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.

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Superhost

A serene pool area features a crystal-clear swimming pool surrounded by a concrete deck. Colorful accents from a turquoise guest house and a coral shed enhance the outdoor space, framed by lush greenery. Two yellow lounge chairs provide a relaxing corner for sunshine enjoyment.

Guesthouse in St. Petersburg

4.88 out of 5 average rating, 523 reviews

Private Guest House sleeps 4 w/POOL & near beach!

This adorable pool house is light and airy with plenty of room for 4. There’s a king size bed, queen pullout sofa, dining area, efficiency kitchen perfect for light cooking, oversized closet and a newly remodeled bathroom. Guests have private entrance with small yard and patio of their own, and are encouraged to use the pool and backyard anytime, which we enjoy along with our sweet dogs, Frog and Bella. 3 miles from beach and downtown, lots of restaurants and shopping centers within 1.5 miles.

Top guest favorite

Condo in Treasure Island

4.99 out of 5 average rating, 191 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.

Guest favorite

A collage of the beachfront property showcases a private pool surrounded by lounge chairs and vibrant outdoor seating. Coastal views are visible alongside a living area featuring modern furnishings and a flat-screen TV. The picturesque beach is also framed by palm trees, adding to the tranquil setting.

Home in Treasure Island

4.84 out of 5 average rating, 170 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

BEACHFRONT HOUSE Private Heated Pool & Spa, Pets OK *** Photos updated Jan 26th 2025 Enjoy amazing sunsets & white sandy beaches from this unique property. About 1/4 acre, beach front property directly on the Gulf of Mexico. Located on a quiet street in Treasure Island, just a few blocks to John's Pass shops. ENJOY great family times, never ending views of sunsets, boating, dolphins, sea birds. Great location walk to John's Pass for great shopping, restaurants, boat rentals, fishing trips.

Top guest favorite

A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 202 reviews

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!

Superhost

A spacious outdoor heated pool is surrounded by lounge chairs and palm trees. The clear blue water reflects the sky, creating a calm atmosphere. A white fence provides privacy, and the building's exterior stands to the side, showcasing a well-maintained environment.

Condo in St. Pete Beach

4.83 out of 5 average rating, 240 reviews

Amazing condo minutes to the beach*** heated pool

This beautiful and spacious condo near the beach is all you need for your perfect vacation! We are just a short 10- 12 minutes walk or 2 minutes drive to the closest beach and many restaurants and shops. Very close to the Caddy's on the beach ( 2 min drive), John Pass Village ( 6 min drive), drive to Downtown St Pete for night life and great restaurants. Egan park is very close and tennis courts are right across the street Heated Pool is available year around and open from dusk to down.

Guest favorite

A clear blue swimming pool is surrounded by lush palm trees and tropical plants. Comfortable lounge chairs are positioned along the poolside, inviting relaxation in a serene outdoor setting.

Condo in St. Pete Beach

4.91 out of 5 average rating, 207 reviews

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

Top guest favorite

A heated stock tank pool is surrounded by a lush tropical landscape featuring a variety of green plants. An oversized umbrella provides shade, and a colorful bungalow is visible in the background, creating a serene outdoor retreat.

Tiny home in Gulfport

4.96 out of 5 average rating, 114 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!

Guest favorite

Home in St. Petersburg

4.89 out of 5 average rating, 129 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.

Superhost

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

Condo in Treasure Island

4.9 out of 5 average rating, 124 reviews

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.

Guest favorite

A lively living room corner features a red sofa paired with soft cushions. A disco ball reflects light, while an aloe plant adds a touch of greenery. A magazine lies open on a wooden table, with warm light coming from nearby lamps and large windows.

Home in St. Petersburg

4.94 out of 5 average rating, 123 reviews

70's Inspired Disco Vibe Home, Pool, By Beach

Welcome to Tropical Disco, a vacation home in St. Petersburg, Florida, that pairs tropical vibes with groovy touches from the disco era. As our home is newly-renovated, you’ll enjoy all-new furniture and lively wallpaper like you’ve never seen. Better yet? We are 2.4 miles from St. Pete Beach. Float in our pool surrounded by lush palms. Play records in the disco den. And take comfort in every funky pillow, lava lamp and neon pink flamingo. Read on to discover more …

Superhost

A clear swimming pool is bordered by tropical palm trees and well-maintained landscaping. The shallow end is marked at 5 feet, while the deep end measures 6 feet. A bright blue sky is visible above, contributing to a relaxed atmosphere.

Condo in St. Pete Beach

4.84 out of 5 average rating, 182 reviews

Sunset Condo: Steps to the Beach with Pool Access

Relax in this updated condo just steps from the beach in St. Pete Beach! This family friendly second floor unit has one bedroom with two full beds, a bright living area, an updated bathroom, and a full kitchen. Catch views of the Gulf of Mexico from the private balcony! Location is everything and Sunset Condo is steps from the beach and its amazing sunsets, and within walking distance to waterfront restaurants with live music, coffee shops, & shopping on Corey Avenue.

Guest favorite

A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.

Home in St. Petersburg

4.94 out of 5 average rating, 128 reviews

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!