
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 $130 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
280 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.

A Perfect Condo Near The Beach
Enjoy this renovated 1st floor condo with a private patio, just an 11-minute walk to the beach! Close to fabulous restaurants, water sports, Sunset Beach, and the historic Corey Ave shopping district. This ground-floor condo has everything you need, including a large updated kitchen. We have access to a pool for guests of the complex, and the park across the street has courts for pickleball or tennis, a boat ramp, and a gazebo overlooking the water. Treasure Island is just around the corner!

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~2 Miles St Pete Beach~Hot Tub~Games!
Welcome to Sandpiper House! A beautifully designed 5 bedroom/3 bath home & ONLY 2 MILES FROM ST PETE BEACH! The absolute PERFECT location between the BEST beaches & Downtown St Pete! You'll find a beautiful HEATED pool, new pool-deck pavers, HOT TUB & lots of space to sunbath. House is equipped with tons of GAMES & beach amenities to get the most out of your FL vacation! PING PONG & game room! Caldwell Park 2 blocks away--green space & jungle gym! PLEASE MESSAGE ME FOR BETTER WEEKDAY RATES!!

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.

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.

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!
Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

*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

Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub

The Funky Art Cottage

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Tropical Escape | Pool | Game Room | Near Beach

Waterfront Condo with Boat Slip & Fishing Dock

Paradise Palms - Private Pool Oasis - St. Pete

Waterfront Home with Heated Pool 2 Mi from Beaches
Condo rentals with a pool

Gulf Strand Beach Resort

Sea La Vie- Studio by the bay!

Top floor condo, water views, private balcony

King Oceanfront Suite • Kitchenette & Balcony

Charming Condo minutes from the beach

Luxury Seashell Oceanfront Condo with Pool

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!
Other holiday rentals with a pool

Direct Gulf View Upgraded Condo. Amazing Views!

"Catching Rays " 2 BR 2 Bath Condo

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Luxury Pool House

3 bedroom condo with a pool on Boca Ciega Bay

Private place in waterfront home

Waves 4

GulfPort Paradise, Bali-like Oasis with Pool
When is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 AUD | $337 AUD | $376 AUD | $290 AUD | $254 AUD | $241 AUD | $246 AUD | $225 AUD | $215 AUD | $221 AUD | $221 AUD | $243 AUD |
| 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Apartment rentals South Pasadena
- Condo rentals South Pasadena
- Fitness-friendly rentals South Pasadena
- Pet-friendly rentals South Pasadena
- Beachfront rentals South Pasadena
- Waterfront rentals South Pasadena
- Rentals with a fire pit South Pasadena
- House rentals South Pasadena
- Rentals with a hot tub South Pasadena
- Rentals with beach access South Pasadena
- Rentals with outdoor seating South Pasadena
- Family-friendly rentals South Pasadena
- Boutique hotels South Pasadena
- Rentals with a washing machine and dryer South Pasadena
- Rentals with a patio South Pasadena
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Anna Maria Public Beach
- MidFlorida Credit Union Amphitheatre
- River Strand Golf and Country Club





