
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!

Serenity by the Sea, Beach Condo, w/Pool & Access
$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay, Experience unbeatable value! This coastal-chic retreat is just a 2-minute walk to the sand in one of St. Pete Beach’s most walkable & desirable locations. Enjoy a small balcony with a peek of the Gulf, a fully equipped kitchen and an inviting living area. Relax by the heated pool or enjoy nearby bars, dining & shops. Beach chairs, towels, umbrella, and buggy is included for effortless seaside days.

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.

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!

Quiet condo with heated pool- 4min walk to beach!
Experience the ultimate beachside getaway in our cozy 1st floor unit in a gated condo. Great choice for those wanting to relax like a Floridian with a pool and the beach just steps away. Enjoy this quiet section of Upham beach for your perfect vacation! Our condo comfortably accommodates up to 5 guests with a king bed, a memory foam sofa bed, and an air mattress. Washer and dryer, plus parking for 2 cars. Blocks away you’ll find dozens of restaurants, as well as grocery stores and shopping.

Renovated 2BD Beach Getaway in Prime Location!
Walk to waterfront restaurants, bars, and white sandy beaches all within 15 mins. Perfect home base for your vacation! This bright ground floor 2BR/2BA condo has been renovated from top to bottom sleeping 4. We're excited to be able to share our home again after the completion of our renovations following the Hurricane in 2024. Our place has the largest, private patio —steps from the pool - and many extras such as beach chairs, umbrella, kitchen appliances, and more for you to 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.

Where the Sun Meets the Water
This first-story 670 sq-ft, 1BR/1BA condo, is located just a couple of blocks from the white sands of the Treasure Island beaches. Stroll to John’s Pass to find ample local dining and shopping options. Guests have full access to the grounds including a resort-style pool, a shared fishing dock, and a waterfront patio equipped with gas grills, perfect for enjoying a meal and watching as dolphins and birds pass by. 2025. Come visit & stay a while! Operated by Summer Bloom Estates LLC

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.

Lux Condo w/ 2 balconies, Ocean & Marina views
This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

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

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Private Pool & Short Drive to the Beach!

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

Beautiful & Exclusive house + Pool!

Fun, Trendy, Tropical 3/2 Pool Home in South Tampa

Swim-Out Bedroom, Waterfall pool! The Peace Place

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

Brand New condo with water views, Pool/Beaches

Waterfront Condo - Dolphin sightings-Walk to beach

Island Chic Cutie @theBeach@HeatedPool

Beachfront w/ Stunning Sunsets in Prime Location.

Waterfront Condo With Pool and Multiple Views!

🏝 St Pete Beach Condo🏝

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Tropical Courtyard Paradise on St. Pete Beach
Other vacation rentals with a pool

Modern studio, pool & patio | 10 min to DT & BEACH

Waterfront Oasis l Near Beach

Luxury Pool House

Between Downtown & Beach! Heated Pool!

*POOL* Fenced Yard *Shuffleboard Court*

Kenwood Cottage

Waterfront Paradise• Pool, Hot Tub, Dock & Games

Roomy condo by the beach
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
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park




