. House is decorated with modern decor, and you'll love the water views from every window! Protected dockage enough for 2 boats! The dockage is 30' and has a fish cleaning station. Near the house is the small Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everythi
$294
/ night
Islamorada, Florida
Serene Sunsets from Your 2 Bedroom Villa
Located in Islamorada, Florida, United States. Serene Sunsets from Your 2 Bedroom Villa Serene Sunsets from your villa! Sandy Pointe is located in prestigious Port Antigua on Lower Matecumbe. This condo is a comfortable two-bedroom one and a half bath, open dining and living room with bar seating to separate the kitchen. Step outside and relax on your private white natural sandy beach looking out into the bay. This beach is known for its unbelievable sunset views.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 Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in
$133
/ night
Islamorada, Florida
Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.
Located in Islamorada, Florida, United States. Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere. Beautiful updated house on dead-end road with pool and private beach access. Launch a kayak or paddleboard from the beach and explore the shallow, warm waters off the private beach just steps away. Three large bedrooms, each with en suite bath, chef's kitchen with high-end appliances, deck with bbq and ocean views, fully-fenced yard with large pool, tiki hut, and putting green. Located in the heart of Islamorada--walk or bike to all the best restaurants, breweries and shops.Well behaved pets welcome!Available as a furnished monthly rental, or longer lease for a discounted rate.
$249
/ night
Islamorada, Florida
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!
Located in Islamorada, Florida, United States. Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock! Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Honeydew (Villa #1) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area that features ample seating
$270
/ night
Islamorada, Florida
Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada
Located in Islamorada, Florida, United States. Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada 80ft Dock and Boat Lift very close to Islamorada Sandbar and Alligator Reef. Great fishing, diving, snorkeling and boating! 400lb Ice Maker on property to fill your coolers. Large home in upscale neighborhood, very quiet private and peaceful. Tropical views of palm trees and ocean from every window and outside decks. Master Suite takes up the whole third floor with veranda.
$249
/ night
Islamorada, Florida
Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach
Located in Islamorada, Florida, United States. Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach Casa KotoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a location right between an attractive canal and a private beach, this stunning three-level, six-bedroom hacienda is exactly what you've been hoping to find for your next family reunion or get-together with friends! You'll have breathtaking vistas of White Marlin Beach from every level, and the two separate wings will afford your group all the space and privacy you deserve during a long and luxurious vacation. When you're not out walking along your private beach, stretch out on the second level's furnished balcony to savor a refreshing beverage while catching up with old friends. You'll have a gas grill for those fun hot-weather barbecues, and there is plenty of seating for everyone to savor the views in comfort. Inside, you'll find a modern and welcoming liv
$370
/ night
Islamorada, Florida
Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe
Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe Bay Harbour D-114 - Beautiful modern luxury unit with three bedrooms and two full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room with Wi-Fi also included. The Bay Harbour Complex comes complete with two tennis courts, weight room, pool, your own dedicated boat slip, a fish cleaning station, and Wi-Fi in the community club house. Near the complex is the small Anne's Beach. There are nature trails, boardwalks that lead to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. The condo is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat rentals or a fishing guide (Deep Sea or Backcountry). Everything is really close! You are only minutes away from "Downtown Islamorada" where Worldwide Sportsman and the Islamorada Fish Company are located yet you ar
$301
/ night
Islamorada, Florida
Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable
Located in Islamorada, Florida, United States. Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable Short Description🏡 Community amenities: heated pool, boat dock, BBQ📍Walk to shops, grocery store, parks, restaurants🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest supportIsla Key Lychee (Villa #6) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and a top balcony with partial water view. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay. The Space🛋️ Living Room: Open-concept living area tha
$299
/ night
Islamorada, Florida
Coastal Retreat in the Heart of Islamorada
Located in Islamorada, Florida, United States. Coastal Retreat in the Heart of Islamorada Nestled between the Cheeca Lodge and Caribbean Resort, our 4-bedroom oceanside home offers a unique beachfront experience for those looking for a luxurious and private getaway. Each spacious bedroom and en suite bathroom is inspired by modern coastal furnishings. Perfect for entertaining family and friends, including a fully equipped kitchen and an outdoor grilling area. Plus, enjoy the privacy of your own pool and patio that extend from the living area.Please note, this property may be booked for minimum of 28 nights. Currently taking weekly reservations starting November 2024. Please inquire to discuss.
