
Condo holiday 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.

Tropical Heron Hideaway w/ Hot Tub + Pool
Welcome to our unique and charming Airbnb. This cozy retreat offers the perfect blend of comfort and style, featuring a private porch where you can relax and enjoy the island breeze. Take a dip in the refreshing pool or unwind in the private hot jacuzzi after a day of exploring. Enjoy cooking a delicious meal on the grill, and experience a peaceful stay in a one-of-a-kind space. Whether you're here to relax or explore, our home provides everything you need for an unforgettable Key West getaway!

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.

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.

Exquisite Luxury Oceanfront Complex Key Colony
Beautifully renovated condo with all new kitchen & bathroom. #3 has 2 queen beds, fully equipped kitchen with full-size appliances & everything you need to cook and serve meals. Walk-in shower, free and reliable WiFi and SmartTV for watching your favorites. Enjoy stunning views of sunrise from our private beach and sunsets next door at Sunset Park. Heated pool, beach BBQs and tiki huts for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.

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.

Your Happy Place - Oceanfront
Experience the ultimate coastal getaway at Ocean Point in the Florida Keys. Nestled along the Atlantic Ocean, our 2 bed/2 bath condo offers unrivaled ocean views from the moment you step inside. Indulge in the array of amenities available at our property including a private beach, pier, marina, snorkeling, family pool and a full service restaurant. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and washer/dryer, we provide all the conveniences for a seamless stay.

Villa 5087 on Duck Key BOAT SLIP available
Enjoy a Fully Renovated Villa on Duck Key. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors, NO pets. Please do not take any items from the Villa. No pool access

Ocean Views at Ocean Pointe
Conveniently located at MM 92.5, approximately 1 hour drive from Miami, you can enjoy a modern, newly redecorated Keys escape with amazing views of the sunrise right from your oceanside balcony. 2 bed/2 bath with full kitchen and washer/dryer. Pool, beach, pier, BBQ area, and private boat marina within this private community. Kayaks, paddle boards and bikes available for rent. No need to leave, but grocery stores, spas and ample restaurants are close by to fill any need.

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Luxury Top Floor Suite W/ Unobstructed Ocean View
Our spacious, 2 bedroom, well-appointed condo provides the perfect home away from home. Step onto your private balcony and soak in the mesmerizing views of the azure ocean and lush mangrove gardens. Escape to a tropical paradise and experience the ultimate keys retreat! Nestled in Tavernier, this property offers a perfect blend of comfort and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests.

Reel Large END Unit in Ocean Point Suites
Paradise awaits you in this large END unit, 2 BR/2BA in the highly desirable community of Ocean Pointe Suites! Newly renovated Modern Beach decor unit with breathtaking views from our Private beach and Marina are just a few highlights of this island retreat. Restaurant/Bar on site with beautiful views of the ocean. Live band and happy hour daily.
Popular amenities for Florida Keys condo rentals
Weekly condo rentals

Sea Side Whimsy Ocean Pointe -06

Water View/ Luxe Condo/ Beach

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Boater’s Paradise: Key Largo Home w/ Dock

Palm Garden retreat with Hot Tub & Prime Key West

Kawama Lagoon Retreat | Beach, Pools & Marina

Somewhere on the beach

Premium Waterfront Marco Island Condo
Pet-friendly condo rentals

Chic Studio 5 Icon Brickell Amazing View

Oceanfront 16th Floor Brand New Beachfront Flat

Brickell 1BR · Bay & City Views · Sleeps 4

Key Largo Oceanside 3/3 Golf Cart & kayaks

🎖W Hotel Residence 2 bedrooms

Modern 3BR Condo Rooftop Pool Near Bal Harbor

Sunrises - Sunsets - Free Kayaks

Direct OCEAN VIEWS South BEACH 1 min. to the water
Condo rentals with a pool

June Special: Beachfront unit w/stunning views

Condo de Paradise/Salt Water Pool/Boat Dock

Ocean view condo with Balcony/Ocean View

EYW Getaway

Private Beach in Marathons Key Colony Beach

Paradise found! Sea-Esta Condo beach and pool.

Just a Few Friends - Ocean View and Bring your Boa

Ocean Isles Mackeral Row VACA-23-137
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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
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
- Florida International University
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Jose Marti Park
- Dadeland Mall
- Coral Castle
- Mia Aesthetics Miami
- Schnebly Redland's Winery & Brewery
- Phillip and Patricia Frost Museum of Science
- Homestead-Miami Speedway
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