The Best Florida Beach House Rentals In The Gulf

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The Best Florida Beach House Rentals In The Gulf

View of sunset over the Gulf of Mexico from home in Seaside, Florida
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  • All products featured on TravelAwaits are independently selected by our writers and editors. We may earn commission when you click on or make a purchase via our links.
    All products featured on TravelAwaits are independently selected by our writers and editors. We may earn commission when you click on or make a purchase via our links.

    Consider our top vacation rental house choices in Clearwater, Florida Keys, Rosemary Beach, and Siesta Key, all within walking distance of the beach.

    The Gulf of Mexico boasts some of the most beautiful white-sand beaches in the United States. Finding the perfect beach home for a long-term winter stay or quality family vacation can be overwhelming, so we’ve taken the guesswork out of it. No matter your budget, consider our top Airbnb rental house choices in Clearwater, the Florida Keys, Rosemary Beach, and Siesta Key, all within walking distance of the beach.

    Clearwater Beach

    Bargain

    Sweet Escape! Minutes to the Beach!

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    Bedrooms: 1

    Baths: 1

    Starting Price: $82

    This clean and simple rental duplex in Clearwater offers many options to travel the 2.2 miles to the beach, including free bikes and both a local trolley and ferry within walking distance. The home includes all the basic amenities for a comfortable stay, with bonus additions like a washer/dryer and covered parking. For those that travel with their pets, small dogs are welcome!

    Mid-Range



    NEW! Minutes to Beaches, Spring Training & MORE!

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    Bedrooms: 2

    Baths: 2

    Starting Price: $90

    This traditionally-decorated bungalow offers 7 sizeable rooms and a huge private fenced-in backyard. For the baseball fans, it’s minutes from both the Philadelphia Phillies’ and Toronto Blue Jays’ Spring Training facilities. It’s also a quick drive to Clearwater Beach, local golf courses, and excellent fishing areas. This rental specializes in long-term rentals for those looking to escape the cold weather at home and spend the winter in the brilliant Florida sunshine.

    Splurge



    Bay Breeze House Waterfront Home with Pool

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    Bedrooms: 4

    Baths: 3

    Starting Price: $233

    This simply majestic waterfront home in Clearwater offers many deluxe amenities, including a 2,500-square-foot pool, hot tub, and adorable Floridian tiki hut! Each room is designed for maximum ocean views, wrapping guests in peaceful serenity. This beauty sleeps up to 10 guests, perfect for those looking for a vacation home large enough for the extended family.

    Florida Keys

    Bargain



    Two-story Waterfront House With Dock

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    Bedrooms: 4

    Baths: 4

    Starting Price: $196

    This gorgeous, tastefully decorated waterfront property on Key Largo sleeps up to 9, making it ideal for a large family getaway. The dog-friendly house is equipped with all sorts of indoor and outdoor activities, including scuba and snorkeling gear, a hammock, a telescope, and even a popcorn machine for movie nights. It’s steps away from the water and offers idyllic canal views from almost every room.

    Mid-Range



    Cozy, Dog-Friendly Home With Patio And Pool

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    Bedrooms: 2

    Baths: 2

    Starting Price: $247

    Attention snowbirds: This Key West retreat is only available for those looking for a long-term stay — at least 28 days or longer. It’s designed to provide all the comforts of home, including allowing the family dog to join. The robin’s egg blue cottage has its own private pool and relaxing, fenced sandy backyard. It has extremely high walk and bike scores, meaning visiting most attractions and running errands are easily accomplished without a car.

    Splurge



    Modern Marathon Oceanfront Home

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    Bedrooms: 4

    Baths: 2

    Starting Price: $435

    This oceanfront home on the canal in Marathon is complete with a private pool, boat slip, and a rooftop patio with a TV and fire pit. The house is stocked with tons of games and all-ages entertainment. It also comes with plenty of outdoor toys, including paddleboards, a kayak, and four bikes. Don’t miss this five-star getaway!

    Rosemary Beach

    Bargain



    Perfect Seacrest Beach Cottage With Pool And Bikes

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    Bedrooms: 3

    Baths: 2

    Starting Price: $94

    The “Beachy Keen” vacation cottage is located 200 yards from the magnificent white sandy beaches of Rosemary Beach. The huge community pool and veranda offer excellent relaxation options steps outside. Local restaurants and boutiques are within walking distance. This cute home is priced affordably for couple travelers but sleeps up to 7 people for larger family options.

    Mid-Range



    Amazing Location! Walk to Rosemary, Pool, & Beach

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    Bedrooms: 4

    Baths: 3

    Starting Price: $124

    This adorable home on Rosemary Beach has a second story front balcony and a five-star resort-style pool. Sleeping up to 11 people and starting at only $124 per night, it’s a true bargain vacation home. It’s conveniently located within walking distance of the beach and all of Rosemary Beach’s favorite attractions, so you can explore without ever needing a car.

    Splurge



    Newly Remodeled Beach Home

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    Bedrooms: 4

    Baths: 4

    Starting Price: $189

    This home was remodeled prior to Summer 2020 and has all the newest and nicest amenities for a memorable stay. Don’t miss the chandeliers and canopy bed! The private beach is a short half-mile walk, or use the owner-provided bikes. While it does not have its own private pool, access to the Seacrest neighborhood pool and jacuzzis is included. It offers plenty of outdoor lounging with a ground-level porch and second-story balcony.

    Siesta Key

    Bargain



    1 Block from Siesta Key Beach With Private Heated Pool

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    Bedrooms: 3

    Baths: 2

    Starting Price: $145

    This beautiful modern home is only one block from the bustling streets of Siesta Key Beach and also includes a private screened-in lanai with a pool. In addition, there is plenty of outdoor seating. To complete the vacation, this home includes a garage, washer and dryer, barbecue pit, pool toys, beach chairs, outdoor shower, and free Wi-Fi.

    Mid-Range



    Ocean Beach Gleason Home With Heated Saltwater Pool And Spa

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    Bedrooms: 3

    Baths: 2

    Starting Price: $274

    This luxurious Ocean Beach Gleason home sits on a small lake offering gorgeous water views from the private saltwater pool and back patio dining area. The nearest public beach is only one mile away in Siesta Key Village, which is a quick walk or bike ride. The home includes all the beach toys required to easily kill a day in the sand.

    Splurge



    Coolest House in Siesta Key Village

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    Bedrooms: 2

    Baths: 2.5

    Starting Price: $299

    This super unique Siesta Key rental home has been dubbed The Coolest House in Siesta Key Village thanks to its Sarasota School of Architecture styling. The art enthusiast will absolutely fall in love with this decor. On top of the visual appeal, it’s less than 10 minutes from the beach and includes a private pool and spa.

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    For further reading about places to visit along Florida’s Gulf Coast, check out: