
Vacation rentals with a pool in South Pasadena
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Pasadena
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

Charming Hideaway -Pool, Patio, Walk to Gulf Sands
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Freshly remodeled 1 Bedroom beach condo, new interior! Best location, steps to the sand at Upham Beach. Complex amenities include year-round heated pool & your own private patio. Cleverly designed with the bedroom behind sliding doors and an open concept living area, full size sofa bed and modern equipped kitchen. Please note: some first-floor condos still ongoing renovations within the community.

Beach Vacation Dream Pool Home-5 Mins to Beach
This magical outdoor space is waiting for you to create lasting memories! A beautiful interior and a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. Optional heated pool for additional cost. Check Airbnb profile for all 17 of our Airbnb homes because each one is fantastic + unique in their own way!

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.

A slice of paradise!
The guest cottage (approx. 300 sq ft) is separate from the main house, where we reside, with a beautiful saltwater pool to cool off in after your day's adventures! The property is 5 blocks from downtown Gulfport, with waterfront restaurants, bars, arts district, unique shopping, and beach. Close access to new tennis courts, bayside beach and minutes away from modern downtown St. Petersburg, and world-famous beaches. We are not set up to host pets or children and no unaccounted for guests.

Central Cozy Cottage w/ Heated Pool & Hot Tub!
Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

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!

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 Pete Retreat - Heated Salt water pool
Kick back and relax in this calm, stylish space. Enjoy cooking in our spacious updated kitchen or relax by the grill poolside with a glass of wine and some football on the outdoor tv. This 3bd (king, king, queen) and 1.5 bath+outdoor shower make this a retreat to sit back, relax and enjoy the Florida sun. Want to get out and see the town? St Pete Beach is only 3.5 miles away, downtown St Pete is only 15 min with Central Ave and Beach Drive full of cocktails, nightlife and live music.

~Shore Thing~ Coastal Exquisite Waterfront Condo
🏖️ Shore Thing Condo 🏖️ 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩💼 Service with Heart — Your comfort always comes first

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!
Find us on the 'gram! @creamsicledreamsicle ***This is NOT a party home*** Thanks for viewing our beloved Creamsicle Dreamsicle! Our home features 3 bedrooms, 1 bath, central AC, off street parking, and an in-ground, heated (for a fee) saltwater pool. We are 3 miles to St. Pete Beach and 4.5 miles to downtown St. Pete! Our home is located in a quiet, safe, small community with very little traffic. Welcome to Saint Petersburg!

Seaside Condo: 2bed/2bath beach condo on the water
**NO ELEVATORS - Condo is 3rd floor** This beautiful 2bed/2bath condo is right across from the beach! Located on the waters of the Gulf of Mexico, it is fully equipped with all the amenities to make your stay comfortable- heated pool, docks to fish, grills, laundry on each floor, and spacious patio area. The grocery store (Publix) is a short walk and there are plenty of restaurants, bars, and water activities nearby!
Popular amenities for South Pasadena rentals with a pool
House rentals with a pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Pet-friendly Beach Home with Heated Pool & Spa

Ocean Dreaming: Waterfront Home with Heated Pool,

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Splash House - Relaxation Haven/Private Pool

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

Tropical Disco Paradise Mins to Beach, Heated Pool
Condo rentals with a pool

COASTAL CHIC! Luxury Apartment with Oceanviews

Seasalt Breeze - Easy pool access, Free parking.

Waterfront Condo - Dolphin sightings-Walk to beach

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Waterfront Condo With Pool and Multiple Views!

Easy access to St. Petersburg beach, a minute walk

Funshine Pointe Capri • Sunshine, Sand & Serenity

Treasure Island 1 BR condo intercoastal waterfront
Other vacation rentals with a pool

King / Child Friendly / Near DT / No Chores!

Treasure Island Gem | Waterfront Heated Pool, Dock

"Catching Rays " 2 BR 2 Bath Condo

Gulf View Penthouse | Steps to Beach + Johns Pass

Coquina Keys Guest House

Luxury Pool House

Paradise Palms - Private Pool Oasis - St. Pete

Waterfront / Heated Pool / Pet + Boat Friendly
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.ﺇ613 | ﺩ.ﺇ815 | ﺩ.ﺇ944 | ﺩ.ﺇ738 | ﺩ.ﺇ646 | ﺩ.ﺇ613 | ﺩ.ﺇ624 | ﺩ.ﺇ573 | ﺩ.ﺇ547 | ﺩ.ﺇ547 | ﺩ.ﺇ555 | ﺩ.ﺇ591 |
| 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 |
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.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 10,390 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 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!
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- Anna Maria Island
- Siesta Beach
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- Raymond James Stadium
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- Vinoy Park
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