
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!

2/2 Newly remodeled Beach Front - Sunset Vistas
Amenities/Location-Newly Remodeled Oceanview Condo with Balcony, Gorgeous Beach, Sleeps 6, king/master, queen/guest, queen sleeper, in unit washer/dryer, Smart 60- & 55-inch tv’s, cable, Wi-Fi, equipped kitchen, heated pool, kids pool, two jacuzzies, Tiki Bar, Cafe, rental bikes, Ping-Pong, Volleyball, Gym, Business Center, free covered parking, 5 day to monthly rentals. - Laundry detergent shampoo, conditioner and body wash, Beach Towels provided - 1/2 A MILE TO JOHNS PASS & No Resort Fees

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.

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!

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

Newest Beach Condo Resort in Treasure Island
Treasure Island has a new gem! Brand new large 2 bedroom condo, (992 sq ft,) directly on the beach. This unit has 2 bedrooms and 2 full bathrooms, as well as a pullout couch in the living room to comfortably accommodate 6 people. The open concept living area includes a full kitchen and a private balcony with retractable sliding doors. You might choose to sit on your balcony watching the sunset while reminiscing about your day or while watching the sky light up at sunrise.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

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!

Beach Place Bliss on Madeira Beach by John's Pass
This is a spacious 1400 square foot ocean front corner condo. The balcony has a great full view of the beach. There have been many new updates to the condo. New floor tilling was installed, along with the bathroom showers and bedroom furniture. Enjoy great views of the beach and beautiful sunsets from the privacy of your first floor balcony.
Popular amenities for Treasure Island rentals with a pool
House rentals with a pool

#35 Treasure Island pool Home

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

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

Waterfront Coastal Bliss at Brightwater w/ Heated

Ocean View-Private Pool-Large Rooftop Deck

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Condo rentals with a pool

Beachfront Studio w/ KING Sized Bed!

COASTAL CHIC! Luxury Apartment with Oceanviews

Comfortable 2BR condo, walk to all sand beach

Waterfront-Dolphin Sightings-Walk to Beach-Pool

NEW|Across Beach|Heated Pool|Elevator|Games

Beach Front Gulf View at John’s Pass Medeira Beach

Beachfront building across from Johns Pass Village

2/2 Oceanside Modern Condo with Amazing Ocean View
Other vacation rentals with a pool

La Concha 2 | Beachfront condo w pool

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

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

White sands, water views POOL & SPA OPEN top floor

Herons on La Hacienda w/ Heated Pool & Golf Cart

Luxury Ocean Front Duplex

Luxury Seashell Oceanfront Condo with Pool

Beachside at Birdsong #17 Pool 5 Steps to the Sand
When is the best time to visit Treasure Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 CAD | $280 CAD | $325 CAD | $266 CAD | $260 CAD | $256 CAD | $256 CAD | $227 CAD | $221 CAD | $226 CAD | $240 CAD | $247 CAD |
| 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 $70 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Rentals with dedicated workspaces
950 properties have a dedicated workspace

Wifi availability
1,480 of Treasure Island vacation 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
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
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- Tampa Convention Center
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