
Holiday rentals with a pool in South Pasadena
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in South Pasadena

Total holiday rentals
Explore 290 holiday rentals in South Pasadena

Nightly prices starting at
South Pasadena holiday rentals start at €79 per night before taxes and fees

Verified guest reviews
Over 11,320 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
280 of South Pasadena holiday rentals include wifi 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!
Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Charming Condo minutes from the beach
This fully updated and newly furnished condo is short 10 minutes walk or 1 minute drive ( 0.6 miles ) to the Caddy's on the Beach. We offer all the necessary amenities to ensure a comfortable stay. 1. The kitchen is fully equipped with all the cookware for a nice meal. 2. The living room offers a pull out queen sofa that sleeps additional two people and smart tv. 3. Dinning table - seats 4 4. Our cozy bedroom has a queen size bed + tv Many restaurants, bars and shops are in a close proximity.

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

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.

Gulfside Resort: 3 bed, 2 bath /pool access
Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

St Pete Retreat WalktoBEACH*HeatedPOOL*PrivateYARD
Come enjoy this getaway vacation home on St Pete Beach!! A one of a kind, fully renovated beach house with pool and private backyard, to provide you with a luxurious yet cozy place to stay. In prime location on St. Pete beach, and a short walk to Treasure island beach! A vacation here offers comfort at home, relaxation at the beach, fun filled outdoor activities (biking, tennis, boat rentals), all while enjoying the vibrant St Pete Beach scene full of amazing beach restaurants and bars.

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.

Hibernate in our Bear Creek Home
This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

ST Urban Oasis heated pool
Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

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.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚
Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Inground Pool w/ Game Room - Fully Renovated House

Specious home W/ Heated Pool ! ! ! Great Location.

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

The Funky Art Cottage

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

Tropical Disco | Pool & Fire Pit | St Pete Beach

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

Top floor condo, water views, private balcony

Breathtaking Waterview & Pool View Condo

A Perfect Condo Near The Beach

St. Pete Beach Condo • Heated Pool • Walk to Beach

Gulf Strand Beach Resort

Seaside Condo: 2bed/2bath beach condo on the water

Private waterfront balcony, heated pool, hottub

Luxury Seashell Oceanfront Condo with Pool
Other holiday rentals with a pool

Heated pool & sauna | 10 min to Downtown & Beach

3 bedroom condo with a pool on Boca Ciega Bay

Waterfront Paradise• Pool, Hot Tub, Dock & Games

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Treasure house

Waterfront Condo with Boat Slip & Fishing Dock

*POOL* Fenced Yard *Shuffleboard Court*

Amazing Home w/ Heated Pool! Sleeps 10! Book Now!
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €155 | €204 | €228 | €176 | €154 | €146 | €149 | €137 | €131 | €134 | €134 | €147 |
| 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 |
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