Key Amenities
About this property
This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill, Jacuzzi. Full WiFi. TVs in every ...
Property Type
Cudjoe Key House
Featured review
We had a great time, we will definitely be back! Fun in the sun! Close to restaurants and grocery store.
Key Amenities
About this property
One of the only white sandy beaches in the Fl Keys and 1 mile whole of it! Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The ...
Property Type
Islamorada House
Key Amenities
About this property
The Blue Manatee (formerly Sunshade Villa), located in Key Colony Beach, in the Marathon area, is a gorgeous, brand new, designer decorated canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool and all the amenities you can imagine ...
Property Type
Key Colony Beach Villa
Distance to beach: 2 miles to Founders Park
$474
avg/night
Key Amenities
About this property
This tropical waterfront beauty has it all...heated pool, spa, dock and custom elevator. Beautifully appointed and fully equipped for your ultimate holiday rental. Located on a deep water canal with direct access to the Bay or Ocean. Enjoy unforgettable sunsets while relaxing on one of several patios ...
Property Type
Islamorada House
Featured review
If you’re looking for a well kept beautiful home, right on the water positioned right between the Gulf and Atlantic, great pool and hot tub YOU FOUND IT. Communication is great and owner is so helpful. ...
Distance to beach: 1 miles to Sombrero Beach
Key Amenities
About this property
Embark on an idyllic getaway to our spacious 4-bedroom, 3-bathroom vacation villa nestled in Marathon, the heart of the Florida Keys. Escape to Stay Anchored, where tranquility meets luxury. Boasting a prime location on a spacious canal, our retreat features a private heated and chilled pool, inviting ...
Property Type
Marathon House
Featured review
We really enjoyed our stay there, the home was decorated nicely and was fully stocked with all the essentials needed for a hone away from home stay. We had ample enough rooms for the four couples to stay ...
Key Amenities
About this property
Seeing is believing. The Captain's Quarters is a direct, oceanfront home on the Atlantic shoreline of Islamorada. For your planned getaway, come enjoy truly private and relaxing oceanfront living in the heart of Islamorada, in a unique home boasting a treasure-trove of Florida Keys history. The ...
Property Type
Islamorada House
Key Amenities
About this property
This Condo comes with tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.
Property Type
Lower Matecumbe Key Condo
Featured review
We enjoyed the quiet. Room was spotless. Complex has comfortable adult mature feel. Easy drive to many restraunts
Key Amenities
About this property
Pineapple Tides, located at "The Tides at Vaca Cut" (Unit #8), is a new 5 bedroom 4 bath home with a private pool and boat slip! Perfectly situated on the water with stunning views, sunrise and sunset colors, and direct quick access to both the Atlantic Ocean and the Gulf of Mexico via Vaca ...
Property Type
Marathon House
Distance to beach: 2 miles to Picnic Island (by Boat)
Key Amenities
About this property
Beautifully kept private and secure canal front (220' of waterfront) home. Located at the end of a dead end street in a residential neighborhood alLows for privacy and extra relaxation. Fully updated kitchen, fully equipped with coffee maker, espresso maker, blender, bullet blender, etc. Ideally ...
Property Type
Little Torch Key House
Featured review
The property is updated, super comfortable, spacious, and beautifully decorated. We will be visiting again!
Key Amenities
About this property
MARATHON ANGLER'S RETREAT in Marathon is a brand new property with every modern convenience and warm coastal decor! Located right on a canal (just 15-20 minutes from open water) it has its own private dock (can accommodate up to a 35' boat on a 32' dock), fish cleaning station, private ...
Property Type
Marathon Villa
Distance to beach: 6 miles to John Pennekamp State Park
$161
avg/night
Key Amenities
About this property
1 BR/1 Bath Rare Find! Lovely oceanfront home with large private boat basin. This ground-level house has two enclosed sleeping areas - a master bedroom with a king bed, and a private alcove providing sleeping space for up to 4, with 2 bunks and a full-sized bed (separated from the living room by an ...
