Beachfront vacation rentals in Islamorada

4.85 out of 5 average rating, 133 reviews

Townhouse in Key Largo

Sunrise Escape - Ocean Front Villa - Sleeps 10

Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

4.91 out of 5 average rating, 101 reviews

Home in Key Largo

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

No hidden fees! Casa Azul blends luxury and laid-back island vibes in the heart of Key Largo. With Superhost status and hundreds of 5-star reviews, a perfect escape. Voted the #1 Vacation Rental in Key Largo, it’s ideal for families, couples, and groups alike. Enjoy a free golf cart, fast Wi-Fi, 2 pools, private beach, saltwater lagoon, kayaks, tennis and pickleball courts with gear, marina access, boat ramp, trailer parking, and optional slip rentals. Salt Life meets luxury - this is the one.

4.96 out of 5 average rating, 186 reviews

A zero gravity electric recliner is positioned near a large glass door that opens to a balcony with an ocean view. Colorful artwork featuring tropical fish adorns the wall above, while natural light brightens the spacious room.

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.

4.93 out of 5 average rating, 155 reviews

A spacious bedroom features a king bed dressed in a marine-themed quilt with decorative pillows. Nightstands with lamps are positioned on either side of the bed, and framed artwork depicting natural elements adorns the wall above. Natural light filters through a window, enhancing the serene environment.

Apartment in Key Largo

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

Condo in Key Colony Beach

An aerial view captures the coastal complex featuring turquoise roofs and landscaped grounds. The private beach is visible, lined with palm trees, lounge chairs, and tiki huts. The calm waters reflect the blue sky, while boats can be seen in the distance.

4.93 out of 5 average rating, 215 reviews

Anchors Away Condo - Key Colony Beach Oceanfront

Beautiful new renovation in Key Colony Beach ocean front complex. Unit #4 is a studio condo on the 1st floor (no stairs to climb) within steps of the heated pool and private beach. #4 features a crisp, clean white interior with new kitchen, bathroom and furnishings. Kitchen has everything needed to cook a complete meal (dishes, cookware, stove, oven, toaster, microwave, blender, fridge, etc). Guests can enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

4.92 out of 5 average rating, 12 reviews

A serene white sand beach is bordered by palm trees, casting shadows on the sand. Several lounge chairs with bright blue cushions are positioned nearby, offering a comfortable spot to relax and take in the view of the calm, clear water.

Home in KEY COL BCH

Beach Breeze

Be one of the first guest to stay at our new condo on the rare white sand private beach located in Key Colony Beach, FL. 2+2 ensuite, gourmet kitchen with designer touches. Patio table & chairs for outdoor dining and new Wicker upscale love seat & 2 chairs. Stackable washer & dryer in every unit. TV in living, primary & guest rooms. Paddle board, Kayak or swim right off of the beach or just sit and enjoy the beautiful view of the water. Pool is open. Minimum 7 days rental City Code.

4.84 out of 5 average rating, 172 reviews

Lush greenery is showcased along the water, with a row of uniquely shaped trees contrasting against a vibrant blue sky. The calm water glistens in the background, reflecting the serene environment.

Townhouse in Duck Key

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

4.94 out of 5 average rating, 18 reviews

The image captures a serene marina scene with lush greenery and palm trees framing the waterway. A walkway lined with brick leads to the docks, featuring boats and moorings. Calm waters reflect the blue sky, enhancing the tranquil ambiance of the setting.

Condo in Tavernier

Resort Condo: Pool | Beach | Marina | Pickleball

NEW LISTING! Experience the best of the Florida Keys in this prime location, offering both the luxurious amenities of a high-end resort and the cozy comforts of home, all with stunning views of the turquoise ocean. Enjoy access to an Olympic-size pool, hot tub, beautiful beach, marina, outdoor grills, tennis courts, pickleball, playground, and more. All of this comes at an excellent value, allowing you to spend more on the unforgettable experiences the Keys have to offer.

5 out of 5 average rating, 18 reviews

A serene waterfront view showcases two multi-story buildings with balconies, surrounded by palm trees. A boat is docked at the marina alongside wooden posts, reflecting the calm turquoise water under a clear blue sky.

Apartment in Marathon

#1 Island Hideaway 89 - OCEAN FRONT

Enjoy the BEST VIEW from your living room window, 1st floor balcony and 2nd floor balcony directly overlook the Atlantic, marina and clubhouse. This 1 bedroom 1.5 bathroom is luxury and peaceful. Enjoy coffee in the captain's chairs on the balcony as the sun goes up or cocktails as the sun goes down. Custom kitchen bigger than most any other in this property, designer upgrades, professionally decorated. Enjoy the sitting area on the third floor overlooking the ocean.

Apartment in Key Colony Beach

A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.

4.84 out of 5 average rating, 108 reviews

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests, Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

5 out of 5 average rating, 28 reviews

An outdoor seating area features wooden furniture arranged under a thatched roof, with natural light casting serene shadows. Lush greenery adds a relaxing touch, while the view of the water is visible in the background, enhancing the tranquil atmosphere.

Tiny home in Key Largo

Oasis3 Ocean View Luxury Tiny House

I am very happy to be able to open a NEW OASIS3. Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others. It has a modern style decoration. It is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.