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.

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Guest favourite

Condo in Madeira Beach

4.94 out of 5 average rating, 410 reviews

Mad Bch Paradise Studio*APR-28-MAY-3*NOW*$99 PN !

*MB Paradise Studio is equipped with everything needed for a great beach getaway. There is a comfy QUEEN bed, table w/2 stools, dresser, sitting area for 2, full fridge/freezer, microwave, elec fry pan, all utensils, dishes, glassware. All paper products, hand sanitizer, dishsoap,, garb bags, body wash, shampoo, conditioner. Smart flatscreen TV. All Beach Gear ! We also co-host MB OASIS & SUNSET STUDIOS and MB TROPICAL CONDO (2BR,SLEEPS 6) & TROPICAL CONDO II (1 BR,SLEEPS 4) all same location...

Feb. 22 – Mar. 1

$191 CAD per night

Guest favourite

Condo in Madeira Beach

4.9 out of 5 average rating, 104 reviews

Mad Bch Oasis Studio*REMAINING MAY*$99 PN !

Oasis Studio 2.0 has been updated (6/22). Studio is equipped with everything needed for a great beach vacation. We have a comfy QUEEN bed, dresser, medium fridg/freez, microwave, elec. fry pan, dishes, basic spices, smart TV, secure WI-FI. All beach gear included. BEACH ACCESS IS ACCROSS THE STREET! Stocked with all the essentials needed. We also co-host MB PARADISE & SUNSET STUDIOS and MB TROP CONDO I (2BR/SLEEPS 6) & TROP CONDO II (1BR/SLEEPS 4). ALL SAME LOCATION!! PLEASE SEE OUR REVIEWS.

Feb. 16 – 23

$244 CAD per night

Guest favourite

Condo in Treasure Island

4.95 out of 5 average rating, 135 reviews

Exquisite, Modern Waterfront Condo, A Hidden Gem!

Sip coffee in the seating area, read a book by the pool, or enjoy a drink on the beach! Beautifully renovated, second-floor waterfront condo in Treasure Island, 2 blocks from the beach. A short walk to restaurants & shopping includes everything you need to enjoy your vacation. The condo offers high-speed internet, a full kitchen with all cooking needs, 65" Wi-Fi TV, Netflix, a community grill/pool washer/dryer, and free parking steps away. Close to Downtown St Petersburg, Clearwater & Tampa.

Aug. 24 – 31

$284 CAD per night

Guest favourite

Condo in Treasure Island

4.99 out of 5 average rating, 153 reviews

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.

Sep. 12 – 19

$319 CAD per night

Guest favourite

Condo in Madeira Beach

4.85 out of 5 average rating, 133 reviews

Experience the charm of Gulf Gardens. The Manatee

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, clean, tropical old Florida feel that's hard to find outside this sought after beach community. This property features lush landscaping and one of the largest, cleanest pools you'll find. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands of Madeira Beach are calling.

Oct. 1 – 8

$220 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov. 15 – 22

$168 CAD per night

Guest favourite

Apartment in Treasure Island

4.84 out of 5 average rating, 357 reviews

Treasure Island Beach Unit

Privately owned Efficiency Unit on the 5th floor at the Island Inn Beach Resort right on Treasure Island Beach. Balcony of unit faces a view of part of the building, the street and Boca Ciego Bay. Beach directly to the left as step off of the elevators. NOTICE May 15, 2023 to Feb 26 GUESTS Building Renovations Scheduled on the exterior structure on these dates. There will be noise disturbances during the hours of 8am and 5pm weekdays, as well as the pool, pool deck, tiki bar closed

Dec. 18 – 25

$211 CAD per night

Guest favourite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 132 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Oct. 3 – 10

$192 CAD per night

Superhost

Condo in Treasure Island

4.88 out of 5 average rating, 159 reviews

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.

Oct. 8 – 15

$887 CAD per night

Superhost

Condo in Treasure Island

4.91 out of 5 average rating, 159 reviews

Gorgeous One Bedroom on Sunset Beach #52

Stay in my luxury one bedroom condo with a stunning view of the beach. Full kitchen with new stainless fridge, full size oven and microwave. The sofa makes into a queen size bed with a memory foam mattress. In the living room is a 55" flat screen smart TV with cable. Wifi access is free. The bedroom has a comfortable king size bed and the bedroom has a view of the intercoastal waterway. Just steps from the beach. Laundry room is available on premise.

Aug. 11 – 18

$264 CAD per night

Guest favourite

Condo in Madeira Beach

4.94 out of 5 average rating, 116 reviews

Madeira Beach Cottage steps from Gulf.

Madeira Beach has been a sought out destination for decades. Enjoy an amazingly cute & cozy efficiency located in famous Madeira Beach at Gulf Gardens. The cottage is quiet, boasts ice cold AC and is directly across the street from the public beach access. Guests appreciate the immaculate landscaping and the friendly accommodations. You will come back year after year. I will work hard to ensure your 5 star review. Please reach out with any Q’s.

Aug. 19 – 26

$200 CAD per night

Guest favourite

Condo in Treasure Island

4.97 out of 5 average rating, 119 reviews

Funshine Pointe Capri - Pool on the Intercoastal!

Located just 2 blocks from the white sandy beaches of Treasure Island is this bright and airy condo with everything you need for a relaxing stay right on the intercoastal waterway. This condo features chic beachy décor with open plan living, a fully equipped kitchen, a sparkling bathroom and a spacious bedroom along with a pool overlooking the water, with a grill and a place to go fishing. Walk to the restaurants & shops a few blocks away.

Aug. 30 – Sep. 6

$272 CAD per night