Holiday rentals with a pool in Treasure Island

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Top-rated rentals with a pool in Treasure Island

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.
Apartment in Treasure Island
4.92 out of 5 average rating, 166 reviews

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

Top guest favourite
Apartment in Treasure Island
4.96 out of 5 average rating, 188 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

Top guest favourite
Apartment in Sunset Beach
4.95 out of 5 average rating, 146 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

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
4.99 out of 5 average rating, 142 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 pool. Visit nearby great restaurants, John's Pass Boardwalk and live music.

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, 204 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.

Guest favourite
The balcony area features a pair of sleek white chairs alongside a blue upholstered chair, offering a relaxing space to enjoy coastal views. Glass railings provide an unobstructed sightline to the sandy beach and the shimmering water under a clear blue sky.
Apartment in Treasure Island
4.88 out of 5 average rating, 114 reviews

New Beachfront Resort Condo in Paradise

Treasure Island’s newest condo resort! 992 sq ft of luxury directly on the beach. Oversized 2 bedroom condo. Your contemporary unit has 2 bedrooms and 2 full bathrooms, and a pull-out couch in your open concept living area. Just beyond your living room is your beautiful view. Head out to your private balcony through the retractable sliding doors. Here you might choose to enjoy a cup of coffee while watching the sky lighten with the dawn or grab a cool drink to take in a or a magical sunset.

Top guest favourite
A resort-style swimming pool is surrounded by a spacious patio featuring multiple lounge chairs. The building's exterior is light-colored, with large windows and an inviting entryway. Tropical plants are positioned around the pool area, contributing to a relaxing environment.
Apartment in Treasure Island
4.94 out of 5 average rating, 219 reviews

Where the Sun Meets the Water

This first-story 670 sq-ft, 1BR/1BA condo, is located just a couple of blocks from the white sands of the Treasure Island beaches. Stroll to John’s Pass to find ample local dining and shopping options. Guests have full access to the grounds including a resort-style pool, a shared fishing dock, and a waterfront patio equipped with gas grills, perfect for enjoying a meal and watching as dolphins and birds pass by. 2025. Come visit & stay a while! Operated by Summer Bloom Estates LLC

Top guest favourite
Apartment in Treasure Island
4.93 out of 5 average rating, 147 reviews

Waterfront Condo - Dolphin sightings-Walk to beach

Welcome to Paradise! Charming, beautifully renovated, clean, waterfront second story 2BR/2BA condo located in Pointe Capri on Treasure Island and just a couple of blocks from the white sands of the Treasure Island beaches! Take a dip in the shared resort-style pool, fish right off the shared dock, or enjoy waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via one flight of stairs.

Guest favourite
A spacious room is highlighted by two queen beds, covered in soft white linens and navy blue accents. A large flat-screen TV is mounted on the wall opposite a comfortable seating area with a gray chair. Windows offer expansive views of the ocean, complemented by nautical-themed artwork.
Apartment in Treasure Island
4.84 out of 5 average rating, 119 reviews

Executive Oceanfront Studio

Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

Top guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Apartment in Madeira Beach
4.99 out of 5 average rating, 213 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Guest favourite
An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.
Apartment in Redington Beach
4.86 out of 5 average rating, 352 reviews

Royal Orleans at Redington Beach ( Studio )

Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Guest favourite
A bright Florida room features large windows providing views of the water and marina. The space is equipped with a round table and two chairs, accented by orange cushions. Sunlight fills the room, creating a warm and inviting area for relaxation.
Apartment in Treasure Island
4.84 out of 5 average rating, 108 reviews

Intercostal Hidden Gem Beach Pool & Dock Fish'n

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Relax and unwind in this bright 1BR second-floor condo overlooking the Intracoastal Waterway! Enjoy stunning water views from the Florida room, an open living space with two sofas, dining, Smart TV, and a fully stocked kitchen. Features a spacious bath, comfy bedroom, pool, grills, Wi-Fi, parking, and beach gear.

Popular amenities for Treasure Island rentals with a pool

When is the best time to visit Treasure Island?

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Avg. price$196 SGD$263 SGD$304 SGD$249 SGD$244 SGD$240 SGD$240 SGD$213 SGD$208 SGD$192 SGD$195 SGD$199 SGD
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Quick stats about holiday rentals with a pool in Treasure Island

  • Total holiday rentals

    Explore 1,480 holiday rentals in Treasure Island

  • Nightly prices starting at

    Treasure Island holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 38,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    960 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    910 properties have a dedicated workspace

  • Wifi availability

    1,450 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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