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

Total vacation rentals
Explore 240 vacation rentals in South Pasadena

Nightly prices starting at
South Pasadena vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 10,740 verified reviews to help you choose

Family-friendly vacation rentals
110 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
240 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!
Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beautiful Condo minutes from the beach/heated pool
Beautiful and spacious newly updated and newly furnished one bedroom condo with large private patio located 10 minutes walk or 1 min drive to the closest beach. There are many restaurants, bars and shops in a close proximity. The living room has two sofa beds, full kitchen, dinning table- seats four, cable TV and WIFI. Bedroom has queen size bed and small cable TV. There are beach chairs, umbrella, cooler and beach towels for you to use. Private patio has garden table w 4 chairs and umbrella

Inground Pool w/ Game Room - Fully Renovated House
Beautifully remodeled 3 bedroom 2 bath farmhouse with INGROUND POOL in the heart of Gulfport. Looking for the BEACH?(St Pete Beach, Treasure Island etc) We are 6 mins away! If you are looking for amazing restaurants and bars in the middle of St Petes we are only 10 minutes to DOWNTOWN! If your are here for some baseball we are 15 minutes away from Tropicana field and St Pete Pier! If you are looking to explore In clearwater or Downtown Tampa we are only 25 minutes away including TAMPA Airport!

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.

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.

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.

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.

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

*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

Heated pool & sauna | 10 min to Downtown & Beach

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Paradise Palms - Private Pool Oasis - St. Pete

*POOL* Fenced Yard *Shuffleboard Court*

Waterfront Paradise• Pool, Hot Tub, Dock & Games

Heated Pool l BBQ | Karaoke | Outdoor Projector

Heated pool & hot tub | beach & DT oasis

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath
Condo rentals with a pool

Waterside Studio in the heart of TI, walk to beach

"The Merry Yacht" excellent location

Gulf Strand Beach Resort

Sea La Vie- Studio by the bay!

Your Island Escape! • Discounted Summer Rates

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

King Oceanfront Suite • Kitchenette & Balcony

Seaside Condo: 2bed/2bath beach condo on the water
Other vacation rentals with a pool

Direct Gulf View Upgraded Condo. Amazing Views!

Pet Friendly Pool Oasis St Pete/Gulfport

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Luxury Pool House

3 bedroom condo with a pool on Boca Ciega Bay

Waterfront with Dock, Heated Pool, Kayaks, Games

Tropical Island Oasis • Heated Pool • Top Beach

GulfPort Paradise, Bali-like Oasis with Pool
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.ﺇ 650 | ﺩ.ﺇ 856 | ﺩ.ﺇ 955 | ﺩ.ﺇ 738 | ﺩ.ﺇ 646 | ﺩ.ﺇ 613 | ﺩ.ﺇ 624 | ﺩ.ﺇ 573 | ﺩ.ﺇ 547 | ﺩ.ﺇ 562 | ﺩ.ﺇ 562 | ﺩ.ﺇ 617 |
| 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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