Holiday rentals with a pool in South Pasadena

Find and book unique homes with a pool on Airbnb

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Popular amenities for South Pasadena rentals with a pool

House rentals with a pool

Top guest favourite
Home in Seminole
4.99 out of 5 average rating, 103 reviews

Tootsie’s Beachside Retreat

JennaRating, 5 stars1 day ago
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!
Top guest favourite
Home in Pinellas Park
4.98 out of 5 average rating, 127 reviews

Insta Worthy Retreat - Heated pool-putt putt | Bar

JaquelineRating, 5 stars3 days ago
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.
Guest favourite
Home in Seminole
4.88 out of 5 average rating, 168 reviews

*POOL* Bar, Hottub, Central location

DevynnRating, 5 stars3 weeks ago
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!
Guest favourite
Home in St. Petersburg
4.96 out of 5 average rating, 183 reviews

Fabulous 5BR/3BA home HUGE POOL & Poolside Cabana

MichelleRating, 5 stars3 weeks ago
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.
Guest favourite
Home in St. Petersburg
4.97 out of 5 average rating, 148 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

MarcusRating, 5 stars1 week ago
Nathans place is amazing and perfectly located close to pretty much everything you'll need to make the best of your stay☺️
Guest favourite
Home in Seminole
4.97 out of 5 average rating, 126 reviews

Lavish Heated Saltwater Pool Home Mins. to Beach

EleenRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Seminole
4.99 out of 5 average rating, 301 reviews

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

RobRating, 5 stars6 days ago
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.
Guest favourite
Home in St. Petersburg
4.82 out of 5 average rating, 115 reviews

Beautiful & Exclusive house + Pool!

ShawniekRating, 5 stars2 weeks ago
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

Guest favourite
Apartment in St. Pete Beach
4.91 out of 5 average rating, 103 reviews

Comfortable 2BR condo, walk to all sand beach

KarlaRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Sunset Beach
4.92 out of 5 average rating, 48 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

MaryRating, 5 stars1 month ago
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.
Guest favourite
Apartment in St. Pete Beach
4.97 out of 5 average rating, 120 reviews

A Perfect Condo Near The Beach

PeggyRating, 5 stars9 months ago
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.
Guest favourite
Apartment in Treasure Island
4.9 out of 5 average rating, 128 reviews

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.
Superhost
Apartment in Treasure Island
4.91 out of 5 average rating, 104 reviews

Waterfront Condo With Pool and Multiple Views!

DillonRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Isla del Sol
4.97 out of 5 average rating, 29 reviews

Newly Updated St. Pete 2-BR Condo On Isla Del Sol

HeatherRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Treasure Island
4.98 out of 5 average rating, 125 reviews

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!
Top guest favourite
Apartment in St. Petersburg
4.98 out of 5 average rating, 127 reviews

Waterfront quiet condo w Pool by Madeira Beach

CynthiaRating, 5 stars1 week ago
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

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