$828
/ night
Islamorada, Florida
Unique 2 Bedroom Bay Front Home with Roof Top Terrace
Located in Islamorada, Florida, United States. Unique 2 Bedroom Bay Front Home with Roof Top Terrace 75130 Overseas Highway - Great house in Lower Matecumbe (south side of Islamorada) at the 75-mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. View beautiful sunsets from the screened porch that includes tables and chairs. The roof deck allows for you to see both sides of the island! The bedrooms are located on opposite sides of the house with the common areas in between. Amenities include flat screen tv in the living room, cable television, and Wi-Fi. Dockage is not available at this house.Near the house is Anne's Beach. There are nature trails, boardwalks to small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking. VACATION RENTAL LICENSE: 24-0415 Per Islamorada's vacation rental ordinances for weekly rentals 2 people per bedroom are allowed, and 2 additional guests if und
$284
/ night
Islamorada, Florida
3 Lux Ensuites Walk/Boat Island!
Located in Islamorada, Florida, United States. 3 Lux Ensuites Walk/Boat Island! Summary:Dive into the heart of Islamorada and COUPLES Imagine: THREE MASTER BEDROOMS, so no squabbles over only 1 Master! This 2017 townhome promises restful nights and lively marine filled mornings. From your balcony, salute serenity; Dockside bid sunsets a farewell or mingle with manatees and lobsters. A stroll away: world-class dining, boutiques, bars or a Paddleboard escapade. Welcome to bayside luxury with a splash of fun! Explore the community & nearby libations. Your tranquil Bayside haven awaits
$348
/ night
Islamorada, Florida
3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada
Located in Islamorada, Florida, United States. 3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada "Monthly rentals only, no split months, thank you."Day 1, of the month , to end of the month.Welcome, to GULFVIEW 150, ISLAMORADA, WHITE MARLIN BEACH"Sports Fishing Capital Of The World" 3200 sq ft. home5 minute walk to White Marlin Beach, from home ! Members only, private key entry, to access beach.Lower Matecumbe, White Marlin Beach, ISLAMORADA, Tri Level 4 Bedroom, 3 Bath home, sleeps 8 to 10You will enjoy the beautiful spacious 800sqf with 16.5 foot vaulted ceiling main room masterfully crafted by gifted carpenters with an open kitchen, new appliances , induction cooktop and *reverse osmosis drinking water filtration , complete with 70" TV internet, cable tv, a pool table, KMP L shape sofa, beautiful Tommy Bahama dining room table that expands to seat 8 - all opening up to 9'x50' back veranda with plenty of seating for your whole group! A wrap around walk way all on the 2nd level, of this beauti
$282
/ night
Islamorada, Florida
1 BR Condo Oceanfront Resort and Marina
Located in Islamorada, Florida, United States. 1 BR Condo Oceanfront Resort and Marina Experience the inviting comfort of our 1-bedroom, 2-bathroom suite, designed as a serene sanctuary for guests. Relax in the bedroom with two queen beds, an ensuite bathroom, and a private balcony. The living area exudes warmth, featuring a snug queen sofa bed, a functional kitchenette, and an additional balcony. While our property enjoys a prime oceanfront location, not all units guarantee direct ocean views.At Caloosa Cove Resort, enjoy breathtaking vistas, a heated swimming pool, a serene beachfront, a convenient General Store, boat slips, and exciting boat charters. With a variety of activities nearby, it's the perfect destination to unwind and fully immerse yourself in the captivating ambiance of Islamorada. Our onsite marina offers boat slip rentals and charters for adventurous guests. Additionally, a private beach and large, heated pool provide relaxation options.
$235
/ night
Islamorada, Florida
Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym
Located in Islamorada, Florida, United States. Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new flat screen HD TVs in living room, master and queen guest! Gourmet kitchen has granite countertops, stainless steel appliances and a great selection of cookware and utensils. Open floor plan with wet bar and formal dining room. Enjoy your morning coffee or afternoon cocktail with the gentle ocean breeze on the wonderful screened in water front balcony. This unit is the model for all of Bay Harbour and is professionally decorated and furnished.The condo includes all linens and is equipped with a full washer and dryer. Also included is the use of a 50-foot boat slip in a protected harbor with four-foot control depth. The large screened in balcony looks
$381
/ night
Islamorada, Florida
DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT
Located in Islamorada, Florida, United States. DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT This stunning top floor end unit in Bay Harbour with ocean and harbor views also includes a 50' boat slip with Boat Lift! The interior design is spectacular. Coffered ceilings in the living area, top of the line Miele and Thermador appliances, custom kitchen cabinetry, intricate tilework in the baths exceptional views from all common areas and primary bedroom. The Bay Harbour complex amenities include a pool, spa, gym, tennis courts and a clubhouse for friendly gatherings. Covered parking and a ground level storage unit are also included.
$579
/ night
Islamorada, Florida
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.
