358,603 properties available

Located in Cudjoe Key, Florida, United States. Coastal Oasis, Canal front COASTAL OASIS is just for you. This three-bedroom two-bath canal-front home offers a comfortable base for your Keys adventures. The living room, dining room, and kitchen are all found in a large open area adjacent to the large screened porch. The kitchen is fully equipped. Amenities include a washer/dryer, TV, central A/C, dishwasher, and barbecue grill. For sleeping, there is a Queen in 2 bedrooms and 2 full beds in the 3rd one. For the boaters and fishermen, there is a concrete dock on the canal. Access to the Atlantic, coral reefs, Gulf Stream, Gulf, and backcountry is easy. Located nearby are restaurants, groceries, fuel and bait, convenience stores, banks, post offices, and more. Within an easy drive, there is much more to be found, Key West with all it offers, dining, shopping, history, and the like, is 23 miles to the south. Big Pine Key with its natural attractions is 7 miles north. Just a bit further north is the world-class beach at Bahia Honda Stat

Located in Summerland Key, Florida, United States. Sunset Beach, 4 bedroom, 5.5 bath, oceanfront home! You will be treated to gorgeous sunsets over Cudjoe Bay from this custom-built four-bedroom five and a half bath (master suite has his and her bathrooms) home located on Cudjoe Key. The expansive great room featuring coral stone floors and vaulted ceilings over 20 feet tall, along with the kitchen, dining room, and master suite all have sweeping views of the bay as evident in the pictures below. Built on a large corner lot, this house offers the best of both worlds, a beach area with breathtaking views of the open water and over 80 feet of wood dock along the canal for easy boat dockage. There is access to the ocean, back country, and Looe Key Reef. Sleeping accommodations include two king beds, one queen, and two twins. Some of the other amenities of the home include a fully equipped kitchen, a 60-inch TV in the great room with Blue Ray DVD player, and a Bluetooth soundbar (soundbar powers sound for TV/DVDs, CDs, or directly from a m

Located in Summerland Key, Florida, United States. Lower Keys Escape Our private studio is located on beautiful Cudjoe Key. It has a private entrance with no accessibility to the main house. We are located at 22.5 mm from Key West. It’s a great room to stay in while visiting the Florida Keys. The space is great for single travelers. Great studio apartment with kitchenette that has a full size refrigerator, coffee maker, Nuwave oven, microwave, and hot eye for cooking. TV is located in the main living area. There is 1 Queen bed. There is a full bath inside with shower and outside shower. There are also 2 chairs for relaxing in to watch tv. It is approximately 400 sq ft. There is a bar for 2 and an outside table with seating for 4, swing and a couple of other chairs around the property for your use. There is parking for one vehicle.Free WIFIThere are 2 paddle boards and 2 kayaks for your use during your stay. We live here full time and have 2 dogs.It is a very quiet neighborhood and close to Big Pine for getting groceries or essenti

Located in Summerland Key, Florida, United States. Waterfront Oceanside 200' Seawall 3/2 Sleeps 6 Hello ! My name is Debra and I run our VRBO account for our family. We love our salty slice of paradise and I look forward to sharing it with you!Our oceanside 3/2 home features a large lot, 200ft of concrete dockage, fish cleaning station, & plenty of parking for boats, cars & trailers. You will have a full kitchen, living & dining room, TV, wifi, screened porch, tiki hut & plenty of outdoor space to fish, play, kayak, and Florida Keys sunsets. Quick boat access to both Atlantic & Gulf.The spaceOur house offers seclusion, privacy and plenty of room to play, perfect for you and your family to relax & unwind. We have a large double lot with Tiki Hut and 200' of concrete seawall and dockage for all of your toys. Fish right off our seawall, take a dip in the canal, relax and float, or go kayaking and explore.We have a fisherman's paradise here. A deep water canal that quickly takes you directly out into the Atlantic and quickly over the reef

