Beach house vacation rentals in Islamorada

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Top-rated beach house rentals in Islamorada

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

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Top guest favorite

Home in Marathon

4.99 out of 5 average rating, 134 reviews

Cancellation Deal: 07/26 thru 08/09

2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Guest favorite

Home in Key Largo

4.91 out of 5 average rating, 101 reviews

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.

Guest favorite

Home in Marathon

4.9 out of 5 average rating, 31 reviews

Oceanview Oasis! Screened Porch & Outdoor Theater

Getaway to Paradise in Sunny Marathon! Furnished in comfort and opulence, this private, well-appointed 2 bed 2 bath house boasts: +5-Star OCEANVIEWS +Cozy Screened-in Porch +Outdoor Theater +Jumbo Nest Chairs over lush beach sand +Shade and Sun Loungers +Full Kitchen +Electric Smoker Grill Ready for Adventure? 5 Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hosp'l and 7-Mile Bridge!

Superhost

Home in Key Colony Beach

4.74 out of 5 average rating, 140 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

Top guest favorite

Home in Marathon

5 out of 5 average rating, 12 reviews

Waterfront Oasis w/Private Pool-Dockage-Beach

Looking for the perfect home for your next Florida Keys vacation? Waterfront home with over 150 feet of dock space. Just a short boat ride out to Sombrero Beach and open water for a day of fishing, snorkeling or cruising around. Our Coastal home has a secluded setting, nestled at the end of the road, with water views & Sunsets that never disappoint!! Additionally, you will enjoy your own private beach and heated pool... complete with Hammock, Adirondack chairs and lots of outside seating.

Guest favorite

Home in KEY COL BCH

4.93 out of 5 average rating, 14 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.

Guest favorite

Home in Marathon

5 out of 5 average rating, 17 reviews

Seaside Sunrise. Newly remodeled waterfront

Modern and cozy beach house! Centrally located, near most prestigios restaurant , close to Sombrero beach.Relax in your backyard with warm spa and pergola to enjoy our famous Florida Keys Sunsets, fishing pole and easy access to opens waters for fishing adventures. The space: 1 king bed 1 Queen Bed 2 Full Bed 2 Twin Beds Astonishing canal view from master. Extremely functional porch available to enjoy a shady breeze or a refreshing drink from minibar. Available boat lift upon requests.

Superhost

Home in Marathon

5 out of 5 average rating, 3 reviews

Waterfront Oasis3/2 Direct Ocean

Welcome to our stunning vacation rental property located on the waters of the ocean, where you can enjoy the ultimate tropical getaway. Our property boasts of an exceptional location, featuring a private dock that provides direct access to the ocean. This beautifully furnished property has three spacious and comfortable bedrooms that can accommodate up to eight guests, making it perfect for families or friends. The two modern bathrooms are fully equipped with all the necessary amenities

Guest favorite

Home in Marathon

5 out of 5 average rating, 35 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Guest favorite

Home in Key Largo

4.9 out of 5 average rating, 105 reviews

Sunsets In Palms Paradise

Vacation Rental Permit #19300755 Sunsets in Palms’ Paradise is a waterfront Keys home where you can spend quality time with your family/friends. Our enhanced cleaning practices are as recommended by AIRBNB/CDC, ensuring a sanitary vacation rental safe from Covid-19. Also, this home is the perfect place to vacation if you require social distancing! Features include spectacular sunsets & dolphins for neighbors! Enjoy one acre of privacy and coconut palms galore! VRBO #4648063

Superhost

Home in Marathon

4.75 out of 5 average rating, 4 reviews

SeaEsta! Bring your boat & 1 block to the beach!

Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

Guest favorite

Home in Key Largo

4.97 out of 5 average rating, 104 reviews

The Paradise 2

Relax with the whole family at this peaceful place to stay. Our home is located right by the water. Modern spacious and spotless with private parking, fast Wi-Fi, cold AC plus cozy beds and pillows in every bed. Relax on the waterfront patio chairs, swim in our newly renovated pool, watch the manatees and dolphins swim by and go fishing from our backyard dock anytime. We are sure you will absolutely love our Tiny Home!