Vacation rentals with a pool in St. Petersburg

4.95 out of 5 average rating, 258 reviews

A pool area is featured with clear blue water, surrounded by lounge chairs and palm trees. A table with an umbrella provides shaded seating. The view overlooks the water, enhancing the outdoor atmosphere and inviting relaxation.

Condo in St. Petersburg

Beautiful waterfront condo! Mins to beach!

Guests LOVE this condo! It's completely updated and very modern!. Enjoy 2 larger TV's, plus a GORGEOUS view from the 20' private balcony overlooking the Bay! This condo in St. Petersburg is in a great location close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping nearby. Lots to do; and a 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom with a King size bed, plus a new pull-out couch.. all new (not yet shown in pics)!

Guesthouse in St. Petersburg

A charming yellow cottage is framed by lush palm trees and tropical plants, featuring a welcoming front door at the end of a paved walkway. Sunlight filters through the greenery, creating a bright and inviting atmosphere near the entrance.

4.9 out of 5 average rating, 138 reviews

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

4.97 out of 5 average rating, 181 reviews

Beach Vacation Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! A beautiful interior and a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. Optional heated pool for additional cost. Check Airbnb profile for all 17 of our Airbnb homes because each one is fantastic + unique in their own way!

Guest suite in Saint Petersburg

A private pebble bottom saltwater pool is surrounded by a paved patio, featuring lounge chairs and a large umbrella for shade. Lush greenery and decorative plants can be seen along the perimeter, providing a serene atmosphere within the pool enclosure.

4.92 out of 5 average rating, 289 reviews

Peacock Paradise w/Pool & Wild Peacocks!

Quiet unique area w/beautiful wild peacocks! Just 10 min beautiful beaches, 10 min to downtown, 5 min to shopping. This cozy 2BR w/private entry & driveway, private BA & sleeps 4. Queen BR equipped w/desk. 2nd BR has a daybed w/two singles, dinette, coffee maker, mini-fridge & microwave. Beach chairs, beach towels, umbrella, cooler avail. NO CABLE TV (log in to your acct), NO LIVING RM, NO KITCHEN. Pool & hot tub NOT heated. Not kid or pet friendly. We live in the home. CLICK READ MORE BELOW!

4.98 out of 5 average rating, 198 reviews

Condo in Treasure Island

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.

Guesthouse in Central Oak Park

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.

4.98 out of 5 average rating, 215 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!

The sunlit outdoor pool area is screened in for comfort, featuring a heated pool with a gentle curve. Surrounding foliage adds greenery, and multiple lounge chairs are arranged nearby. A sliding glass door provides access to the indoor living space.

4.98 out of 5 average rating, 160 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

4.96 out of 5 average rating, 125 reviews

A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.

Tiny home in Gulfport

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

5 out of 5 average rating, 180 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.

Guest suite in Saint Petersburg

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.

4.98 out of 5 average rating, 366 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.

4.88 out of 5 average rating, 137 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.