Located in Cudjoe Key, Florida, United States. Oceanfront Views, Private Pool, Dock, Kayaks, and Bicycles Reserve your next getaway in this one of a kind custom home! The perfect location for an exclusive getaway for a small group. A gorgeous view, heated pool (With salt water system that is gentler on your skin), kayaks, bicycles and a private dock right at your back door allow for the ultimate escape. This fully furnished, light and airy 4 bedroom 3.5 bath home includes all the amenities you expect. It includes a granite kitchen with new appliances and all the comforts of home. And for quiet reflection, there is a deck off the living room with a great view of the water to sip your morning coffee. The two master suites have their own private balconies. The other two bedrooms have sliding glass doors that open to the covered deck. There is also ample area for sun-bathing around the pool. Located at the end of a quiet dead end street, the home sits on the ocean end of a canal. Plenty of dockage available for a 30' boat. Room to

Located in Summerland Key, Florida, United States. Water Lovers Paradise This newly renovated vacation home on a canal in Cudjoe Key is a stunning retreat that offers the perfect blend of comfort, relaxation and adventure. The living room is furnished with plush sofas and chairs, a large flat-screen TV, making it the perfect spot to unwind after a long day of boating or exploring Key West. The kitchen is fully equipped with new stainless steel appliances, quartz countertops, with French doors that open to a screened in deck overlooking the water if you prefer to dine al fresco. The home has four spacious bedrooms, two with their own private en-suite bathroom. The bedrooms are tastefully decorated and feature comfortable beds, high-quality linens, and plenty of storage space.One of the best features of this vacation home is its outdoor living space. The home is in a quiet residential neighborhood and sits right on the water, and there is a deck that overlooks the canal and Cudjoe Bay. The deck is furnished with comfortable outdoor furn

Located in Summerland Key, Florida, United States. Sunset Views, oceanfront Enjoy the sunsets on Sarcarma Bay from this rustic home in a tropical setting with an open waterfront and canal access. The shoreline gently slopes into deeper water for wading, swimming, or beaching a small boat. Dockage and ramp are also provided. This custom cypress home has three bedrooms and two baths. For sleeping there is a king and two queens. Amenities include central a/c, cable TV, dishwasher, microwave, gas grill, washer, dryer, and a wet bar. This waterfront home is located 23 miles from Key West and less than 3 hours from the Miami Airport. It has boating access to the Ocean and the Gulf. The Looe Key Marine Sanctuary is about 9 miles by boat. Marinas, boat rentals, dive shops, restaurants, and groceries are only a few minutes away. This is a designated NON-SMOKING home. Ask about our pet policies. THIS HOME IS A 28-DAY MINIMUM RENTAL PER MONROE COUNTY CODE. This home is a 28 day minimum rental per Monroe County Code.

Located in Cudjoe Key, Florida, United States. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water views. Located on the open water, with a 52' concrete dock/seawall complete with dock posts, swim ladder. Beautiful views of the open water from the living room, dining room and kitchen.- perfect location for your boat or you can rent one nearby.This is a fully furnished 2 bedroom/2 bath stilt home with parking and covered living space below. The master bedroom has a king sized bed, the second bedroom has a queen bed, gorgeous ocean views, second-floor deck, direct access to the Atlantic and the Gulf. Central A/C and heat, overhead ceiling fans, full kitchen with microwave, full sized washer/dryer, 42' high def flat screened TV and another TV in the bedroom, Wi-Fi, cable,ceiling fans, beach towels, linens, dishes, glasses and wine glasses etc Recreation center with darts, and ping pong. Post Office and a Libra

Located in Cudjoe Key, Florida, United States. Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub Gorgeous stilt home with beautiful ocean views. This Lobstering paradise is just 1 house down from open water on a deep 60 foot wide canal, breath taking open water views, direct access to the Atlantic and the Gulf via Kemp channel, 35' concrete dock/seawall with a fish cleaning station. Beautiful views of the open water from the living room, dining room, and kitchen. Perfect location to tie up your boat. This is a fully furnished 2 bedroom 2 bath home with spectacular sunrise and sunset views. The master bedroom has a Queen size bed, the second bedroom has twin beds. Central A/C and heat, overhead ceiling fans, full kitchen with microwave, full size washer/dryer, HD flat screen TV in living room and master bedroom, high speed internet, WiFi, and U-verse TV, beach towels, linens, dishes, glasses and wine glasses etc. During the peak summer/winter seasons and holidays, rentals are from Saturday to Saturday.Marina s

