
Holiday rentals with a pool in Johns Pass
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Top-rated rentals with a pool in Johns Pass
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Popular amenities for Johns Pass rentals with a pool
House rentals with a pool

Hibernate in our Bear Creek Home
Excellent location! Less than 10 minutes from the beach and great restaurants. Pool was a huge bonus as all of my kids spent a lot of time in it when we weren't on the beach. Host had a good amount of staples and snacks on hand, which was a nice bonus.

Tootsie’s Beachside Retreat
We came for a bachelorette trip and it was the absolute perfect space! Very accommodating, quiet neighborhood and tons of space. Definitely worth booking this house!

Insta Worthy Retreat - Heated pool-putt putt | Bar
What a beautiful home! Never a dull moment in this home. We appreciated the vintage arcade, the awesome pool, and the mini golf in the backyard, as well as the ample space to watch our shows and movies. Super clean and lots of room. This is a great stay either if you by yourself, your partner or family and friends. Also it was great to be able to have the laundry machines at our disposal. 100 out of 10.

Paradise Cove-Designer Home | Pool+Spa | Arcade
We had a great stay at Danielle’s place. The kids loved the pool and the game room .

*POOL* Bar, Hottub, Central location
House was super cute. The hosts thought of everything and had everything labeled as well as a guide book. Everything was clean. The only thing I would say was inconvenient was that we had to clean the pool frequently because of the foliage. A pool guy was supposed to come but we never saw anyone come clean the pool. That’s just a minor thing though and overall we loved our stay and would stay again!

4BR/3BA Pool Home 7mins to Madeira Beach-Sleeps 14
This house was great and we would stay here again! We even had a 6 month old with us and one of the bungalows was big enough for mom/dad and a pack n play! The air was perfect and cold like we liked it and the extra bed in the room with the king was perfect to kick the snoring husband to after a full day in the sun. Such a great idea, that I came home and instantly thought about doing the same set up to our master bedroom nook, lol! Just brilliant! Everything was supplied, TV’s everywhere, enough beach chairs for everyone and the chairs were in great shape also! Easy to find, close to beach and shopping! We will definitely stay in one of Stephanie’s homes in the future. Thanks for a lovely weeks vacation! Had a blast!

The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Nathans place is amazing and perfectly located close to pretty much everything you'll need to make the best of your stay☺️

Lavish Heated Saltwater Pool Home Mins. to Beach
We had a great stay! Everything we wanted to do was within driving range. The house had everything we needed to hang by the pool and beach. The restaurant recommendations did not disappoint. Krystyna was extremely friendly and very responsive. I highly recommend this house and we will definitely return.
Apartment rentals with a pool

Madeira Beach Condo - Walk to Beach & Shopping! :)
condo was wonderful. Host was very responsive to any questions. They were working on the roof of the building due to hurricane damage & debris was landing on the balcony. I contacted William/Callie & the issue was quickly resolved. We had a wonderful time & would be happy to stay there again.

Waterside Studio in the heart of TI, walk to beach
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.

Updated Beachfront Condo, Pool, walk to Johns Pass
I brought a group of teenagers for a girls week at the beach, and we loved this place! Steps from our room to the beach and directly across the street from John’s Pass, where the girls enjoyed the shops and water sports activities. The beds were super comfy, and we had plenty of space - more than enough - for the 5 of us. Alex was super helpful in getting us checked in early as our flight had us arriving well before check in time. We would definitely come back!

Beachfront building across from Johns Pass Village
We had a lovely stay. The condo was clean and conveniently located right next to the beach and had great entertainment and meal options right across the street. Pamela was very accommodating and attentive to our needs as well as being extremely friendly and quick to respond. Highly recommended!

Newly Renovated Condo overlooking Mad Beach
Great place to stay for our girls trip! The location couldn’t be more convenient with beach access, a pool, and shops and restaurants a short walk away. Appreciated the beach equipment provided so we didn’t need to buy any.

Beachfront Madeira Norte | Gulf front | Pool
Loved our time here! The condo is clean and well-maintained. There were plenty of beach towels and toys available in the unit. The beachfront view is beautiful! The host is also very responsive & friendly. Butterball, the feline groundskeeper greeted us when we arrived. Highly recommend!!

3Br GULF FRONT, Best Views, POOL and Hot tub! BC
🌟 5-Star Review for Ellen’s Beachfront Retreat 🌊 We had an unforgettable stay at this beach getaway! From the moment we arrived, the property exceeded our expectations. 🏡 Accommodation: The home was spotless and beautifully decorated, offering a perfect blend of comfort and style. The spacious living areas and cozy bedrooms made it feel like a true home away from home. 🌅 Location: Just steps from the beach, we enjoyed breathtaking sunsets and easy access to the ocean. The neighborhood was peaceful, yet close to local shops and restaurants. 🛎️ Host: Ellen was a gracious and attentive host. She provided thoughtful touches like beach towels, chairs, and beach toys long with local recommendations. Her communication was prompt, and she ensured we had everything we needed for a relaxing stay. 🌴 Overall Experience: This getaway was the perfect blend of relaxation and adventure for my daughter’s 16th birthday. We left feeling content & rejuvenated and already planning our next visit

Seaside Condo: 2bed/2bath beach condo on the water
We love this apartment. It was comfy, well organized and beautiful decorated. It is located perfectly, close to Publix, Walgreens, the beach, restaurants, etc. We loved the deck/dock area to relax and fish and the beautiful views. We saw so many dolphins. We definitely enjoy and loved this place. So worth it. The host was always so nice, respectful and responsive to our needs. Thank you and it was 💯 worth it.
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- Anna Maria Island
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- Raymond James Stadium
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- Fort De Soto Park
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- Tampa Theatre
- ZooTampa at Lowry Park
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- Adventure Island
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