Property Type
Key Largo House
Featured review
We loved every minute of our vacation. The sunsets were magnificent. Fun meter is high with a unique blend of restaurants and tiki bars. So convenient having a boat slip. We will be back!
Distance to beach: 50 yards to Private sunning beaches at Anglers
Key Amenities
About this property
SAVE VRBO's $500-600 Booking fee!! Welcome to Anglers Reef, a very special community of vacation homes. And to Anglers Reef 140's OceanFRONT location with its unique UNOBSTRUCTED OCEAN VIEWS FROM EVERY ROOM and spacious wraparound decks! Boat slip is optionally available for $375/wk, Christmas ...
Property Type
Islamorada House
Distance to beach: 23 miles to Marathon
Key Amenities
About this property
Charming house on a canal with all amenities like home. Bring your own boat and park it on the dock for the duration of your vacation. Convenient located 25 miles before Key West. Nice restaurants and groceries shopping 10 minutes from the house Marathon is only 30 minutes away. A short boat ride ...
Property Type
Little Torch Key House
Featured review
This canal front home is close enough to everything to be convenient, yet far enough away from everything to be private and secluded. Easy access to the Atlantic and Gulf for boating, close to picnic ...
Distance to beach: 0.5 miles to South Beach
Key Amenities
About this property
This Simonton Studio is neat, sweet and complete. * Pet friendly for additional flat fee of $90 *Cleaning fee of $70 is additional. * WiFi included * King size bed * Outdoor table and two chairs * spacious shower * excellent loctaion for walking Old Town * Duval Loop bus passes this adress ...
Property Type
Key West Condo
Featured review
Very clean and well-equipped unit. It comes with cable tv and great internet. It is a great location, one block from Duval st.
Key Amenities
About this property
Located just 10 miles from Key West on beautiful Geiger Key. Cozy and comfortable canal front getaway perfect for the fisherman eager to explore the crystal blue waters of the Keys or the person wanting to experience all that Key West has to offer. Deep water with quick direct access to Atlantic Ocean. ...
Property Type
Key West Mobile Home
Featured review
This location is amazing just minutes to downtown Key West and a few minute idle by Boat to the Ocean(we brought our own boat and docked out back!) Had fun Snorkeling in crystal clear water, and even tried ...
Distance to beach: 1 miles to Anne's Beach State Park
Key Amenities
About this property
This Condo sleeps 4 and comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key, Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks. Newly refurnished and refurbished, ...
Property Type
Islamorada Condo
Featured review
This two bedroom apartment in the beautiful Bay Harbour condominium was special. The views of the ocean and the apartment complexes marina were exceptional. The apartment was well stocked with all the cooking ...
Key Amenities
About this property
Blue Shell is a delightful new canal front vacation home with a pool, just a minute to the ocean and open water and lots of fun amenities! It is also about 10 minutes from both Coco Plum Beach and Sombrero Beach. The dock is 50' and there is parking on the side of the house for truck and trailer. ...
Property Type
Marathon House
Key Amenities
About this property
The Sea View Cottage is a 2 bedroom, 1 bath home built within feet of the Atlantic Ocean with 180 degree ocean views. The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge. Fishing and diving just steps outside your door. Then at night, Key West is ...
Property Type
Key West House
Featured review
My family booked Seaview Estates for our 25th Anniversary trip! We rented both houses so we had the property to ourselves. Upon arrival, Carol met us at the gate and began our tour of the property. The ...
Key Amenities
About this property
Oceanfront condo with large screened in deck . We have wi fi and great views. We have a pool . They are working on the grounds . 55” tv in living room and flat screen TVs in bedroom. It has a king bed and guest room is queen. There is a sofa sleeper in living room . We are away from the road ...
Property Type
Tavernier Apartment
Key Amenities
About this property
Lovely and spacious 3 bedroom, 2.5 bath half duplex on Key Colony Beach. Very spacious townhouse style on the shady side of 9th St. All tile floors downstairs, with an open concept, large well equipped kitchen with a nice size bar that seats 5, along with a separate dining table. There is an adjacent ...
Property Type
Key Colony Beach House
Featured review
We have been staying in Key Colony for many vacations. Each time we have stayed in a different house, reason being that I usually wait too long to make reservations. This house definitely was by far the ...
Key Amenities
About this property
The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment * King size bed in the bedroom *accommodates 2 adults only * WiFi inlcuded * Parking included *Central AIr Conditioning * Check-out cleaning is $120 * This is not a hotel; it is a privately owned condo facing the ...
Property Type
Key West Condo
Featured review
Just finished a 2 week stay and I have been renting from Pam for over a decade and she continues to make a great condo even better with her constant upgrades to the unit and she is a wonderful host. The ...
$465
avg/night
Key Amenities
About this property
Mar Azul is a High-end Oceanfront Residence overlooking the tranquil 'Bonefish Flats' of Marathon. Enjoy a Private, Secluded 3-Story Home with Spectacular Views of the Atlantic Ocean! Densely surrounded by Nature, the Property includes a Private In-Ground Pool Deck featuring an Outdoor Gazebo ...
Property Type
Marathon Estate
Featured review
To begin with Lisa is the hot digging bomb The property is amazingly beautiful and immaculately kept They even have a butter dish My husband had a great 60yh Bday, Lisa even had a ballon waiting for ...
Distance to beach: 0.5 miles to White Marlin Beach
Key Amenities
About this property
*******Check us out on VRBO No. 2003434******** Please go to .... **To our guests** Nautilus Getaway has always been proud to utilize a contact-less check in process. We use CDC recommended standards for disinfecting in our all our cleaning protocols. As soon as you walk into this home you will ...
Property Type
Islamorada House
Key Amenities
About this property
Quiet, secluded townhouse that has amazing views of the tropical surroundings. The unit has two levels, so that no one is living above or below you. The two spacious wrap around decks reveal the Canal feeding in from the Gulf of Mexico and the heated swimming pool. There is a large 10 slip Gulfpointe ...
Property Type
Marathon Townhome
Key Amenities
About this property
Minimum 28-day rental. NO, this is NOT available to rent for fewer than 28 nights. Please don't ask. Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property....two large cottages (each two-bedroom) and a main house overlooking the ...
Property Type
Summerland Key House
Featured review
This is an incredible find! If you’re interested in this property, do not hesitate! In almost 30 years of traveling at least 15 times to Florida, this is by far the nicest place we’ve stayed. Whether ...
Key Amenities
About this property
Luxurious and large 2 bedroom 2 bath condo with balcony, large heated swimming pool, stainless steel appliances, flat screen televisions in every room in the beautiful Florida Keys. Huge ocean front dock with plenty of room for fishing! Wifi, deluxe cable, and restaurants within walking distance. 2 ...
Property Type
Islamorada Condo
Featured review
Plantation by the Sea is an older condo complex that is beautifully maintained. The condo is located at MM 87.5 just off of U.S. 1 in the heart of Islamorada. Restaurants of various types can be found within ...
Key Amenities
About this property
This property is located on a very unique spot. Very private. Too perfect to describe. During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may enjoy ...
Property Type
Tavernier Mobile Home
Featured review
Where to start?? The property itself is located midway in the keys, offering short day trips as well as endless nearby attractions such as John Pennecamp Park, kayak/boat rentals, boat excursions, etc. ...
Distance to beach: 5 miles to Anne's Beach
Key Amenities
About this property
The "Nest" villa (one of 7 privately owned condo residences) sits on a 1 acre lot located on Islamorda's beautiful Florida Bay. Stunning water views and unforgettable sunsets are guarenteed. The property is filled with mature tropical landscaping along a tree lined private gravel driveway ...