Located in Summerland Key, Florida, United States. Ocean/Canal Views 21ft Dock - Venture Out #357 Beautiful Ocean/Canal Views 21' Dockage 2Bd/2Ba with Double Porches, Large Landscaped Yard!Island Breeze is a fabulous location for this 2Bd/2Ba stilt home in the desirable Venture Out Community on Cudjoe Key. Features a 21' Concrete Seawall with breathtaking views of the Atlantic Ocean and located on a 60' wide canal. Situated on an oversized lot with a patio surrounded by tropical gardens creating lots of privacy between neighbors, it's like living on an Island away from it all! Covered parking and 12 x 12 storage room plus two upper decks facing east and west for great orientation and open air breezes. Venture Out charges a registration fee upon entry of $125.00, payable at the gate upon arrival. When you arrive at Venture Out , you will go to the Venture Out Office (or the Guard Gate if it is after hours) to pay the fee and to receive your parking pass. Cash or CC only is accepted for this fee.OVERFLOW PARKING IS NOT GUARANTEED. IT

Located in Cudjoe Key, Florida, United States. 20 MINUTES TO KEY WEST , BOATERS PARADISE COMPLETELY RENOVATED TOP TO BOTTOM , 2 BEDROOM , 35' DOCK WITH ALL NEW PAVERS AND 13' UMBRELLA , FISH CLEANING TABLE , HOSE AND ELECTRIC AT DOCK. COMMUNITY STORE , GIANT NEW RAM, ICE, BAIT, AND GROCERY. COMMUNITY POOL AND HOT TUB. DOG FRIENDLY. GATED COMMUNITY WITH FULL TIME GUARDS. ****PLEASE NOTE THERE IS A $113 REGISTRATION FEE IMPLEMENTED BY THE ASSOCIATION AND COLLECTED AT THE GATE.

Located in Cudjoe Key, Florida, United States. WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification Come vacation in this cozy two bedroom with one bath home. The home has been recently renovated. Just added a non touch sink and a UV light air sanitizing purification system . Which is proven to kill mold and air borne bacteria and viruses including the flu . Your health is our biggest concern . Perfect location on a canal with dockage for up to 35 ft boat right outside the back steps with a cleaning station. . .Located on last street in Venture Out towards the entrance of the canal for more privacy & easy access. Comfortably sleeps five adults. Your dogs are also welcome. Located at MM 23 in Venture Out. *Venture Out Resort does charge a one time entrance fee upon arrival at the security gate. This allows you unlimited access to the boat ramp & other amenities on the property. Fee is $125.00 tax included .

Located in Cudjoe Key, Florida, United States. Waterfront home with numerous amenities on popular Cudjoe Key! Crystal Clear Canal front home with open water view! Home is located in a desirable community called Venture Out. Fully furnished, and beautifully decorated with popular Key West colors! Spacious and bright rooms are waiting for you! 3 Beds Cable TV throughout! Master bedroom features a queen bed, full bath, TV, and storage. Guest bedroom includes two twin beds, TV, storage and stackable washer and dryer. Living has lots of windows, sliding glass doors that lead to the porch, TV, 5 electric recliners in recliner, loveseat and couch. Kitchen is nicely equipped and includes coffee pot and Keurig maker, microwave and toaster. Home has ramp in front of property, and steps in back. Porch offers beautiful views with a small seating area. Out back is seating area seawall dock has BBQ grill, fish cleaning station, and swim ladder. Seawall can accommodate a boat up to35'! This privately owned community offers amazing amenities that

Located in Cudjoe Key, Florida, United States. Waterfront Home You found it!! Bring your boat! Charming cottage located in Venture Out, resort style community located on Cudjoe Key, just 20 miles from Key West. Remodeled cottage, Two bedroom, two bath, sleeps 4 (2 queen beds, there is also a sleep sofa), well equipped kitchen. Screened porch that overlooks the wide canal, 35' concrete bulkhead, with easy access to the Atlantic Ocean or Gulf. Amenities include heated 80' swimming pool, hot tub, tennis courts, full service marina and community convenience store. Wonderful restaurants nearby, post office, gourmet grocery, liquor store. There is a $125.00 fee that is due at check in payable to Venture Out for use of the amenities. Parking for one car, one golf cart and one motorcycle, additional vehicles will park in overflow parking. If you are bringing a boat, we have trailer storage for you just down the street. Please let me know.