Located in Islamorada, Florida, United States. Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound. This Beautifully renovated Compound / Property Comes With A recently completed Magnificent Landscape Oasis , That Begins With Coral Stones And Fire Bowl Entrance To A Large Golf Putting Green For Everyone In The Family To Enjoy ⛳️, Plenty Of Shaded Areas With Palm Trees 🌴 , A Fire Pit and Hammock area With Confortable Sittings that’s just perfect For Family Gatherings and fishing stories , (including the one that got away) and/or just total relaxation . and Much More . Truly The Perfect Vacation Home For Any Size Family. .Has 3 distinct Sleeping Quarters ,one in the Upper Floor Home ( This Spacious And Accommodating 2nd Floor Suite have its Own Entrance ,King Size Bed , Small Fridge/ Microwave Oven , Nespreso Coffee Maker , Sitting Vanity With Mirror , A 65 In TV And A Large Confortable Scenic And Relaxing Wrap - Around Balcony ). On Ground Floor and With Access from the Swimming Pool Area ,you’ll find Entra
$402
/ night
Islamorada, Florida
Beautiful Maison #307
Located in Islamorada, Florida, United States. Beautiful Maison #307 Maison Matecumbe #307 - Maison Matecumbe is an exclusive gated and private boutique complex comprised of 9 units. Centrally located right in the heart of Islamorada within walking and biking distance to many restaurants, cafes, shopping, marinas and Islamorada's Art District. The unit has been totally renovated, brand new kitchen, beautiful bathrooms, decor and bedding. The unit offers an open lower level living room with kitchen and guest bedroom and full bath. Beautiful views of the Atlantic from the screened balcony. The upper level has a king master en suite and third bedroom with two queen beds. Newly renovated swimming pool and hot tub to spend your days lounging along with Maison's beach, outdoor kitchen, tiki hut and spa. VACATION RENTAL LICENSE: 24-0074If 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
$519
/ night
Islamorada, Florida
Best Location in Islamorada!! Beach access - Boat trailer parking!
Located in Islamorada, Florida, United States. Best Location in Islamorada!! Beach access - Boat trailer parking! Gorgeous and highly appointed luxury Island villa with beach access. You are right in the middle of it all with this perfect location. Walk or bike to some of the best restaurants and shopping Islamorada has to offer.
$190
/ night
Islamorada, Florida
Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage
Located in Islamorada, Florida, United States. Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage Bayside Retreat - Completely renovated bayfront duplex home. This bayfront home consists of three bedrooms and three baths in Lower Matecumbe. With charming island decor and the open concept living room, kitchen and dining area, the home is light and airy. The screened balcony directly off the kitchen enables you to enjoy outdoor dining with beautiful bay views. The master en-suite with a king bed and bay views, and the guest room with two twin beds are located on the main level. The loft queen en-suite on the second level with sliding doors leading out to an open balcony offers open Gulf views to the west and ocean views on the east. This home offers both ocean views and bay views from the kitchen and living room. Dockage for smaller boats and skiffs up to 24' with easy bay access and ocean access through Channel 5 Bridge. Enjoy paddle boarding and kayaking right from the bayfront beach area. There are 2 paddle boards f
$274
/ night
Islamorada, Florida
Tarpon Bend ocean view with boat lifts
Located in Islamorada, Florida, United States. Tarpon Bend ocean view with boat lifts 3/2 Waterfront Home in Lower Matecumbe Key in Islamorada, Florida. Featuring a 70' ft private dock with 2 boatlifts (1- 10,000 lbs capacity, 1- 20,000 lb capacity)- both available for rental separately. Home is minutes away from most attractions. This beautiful home accommodates up to eight people and is completely decorated.Master Bedroom has a King-size bed with a flat panel LCD Television. Southern facing window lets in plenty of natural light. Bedroom features a master bath and a walk in closet with ample room for storage.Bathroom #2 has a queen sized bed and a private televisionBathroom #3 has two full size bunk beds and a private television. One full sized bathroom in addition to master bath is conveniently located by bedrooms.The living room has an entertainment center with a flat panel LCD Television. Lovely Kitchen /dining area featuring a table for 8. Upstairs balcony extends width of property and contains a BBQ and seating area. Do
$297
/ night
Islamorada, Florida
Sunset Splendor: 2 Units Near Theater of the Sea! Parking, Pool, BBQ Facilities
