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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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Home in Key Largo

4.84 out of 5 average rating, 428 reviews

WATER VIEWS ON J. PENNEKAMP Free Kayaks

Ocean views on Largo Sound, totally renovated home with large TV’s, spacious living area, 2 Large Balconies including roof top great for star gazing, all the amenities of home. Free use of kayaks at the house, Kayak John pennekamp state park steps away from front door. 27 foot boat available 4 all water activities Which I captain.Quiet private street close to all keys activities and restaurants. There is a downstairs space that on a very rare occasion is occupied by myself or family member

Home in Marathon

4.89 out of 5 average rating, 27 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!

Home in Marathon

5 out of 5 average rating, 11 reviews

Waterfront paradise 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.

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.

Home in Marathon

5 out of 5 average rating, 11 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.

Home in Marathon

5 out of 5 average rating, 17 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.

Home in Marathon

4.76 out of 5 average rating, 33 reviews

Marathon Beach Home

Experience endless fun with your loved ones at our stunning beach house. This stylish getaway offers more than just a place to stay - it's a haven for adventure and relaxation. With a small ramp designed for kayaks and jet skis, as well as a convenient dock, you'll have easy access to the water. Into the ocean within a minute to explore the wonders of the underwater world. Escape to a tropical oasis and create unforgettable memories with your family at our charming home.

Home in Marathon

5 out of 5 average rating, 18 reviews

Ocean Dream

Ocean Dream.... a bright beautiful upscale home with fantastic ocean views over Florida Bay. Watch sunsets and sunrises from either balcony and the new observation platform extending 60 feet into the water. Experience nature at its finest from your 140 foot ocean frontage estate or go further afield on the included kayaks and SUPs. Beautiful gardens, outdoor living area, new pool and spa*, ping pong and bocce, all included in your week of paradise. License VACA 23-380

Home in Marathon

4.99 out of 5 average rating, 120 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill 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.

Home in Key Colony Beach

4.86 out of 5 average rating, 22 reviews

Cozi home with dock

Beautiful two bedroom two bathroom home (half duplex) with 35ft of dock in Key Colony Beach, Fl. Enjoy ocean access within a 5 minute boat ride. Home master bedroom and two full beds in the second bedroom. Home has an open floor plan design with kitchen and living room. master bedroom and two full beds in the second bedroom. Home has an open floor plan design with kitchen and living room. Cabana club with pool access and beach included 7 night minimum!

Home in Marathon

5 out of 5 average rating, 5 reviews

Gated w/Bayside Marina- Marlin Bay Resort & Marina

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Home in Marathon

5 out of 5 average rating, 15 reviews

Ocean Isles #82- New Townhouse with Ocean Views

Luxury Island 1 BR fantastic condo. Enjoy the teal blue water at nearby Sombrero Beach, Resorts Tiki bar restaurant or relax by your Olympic heated pool. The King bedroom has a balcony to enjoy soft sea breezes while the living area has a comfortable queen sectional sleeper & kitchen. You are in central Marathon near local restaurants & stores. Rent kayaks and bicycles to explore Paradise Pets are not allowed.

Vacation rentals for every style

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Popular amenities for Islamorada beach house rentals

Free parking on premises

Air conditioning

Beachfront house rentals

Home in Key Colony Beach

4.98 out of 5 average rating, 110 reviews

Super Nov. Savings! Key Colony Beach, Cabana Club

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

Waterfront Home with private pool

Home in Marathon

4.93 out of 5 average rating, 15 reviews

4BR Sombrero Beach House on Canal w Dock & Pool

Home in Marathon

4.84 out of 5 average rating, 57 reviews

7 Mile Ocean Bliss

Home in Marathon

4.94 out of 5 average rating, 35 reviews

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

Home in Key Largo

4.75 out of 5 average rating, 36 reviews

Seaside Escape

Home in Marathon

4.88 out of 5 average rating, 17 reviews

Viamarhe House-Private beach, Kayak, yard games

Home in Key Largo

5 out of 5 average rating, 23 reviews

Private 2+ Acre House~Private Beach~Tiki Hut~Dock

Beach house rentals with a pool

Home in Key Largo

4.72 out of 5 average rating, 18 reviews

Brand new beautiful and modern waterfront home

Home in Marathon

5 out of 5 average rating, 15 reviews

W09 - New Luxury Property! Breathtaking Canal Fron

Home in Marathon

4.92 out of 5 average rating, 13 reviews

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

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

Paradise Cove!30ft Dock Pool BBQ

Home in Marathon

4.93 out of 5 average rating, 28 reviews

Serenity Bay Estate-FL Keys Best Kept Secret! Beau

Home in Key Colony Beach

5 out of 5 average rating, 3 reviews

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

Home in Marathon

4.85 out of 5 average rating, 13 reviews

Golf Coast Oasis

Home in Marathon

4.98 out of 5 average rating, 98 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

Private beach house rentals

Home in Key Largo

4.96 out of 5 average rating, 80 reviews

The Paradise 2

Home in Marathon

4.88 out of 5 average rating, 33 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

Home in Key Colony Beach

4.93 out of 5 average rating, 14 reviews

Pelagic Paradise on Canal. Spacious, Pool club too

Home in Marathon

4.98 out of 5 average rating, 48 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

Home in Key Largo

5 out of 5 average rating, 7 reviews

Cozy home with beach access and 2 boat ramps

Home in Tavernier

4.88 out of 5 average rating, 17 reviews

Waterfront Home Near Key Largo | Long-Term Stay

Home in Key Colony Beach

5 out of 5 average rating, 14 reviews

Casa Blanca

Home in Marathon

4.95 out of 5 average rating, 65 reviews

Private 174ft Dock, Boat Launch, Sombrero Beach

Destinations to explore