
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 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

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!

Pearl of the Sea, 1 BDRM, 2 min walk to the beach
Please note, the gym, jacuzzi, and hot tub are temporarily closed(hurricane damage) Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club, a private gated community, free parking, high-speed WI-FI, TV cable, Netflix, 2 outdoor heated swimming pools, and fishing piers. Please, book at least 7 days before your arrival

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!

🏝🏝Charming Bayfront Condo at Boca Ciega
This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

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 203 )
Royal Orleans 203 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.
Popular amenities for Treasure Island rentals with a pool
House rentals with a pool

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

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
Condo rentals with a pool

Brand New condo with water views, Pool/Beaches

Land's End 11-404: Gulf Front Gem - 2BD/2BA

Beautiful Condo minutes from the beach/heated pool

Beachfront building across from Johns Pass Village

2/2 Newly remodeled Beach Front - Sunset Vistas

Westwinds, paradise and heaven all rolled into one

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

Sunset Suite - Beachfront Condo
Other holiday rentals with a pool

Updated Beachfront Condo at Madeira Norte Unit 307

"Haven at the Shores" 2/2 Beachfront

Gulf View Penthouse | Steps to Beach + Johns Pass

Three Palms

Beachfront with Oceanview Balcony in Quiet Area

Luxury Seashell Oceanfront Condo with Pool

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks

This Treasure Island Beach Condo Awaits you!
When is the best time to visit Treasure Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 AUD | $282 AUD | $327 AUD | $268 AUD | $263 AUD | $258 AUD | $258 AUD | $229 AUD | $223 AUD | $228 AUD | $242 AUD | $249 AUD |
| 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 1,510 holiday rentals in Treasure Island

Nightly prices starting at
Treasure Island holiday rentals start at $70 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 190 rentals that welcome pets

Rentals with dedicated workspaces
950 properties have a dedicated workspace

Wi-Fi availability
1,480 of Treasure Island holiday 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
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
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