Holiday rentals with a pool in St Petersburg

5 out of 5 average rating, 104 reviews

Home in Clearwater

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Guesthouse in St. Petersburg

4.91 out of 5 average rating, 127 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!

Superhost

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 517 reviews

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

4.93 out of 5 average rating, 217 reviews

Home in Tampa Heights

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

4.97 out of 5 average rating, 167 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!

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 198 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!

4.91 out of 5 average rating, 151 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

4.95 out of 5 average rating, 111 reviews

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, 162 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 St. Petersburg

4.98 out of 5 average rating, 348 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.

4.99 out of 5 average rating, 301 reviews

Home in Seminole

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

4.82 out of 5 average rating, 115 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.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes, inviting architecture

Villas

Luxurious estates for the ultimate escape

Popular amenities for St Petersburg rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 14 reviews

Home in Gulfport

Private Pet-Friendly Home with Pool

JacquelineRating, 5 stars9 months ago

The backyard was beautiful and a perfect place to relax in the afternoons and evenings. Everyone loved the pool. The place was a close drive to a lot of good restaurants in all directions. We had room to spread out since three of us had to work several days.

4.95 out of 5 average rating, 170 reviews

Home in Largo

The Palm House | Heated Pool

DariaRating, 5 stars1 week ago

In my travels I’ve always preferred and recommended staying in Airbnbs. The Palm House did not disappoint in any way. Clean, comfy, safe, secure, conveniently located. It was perfect.

4.98 out of 5 average rating, 46 reviews

Exclusive indoor pool house near the beach 3BD/2.5

NicoletteRating, 5 stars1 month ago

Excellent stay. 3 BD 2.5 BA (1/2 bath in outdoor swimming area). The pool was shaded from the hot sun which was super nice. It was peaceful just floating on the floaters. The host stocked bottled water and White Claws which was a super nice touch. Linens were super soft and luxurious

4.98 out of 5 average rating, 132 reviews

Home in Clearwater

Fun Funky Pool Fire Pit 4m to Beach

LaurynRating, 5 stars2 weeks ago

Ashley has a great spot!! Very fun and comfortable, perfect location for an easy drive to the beach or downtown. We’d stay again!

4.92 out of 5 average rating, 92 reviews

St Pete Retreat - Heated Salt water pool

KyleRating, 5 stars1 month ago

A fantastic location for a family vacation, with plenty for whatever you like best: rest and relaxation in and outside the house, close to whatever you need for activities, and a quick drive to the beach. Hosts were fantastic at getting us in, and as available as we needed them to be. Clean and quiet inside, and very restful. I can’t wait to come back!

4.93 out of 5 average rating, 102 reviews

Home in Tampa

Cozy Tampa Home with Large Heated Pool

MargarleliaRating, 5 stars1 day ago

We had a wonderful stay at Dayanna’s place— the space was absolutely perfect for our family of five, including three energetic kids (one of whom is a teen!). The decor had a fun (some may say "girly") flair and the covered pool and the huge selection of family games always provided something to do. The location was super convenient, with shops just a short drive away. We also made a day trip to Clearwater Beach, which was an easy 45-minute ride and totally worth it.

4.94 out of 5 average rating, 103 reviews

Home in Largo

Paradise Cove-Designer Home | Pool+Spa | Arcade

StarlaRating, 5 stars3 weeks ago

The family had a great time! We had plenty of room and lots to do! The place was located in a convenient location near lots of places that we were interested in! Danielle was quick to respond!

4.98 out of 5 average rating, 87 reviews

8 min Drive to the Beach! Golf & Pool Home

AnthonyRating, 5 stars6 days ago

First time in St. Pete and this place is awesome. Super clean, organized and modern. Close to the beach. Had a great time celebrating my birthday by the pool area. Super private and quiet neighborhood. My family and I love this place. You have everything you need in the house to have a smooth stay. Definitely would be staying again. 5 start place.

Show all

Condo rentals with a pool

4.9 out of 5 average rating, 164 reviews

Condo in Redington Beach

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

KimRating, 5 stars2 weeks ago

The condo has everything you need to have a great holiday and not spend a fortune doing it. The cooker works well and the hob is very fast. We prepared our own meals most nights and ate outside overlooking the pool. The bathroom is well set out and the shower hot and powerful. What really appealed to us when booking was the access to a pool and not having to drive to, or pay for parking at a beach. It’s less than a five minute walk across Gulf Boulevard and Joy supplies chairs and an umbrella. The pool was clean and not at all busy. The area is safe and pleasant with easy access to Indian Rocks beach too. We had a day out to Universal Studios, an easy two hour dive away. Locally there are a few restaurants and cafes within walking distance, the Conch Grill is particularly good with a very generous happy hour from 11am - 7pm. We would like to return and highly recommend this accommodation.

4.99 out of 5 average rating, 103 reviews

Condo in Clearwater

Seasalt Breeze private unit No cleaning fee

JimenaRating, 5 stars2 weeks ago

We had a good time. The apartment had everything you needed.

4.92 out of 5 average rating, 167 reviews

Condo in St. Pete Beach

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

SamanthaRating, 5 stars1 month ago

We enjoyed our stay at Cody's place immensely! Perfect location right on the beach with a gorgeous view.

4.9 out of 5 average rating, 204 reviews

Condo in Clearwater

Very cozy quality condo close to Clearwater Beach

SusanRating, 5 stars4 days ago

Marta is a pro host, she is attentive and quick to address any issues. Things happen and how those things are handled is what makes the difference between an ok experience and a great experience. I would absolutely stay at Marta's place again. Her place is equipped with all that you need to be comfortable and to feel right at home. The place is an excellent value!

4.9 out of 5 average rating, 128 reviews

Condo in Treasure Island

Waterside Studio in the heart of TI, walk to beach

FrancineRating, 5 stars1 week ago

My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.

4.87 out of 5 average rating, 144 reviews

Condo in Redington Beach

Royal Orleans at Redington Beach ( Studio 203 )

DanielleRating, 5 stars4 days ago

My husband and I just got back from the Royal Orleans staying in Marina's unit. This is our 2nd trip to the area, and we love more each time. Marina was very responsive, and flexible as they switched our flights a few times. The unit is very clean, very nice bedding, and towels! Towels were nicer then some hotels we've stayed at! Unit had everything we needed for the week!

4.98 out of 5 average rating, 125 reviews

Condo in Treasure Island

Beach, dolphin/manatee sightings, fishing, sunset

KaitlynRating, 5 stars3 weeks ago

Love, love, love this place! Becky and Tyler were super sweet and very responsive! Check-in was smooth, the place was beautiful and comfortable! This is definitely one of our most favorite vacations that we have been on!