Holiday rentals with a pool in Treasure Island

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Top-rated rentals with a pool in Treasure Island

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Guest favourite
A well-lit living area features a round dining table surrounded by four white chairs. A comfortable sofa and armchair are positioned near large windows, offering views of the outdoors. Light-colored walls and soft furnishings enhance the bright, airy ambiance.
Apartment in Treasure Island
4.9 out of 5 average rating, 125 reviews

2/2 Newly remodeled Beach Front - Sunset Vistas

Amenities/Location-Newly Remodeled Oceanview Condo with Balcony, Gorgeous Beach, Sleeps 6, king/master, queen/guest, queen sleeper, in unit washer/dryer, Smart 60- & 55-inch tv’s, cable, Wi-Fi, equipped kitchen, heated pool, kids pool, two jacuzzies, Tiki Bar, Cafe, rental bikes, Ping-Pong, Volleyball, Gym, Business Center, free covered parking, 5 day to monthly rentals. - Laundry detergent shampoo, conditioner and body wash, Beach Towels provided - 1/2 A MILE TO JOHNS PASS & No Resort Fees

Top guest favourite
An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.
Apartment in Treasure Island
4.98 out of 5 average rating, 150 reviews

Beach, dolphin/manatee sightings, fishing, sunsets

Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

Top guest favourite
An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.
Apartment in Treasure Island
4.96 out of 5 average rating, 199 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Condo 🏖️ ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩‍💼 Service with Heart — Your comfort always comes first 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. 🌊 Pool Dreams - Dive into bliss in the intercoastal heated pool

Guest favourite
A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.
Houseboat in Madeira Beach
4.93 out of 5 average rating, 124 reviews

40ft Floating Bungalow with Resort Perks

Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Apartment in Treasure Island
4.99 out of 5 average rating, 211 reviews

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Top guest favourite
A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.
Apartment in Indian Shores
4.99 out of 5 average rating, 118 reviews

Five Star Beachfront Condo Newly Renovated

A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Top guest favourite
A private entrance is visible, highlighted by a bright blue door adorned with a sun-shaped decor. Lush greenery and vibrant flowers frame the pathway, leading to a serene courtyard featuring lounge chairs, enhancing the inviting and tropical ambiance.
Apartment in St. Pete Beach
4.91 out of 5 average rating, 164 reviews

Tropical Courtyard Paradise on St. Pete Beach

Charming, cozy, well-appointed/fully stocked ground floor 1 Bedroom Unit with its own Private Entrance, Courtyard & spacious heated Pool. A short 1 minute walk to either St. Pete's Gulf side Upham Beach or all the abundant Nightlife & Restaurants on Gulf Blvd. Free WiFi(Spectrum) & 2 separate 32" HD TV's (Living Room sofa bed & Bedroom Queen bed), have all Premium movie, news, & sports channels. This Unit is affordably priced for the Budget Conscious desiring that Premium Beach Location.

Top guest favourite
A well-maintained swimming pool is surrounded by palm trees and greenery, overlooking the intercoastal waterway. The clear blue water of the pool contrasts with the vibrant landscape, and a serene view of the water can be seen in the background.
Apartment in Treasure Island
4.99 out of 5 average rating, 144 reviews

Treasure Island 1 BR condo intercoastal waterfront

Beautiful 1 BR 1 bath condo with awesome water view of the intercoastal located in Westwinds Waterfront Resort 800 square feet with large living area including 65 in tv, queen sofa sleeper, full kitchen, king bed in master. Short walk to beach of Treasure Island. Grocery store, restaurants and bars all within walking distance. The Resort has heated pool, two gas grills, elevators and 3 docks and peaceful area to just sit and look at the water. Boats up to 24’ welcome with reservation.

Guest favourite
The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.
Apartment in Treasure Island
4.9 out of 5 average rating, 179 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Top guest favourite
A tranquil view captures the sandy shoreline meeting the calm waters of the Gulf, with gentle waves lapping at the beach. Lush palm trees are positioned in the foreground, while a small blue trash bin is nestled among the greenery. The sky features soft clouds, hinting at the day's potential.
Apartment in Treasure Island
4.97 out of 5 average rating, 144 reviews

Beach Front Penthouse Riley's Retreat Island Inn

800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

Top guest favourite
An inviting living area features a light gray sofa and a round white coffee table. Large glass doors open to a private balcony with unobstructed views of the Gulf of Mexico, creating a seamless connection with the beachfront landscape.
Flat in Treasure Island
4.93 out of 5 average rating, 155 reviews

Beachfront Condo w/ Ocean View - Newly Renovated!

Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.

Guest favourite
Aerial view of a two-story condo building located beside a swimming pool, surrounded by palm trees. The pristine beach and the Gulf of Mexico are visible in the background, showcasing calm waters and distant beachgoers.
Apartment in Treasure Island
4.91 out of 5 average rating, 179 reviews

Seaside Condo: 2bed/2bath beach condo on the water

This beautiful 2bed/2bath condo is right across from the beach! Located on the waters of the Gulf of Mexico, it is fully equipped with all the amenities to make your stay comfortable- heated pool, docks to fish, grills, laundry on each floor, and spacious patio area. The grocery store (Publix) is a short walk and there are plenty of restaurants, bars, and water activities nearby!

Popular amenities for Treasure Island rentals with a pool

When is the best time to visit Treasure Island?

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Quick stats about holiday rentals with a pool in Treasure Island

  • Total holiday rentals

    Explore 1,510 holiday rentals in Treasure Island

  • Nightly prices starting at

    Treasure Island holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 40,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,010 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Rentals with dedicated workspaces

    950 properties have a dedicated workspace

  • Wifi availability

    1,480 of Treasure Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Treasure Island rentals

  • 4.7 Average rating

    Treasure Island stays receive an average rating of 4.7 out of 5 from guests

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