
Holiday rentals with a pool in Treasure Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Treasure Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

~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!

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!

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.

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.

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.

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

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.

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!

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.

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.

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
House rentals with a pool

Hibernate in our Bear Creek Home

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

Beautiful Tampa Bay Pool Home Near Gulf Beaches

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Stunning Lakefront-King bed - 10 min to beaches

Luxury Oasis • Heated Salt Pool • Near Beaches
Apartment rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

"Jewel At The Shores" Gulf Front, sleeps 5

Blue Sea Renity -Steps to Beach| Heated Pool

COASTAL CHIC! Luxury Apartment with Oceanviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Tropical Beachfront Penthouse-Beach Cottages

Beach Front Madeira Beach
Other holiday rentals with a pool

Waterfront Manatee Home Pool, Dock, Optional Boat

Beachfront Villa: Pool, Spa, Fire Pit & Pool Table

White sands, water views POOL & SPA OPEN top floor

Luxury Pool House

Beach Front King Suite, Pool, Grills, Docks #711IR

Sea Side Sunsets Unit C

updated condo with water views

Tranquil "Ocean Breeze Retreat"
When is the best time to visit Treasure Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
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