
Vacation rentals with a pool in Gulfport
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Gulfport

Total vacation rentals
Explore 140 vacation rentals in Gulfport

Nightly prices starting at
Gulfport vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 4,980 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
140 of Gulfport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gulfport rentals

4.8 Average rating
Gulfport stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Gulfport
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Heated Pool~2 Miles St Pete Beach~Hot Tub~Games!
Welcome to Sandpiper House! A beautifully designed 5 bedroom/3 bath home & ONLY 2 MILES FROM ST PETE BEACH! The absolute PERFECT location between the BEST beaches & Downtown St Pete! You'll find a beautiful HEATED pool, new pool-deck pavers, HOT TUB & lots of space & loungers to sunbath. House is equipped with tons of GAMES & beach amenities to get the most out of your FL vacation! PING PONG & game room! Caldwell Park 2 blocks away-green space & jungle gym! MESSAGE ME FOR LOWER WEEKDAY RATES!!
4.9 out of 5 average rating, 110 reviews
Inground Pool w/ Game Room - Fully Renovated House
Beautifully remodeled 3 bedroom 2 bath farmhouse with INGROUND POOL in the heart of Gulfport. Looking for the BEACH?(St Pete Beach, Treasure Island etc) We are 6 mins away! If you are looking for amazing restaurants and bars in the middle of St Petes we are only 10 minutes to DOWNTOWN! If your are here for some baseball we are 15 minutes away from Tropicana field and St Pete Pier! If you are looking to explore In clearwater or Downtown Tampa we are only 25 minutes away including TAMPA Airport!
4.87 out of 5 average rating, 134 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!
4.91 out of 5 average rating, 183 reviews
Pet Friendly Pool Oasis St Pete/Gulfport
Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.
4.98 out of 5 average rating, 102 reviews
A slice of paradise!
The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.
4.95 out of 5 average rating, 247 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, 184 reviews
St. Pete OASIS / 21+ Adults only
LGBTQ+ 420 friendly, NON-SMOKING sanctuary! (NO smoking of any kind in the room!) We live on the property; ROOM is sep. from the main house. Pvt Yard/Pool area is a shared space. Room has full bath, small kitchenette with air fryer, microwave, toaster, coffee maker and fridge. Beach stuff: chairs/umbrella (under bed) 8 min from dwntwn 10 min to the beach! Grand Central district w/ shops, galleries, bars and restaurants. “Sunrunner“ bus runs all day just a block away, to downtown and beach
4.95 out of 5 average rating, 178 reviews
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!
4.95 out of 5 average rating, 168 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.
4.91 out of 5 average rating, 190 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.
4.86 out of 5 average rating, 672 reviews
Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!
4.76 out of 5 average rating, 217 reviews
Creamsicle Dreamsicle- Saltwater Pool- Near Beach!
Find us on the 'gram! @creamsicledreamsicle ***This is NOT a party home*** Thanks for viewing our beloved Creamsicle Dreamsicle! Our home features 3 bedrooms, 1 bath, central AC, off street parking, and an in-ground, heated (for a fee) saltwater pool. We are 3 miles to St. Pete Beach and 4.5 miles to downtown St. Pete! Our home is located in a quiet, safe, small community with very little traffic. Welcome to Saint Petersburg!
4.94 out of 5 average rating, 161 reviewsPopular amenities for Gulfport rentals with a pool
House rentals with a pool

Gulfside Resort: 3 bed, 2 bath /pool access
4.99 out of 5 average rating, 110 reviews
Insta Worthy Retreat -HTD Pool- Arcade Room- Golf
4.98 out of 5 average rating, 192 reviews
Heated Pool l BBQ | Karaoke | Outdoor Projector
4.97 out of 5 average rating, 116 reviews
Sparkling Modern Pool Home with Guest Bungalow!
4.98 out of 5 average rating, 239 reviews
Heated Pool and hot tub luxury vacation house
4.92 out of 5 average rating, 197 reviews
Beautiful Tampa Bay Pool Home Near Gulf Beaches
5.0 out of 5 average rating, 229 reviews
Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath
4.99 out of 5 average rating, 142 reviews
House Of Sirenity
5.0 out of 5 average rating, 10 reviewsCondo rentals with a pool

Gulf Strand Beach Resort
4.86 out of 5 average rating, 281 reviews
Spectacular beach to bay views from this resort.
4.99 out of 5 average rating, 231 reviews
Private waterfront balcony, heated pool, hottub
4.97 out of 5 average rating, 175 reviews
850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo
4.91 out of 5 average rating, 214 reviews
St Pete Retreat WalktoBEACH*HeatedPOOL*PrivateYARD
4.97 out of 5 average rating, 146 reviews
Waterfront condo on top floor, pool and hottub
4.93 out of 5 average rating, 110 reviews
Steps to Johns Pass+Beach | Water View | Htd. Pool
4.99 out of 5 average rating, 101 reviews
"The Merry Yacht" excellent location
4.88 out of 5 average rating, 164 reviewsOther vacation rentals with a pool

Villa Splash, 1 room pool suite
4.99 out of 5 average rating, 159 reviews
Paradise Palms - Private Pool Oasis - St. Pete
5.0 out of 5 average rating, 39 reviews
Waterfront Paradise• Pool, Hot Tub, Dock & Games
4.94 out of 5 average rating, 33 reviews
Royal Blue Downtown-Gulfport-Heated Pool
4.77 out of 5 average rating, 35 reviews
*POOL* Fenced Yard *Shuffleboard Court*
4.96 out of 5 average rating, 69 reviews
Pool Paradise | Gym, Sauna, Bar
5.0 out of 5 average rating, 26 reviews
Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub
4.92 out of 5 average rating, 38 reviews
Bungalow w/ heated pool-separate garage studio
5.0 out of 5 average rating, 14 reviewsWhen is the best time to visit Gulfport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €178 | €229 | €229 | €212 | €174 | €179 | €160 | €159 | €153 | €165 | €176 | €182 |
| 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 |
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