
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 290 vacation rentals in South Pasadena

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

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

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
280 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.

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 & loungers 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! MESSAGE ME FOR LOWER WEEKDAY RATES!!
4.9 out of 5 average rating, 110 reviews
Glorious Sunsets - Beachfront 2BR Condo
Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.
5.0 out of 5 average rating, 102 reviews
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!
4.96 out of 5 average rating, 191 reviews
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!
4.87 out of 5 average rating, 135 reviews
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.
4.99 out of 5 average rating, 231 reviews
Gulf Strand Beach Resort
Modern, spacious condo situated directly on beautiful St Pete Beach with a balcony. Miles of white sand and warm clear water. All year round heated swimming pool and hot tub exclusively for guests. Covered patio and barbeque. Fully equipped kitchen with large fridge freezer, dishwasher, cooker and microwave. Washer and dryer in the apartment. Designated free parking space. Steps from large supermarket and many restaurants. Excellent guest services on site and simple check in and out process.
4.86 out of 5 average rating, 281 reviews
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.
4.99 out of 5 average rating, 110 reviews
2 Story Penthouse | Pool | Balcony | Gulf View 602
This luxury penthouse suite has been freshly remodeled and includes a direct, panoramic ocean view! The direct Gulf views are STUNNING, best on the island guaranteed. You will have direct pool and beach access. This two story condo has a townhouse layout with a private balcony on the second floor. Walking distance to local restaurants and bars. You are a short drive to St. Johns Pass, Clearwater, Fort Desoto State park and downtown St. Pete! 6 guest limit and no smoking strictly enforced.
4.89 out of 5 average rating, 160 reviews
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.
4.97 out of 5 average rating, 146 reviews
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!
4.95 out of 5 average rating, 170 reviews
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.
4.91 out of 5 average rating, 191 reviews
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.
4.86 out of 5 average rating, 674 reviewsPopular amenities for South Pasadena rentals with a pool
House rentals with a pool

Bungalow Heated Pool Home 10 minutes to Beaches
4.96 out of 5 average rating, 171 reviews
Pet Friendly Pool Oasis St Pete/Gulfport
4.98 out of 5 average rating, 102 reviews
Insta Worthy Retreat -HTD Pool- Arcade Room- Golf
4.98 out of 5 average rating, 193 reviews
Retro Disco Pool Home Near St Pete Beach
4.94 out of 5 average rating, 189 reviews
The Blue Fin, 3 Bed/ Heated Pool/ XBOX
4.96 out of 5 average rating, 184 reviews
Beautiful Tampa Bay Pool Home Near Gulf Beaches
5.0 out of 5 average rating, 230 reviews
Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath
4.99 out of 5 average rating, 142 reviews
Heated Pool l BBQ | Karaoke | Outdoor Projector
4.97 out of 5 average rating, 116 reviewsCondo rentals with a pool

A Perfect Condo Near The Beach
4.97 out of 5 average rating, 140 reviews
Beachfront 2/2 Condo, Treasure Island,305W Oceana
4.93 out of 5 average rating, 163 reviews
Easy access to St. Petersburg beach, a minute walk
4.88 out of 5 average rating, 392 reviews
St. Pete Beach Condo • Heated Pool • Walk to Beach
4.9 out of 5 average rating, 250 reviews
Beach getaway on the beach
4.93 out of 5 average rating, 168 reviews
Upham Beach-Paradise in St. Pete Beach & Parking!
4.95 out of 5 average rating, 146 reviews
Treasure Island Studio | Gulf Views & Pool
4.87 out of 5 average rating, 169 reviews
1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo
4.92 out of 5 average rating, 150 reviewsOther vacation rentals with a pool

Beachfront Condo w/ Ocean View - Newly Renovated!
4.94 out of 5 average rating, 197 reviews
Molloy Poolside Suite - 2 Full
4.79 out of 5 average rating, 180 reviews
Waterfront studio! Heated pool and hottub
4.95 out of 5 average rating, 150 reviews
Rincón Divino MB 2 Balconies, Ocean & Marina Views
4.99 out of 5 average rating, 243 reviews
Renovated 2BD Beach Getaway in Prime Location!
4.88 out of 5 average rating, 143 reviews
Paradise Palms - Private Pool Oasis - St. Pete
5.0 out of 5 average rating, 39 reviews
Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub
4.92 out of 5 average rating, 39 reviews
Heated Pool Oasis 4BR Sun-Kissed Retreat+ Fire Pit
4.92 out of 5 average rating, 48 reviewsWhen is the best time to visit South Pasadena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €156 | €205 | €228 | €191 | €162 | €162 | €149 | €137 | €131 | €134 | €134 | €148 |
| 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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