
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 240 holiday rentals in South Pasadena

Nightly prices starting at
South Pasadena holiday rentals start at $139 NZD per night before taxes and fees

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

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
240 of South Pasadena holiday 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.

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.

Pretty-n-PINK Mid Century Modern *A Pink Paradise*
Presented by "ST PETE VACATION HOMES". Explore our 15 Airbnb homes online or on our Airbnb profile. Dressed to impressed in "Old Hollywood" charm-sleeps 13 guests. EXTERIOR FEATURES: * outdoor dining room * saltwater pool (optional pool heater) * tiki hut w/lounge furniture + TV * large chessboard * outdoor bar & stools * pink guest bungalow LOCATION: • madeira beach~5 minutes • walmart, dining + coffee ~2 minutes • john’s pass village & boardwalk~9 minutes • downtown st. pete~25 minutes

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!

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 get aways, 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.

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.

Heated Pool and hot tub luxury vacation house
Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

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

The Jungalow SOHO - Pool/Hot Tub

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Modern Pet-Friendly Beach House w/ Heated Pool & S

Paradise Palms - Private Pool Oasis - St. Pete

Waterfront /Pool /Golf Cart /Pet + Boat Friendly!

Waterfront Home with Heated Pool 2 Mi from Beaches

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

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

Stunning Views from Beachfront Studio. Pool & Bar.

"The Merry Yacht" excellent location

Updated Condo-Heated Pool-Private Balcony

Waterfront Condo With Pool and Multiple Views!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

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

Beach, dolphin/manatee sightings, fishing, sunsets

Stunning BEACH FRONT Condo, KING Size Bed, Balcony
Other holiday rentals with a pool

Heated pool & sauna | 10 min to Downtown & Beach

Heated Pool! Huge Walk In Shower! 5 min to beach!

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Waterfront pool home w/dock, firepit, kayaks

Tropical Escape | Pool | Game Room | Near Beach

Luxury Pool House

3 bedroom condo with a pool on Boca Ciega Bay

Swim, Sun & Stay | Heated Waterfront Salt Pool
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $308 NZD | $406 NZD | $453 NZD | $350 NZD | $307 NZD | $291 NZD | $296 NZD | $272 NZD | $260 NZD | $267 NZD | $267 NZD | $293 NZD |
| 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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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
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- Busch Gardens Tampa Bay
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- ZooTampa at Lowry Park





