
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!

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.

Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio
This newly renovated ground floor unit has covered parking right outside the back door (no stairs!), a KING bed, and a waterfront location! Parking space next to the back door. 10min GORGEOUS stroll to beach. Brand new kitchen, bath. Near popular restaurants. Many guests walk to/from the beach and restaurants! This is a place for relaxing, overlooking the breathtaking Intracoastal waterway. Or take a drive up to Clearwater, go to museums in St Pete, or head to Busch Gardens! Close to it all!

Waterfront-Dolphin Sightings-Walk to Beach-Pool
Welcome to Paradise! This charming, beautifully renovated, and impeccably clean waterfront 2BR/2BA second-floor condo is located in Pointe Capri on Treasure Island—just two blocks from the white sands beach! Spend your days relaxing by the shared resort-style heated pool, fishing right off the community dock, or enjoying 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 a flight of stairs.

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.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

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.

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

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!

*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!
Popular amenities for Treasure Island rentals with a pool
House rentals with a pool

#35 Treasure Island pool Home

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Ultimate Family Beach Home with Pool

Piece of paradise in Indian Rocks Beach.

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Stunning views! Spot dolphins from the pool!

Redington Beach near beach on ICW w/pool & dock
Condo rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Captain's Cove Waterside Condo 103 We are open!

WOW! What a view!

Beach Front Gulf View at John’s Pass Medeira Beach

Perfect Ocean Sunset view Madeira Beach/Johns Pass

1br Condo with Beach Access & Pool and Palms View

King Oceanfront Suite • Kitchenette & Balcony

EPIC Gulf/Beach Views! Balcony/Beach Supplies/Pool
Other vacation rentals with a pool

NEW|Across Beach|Heated Pool|Elevator|Games

Seaside Studio- POOL & Steps to the sand!

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Amazing views from private balcony,Treasure Island

The Harbor Condo Beach Escape!

Land's End Beachfront Elegance: Top Floor Corner

Chambre 303 - Pool, Hot Tub, Walk to John's Pass!

Oceanfront Luxury paradise
When is the best time to visit Treasure Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 CAD | $275 CAD | $319 CAD | $261 CAD | $256 CAD | $252 CAD | $252 CAD | $223 CAD | $217 CAD | $222 CAD | $235 CAD | $242 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 1,540 vacation rentals in Treasure Island

Nightly prices starting at
Treasure Island vacation rentals start at $68 CAD per night before taxes and fees

Verified guest reviews
Over 42,650 verified reviews to help you choose

Family-friendly vacation rentals
1,110 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 220 rentals that welcome pets

Rentals with dedicated workspaces
970 properties have a dedicated workspace

Wifi availability
1,530 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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