Located in Cudjoe Key, Florida, United States. Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes This Chic style home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Our home is fourth from the waters edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. The property also features it owns little sandy beach perfect for sunbathing. Breathtaking southwest views of the blue-green ocean can be seen from the balcony off of each bedroom. Your boat, up to 24 feet, can be kept at the dock for your entire stay in the calm waters . Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reefs in the keys, along with the excellent fishing. Fish or kayak right off the end of the dock or you can venture out to experience the hi

Located in Cudjoe Key, Florida, United States. Ocean Front - Private 56' Dock VO095Spectacular Oceanfront Panoramic Views56' Seawall Boaters Paradise!$150 additional discount given at booking for stays between March 15, 2024 and May 1, 2024. Enjoy breathtaking panoramic ocean views from this beautiful stilt 2 Bd/2 Ba vacation home located on a quiet col-de-sac in a secure gated community. Features a sprawling 56' full length concrete seawall! Perfect for boaters who need deep water and quick access to the ocean or gulf. Dock amenities include heavy duty dock posts, cleats, swim ladder, fish cleaning table, outdoor shower, water hose and electric. (ELEVATOR IS CURRENTLY OUT OF ORDER) The main living area is surrounded by windows and sliding glass doors, designed to capture the best of views, from the sparkling turquoise blue Atlantic Ocean, color changing sunrise skies, to romantic moonlit starry nights. Living room features a large 55' flat screen television with DVD player, leather sofa and 2 comfortable chairs with ottomans

Located in Cudjoe Key, Florida, United States. Location, location, location briefly describes this small piece of Paradise. Located on a private and quiet open water lot, this charming cottage offers a wonderful view even to those people who do not want to go outside. While sitting inside or lazing out on a lounger, the tranquility and beauty of the tropics are yours. Fabulous open water from 35 foot seawall with dock posts, cleats and fish cleaning table, and swim ladder. Cook your catch on the outdoor grill or eat inside still enjoying the relaxing ocean view from the bright great room facing the canal. Kitchen has beautiful wood cabinets and breakfast bar. The Master bedroom has large mirrored closet, built-in drawers. The comfy guest bedroom has a full closet, bureau and twin beds. Both rooms are equipped with cable TV.40” flat-screen TV placed for convenient viewing from living and dining area. New tile flooring throughout this home, Washer/ Dryer, Central Air provided for comfort and relaxation.Venture Out Resort is a quiet

Located in Cudjoe Key, Florida, United States. Tropical Getaway in Paradise. 3 Nite Minimum Stay! **7 day minimum for Lobster Fest, July 22-Aug. 13. **This bright, freshly decorated, modern 2 bedroom, 1 bathroom has everything you need for your Florida Keys Getaway. Wood floors throughout, A/Cs in every room, and wireless internet. The full kitchen has a stacked washer dryer, microwave, coffee maker, slow cooker, toaster, blender and more. With a Brand New Queen Bed in bedroom one, a twin and twin trundle in bedroom two and a full size futon in the living area, you can sleep up to six. Outdoor furniture, gas grill and bait freezer are also available outside. The unit is also located just two lots from the nearest bath house for when an extra shower, bathroom or washer and dryer is needed. No cable TV but free WiFi. Just 25 minutes to Key West and 30 minutes to Marathon. The property is a dry lot but you can launch your boat each day at the boat ramp within the park. Boating access is second to none with quick access to the Atlantic

Located in Cudjoe Key, Florida, United States. Cozy Venture Out Cottage MANDATORY $125 FEE NOT INCLUDED, PAID TO VENTURE OUT COMMUNITY UPON ARRIVAL. One bedroom home with all that you need. Located in Venture Out which has many amenities including marina and boat ramps.

