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Condo vacation rentals in Florida Keys

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Top-rated condo rentals in Florida Keys

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite
A thatched-roof gazebo provides a sheltered seating area with wooden adirondack chairs. The serene ocean glimmers in the distance, while green navigation markers are visible on the water's surface. The structure features a wooden railing surrounding the space, enhancing the coastal atmosphere.
Condo in Tavernier

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

4.86 out of 5 average rating, 271 reviews
Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo

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.

4.91 out of 5 average rating, 169 reviews
Top guest favorite
Condo in Tavernier

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.

4.97 out of 5 average rating, 232 reviews
Guest favorite
A private beach area is visible, featuring soft white sand and arranged lounge chairs facing the calm ocean. Lush greenery lines the shore, with a small tree providing shade. In the background, a wooden pier extends into the water under a partly cloudy sky.
Condo in Tavernier

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

4.9 out of 5 average rating, 337 reviews
Top guest favorite
Aerial view showcasing a waterfront property bordered by vibrant green mangroves. The calm turquoise water reflects the blue sky dotted with white clouds. A marina with docked boats is visible nearby, creating a serene coastal landscape.
Condo in Key West

Gorgeous Ocean View in Paradise, Close to Key West

This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

4.99 out of 5 average rating, 140 reviews
Guest favorite
A private beach area is revealed, featuring rows of blue lounge chairs set on soft, sandy ground. Lush greenery borders the beach, while a wooden pier extends into the calm, turquoise water. A thatched gazebo provides shade, and scattered palm trees complete the coastal scene.
Condo in Tavernier

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. 

4.95 out of 5 average rating, 151 reviews
Top guest favorite
A spacious bedroom features a king bed with light bedding and decorative throw pillows. Large windows offer unobstructed ocean views and allow natural light to fill the room. A comfortable seating area is positioned nearby, facing the beach and tiki huts.
Condo in Key Colony Beach

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.

4.92 out of 5 average rating, 228 reviews
Guest favorite
The image showcases a vibrant living space within the Dapper Dolphin condo, featuring a stylish kitchen with granite countertops, a cozy dining area, and a comfortable bedroom with a king-sized bed. The outdoor area displays a large pool surrounded by lounge chairs, highlighting the resort's inviting atmosphere.
Condo in Marathon

Dapper Dolphin | Canal View + Breakfast + Pool

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!

4.93 out of 5 average rating, 119 reviews
Top guest favorite
A clear view of the ocean is captured from the balcony, showcasing the shimmering water beneath a bright blue sky. Lush greenery lines the foreground, while a dock extends into the sea. The scene conveys a serene coastal atmosphere.
Condo in Tavernier

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.

4.99 out of 5 average rating, 224 reviews
Guest favorite
A well-lit living area showcases a comfortable sectional sofa and a wooden dining table with light-colored chairs. A decorative bowl of lemons sits at the center of the table, while large windows offer views of the surrounding landscape and allow natural light to fill the space.
Condo in Tavernier

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated & is beautifully designed with comfortable, beach chic decor. It offers an abundance of natural light surrounded by windows overlooking lush landscaping and the Atlantic Ocean. Ocean Pointe Suites offers a private sandy beach, a junior Olympic sized pool, a 14-person spa, a boardwalk, a pickleball court, deep-water marina, gazebo, 2 tennis courts & more!

4.93 out of 5 average rating, 171 reviews
Top guest favorite
Condo in Tavernier

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!

4.94 out of 5 average rating, 158 reviews
Top guest favorite
A charming entrance is framed by lush tropical plants and palm trees. The light green door complements the inviting beige exterior of the home. A cozy seating area is situated on the porch, and brick pathways lead through a landscaped yard filled with vibrant foliage.
Condo in Key West

Tropical Heron Hideaway w/ Hot Tub + Pool

Welcome to our charming 1932 Key West retreat in the peaceful Meadows neighborhood. This unique getaway features a private porch, a private hot tub, access to a shared pool and BBQ grill, and all the comforts of home. Blending historic island charm with modern amenities, it’s just minutes from Duval Street, the Historic Seaport, beaches, restaurants, and local attractions—the perfect place to relax and experience authentic Key West.

4.94 out of 5 average rating, 128 reviews

Popular amenities for Florida Keys condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top guest favorite
A light-filled living space features a turquoise sofa with yellow accent pillows, paired with a round glass dining table. Rattan chairs complement the decor, which includes a vibrant tropical wall mural and a circular mirror. Modern appliances are visible in the kitchen area.
Condo in Tavernier

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

4.96 out of 5 average rating, 251 reviews
Guest favorite
A bright and airy living space features a large sectional sofa, a dining area with a light-colored table and chairs, and large glass doors leading to a balcony with water views. Light wood paneling and artwork enhance the overall ambiance.
Condo in Key West

Waterfront Dock Pool Condo Near Duval St Pet OK

4.89 out of 5 average rating, 281 reviews
Guest favorite
An open-concept living area features large floor-to-ceiling windows allowing natural light to fill the space. A glass dining table with modern chairs is positioned adjacent to a comfortable seating arrangement. The area extends to a private terrace, enhancing the seamless indoor-outdoor living experience.
Condo in Key West

Rooftop Penthouse

4.89 out of 5 average rating, 193 reviews
Top guest favorite
Condo in Key Largo

Tropical Getaway

4.9 out of 5 average rating, 196 reviews
Guest favorite
Condo in Tavernier

Blue Haven Key Largo | Ocean Pointe 1315

4.92 out of 5 average rating, 127 reviews
Guest favorite
A serene pool area is visible in the foreground, bordered by lush greenery and ocean views. Tall palm trees sway gently along the shoreline, where the calm water reflects the sky. A distant pier can be seen, enhancing the coastal atmosphere.
Condo in Key West

