
Vacation rentals with a pool in South Pasadena
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Tropical Disco! Luxury|Top 5%|Pool|Mins to Beach
There's even a disco ball! 🪩Perfect for Bachelorette, Bachelor, Reunions, Retreats, and Family Vacations! Gather in the spacious living room to watch movies on the 65-inch smart TV or prepare a feast in the well-equipped kitchen, complete with brand-new appliances. After a day of fun in the sun at St. Pete Beach, relax in your private bedroom with comfortable beds, soft linens, and modern decor. Wake up to beautiful natural light and enjoy a cup of coffee on the patio overlooking the pool.

Comfortable 2BR condo, walk to all sand beach
Come, enjoy the beautiful West Coast of Florida. Fabulous sunsets over the Gulf. My condo is walking distance to a beautiful all sand beach, less than 10 minutes. Heated swimming pool and designated free parking for one car on the property. Many restaurants and bars within walking distance. Two free lighted tennis courts across the street. High speed Wifi. My building does not allow pets of any kind. I can't rent to groups of people under the age of 25. Just 1.5 hours to Disney/Universal

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.

Treasure Island 1 BR condo intercoastal waterfront
Beautiful 1 BR 1 bath condo with awesome water view of the intercoastal located in Westwinds Waterfront Resort 800 square feet with large living area including 65 in tv, queen sofa sleeper, full kitchen, king bed in master. Short walk to beach of Treasure Island. Grocery store, restaurants and bars all within walking distance. The Resort has heated pool, two gas grills, elevators and 3 docks and peaceful area to just sit and look at the water. Boats up to 24’ welcome with reservation.

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!

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

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.

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!
Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

Hibernate in our Bear Creek Home

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

Pet Friendly Pool Oasis St Pete/Gulfport

Heated Pool~2 Miles St Pete Beach~Hot Tub~Games!

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Resort Pool Home with Pool Cabana 🏝6 MIN to BEACH-

Pool Home with 2 King Beds | Relaxing Getaways

Heated Pool l BBQ | Karaoke | Outdoor Projector
Condo rentals with a pool

Resort Complex is Directly on St. Pete Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

Waterside Studio in the heart of TI, walk to beach

Heron's Hideaway- Studio by the bay!

Upham Beach-Paradise in St. Pete Beach & Parking!

Charming Condo minutes from the beach

Deal! Bayfront 2/2 Condo with Relaxing Sunrises

Guest Favorite | Beach • Pool • Intracoastal
Other vacation rentals with a pool

Heated pool & sauna | 10 min to Downtown & Beach

Exclusive indoor pool house near the beach 3BD/2.5

Treasure Island Gem | Waterfront Heated Pool, Dock

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

WOW! What a view!

Luxury Pool House

Between Downtown & Beach! Heated Pool!

3 bedroom condo with a pool on Boca Ciega Bay
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ613 | ﺩ.ﺇ815 | ﺩ.ﺇ944 | ﺩ.ﺇ738 | ﺩ.ﺇ646 | ﺩ.ﺇ613 | ﺩ.ﺇ624 | ﺩ.ﺇ573 | ﺩ.ﺇ547 | ﺩ.ﺇ562 | ﺩ.ﺇ562 | ﺩ.ﺇ617 |
| 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 |
Quick stats about vacation rentals with a pool in South Pasadena

Total vacation rentals
Explore 230 vacation rentals in South Pasadena

Nightly prices starting at
South Pasadena vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 10,810 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
230 of South Pasadena vacation rentals include wi-fi access

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

4.8 Average rating
South Pasadena stays are highly rated by guests—averaging 4.8 out of 5!
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