
Vacation 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!

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.

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!

~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

Welcome to Gulf-Front Paradise!
This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

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.

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.

Waterfront Condo With Pool and Multiple Views!
Enjoy the beach and the bay while staying in this upscale 3rd-floor condo unit just steps away from the beach! This beautiful unit offers 1 king bedroom plus 1 queen sleeper sofa. The 758 sq ft condo features a large waterfront pool with docks, outdoor grills, dining areas, free wifi, beach toys, and a full-size updated kitchen with everything you need for an enjoyable experience. Shops, restaurants, grocery stores, and entertainment are all nearby. Come enjoy paradise on Treasure Island!

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool
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!

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.

King Oceanfront Suite • Kitchenette & Balcony
Kick off your flip flops and enjoy views of the water from your balcony! Fall asleep to the sound of crashing ocean waves from the comfortable king sized bed. You could not be closer to the water! This is everything a beach unit should be - clean, comfortable, easy check-in, and with the best views in the house! Book your dream beach getaway today!

Stunning Gulf View/Balcony - 7th Floor @Johns Pass
Stay in style at this top-floor Madeira Beach condo with breathtaking Gulf views! Just steps from the sand and John’s Pass Village, this modern retreat features an open layout, full kitchen, and private balcony for stunning sunsets. Enjoy resort-style amenities, nearby dining, shops, and nightlife for the ultimate coastal escape!
Popular amenities for Treasure Island rentals with a pool
House rentals with a pool

Heated Pool, Fire Pit, Game Room | Tropic Vibes!

Beach Escape: Pool Bar, Mini-Golf, Pong, Theater

Tootsie’s Beachside Retreat-New Heated Pool

Hibernate in our Bear Creek Home

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

Beach Dream Pool Home-5 Mins to Beach
Condo rentals with a pool

Beach Front Penthouse with Views

Relax in a Newly Renovated Beach Front Paradise

Beach Front Gulf View at John’s Pass Medeira Beach

Land's End Beachfront Elegance: Top Floor Corner

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Westwinds, paradise and heaven all rolled into one

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

Sunset Suite - Beachfront Condo
Other vacation rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

Chambre 103- Beachfront, Pool, Hot Tub,Johns Pass!

Perfect Beach Getaway | Pool | Walk Everywhere

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

Beachfront Resort Suite With Heated Pool - TT54

White sands, water views POOL & SPA OPEN top floor

Sea Side Sunsets Unit C

Luxury Seashell Oceanfront Condo with Pool
When is the best time to visit Treasure Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ551 | ﺩ.ﺇ738 | ﺩ.ﺇ856 | ﺩ.ﺇ701 | ﺩ.ﺇ687 | ﺩ.ﺇ676 | ﺩ.ﺇ676 | ﺩ.ﺇ599 | ﺩ.ﺇ584 | ﺩ.ﺇ595 | ﺩ.ﺇ632 | ﺩ.ﺇ650 |
| 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 vacation rentals with a pool in Treasure Island

Total vacation rentals
Explore 1,510 vacation rentals in Treasure Island

Nightly prices starting at
Treasure Island vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 40,590 verified reviews to help you choose

Family-friendly vacation rentals
1,010 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Rentals with dedicated workspaces
950 properties have a dedicated workspace

Wi-Fi availability
1,480 of Treasure Island vacation rentals include wi-fi 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
- Raymond James Stadium
- Busch Gardens Tampa Bay
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