The Best Vacation Rentals to Book in Treasure Island, Florida

The South Beach Condo Hotel has an art deco vibe
The South Beach Condo Hotel has an art deco vibe | Courtesy of South Beach Condo Hotel / Expedia
Photo of Nick Dauk
28 November 2021
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With turquoise waters, white sands and remarkable sunsets, Treasure Island resembles something from a storybook, but it’s no fictional place. You’ll need more than a single night to soak in all the fun in the sun in Treasure Island and more than a weekend to explore all that neighboring St Petersburg and Clearwater have to offer. Stay awhile in these vacation rentals – bookable on Culture Trip – to discover the best of Treasure Island and the Florida Panhandle.

Treasure Island Vacations by TechTravel, for wannabe Floridians

4.8/5 (13 Reviews)
A breezy bedroom in a vacation home by Treasure Island Vacations by TechTravel
Courtesy of Treasure Island Vacations by TechTravel / Expedia
Price Drop
Now from $264 per night

Looking for a vacation rental in Treasure Island? You’ve just hit the gold mine. These apartments and houses are all private and self-catering, so you can lead the Florida lifestyle you’ve always dreamed about. Take a one-minute stroll to St Petersburg Municipal Beach on a whim, spending as much time as you like gazing at the water. Walk a few extra minutes across John’s Pass for fresh seafood if you don’t want to dirty up the kitchen in your vacation home.

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Sunset Vistas Beachfront Suites, for fun-loving families

4.4/5 (2542 Reviews)
The pale yellow-and-turquoise exterior of the multilevel Sunset Vistas Beachfront Suites
Courtesy of Sunset Vistas Beachfront Suites / Expedia
Unavailable for the next 3 months

Family-friendly vacation rentals in Treasure Island don’t get much better than Sunset Vistas. The dedicated kiddie pool, full of fun toys and splashing fountains, is an ideal play space for the little ones. If rain ruins a day outdoors, the front desk has tons of children’s activities on hand. Bring the games up to your two-bedroom suite, where there’s plenty of space to play together in the living room.

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South Beach Condo Hotel, for Miami vibes

4.5/5 (1035 Reviews)
A beach-inspired living room in a condo at South Beach Condo Hotel
Courtesy of South Beach Condo Hotel / Expedia
Unavailable for the next 3 months

Forget South Beach Miami – these condos bring pastel art deco vibes to the heart of Treasure Island. The funky colors of the facade creep into both the suites, with their gulf-view balconies, and the one- and two-bedroom condos, resulting in a groovy place to spend a holiday. Spend your time under the sun playing volleyball and ping-pong or swaying in a hammock until the smell of the barbecue grill wakes you up.

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Westwinds Waterfront Resort, for bayside bliss

4.5/5 (506 Reviews)
The back side of the sand-colored Westwinds Waterfront Resort with a pool and docks
Courtesy of Westwinds Waterfront Resort / Expedia
Price Drop
Now from $317 per night

Who says you need to be on the beachfront to be happy? Westwinds will show you that bayside bliss is where it’s at. Sure, the gulf is right on the other side of the road, but the waterfront pool, grills and three docks just begging for a line and lure will keep you on this side of the highway. Within walking distance of bars, restaurants and a grocery store to help you get the most out of your fully equipped kitchen, this is a prime slice of real estate.

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Sunset Chateau Treasure Island, for the ultimate sunset views

3.3/5 (3 Reviews)
The light blue-and-white exterior, with palm trees, of the Sunset Chateau Treasure Island
Courtesy of Sunset Chateau Treasure Island / Expedia
Unavailable for the next 3 months

Sunset Chateau is ready to show you why life on the Gulf Coast is pure bliss. Complete with full kitchens, the one-bedroom units are ideal for solo self-catering. Treating the family to a special vacation? Then book the three-bedroom penthouse. Head to the private balcony overlooking the gulf for unparalleled views of the sun sinking into the horizon.

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Sunset Inn and Cottages, for a retro escape

4.6/5 (101 Reviews)
A sunny-yellow cottage at Sunset Inn and Cottages
Courtesy of Sunset Inn and Cottages / Expedia
Unavailable for the next 3 months

Run from the gray and gloom of winter into the colorful cottages at Sunset Inn. With nautical decor and painted wood paneling, this retro beach motel sits right on the shores of Sunset Beach, meaning your shoes will hardly see the sun during your stay. Walk barefoot through the shared courtyard and follow your nose to the barbecue grills. Paddleboards, fat-tire bikes and beach chairs are available to rent. Just look for the happy couple serving refreshing Sunset Salutations; they’ll get you all squared away.

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  • The Bungalows, for the easy-breezy surfer life

    4.5/5 (297 Reviews)
    The spacious outdoor pool area at the Bungalows
    Courtesy of The Bungalows / Expedia
    Unavailable for the next 3 months

    Hammocks, shuffleboard courts and poolside grills conjure a chilled, Key West atmosphere at this breezy surfer retreat. All rooms are within steps of Sunshine Beach, so seashell hunting and sunset viewing are easily penciled into your daily routine. With Radio Flyer wagons available to rent, you can take your full setup to the beach with ease.

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    Provident Oceana Beachfront Suites, for the best of both worlds

    4.7/5 (236 Reviews)
    An overhead view the Provident Oceana Beachfront Suites and surrounding area
    Courtesy of Provident Oceana Beachfront Suites / Expedia
    Price Drop
    Now from $380 per night

    Bayfront or beachfront? You decide at Provident Oceana Beachfront Suites. These chill vacation rentals have balconies facing both sides, so you can choose whether to wake up or fall asleep with the sun. Choose bayside bliss and head up to the rooftop observation deck to watch the sunset for the best of both worlds. Both pool decks – one on the east side and one on the west side – have whirlpool spas where you can kick back for hours and forget about the time.

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    Seahorse Cottage, for good innings

    The cozy living room at the beachy Seahorse Cottage
    Courtesy of Seahorse Cottage / Expedia

    Rolling into Treasure Island for a Tampa Bay Rays game? This chill vacation rental is 8mi (13km) from Tropicana Field for a day around the diamond come rain or shine. Cook up pre-game eats in the kitchen, but save some room in your stomach for Cracker Jack and beers at the ballpark. When the Rays are away, you can reach the boardwalk in five minutes for a seventh-inning stretch by the shore.

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    Sunset Beach House, for Old Florida charm

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    A sandy and shaded outdoor sitting area at the Sunset Beach House
    Courtesy of Sunset Beach House / Expedia

    Need we mention how dramatically impressive the twilight hours are at a place called Sunset Beach House? When you’re done admiring the sky from the 5mi (8km) stretch of beach, appreciate the Old Florida charm at these vacation rentals, away from the hustle and bustle of the larger resorts. The beach bum vibe of the Beach Hugger suites makes it way too easy to take a mid-afternoon snooze, while the multilevel Sandpiper suite, with hardwood floors, a modern kitchen and a balcony deck, will have you coming back year after year.

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