Property Type
Islamorada Villa
Featured review
Couldn't have been any better. Perfect location, comfortable beds, great views! The deck right out the door was our favorite place to be. Highly recommend the Nest
Key Amenities
About this property
Family House in Big Pine Key, Fl on the water. Bring your Boat and have easy access to the most beautiful waters of the Keys. Boat dock on the back of the house, and house comes with everything, it will make you feel at home. Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront ...
Property Type
Big Pine Key House
Distance to beach: 175 yards to K Building
Key Amenities
About this property
This beautiful end unit is nestled in the most charming area of the best condominium complex in Key Largo. As you walk up to the front of the unit, you will be pleased by the inviting seating area and the paved walkway. It is close to the community beach and near the inlet. Your end unit allows you the ...
Property Type
Key Largo Condo
Key Amenities
About this property
VACATION RENTALS Florida offers amazing opportunities on the water aboard private yacht, Lady Grace, which is available for winter vacation rentals in Key West. Lady Grace provides a relaxing retreat and the thrill of living on your own private 92-foot yacht with plenty of space for enjoying time ...
Property Type
Key West Yacht
Featured review
“My family and I just spent an amazing week cruising around the Gulf Of Mexico visiting Key West and the Dry Tortugas onboard The Lady Grace. The accommodations were incredible with spacious staterooms ...
Key Amenities
About this property
This Condo comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.
Property Type
Islamorada Condo
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Adorable half duplex with a bohemian island feel! This house is a 2 bedroom 1 bathroom, canalfront half duplex. There's a screened in porch so you can relax in comfort on the water. There is 24' of dock space. There's a charcoal BBQ grill, Cable TV, WIFI, washer/dryer, and all the amenities ...
Property Type
Marathon House
Featured review
My husband and I had an excellent time inside and outside the bungalow. It looks small but you will be amazed at all the room it has. The bungalow had a screen porch to die for and fishing right out the ...
Distance to beach: 0.5 miles to South Beach
Key Amenities
About this property
This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. * Pet Friendly for flat fee of $90 * King size bed * WiFi included * check-out cleaning is an additional fee of $70 * 2 wall AC units * flat screen TV * Shared gas grill ...
Property Type
Key West Condo
Featured review
This was our 3rd time staying in Pam's wonderful little cottage. My husband and I really love this place. Pam is awesome to work with, she always answers all my questions quickly. It was great being close ...
Key Amenities
About this property
Sailfish Villa, unit #6, is a brand new gorgeous, professionally decorated 5 bedroom 4 bath Villa with open water views on Vaca Cut! Enjoy sunrise and sunset colors and direct ocean and Gulf access! It has a private pool and boat slip for a boat up to 35' including motors. There is no additional ...
Property Type
Marathon House
Featured review
I have been coming to marathon with family for many years and have had many rentals.. Meredith I have to say is the best.. she worked with me with every question and plans that I had . Definitely would ...
Key Amenities
About this property
The Blue Turtle Villa, located in Key Colony Beach, in the Marathon area, is a gorgeous, brand new, designer decorated canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool with a heater and a chiller, and all the amenities you would ...
Property Type
Key Colony Beach Villa
Distance to beach: 2 miles to Smathers Beach
Key Amenities
About this property
Come stay in a premier development in Key West. If you're looking for a monthly stay of 28 days or more then this is the place. You would be close to everything Key West has to offer stay at our peaceful serenity of your temporary home in Paradise. Our house offers many amenities to make your stay ...
Property Type
Key West Townhome
Featured review
The townhouse and grounds are exactly as pictured and described! Staying on Stock Island was a great experience. Close enough to beaches and downtown Key West and the island itself offers a number of terrific ...
Distance to beach: 3 miles to Sombrero
Key Amenities
About this property
Manatee Cove-4BR/2BA, Pool/Spa, Tiki, Quick Atlantic access! Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on the Atlantic side of the canal in Marathon. Our home offers the best pool in our area; who can say no to a hot tub, pool, and bar stools in one? Swim right up to the Tiki and enjoy the ...
