
Vacation 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.

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!

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!

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!

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

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!

Waterfront studio! Heated pool and hottub
Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Beachfront 2/2 Condo on Treasure Island, 305W Ocea
STUNNING! This 2 bedroom 2 bath end unit sits directly on Treasure Island Beach with a heated inground Community Pool! Condo comfortably sleeps 6 people with a king size bed in each bedroom and 2 chairs that convert to twin beds in the living area. PLEASE NOTE: ONLY 1 parking spot comes with the reservation, and it is an assigned parking spot. We will not be able to help you find parking for any additional cars.

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.

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
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

Clearwater Retreat: Heated Pool, Spa & Pet-Friendl

Paradise Palms - Private Pool Oasis - St. Pete

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

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

The Blue Fin, 3 Bed/ Heated Pool/ XBOX
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

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

Waterfront Condo Pool Fishing Docks Steps to Beach

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!
Other vacation rentals with a pool

Charming Beach Side Getaway: Pool, Grills, Dock!

White sands, water views POOL & SPA OPEN top floor

Gulf View Penthouse | Steps to Beach + Johns Pass

Three Palms

Intracoastal w/Private Balcony★ - Steps to Beach ☼

Luxury Seashell Oceanfront Condo with Pool

Beachfront studio with pool!

Renovated Studio • Steps to Sandy Shore - TT49
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
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- Raymond James Stadium
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