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Vacation rentals with a pool in Clearwater Beach Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Clearwater Beach Island rentals with a pool

House rentals with a pool

Guest favorite
An aerial view captures a spacious backyard featuring a rectangular pool surrounded by lounge chairs. The property is framed by green lawns and trees, with a covered patio area visible nearby. The home is situated in a quiet cul-de-sac.
Home in Tampa
4.89 out of 5 average rating, 149 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

NiaghaRating, 5 stars1 week ago
Everything was just like the listing stated. Easy access to everything and plenty to do in the house itself. Its funny but they have notes posted around the house with different instructions or just to let you what light switches you are using. Only problem I had, I couldnt beat PAC MAN!!!!!! WOULD definitely recommend!!
Guest favorite
A screened-in pool area features a clear, inviting pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, with partial shade provided by an umbrella. Lush greenery is visible in the background, adding to the serene outdoor setting.
Home in Tampa
4.96 out of 5 average rating, 50 reviews

Upscale Tampa Dream Home Pool, Golf, Pool Table

JustineRating, 5 stars1 week ago
We had an awesome time at Angels place. The kids LOVED the pool and the backyard was an awesome place to hang. Everything was super clean! The one queen bed was comfortable but the other beds are pretty firm (my kids didn’t mind). Other than that, no complaints and Angel was helpful and responsive!
Guest favorite
Home in Largo
5 out of 5 average rating, 5 reviews

Oasis in Largo. Beautiful pool house, hot tub.

PeggyRating, 5 stars2 weeks ago
We loved staying at Nga’s place. Sophia who we had to contact with any issues was amazing. We ran into a few problems in the beginning but she was quick to respond and take care of it. The pool was very nice. The canal really behind the house was my husband’s favorite place to relax. A lot of wildlife which he really enjoyed. The neighborhood was quiet and neighbors were very friendly. I loved the screen in porch with a tv. We definitely would stay again if we came back in this area. I can’t say enough about how great Sophia was. You can’t go wrong renting this place.
Top guest favorite
A private pool is visible, featuring a heart-shaped design and surrounded by a smooth concrete patio. Sunlight reflects off the clear blue water. Lush greenery and a small garden border the area, with a barbeque grill positioned nearby. The house is partially shown in the background.
Home in Seminole
4.92 out of 5 average rating, 113 reviews

4 bedroom and private pool, near to Clearwater

AprilRating, 5 stars2 weeks ago
This was by far the best day we've had with Airbnb so far!! The house was so perfect for the price and the little amenities were so nice! They had yard games for kids to play and extra blow ups for the pool it was just such a lovely experience. The host was very responsive and understanding for adjustments that needed to be made or giving information I really enjoyed this stay!!
Guest favorite
A charming single-story home is presented with a well-manicured lawn. The exterior features a welcoming porch with seating, framed by lush green plants. A swing hangs from a tree, and an American flag adorns the front, adding a touch of patriotism.
Home in Largo
4.93 out of 5 average rating, 58 reviews

Serena Pool Home close to Indian Rocks Beach

IreneRating, 5 stars3 months ago
THE PLACE WAS WONDERULL NICE POOL AREA PLENTY OF SPACE IN THE HOUSE EVERYTHING YOU NEEDED FOR THE STAY PRETTY MUCH WAS THERE
Guest favorite
A well-furnished living area features a light-colored sofa with decorative pillows, a glass coffee table, and an area rug with subtle patterns. A dark wooden entertainment unit holds a television, and natural light filters in through nearby windows, enhancing the serene ambiance.
Home in Largo
4.81 out of 5 average rating, 80 reviews

Tranquil Home. 2 minutes to Indian Rock Beach...

TerrenceRating, 5 stars1 month ago
Gisele's place was clean and just like the pictures showed. The pool area was nice with a large Weber grill and lots of chairs . There were plenty of pool rafts in the garage for our use. Grocery stores, liquor stores, and restaurants all within a short drive and some within walking distance. The neighborhood was friendly and quiet and had a Catholic church within a 2 minute walk. We would definitely consider staying again!
Top guest favorite
Home in Palm Harbor
5 out of 5 average rating, 35 reviews

Beautiful house with pool, fire pit, billiard room

NatalieRating, 5 stars1 month ago
It’s the little things that mean a lot. There were Kleenex boxes in each room. They provided ample storage containers for leftovers. Plenty of inflatables were available for floating. Super bonus is the Florida State park pass. It’s all in the details!
Superhost
A screened-in area features a heated pool surrounded by a spacious deck. Lounge chairs and tables are arranged nearby for relaxation. Sunlight reflects off the clear water, creating a tranquil atmosphere. The exterior walls offer a neutral tone, enhancing the overall brightness of the space.
Home in Tampa
4.84 out of 5 average rating, 100 reviews

4BR Heated Pool Relaxation Home | Airport | Beach

KateRating, 5 stars1 week ago
The house was amazing! Very clean and a perfect location. A quiet neighborhood but not too far from anything. Communication with Mark was great and he was a great help with everything we needed. We will definitely be back should we find ourselves in Tampa again!

