Vacation rentals with a pool in Pinellas Park

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Top-rated rentals with a pool in Pinellas Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 192 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. EVERYONE is welcome here. Come & enjoy!

Guest favorite

Home in St. Petersburg

4.97 out of 5 average rating, 190 reviews

Surf’s UP! Pool, Cabana & Poolside bungalow!

Welcome to the CUTEST mini-resort you’ll want to definitely experience! Step inside and you'll be wowed by the tastefully decorated California-style beach decor that exudes VACATION!🌴 This delightful home comfortably sleeps up to 8 guests, including the cozy poolside PINK bungalow! As cute as the home is, prepare to feel like you’ve entered another world once you step outside. Tropical backyard with optional heated pool +a resort-like tiki cabana will throw you in ultimate vacation mode.

Top guest favorite

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

5 out of 5 average rating, 158 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Top guest favorite

A tranquil pool area is surrounded by lush tropical plants and palm trees. Two umbrellas offer shade over lounge chairs, and various potted plants are strategically placed around the perimeter. A paved walkway leads to a covered seating area, enhancing the serene atmosphere.

Guest suite in St. Petersburg

4.98 out of 5 average rating, 345 reviews

Cozy Casita in NE St. Petersburg

Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

Guest favorite

An outdoor bar named Pat's Pub is featured, surrounded by tropical foliage. A pool with a light blue hue is visible in the foreground, complemented by a pink flamingo float. Seating areas include lounge furniture adorned with colorful cushions.

Home in Seminole

4.88 out of 5 average rating, 165 reviews

*POOL* Bar, Hottub, Central location

Welcome to Pat’s Pub House🌴 Pool, hot tub, & outdoor bar. Peaceful boho vibe. Nature lovers dream! Plants, crystals, & art everywhere. Kids fort with rock wall & sand box. TV you can watch from the pool! Movie projector room with huge comfy couch. Short drive to Florida’s ~BEST~ Beaches, John’s Pass, Downtown St. Pete, & Airports. Central location. 3 bedrooms, 5 beds, 2 baths, dining room, & 2 living rooms. Unique, fun, laidback house. Amazing backyard. Local family owned & operated.

Top guest favorite

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

4.98 out of 5 average rating, 264 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Guest favorite

Home in Pinellas Park

4.86 out of 5 average rating, 124 reviews

Anchors Away! Charming 3 bedroom with heated pool

The house was unaffected by Helene and power has been restored. Have fun with the whole family at this home located 5 miles from the beach. There are a lot of family friendly activities within 5 to 10 minutes. Have fun at the beach or stay home and relax by the pool with your favorite drink in hand and cookout in the privacy of your own space. The house is newly remodeled with tile floors and updated kitchen. The pool is peaceful and relaxing with beautiful Florida palms.

Guest favorite

Home in Largo

4.91 out of 5 average rating, 141 reviews

Luxe by the Bay - A Family Vacation Rental

Absolutely gorgeous freshly remodeled 3 bed 2 bath house. This home has everything you need for a relaxing vacation. Close from all the interesting places in Largo including the beaches, museums & parks. The house has its own private swimming pool & hot tub, laundry facilities, a fully equipped kitchen area, an outdoor patio, and much more. The neighborhood is peaceful and safe too, and there are lots of convenience stores and other establishments a short walk away.

Top guest favorite

A spacious outdoor area features a large checkers and chess board on a checkered surface, surrounded by vibrant green artificial grass. A pool area is visible in the background, with a privacy fence and sunlit space for leisure activities.

Home in Pinellas Park

4.98 out of 5 average rating, 122 reviews

Insta Worthy Retreat - Heated pool-putt putt | Bar

Looking for a place the whole family/group can enjoy? This centrally located MODERN house is not only full of fun and style but equipped with everything you could need. Think of it as your true home away from home. Guests will love the Instaworthy Retreat with features like 5 hole mini golf, giant outdoor games, a heated pool, 5000 arcade games and of course, photo ops. Located 6 miles to the beach or Downtown St. Pete this home is the perfect place to getaway.

Guest favorite

An inviting pool area is enclosed with a screen and features a unique shape. Clear water reflects the serene surroundings, while soft lighting hangs above. The patio is surrounded by a neat fence, ensuring privacy, and potted plants add a touch of greenery.

Home in St. Petersburg

4.81 out of 5 average rating, 111 reviews

Beautiful & Exclusive house + Pool!

Bring the family to this fantastic home near St Petersburg's beautiful beaches and downtown. A quiet, very spacious and cozy space. The house has three bedrooms and two bathrooms. One room has a King bed, the smaller room has a queen bed, and the master room has two queen beds. With a large and comfortable electric reclining leather sofa, with a USB port for the whole family to share together. Come and create unforgettable memories in this beautiful home.

Superhost

A clear solar-heated pool is surrounded by a screened enclosure, with lounge chairs and tables positioned for relaxation. The pool features a gentle curve and is illuminated with natural light. A gas grill is visible in the background, enhancing outdoor dining options.

Home in Largo

4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

We prefer a no-contact stay and NO PARTIES. Screened Solar-Heated Pool w/Spa, King Bed Master Suite w/42" RokuTV w/Pool Access, Dual Sinks, Living Room, 65" Samsung Cable TV, Queen Bed Second Bedroom w/55" TV and Direct Pool Access, , Dining Room, Laundry Room Washer/Dryer, 2 Driveway Park Spaces, Full Kitchen, Water Softener, Gas Grill, Porch, Wifi+Ethernet, up to 1350 sq. ft., King Trundle Bed (with room dividers) available in Common area to sleep 6.

Top guest favorite

A fenced backyard features a heated inground pool surrounded by lounge chairs with vibrant aqua cushions. A pergola provides shaded seating nearby. Lush palm trees frame the area, enhancing the space's inviting atmosphere under a clear blue sky.

Home in Seminole

4.98 out of 5 average rating, 119 reviews

5 STAR! HUGE HOT tubHEATED POOL 4BD/2Ba 2KING bed

PARADISE best describes this GORGEOUS newly renovated VACATION HOME!! 4 bed room 2 bath HEATED POOL and GIGANTIC HOT TUB! 7 miles to the many local sugar sand gulf beaches and 3/4 mile away from grocery stores , Local ER, MANY restaurants, banks and gas stations/ convenience stores, GOLF COURSE, hair and nail salons, Walmart . Swimming POOL IS HEATED FOR FREE 80-85 degrees from oct 15 - april 15 seasonally SUPER FAST WIFI 571 mbps