Located in Islamorada, Florida, United States. Sunset Splendor: 2 Units Near Theater of the Sea! Parking, Pool, BBQ Facilities Nestled along the stunning coastline, our newly renovated resort offers a tranquil escape from the everyday hustle and bustle. Step outside your door and be greeted by the breathtaking beauty of our private beach. Feel the soft sand between your toes as you stroll along the shoreline or soak up the sun on a beach lounger. For those seeking adventure, indulge in various water sports activities nearby, such as kayaking or paddle boarding, Our newly renovated resort boasts an array of amenities to enhance your experience. Take a dip in our sparkling outdoor pool, surrounded by lush tropical gardens. Our friendly staff is always ready to provide recommendations and assist you in planning memorable excursions. Experience the epitome of coastal elegance and create timeless memories at our exclusive retreat. PLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from ty
$720
/ night
Islamorada, Florida
Oceanside townhome 2/2 with boat ramp and dockage
Located in Islamorada, Florida, United States. Oceanside townhome 2/2 with boat ramp and dockage This beautiful newly renovated townhouse is the prefect vacation home for you and your family. The third floor has a master bedroom with king bed and bathroom with a balcony that has ocean views. The second floor has a bedroom with queen bed and bathroom right off of the living room and fully equipped and updated kitchen with a huge island. There is a sleeper sofa in the living room. The balcony on the second floor provides you with a view of the pool, tennis courts, pickle ball, shuffle board, tiki hut with picnic area, charcoal grill, and dock. You have a view of the dock where you can keep your boat up to 25' as stated in boat registration. The dock has fresh water, electric, 2 filet stations. There is a community boat ramp which you have access to at anytime as long as you have provided insurance and registration to the dock master. On the first floor there is a garage where you can store your fishing rods, a freezer to store your
$117
/ night
Islamorada, Florida
Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe
Located in Islamorada, Florida, United States. Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe Bay Harbour A-304 – Beautiful three bedroom two and a half bath luxury penthouse condo located at mile marker 74.5 bayside. This condo is nicely decorated, fully appointed, and very spacious for you and your family. The unit has a beautiful, screened lanai off the living room and master bedroom with brand new furnishings to relax and watch the sun rise over Alligator Reef. The complex has a pool, hot tub, gas grills, tennis courts, weight room, dockage, fish cleaning stations, and a community club house. The unit has recently been updated to make your stay even more comfortable and enjoyable. It has Wi-Fi as well as cable. The condo includes all linens and is equipped with a full washer and dryer. The condo overlooks its 50-foot private boat slip in a protected harbor with deep water access. There is immediate bay access and quick ocean access via Channel Two and Channel Five bridges. Fish cleaning stations, s
$300
/ night
Ocean View with protected dock on lagoon with private boat ramp
Islamorada, Florida
$188/night
Panoramic Ocean Views from this 3 Bedroom Islamorada Home
Islamorada, Florida
$294/night
Serene Sunsets from Your 2 Bedroom Villa
Islamorada, Florida
$133/night
Best location 3BR house in Islamorada! Pool and beach; walk or bike everywhere.
Islamorada, Florida
$249/night
Isla Honeydew: 3 En-Suite Bedrooms! Waterfront Resort, Pool, Dock!
Islamorada, Florida
$270/night
Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada
Islamorada, Florida
$249/night
Waterfront Vacation Home w/Stunning Bay/Canal Views, Private Dock, Private Beach
Islamorada, Florida
$370/night
Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe
Islamorada, Florida
$301/night
Isla Lychee: Labor Day Special! Little Basin Villas, Waterfront Boutique Resort, Walkable
Islamorada, Florida
$299/night
Coastal Retreat in the Heart of Islamorada
Islamorada, Florida
$828/night
Unique 2 Bedroom Bay Front Home with Roof Top Terrace
Islamorada, Florida
$284/night
3 Lux Ensuites Walk/Boat Island!
Islamorada, Florida
$348/night
3200 square ft. Masterpiece Home Fishing Paradise Waterfront 4 / 3 Islamorada
Islamorada, Florida
$282/night
1 BR Condo Oceanfront Resort and Marina
Islamorada, Florida
$235/night
Elegant Bay Harbor Condo with 50 Foot Boat Slip, Heated Pool, Hot Tub, and Gym
Islamorada, Florida
$381/night
DELUXE ISLAMORADA PENTHOUSE CONDO WITH 50' BOAT SLIP AND 25,000# LIFT
Islamorada, Florida
$579/night
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.
Islamorada, Florida
$402/night
Beautiful Maison #307
Islamorada, Florida
$519/night
Best Location in Islamorada!! Beach access - Boat trailer parking!
Islamorada, Florida
$190/night
Bayside Retreat - Adorable 3 Bedroom Bayfront Duplex with Dockage
Islamorada, Florida
$274/night
Tarpon Bend ocean view with boat lifts
Islamorada, Florida
$297/night
Sunset Splendor: 2 Units Near Theater of the Sea! Parking, Pool, BBQ Facilities
Islamorada, Florida
$720/night
Oceanside townhome 2/2 with boat ramp and dockage
Islamorada, Florida
$117/night
Stunning 3 Bedroom Condo with Basin & Ocean Views Located in Lower Matecumbe
Islamorada, Florida
$300/night