Beach Club Ocean Front 2BR Condo

4.93 out of 5 average rating, 184 reviews
Superhost
A panoramic view captures the pristine turquoise waters extending to the horizon, adjacent to lush greenery and the resort's amenities. The interior showcases a bright, airy living space, featuring a well-equipped kitchen with modern appliances and a comfortable seating area with ocean views.
Condo in Tavernier

🏝 Oceanfront Paradise Awaits You

4.85 out of 5 average rating, 125 reviews
Guest favorite
A modern living area is presented with a circular wooden table surrounded by white chairs. A plush dark sofa and a flat-screen TV are positioned against a light-colored wall. Sliding glass doors open to a balcony, allowing natural light and views of the waterfront.
Condo in Key Largo

Waterfront Apt Key Largo #1, 10% Off 7+, 5% Off 4+

4.91 out of 5 average rating, 160 reviews

Pet-friendly condo rentals

Guest favorite
A grassy outdoor area is framed by palm trees, with a colorful hammock suspended between two trees. The backdrop features a light blue exterior of the building, alongside a spacious shaded area under the second floor's overhang.
Condo in Key Largo

Jaw-dropping Canal View Key Largo Boat Slip, Bay

5.0 out of 5 average rating, 101 reviews
Guest favorite
A bright studio space features a plush bed with decorative cushions, a smart TV, and a cozy sofa. A dining table for four is positioned near large windows, offering views of the surrounding cityscape. Light-colored walls and tiles enhance the airy atmosphere.
Condo in Downtown Miami

Icon Brickell Studio · City View · Pool & Spa

4.9 out of 5 average rating, 208 reviews
Superhost
An aerial view captures the marina, surrounded by lush greenery and tranquil waters. Various boats are docked, and structures line the waterfront, highlighting the natural beauty of the area. A calm bay extends into the distance, framed by a clear blue sky and scattered clouds.
Condo in Key Largo

Sunrises - Sunsets - Free Kayaks

4.83 out of 5 average rating, 108 reviews
Superhost
Condo in Bay Harbor Islands

Modern 3BR Condo Rooftop Pool Near Bal Harbor

4.86 out of 5 average rating, 473 reviews
Superhost
Condo in Key West

Orchid Suite @ the Old Town Villas, steps from

4.76 out of 5 average rating, 109 reviews
Superhost
An airy studio space features a plush king-size bed with light linens. Floor-to-ceiling windows showcase stunning ocean views. A stylish gray sofa and a sleek coffee table provide comfortable seating, while a dining area for two is elegantly set. Bright LED lights enhance the contemporary design.
Condo in Ocean Front

Oceanfront 17th Floor New Beachfront Flat Balcony

4.82 out of 5 average rating, 559 reviews
Guest favorite
A private outdoor area features two black chairs with cushions and a wooden table, surrounded by lush greenery. The tranquil waterway is visible nearby, with boats moored along the bank. Potted plants enhance the cozy, nature-focused setting.
Condo in North Miami

Waterfront Condo with Kayak, Paddleboard, Fishing

4.9 out of 5 average rating, 102 reviews
Guest favorite
A spacious building with a modern design is flanked by palm trees under a clear blue sky. The entrance is marked by a covered area, with a parking lot visible in the foreground, offering ample space for vehicles.
Condo in Everglades

Everglade Isle Palms Condotel w/ Pool & Boat Ramp

4.82 out of 5 average rating, 232 reviews

Condo rentals with a pool

Top guest favorite
A light-filled living area is visible, featuring a comfortable seating arrangement and a mounted television. A dining table occupies the foreground, adorned with a bowl of oranges. The walls are painted in soft blue, providing a relaxed atmosphere, with a ceiling fan overhead.
Condo in Marathon

Slip, Private Ramp, Pool, Trailer Parking, Freezer

4.97 out of 5 average rating, 120 reviews
Guest favorite
Condo in Tavernier

Condo in Tavernier

4.96 out of 5 average rating, 53 reviews
Top guest favorite
A thatched-roof pavilion provides a shaded area with wooden picnic tables facing the water. The calm blue sea stretches to the horizon, and various signs are visible on the roof, indicating different locations. The bright sky enhances the serene waterfront setting.
Condo in Key Largo

Paradise at Moon Bay!

4.92 out of 5 average rating, 93 reviews
Guest favorite
Condo in Marathon

*NEW* Private Beach, pool & fully loaded kitchen

4.95 out of 5 average rating, 39 reviews
Top guest favorite
Condo in Key Colony Beach

*New* Turtles Pace-Private Beach

5.0 out of 5 average rating, 22 reviews
Top guest favorite
An expansive view of a private beach is captured, showcasing gentle ocean waves lapping at the shore. Lounge chairs are arranged on a green lawn, offering relaxation options while a solitary figure strolls along the sandy beach. Palm trees frame the scene under a partly cloudy sky.
Condo in Key Colony Beach

Private Beach in Marathons Key Colony Beach

5.0 out of 5 average rating, 29 reviews
Superhost
A large outdoor pool is framed by lounge chairs in vibrant blue, surrounded by tropical palm trees. The sun casts a warm glow over the water, while boats are visible in the distance, enhancing the serene atmosphere.
Condo in Stock Island

Grand Marina Suite - Poolside & Waterfront Condo

4.75 out of 5 average rating, 440 reviews
Guest favorite
A light-filled living area features a comfortable sofa paired with accent tables. Soft blue walls create a calming backdrop, while stylish decor elements, such as framed artwork and lamps, add character. A mirror reflects the space, enhancing its openness and inviting ambiance.
Condo in Key West

EYW Getaway

4.99 out of 5 average rating, 86 reviews

Destinations to explore