Located in Cudjoe Key, Florida, United States. Riley's Retreat - Venture Out 107 Riley's Retreat 2Bd/2Ba 35' DockageOpen Water Views, Free WiFiThis sparkling clean 2Bd/2Ba vacation rental is located on a 60' wide canal overlooking look down views of the wide L-shaped canal with open water views from the dock and porch and dining room. Perfect boating property, features 35' concrete seawall, dock posts, fish cleaning table, cleats and swim ladder. Interior features laminate wood flooring, central air conditioning, stack washer and dryer, microwave, dishwasher with kitchen and dining open to the living room. The master bedroom features a queen size bed with full bathroom. The guest bedroom features a queen size bed with access to the hallway full bathroom. For additional sleeping, there is a pull out sofa sleeper in the living room. This home is beautifully decorated with Tommy Bahama furnishings and is open and bright with high ceilings throughout. Additional amenities include FREE WIFI, ceiling fans, gas grill, 2 bicycles

Located in Cudjoe Key, Florida, United States. Waterfront Relaxation and Barefoot Sunsets Pack your bags and bring your boat! This home is located on the canal with easy access to the Gulf and Atlantic. It is equipped with everything you need for a relaxing resort-like feel with the privacy of a home away from home.The home features a 1488sqft spacious two-bedroom two-bathroom split open floor plan that comfortably sleeps four people. The Master Bedroom has a king bed, two dressers, large walk-in closet, and en-suite bathroom with shower. The Second Bedroom has a bunk bed with two full beds, a pull-out twin, and large walk-in closet. The hall bathroom has a tub/shower combo. The office has a desk, a reading chair, and plenty of books to read. The kitchen is properly equipped with a toaster, coffee maker, french press, coffee grinder, dishwasher, utensils, etc for all your cooking needs. The living room and master bedroom have a Smart TV (No Cable TV) for you to log into your own personal streaming services (Netflix, Amazon, Hulu,

Located in Cudjoe Key, Florida, United States. Crystal Clear Water Getaway! Welcome to Venture Out on Cudjoe Key! This gated resort community located in the beautiful keys offers your perfect getaway in paradise. This 2 bedroom, 1 bath sleeps 6 comfortably.Just a short drive to Key West, just 20 minutes away, this is the ideal spot for all vacationers. This 800 sq. ft. property offers 2 bedrooms, master bedroom w/ a queen bed. 2nd bedroom offers twin bunk bed setup. Sleeper sofa(queen) also provided to sleep another 2. Best of all, avoid the community laundromat, there is a washer/dryer located in the property!!! Super convenient!!!Fully stocked with all the linens needed for your stay. WIFI connection is supplied. Flat screen tvs plus DVD player. The outside sitting area is a great setup to hangout in comfort! BBQ grill provided for those family cookouts! Convenient store located in community!!Immaculate shape and well appointed. Our goal is to make your visit to paradise the best we possibly can!NO SMOKING AND NO PETS

Located in Cudjoe Key, Florida, United States. LATITUDE ADJUSTMENT Need a “LATITUDE ADJUSTMENT”? Our spotless 2 BR, 2 BA stilt home on a 60’ wide canal in VO at MM23, on Cudjoe Key awaits your arrival. Sleeps 6 with a queen bed in the master, queen bed in the 2nd bedroom, and a queen sleeper sofa in the living room. There are smart TVs in both bedrooms and the living room. Stunning canal views in two directions from the covered patio, with a view of the ocean to the northeast. The gated community of Venture Out offers a short drive to Key West (23 mi.) & many activities without leaving the park, such as a heated pool, kiddie pool, hot tub, salt water swimming, playground, bocce, tennis, & pickle ball courts, pool table, and ping pong. We have 4 adult bikes for your use. Nearby you have Bahia Honda State Park or tour the Civil War fort at Ft. Zachery Taylor Park in Key West. There’s amazing snorkeling on Looe Key. You may take a tour from just a couple of islands away. Park your boat at your front door. Our 35’ seawall i

Located in Cudjoe Key, Florida, United States. "WEEKLY RENTAL" Florida Keys Pool & Waterfront Vacation Rental (108) SEA ESCAPEThis two story home with breathtaking full views of the crystalline Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community with only 10 other homes. Just steps from the house is the stunning oceanfront heated swimming pool and charming Tiki hut, or enjoy the gorgeous tropical landscape and Keys breezes from your own private hammock and manicured space. Ocean sunrise and sunsets can be viewed from every room and from two decks. WiFi-enabled, this immaculate home boasts two master suites, both with a master king bed; both have a private bathroom with private full bath, and access to the second floor balcony. Downstairs you’ll find a third full bath with a shower, a 40'' HDTV, a full sleeper sofa, dining table for six, a breakfast bar, a second balcony with lush foliage and views of the Atlantic Ocean, washer/dryer, and a fully equipped gourmet stainless steel kitchen. The ground floor