Condo rentals with a pool

Superhost
A clear view of the outdoor pool area is presented, surrounded by numerous lounge chairs. The vibrant blue ocean is visible in the background, with palm trees lining the shore. Two multi-story buildings frame the scene, contributing to a serene coastal atmosphere.
Condo in Indian Shores
4.9 out of 5 average rating, 20 reviews

POOL SIDE right on the BEACH 2 bdrm condo

CaseyRating, 5 stars3 months ago
This condo was perfect for our family vacation! We had everything we could have needed and our host made everything so easy.
Guest favorite
Condo in Tampa
4.92 out of 5 average rating, 78 reviews

*Waterfront *2 Bedroom Condo *Amazing Sunsets*Pool

KatrenaRating, 5 stars3 weeks ago
Our family had a wonderful time at this condo! We enjoyed waking to see the ocean every day and also had enough space to relax on our vacation. Helena provides a beach bag with towels and sand toys that were a very nice touch for our beach day. The staff at the bar/restaurant were great and we also felt safe with the 24 hour security guards on duty. This place really made our trip extra special!
Top guest favorite
A view from the balcony reveals a refreshing pool surrounded by palm trees and umbrellas. The water glimmers under bright sunlight, with the bay visible in the background. The area features manicured landscaping and a paved parking space.
Condo in Tampa
4.97 out of 5 average rating, 148 reviews

Tiki Themed Waterfront Condo on Tampa Bay

PatriceRating, 5 stars2 days ago
Chris was very helpful and proactive through messages and short videos. Made everything easy. Would definitely stay again.
Guest favorite
A heated pool is surrounded by lounge chairs, with palm trees swaying gently in the breeze. Clear blue skies reflect off the water, creating a serene atmosphere. The area offers views of the pristine Gulf waters in the distance.
Condo in St. Petersburg
4.91 out of 5 average rating, 23 reviews

Lovely 2 bedrooms condo with pool in Boca Ciega

JohnRating, 5 stars9 months ago
Matt was the best at explaining everything and. Was so quick. To respond and answer and questions I had as well as give me great info around the area. Would rent from him again for sure and recommend him to anyone looking for a great place and helpful with any questions you might have.
Guest favorite
A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.
Condo in Clearwater
4.94 out of 5 average rating, 116 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

SusanRating, 5 stars3 months ago
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.
Superhost
A bright and airy living area features a comfortable couch facing a modern television. A coffee table sits in the center, with a view of the intracoastal waterways visible through large sliding glass doors that lead to the balcony.
Condo in Madeira Beach
4.83 out of 5 average rating, 138 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

NeilRating, 5 stars5 days ago
The condo location is perfect as it's across the street from the beach but the condo overlooks the bay so it is peaceful and you don't hear any of the loud motorcycles/cars that go down the main street. I was able to find covered parking at the condo everyday so your car isn't baking in the sun. You also have access to a pool and hot tub that we used every day. You are only about a 5 min walk to St. Johns Pass - which has numerous restaurants, water activities, shopping and ice cream shops.
Top guest favorite
A spacious outdoor pool area includes a rectangular pool surrounded by a brick patio and lounge chairs. A hot tub is positioned nearby, with lush greenery and palm trees providing a natural ambiance in the background.
Condo in Clearwater
4.93 out of 5 average rating, 145 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

RobertRating, 5 stars5 days ago
The condo was beautiful. Clean and spacious. Lots of amenities. Close to the public beach, restaurants, bars, and shops. Plus David ordered a perfect week of weather for us! Wonderful.
Guest favorite
An XL pool with two shallow ends is surrounded by palm trees and patio pavers. Lounge chairs are positioned nearby, and a round table with an umbrella adds to the outdoor seating. The calming water reflects the overcast sky.
Condo in Indian Shores
4.88 out of 5 average rating, 52 reviews

Intracoastal | Indian Shores | Beach across street

LizRating, 5 stars2 weeks ago
The bnb was in the perfect location close to restaurants and shops as well as stocked with beach chairs, a cooler and more to complete our beach experience. Scott was super accommodating to our travel needs! Highly recommend and will be back!

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