
Holiday rentals with a pool in South Pasadena
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Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

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.

*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!

Fabulous 5BR/3BA home HUGE POOL & Poolside Cabana
Awesome stay. Plenty of space and comfortable. The pool was great for the kids. Loved having access to beach supplies. 5 mins away from beautiful Madeira Beach.

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.

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
The house is beautiful and comfortable with a great pool, hot tub, and enormous bathtub. everything was clean. All the appliances were modern and clean, and the house left a few personal touches like a bottle of wine, you name on the welcome board, and a card welcoming you. I would stay again the next time I'm in the area.

Beautiful & Exclusive house + Pool!
The pool was private and the house was also. We did have nice visitors in the mini apartments attached to the home. And it was enough parking for all parties.
Apartment rentals with a pool

Comfortable 2BR condo, walk to all sand beach
This condo was in a great location and has a lovely pool that is kept clean and only a few short steps away! Several beaches to choose from in close proximity. The condo was clean and stocked with everything one would need to feel at home! Greg was great and we definitely will rent from him again!

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO
Beautiful view of the Gulf of America to watch dolphins, shipping carriers and cruise ships coming and going. The beach area is mostly crushed shells until you get to the water. Nice seeing the beach was patrolled by police regularly even in a gated area. Was able to see Manatee in the canal and watch fishing boats coming and going. Parking was easy. Condo is very clean and well decorated with that comfortable relaxing feeling - we enjoyed the balcony for awesome sunsets and star gazing or our morning coffee. The restaurant/bars are not within walking distance but were only a short drive (all of them had good food). You pay by card for parking at most locations. We would definitely stay at this beautiful location again - one of my most relaxing trips.

A Perfect Condo Near The Beach
We have done hotels when staying in St. Pete and this trip decided to try and Airbnb this time. We definitely enjoyed the condo and all the amenities allot better than a hotel. The condo was wonderful. Had everything we could have needed for a beach day. Comfortable bed and a great shower. Pool was nice, patio in pictures I thought seemed bigger but it was nice. Definitely would stay again and recommend to anyone.

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.

Waterfront Condo With Pool and Multiple Views!
Stayed here with my girlfriend for a wedding. The location is prime (right next to Publix, and multiple bars/restaurants near by). Access to the beach was very easy and the beaches themselves were great. The unit was very clean and Helena was very helpful with check in and check out. I would recommend and stay here again.

Newly Updated St. Pete 2-BR Condo On Isla Del Sol
This condo was absolutely amazing. It was in a great community with access to a pool which we really loved. The area was quiet and private which made our stay even more enjoyable. The condo was exactly how it looked in the pictures. It was clean and pristine. The location was within driving distance to everything whether it be the beach, shops, restaurants or other activities. Sydney was very responsive and communicated with me on numerous occasions. We ended up having to leave a day early and she even refunded me a day when she didn’t have to. Between the location, the condo itself and the owner, I would highly recommend this location and know you will enjoy a peaceful getaway.

Beach, dolphin/manatee sightings, fishing, sunset
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!

Waterfront quiet condo w Pool by Madeira Beach
We loved the themed place and patio, we were there on our honeymoon so it was the perfect beautiful place for us to replace & get a good nights sleep after site seeing. Our only negative was 2 boys throwing walks into the water & being extremely while we were trying to relax on the patio they continue to be loud until around 1030. But thats due to the neighborhood parenting.
Quick stats about holiday rentals with a pool in South Pasadena
Total rentals
230 properties
Nightly prices starting at
₹6,910 before taxes and fees
Total number of reviews
9K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island