Property Type
Marathon House
Featured review
My family and I had a wonderful week here. The owner and property manager were both a pleasure to work with. Our favorite amenity was the pool and hot tub. We had plenty of space and all of the beds were ...
Key Amenities
About this property
Brand-new construction, expertly decorated single family home in Marathon. Whether you are vacationing with family, embarking on a fishing trip or looking to just relax Florida keys-style this is the perfect home for you. This spacious 1,800 square foot single-level stilt home offers 4 bedrooms, 3 full ...
Property Type
Marathon House
Distance to beach: 0.1 miles to On site
Key Amenities
About this property
BEST SUNSETS in the Keys, Key Colony Point unit #15, Ocean Beach Front, 2 bedroom, 2 bath ensuite, newly remodeled Condo with new furniture. COMPLEX: KEY COLONY POINT UNIT #15 Perfect get away for a week or a month. BEACH is 30 feet from our balcony. 150 feet to pool with hot tub. Great fishing ...
Property Type
Marathon Condo
Featured review
Had a great time at this condo at Key Colony Point. Everything in this unit was new and nicely appointed. It was relaxing sitting by the pool and fishing on the pier was a nice added activity. Would ...
Key Amenities
About this property
2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town Lane Multi-month Discounts available Hidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping, ...
Property Type
Key West House
Featured review
The location is perfect - about 3 blocks from Duval, and 3 blocks from Truman, and a short bike ride to Ft. Zachary beach. We did not have a car, and did two Uber runs for groceries at Publix, then used ...
Key Amenities
About this property
AMAZING FURNISHED LARGE POOL HOME FOR RENT! This charming 1896 Conch 3 bed, 2 1/2 bath house nestled within the lushly landscaped grounds of the Meadows in Old Town Key West offers a unique blend of character and modern comfort. Lovingly maintained on a private 5860 square foot corner lot, this restored ...
Property Type
Key West House
Key Amenities
About this property
Adorable home just moments to the ocean. Lovely pool 10 X 20 (goes from 3′ to 5′) Pool heat is $200 add’l if paid in advance, or $250 on arrival plus taxes. 8 X 15 tiki to relax under the shade. 4 Flat screen TVs all w/DVD players. 55″ in L/R, 42″ in master bedroom and both ...
Property Type
Marathon House
Key Amenities
About this property
Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the ...
Property Type
Key West Condo
Key Amenities
About this property
Baja Breeze , a freshly updated, family-friendly, resort-style villa in the of the Keys. Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! Waterfront canal view Gated Resort Area Private spa pool Halfway ...
Property Type
Duck Key Villa
Featured review
Great venue, great area, one fault to spend time in. Definitely recommended for nice little getaway, a family or friends
Key Amenities
About this property
Welcome to “At The Sandbar!” This newly built oceanside villa in Islamorada is a wonderful choice for those seeking a serene retreat and an opportunity to immerse themselves in the relaxed nature of the Florida Keys. Situated within the Peaceful Palms community on Windley Key, this three-bedroom, ...
Property Type
Islamorada Villa
Key Amenities
About this property
Beautiful ocean front apartment with easy access to pool ,spa and beach. Dock with boat slips and tiki hut overlooking Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs ...
Property Type
Islamorada Apartment
Key Amenities
About this property
Welcome to the cleanest blue water flow-thru canal in the Keys! This comfortable home is clean and conveniently located at MM 24.5 on Summerland Key, near the beginning of a deep blue water canal. This elevated CBS home has concrete floors covered in ceramic tile and carpet in the bedrooms. The ...
Property Type
Summerland Key House
Key Amenities
About this property
Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discerning travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer. Dos ...
Property Type
Key West House
Distance to beach: 3 miles to Curry Hammock State Park
Key Amenities
About this property
Casa Feliz isn't just a vacation rental, it's your own private oasis. Visualize yourself driving through the grand entrance, lush foliage cascading around you, transporting you to the heart of the American Caribbean. Pass by the fragrant citrus grove on your way to a sparkling pool with a cascading ...
Property Type
Marathon House
