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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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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 Eagle Crest

4.88 out of 5 average rating, 525 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.

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 Central Oak Park

4.98 out of 5 average rating, 203 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!

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, 241 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.

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

An aerial view captures the coastline with sandy beaches meeting the gentle waves. The vibrant waterfront community features a mix of buildings and greenery, with beachgoers enjoying the open space. The location is highlighted by a marker indicating proximity to the water.

Condo in Treasure Island

4.92 out of 5 average rating, 106 reviews

Waterfront Condo With Pool and Multiple Views!

Enjoy the beach and the bay while staying in this upscale 3rd-floor condo unit just steps away from the beach! This beautiful unit offers 1 king bedroom plus 1 queen sleeper sofa. The 758 sq ft condo features a large waterfront pool with docks, outdoor grills, dining areas, free wifi, beach toys, and a full-size updated kitchen with everything you need for an enjoyable experience. Shops, restaurants, grocery stores, and entertainment are all nearby. Come enjoy paradise on Treasure Island!

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, 116 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!

Home in St. Petersburg

4.89 out of 5 average rating, 130 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.

The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.

Condo in Treasure Island

4.86 out of 5 average rating, 533 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.

A spacious bedroom features a Queen-size bed with crisp linens, complemented by a bench at its foot. Natural light fills the room through glass doors leading to a private balcony with two chairs. A plant adds a touch of greenery, enhancing the serene atmosphere.

Apartment in Uptown

4.82 out of 5 average rating, 195 reviews

Mint House St. Petersburg : Studio

Spanning 430 square feet, our Studio Apartment features a Queen-size bed dressed with Bokser linens, high-end bathroom essentials, and plush towels to enhance the bathing experience. It boasts a fully equipped kitchen stocked with premium, locally sourced coffee. Amenities include a 55-inch Smart TV, free high-speed Wi-Fi, and a dining or workspace for two. Housekeeping services are available by request. The apartment accommodates up to 2 guests.

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, 129 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!

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Popular amenities for South Pasadena rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

4.99 out of 5 average rating, 114 reviews

Tootsie’s Beachside Retreat

A serene outdoor space features a heated pool surrounded by several lounge chairs and an umbrella for shade. Lush green plants and a wooden privacy fence complement the vibrant color of the cottage in the background, enhancing the inviting atmosphere.

Home in Gulfport

4.98 out of 5 average rating, 127 reviews

Bungalow Heated Pool Home 10 minutes to Beaches

Top guest favorite

A spacious outdoor area features a large checkers and chess board on a checkered surface, surrounded by vibrant green artificial grass. A pool area is visible in the background, with a privacy fence and sunlit space for leisure activities.

Home in Pinellas Park

4.98 out of 5 average rating, 129 reviews

Insta Worthy Retreat - Heated pool-putt putt | Bar

Top guest favorite

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

5 out of 5 average rating, 167 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

An outdoor bar named Pat's Pub is featured, surrounded by tropical foliage. A pool with a light blue hue is visible in the foreground, complemented by a pink flamingo float. Seating areas include lounge furniture adorned with colorful cushions.

Home in Seminole

4.88 out of 5 average rating, 170 reviews

*POOL* Bar, Hottub, Central location

Home in St. Petersburg

4.98 out of 5 average rating, 182 reviews

SPARKLING HOT Modern Pool Home- Minutes to beach!

A vibrant mural reading 'Sunshine State of Mind' adorns the exterior wall of the house near the saltwater pool. Smooth concrete surrounds the pool, and large windows provide a view into the inviting indoor space, contributing to a cheerful outdoor atmosphere.

Home in Seminole

4.95 out of 5 average rating, 119 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

The sunlit outdoor pool area is screened in for comfort, featuring a heated pool with a gentle curve. Surrounding foliage adds greenery, and multiple lounge chairs are arranged nearby. A sliding glass door provides access to the indoor living space.

Home in St. Petersburg

4.97 out of 5 average rating, 150 reviews

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Condo rentals with a pool

An aerial view of the resort property reveals a four-story building set against a sandy beach. Sun loungers and beach umbrellas are scattered across the shoreline. The calm water reflects surrounding boats and palm trees, creating a serene coastal atmosphere.

Condo in Treasure Island

5 out of 5 average rating, 15 reviews

Beach Front Penthouse with Views

A spacious living area features a striped, blue and white sofa set with matching armchairs. Large sliding glass doors open to a balcony, providing views of the water. A flat-screen TV is positioned on a low table, and two lamps provide soft lighting.

Condo in Sunset Beach

5 out of 5 average rating, 10 reviews

Land's End 11-404: Gulf Front Gem - 2BD/2BA

Condo in Treasure Island

4.9 out of 5 average rating, 135 reviews

Waterside Studio in the heart of TI, walk to beach

Top guest favorite

A serene view of the sun setting over calm waters is captured from a wooden deck. The sky transitions from soft orange to deep blue, while silhouettes of distant islands are visible on the horizon. A glass rests on the railing, complementing the tranquil scene.

Condo in St. Petersburg

4.95 out of 5 average rating, 61 reviews

Island Escape! Pool+Jacuzzi+Views+Mins to Beach!

Aerial view captures a sandy beach curving along the water, dotted with tiki huts under clear blue skies. The green lawn leads to the water's edge, providing a seamless transition from the building to the beachfront.

Condo in Isla del Sol

5 out of 5 average rating, 40 reviews

Beautiful ground floor condo - stunning waterviews

An outdoor pool area is featured, surrounded by palm trees and lounge chairs. The pool, with clear blue water, is bordered by a scalloped, textured patio. A clubhouse is visible in the background, showcasing a welcoming architecture with a red-tiled roof.

Condo in Isla del Sol

4.97 out of 5 average rating, 30 reviews

Everything You Need- St. Pete Condo- Isla Del Sol

A panoramic view showcases the serene beachfront with golden sands stretching toward the gentle waves. A row of beach chairs is positioned along the shore, while the sun shines brightly above, casting sparkling reflections on the water. A walking path leads from the beach to a nearby boardwalk.

Condo in Treasure Island

4.93 out of 5 average rating, 15 reviews

Top Floor Views. Pool. Tiki Bar. Soft White Sands!

A bright pool area is displayed, featuring a clear blue swimming pool surrounded by lounge chairs. Lush palm trees are visible in the background, complemented by the building's clean lines. An outdoor seating area is nearby, providing a welcoming space for relaxation.

Condo in St. Pete Beach

4.92 out of 5 average rating, 125 reviews

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

Quick stats about vacation rentals with a pool in South Pasadena

Total rentals
240 properties
Nightly prices starting at
G$14,640 GYD before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
120 properties have a dedicated workspace

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