
Condo vacation rentals in Florida Keys
Find and book unique condos on Airbnb
Top-rated condo rentals in Florida Keys
Guests agree: these condos are highly rated for location, cleanliness, and more.

Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Dolphin Pardise Waterview, Wildlife, Pool &Fishing
Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. 1 block from Snook Inn! Adjacent Pool Steps Away from Patio. NEWLY REMODELED! Pool & 2 Private Patios overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor -no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka

Ocean Front Studio private Sandy Beach in Key West
Studio unit with fridge, microwave, settings for 2 and a king sized bed. Doors that open to a balcony overlooking the Atlantic Ocean. There is pool, hot tub, and a private sandy beach on the Atlantic ocean. 5 minutes walk to Duval street. The resort is located between the prestigious Casa Marina and the top restaurant on the island Louise Back Yard. There is free garage parking with the room. Washer, dryers and ice maker are available for guests. Powerful, but sometimes noisy air conditioning.

Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

Waterfront Condo Dock Pool Near Duval St
Relax above it all in this spacious top-floor waterfront condo in downtown Key West, offering added privacy and sweeping marina views. Perfect for families and groups, enjoy a full kitchen, open living space, and private balcony. Dockage available with a fish cleaning station and ice maker, ideal for boating and fishing. Located about 1 mile from Duval Street, restaurants, and nightlife, and 10 minutes from EYW airport, with a heated pool, tiki area, BBQ grills, parking, and secure entry.

Exquisite Oceanfront Paradise - Key Colony Beach
Stunning direct ocean views. Everything is brand new in this gorgeous condo with comfy king bed and fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Fast, free, reliable WiFi, and SmartTV to enjoy your favorite movies and shows. Heated pool and private sandy beach just steps away. Sunset Park next door is perfect for catching beautiful nightly sunsets. Centrally located to awesome Keys adventures just a few miles drive from the condo.

Waterfront Luxury Condo | Pool + Tiki Bar
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Tropical Old Town Bungalow
Great Location, Close to Duval & Beach Welcome to paradise! This Tropical Old Town Bungalow is located perfectly between Key West’s best beaches and the best restaurants and nightlife! The rental unit sits right between the White Street Art Gallery District and the Historic District, which features some of Key West’s most historic homes and properties. Whether you are walking, riding bikes or grabbing a quick cab, no destination is too far from this conveniently located rental.

Ocean Shores Villa 2 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.

Suite at The Ritz-Carlton Key Biscayne Miami
Welcome to The Ritz-Carlton Key Biscayne, Miami! Stunning Studio Suite Apartment in the Beachfront Ritz Carlton - Enjoy the Hotels Pools, Dining, Gym, and More! At The Ritz-Carlton Key Biscayne, Miami, luxury comes in the form of impressive amenities and the gifts of tranquility and serenity.

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba
Stay at our tropical hideaway rated one of the “Coolest Airbnb’s in the Keys” by Trips to Discover! Our romantic condominium (sleeps 4) is located in the only newly renovated building at gated Ocean Pointe resort with full amenities- pool, beach, marina, tennis, cafe
Popular amenities for Florida Keys condo rentals
Weekly condo rentals

Sea Side Whimsy Ocean Pointe -06

May Special: Beachfront unit w/stunning views

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Palm Garden retreat with Hot Tub & Prime Key West

Kawama Lagoon Retreat | Beach, Pools & Marina

2-story condo w/ panoramic bay views and balconies

Paradise found! Sea-Esta Condo beach and pool.

Freshly Renovated Coastal Stay • 2 Kings • Marina
Pet-friendly condo rentals

Luxury Beach & City View Condo 5 min walk to beach

Icon Brickell (W) Huge unit with bay & river views

Amazing View 1 Hotel Corner Unit 1BR/1BA w Balcony

Key Largo Oceanside 3/3 Golf Cart & kayaks

Everglade Isle Palms Condotel w/ Pool & Boat Ramp

Sunrises - Sunsets - Free Kayaks

Oceanfront 12th Floor Brand New Beachfront Flat

Luxurious 2BR 3BA Walk to Beach Pool Jacuzzi
Condo rentals with a pool

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Condo de Paradise/Salt Water Pool/Boat Dock

Somewhere on the beach

Bright Condo in Paradise

Key Largo Condo

EYW Getaway

Beachfront Apollo #209

Island Getaway at Ocean Point
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- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
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- Florida International University
- Key Biscayne Beach
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- Jose Marti Park
- Coral Castle
- Mia Aesthetics Miami
- Dadeland Mall
- Schnebly Redland's Winery & Brewery
- Phillip and Patricia Frost Museum of Science
- Homestead-Miami Speedway
- Miami International Mall
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