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Beachfront vacation rentals in Islamorada

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Islamorada

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

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Townhouse in Key Largo

4.84 out of 5 average rating, 120 reviews

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

Condo in Tavernier

4.97 out of 5 average rating, 67 reviews

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 through our door. Indulge in the array of amenities available at our property, including a private beach, pier, marina, kayaking, snorkeling and family pool. Our condo comfortably sleeps 6-7 guests. Equipped with full kitchen and a washer/dryer, we provide all the conveniences you need for a seamless stay.

Condo in Tavernier

4.96 out of 5 average rating, 175 reviews

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.

Camper/RV in Key Largo

4.95 out of 5 average rating, 101 reviews

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp with kayak rentals, glass bottom boats, create memories scuba diving/snorkeling.

Apartment in Key Largo

4.92 out of 5 average rating, 136 reviews

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

4.93 out of 5 average rating, 203 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.

Home in KEY COL BCH

4.88 out of 5 average rating, 8 reviews

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.

Townhouse in Duck Key

4.86 out of 5 average rating, 152 reviews

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. ****

Condo in Tavernier

4.77 out of 5 average rating, 101 reviews

OCEAN FRONT WITH AMAZING VIEW AND PRIVATE BEACH

ENJOY THE FABULOUS FLORIDA KEYS IN THIS TOP FLOOR NEWLY REMODELED COZY BEACH CONDO Enjoy this updated 1 bedroom condo on the top floor with amazing ocean views! You will enjoy a full kitchen with stainless steel appliances and granite counter tops equipped for your culinary needs. Your living room has a queen pullout couch and small balcony with a fabulous view! Flat screen TVs are in both the living room and bedroom with a King bed. There is also a washer and dryer in your unit!

Condo in Tavernier

4.98 out of 5 average rating, 178 reviews

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.

Apartment in Marathon

5 out of 5 average rating, 11 reviews

#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

4.83 out of 5 average rating, 102 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.”

Vacation rentals for every style

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Luxurious estates for the ultimate escape

Popular amenities for Islamorada beachfront rentals

Free parking on premises

Air conditioning

Beachfront home rentals with a pool

Home in Marathon

4.91 out of 5 average rating, 11 reviews

Sombrero Beach Getaway

Home in Marathon

4.92 out of 5 average rating, 13 reviews

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home

Home in Marathon

4.71 out of 5 average rating, 17 reviews

Sunset Views, Pool and Dock

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

Paradise Cove!30ft Dock Pool BBQ

Home in Key Colony Beach

5 out of 5 average rating, 8 reviews

Key Colony Beach-POOL & DOCK

Home in Key Colony Beach

4.67 out of 5 average rating, 12 reviews

Sea View 3bed/2.5 bath with private pool

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

KCB~Aqua Vista~ Luxury Waterfront w Pool & Dock!

Home in Marathon

4.75 out of 5 average rating, 4 reviews

Sombrero- Waterfront 4 BR Luxury Pool Home- M#9

Beachfront home rentals with a hot tub

Condo in Tavernier

4.87 out of 5 average rating, 139 reviews

Reel Large END Unit in Ocean Point Suites

Home in Marathon

4.89 out of 5 average rating, 36 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

Condo in Tavernier

4.89 out of 5 average rating, 110 reviews

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

Apartment in Tavernier

4.95 out of 5 average rating, 174 reviews

Boho FL Keys Condo

Home in Key Largo

4.92 out of 5 average rating, 66 reviews

Ocean Breeze Home

Townhouse in Marathon

4.81 out of 5 average rating, 134 reviews

Plunge Pool Villa on Blue Water Lagoon

Condo in Tavernier

4.94 out of 5 average rating, 116 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Home in Key Largo

4.82 out of 5 average rating, 62 reviews

Bayhouse

Pet-friendly beachfront home rentals

Home in Marathon

5 out of 5 average rating, 11 reviews

Seaside Sunrise. Newly remodeled waterfront

Home in Key Largo

4.84 out of 5 average rating, 432 reviews

WATER VIEWS ON J. PENNEKAMP Free Kayaks

Guesthouse in Marathon

4.93 out of 5 average rating, 14 reviews

The Pink Dolphin House.

Apartment in Key Largo

4.92 out of 5 average rating, 256 reviews

Waterfront Studio 2| Couples Oasis | Kayaks | Pool

Home in Marathon

4.95 out of 5 average rating, 21 reviews

Waterfront w/pool and hot tub

Houseboat in Tavernier

4.88 out of 5 average rating, 219 reviews

Clean Fully Remodled Houseboat Luxery on the water

Camper/RV in Key Largo

4.88 out of 5 average rating, 105 reviews

Cozy Waterfront Retreat w/ Private Boat Dock +Tiki

Home in Marathon

4.82 out of 5 average rating, 11 reviews

Casa Marquez

Quick stats about beachfront rentals in Islamorada

Total rentals
200 properties
Nightly prices starting at
G$18,809 GYD before taxes and fees
Total number of reviews
870 reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
180 properties have a pool

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