Holiday rentals with a pool in Bloomingdale

4.88 out of 5 average rating, 180 reviews

The sleeping area features a cozy bed adorned with neutral-toned linens and decorative pillows. Three framed botanical prints are displayed on the wall above the bed. A bedside table with a lamp and a small potted plant is positioned next to the bed.

Apartment in Tampa

Private 1 Bed Apt with Pool and water front.

Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

4.9 out of 5 average rating, 256 reviews

A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.

Home in Tampa Heights

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.

4.98 out of 5 average rating, 229 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

Bungalow in Riverside Heights

A contemporary saltwater pool is surrounded by lush tropical foliage and tall palm leaves, providing a serene setting. The pool area features lounge chairs and a view of the bungalow, blending indoor and outdoor spaces beautifully.

4.99 out of 5 average rating, 308 reviews

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa

1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

4.8 out of 5 average rating, 99 reviews

A serene pool area is surrounded by lush tropical foliage, creating a private retreat. Two lounge chairs are positioned near the water, inviting relaxation. The pool's clear water reflects the vibrant green plants and blue sky overhead.

Home in Bayside West

Amazing 3/2 Bungalow Tampa Heated Pool Home!

Welcome to your ultimate Tropical Oasis in the heart of Tampa! This stylish home offers a private backyard with a peaceful & relaxing atmosphere. Enjoy the gorgeous pool, grill, firepit, and many more amenities! Perfect for anyone seeking a serene escape, while still being just minutes away from all of Tampa’s attractions. Whether you're looking to explore the city's vibrant attractions, or simply relax in your own private oasis, this 3BR/2BA is the perfect choice for your next trip to TPA.

5 out of 5 average rating, 45 reviews

A screened enclosure surrounds a swimming pool, providing a safe and serene environment. A large Grandfather Oak tree is visible prominently in the background, adding a natural element to the scene. The area is well-lit, inviting relaxation and enjoyment.

Guesthouse in Valrico

Little Art Under the Oaks

Nestled under a sea of Grandfather Oaks, this stand alone suite is your ticket to tranquility. Enjoy a king size bed, full bath, coffee bar, mini fridge and cozy nook for reading or watching TV. Roku guest access available for personal channel streaming and complimentary breakfast served daily in the main house. Pool, lanai and fire pit are just a few more of the perks this home oasis has to offer. So sit back, relax and forget about life for a while at Little Art Under the Oaks!

4.94 out of 5 average rating, 135 reviews

A spacious outdoor area features a serene pool, surrounded by a deck for lounging. Tall palm trees provide shade, and a dining area with ample seating overlooks the waterway. The calm surface of the water enhances the tranquil setting of this private waterfront home.

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

4.99 out of 5 average rating, 148 reviews

An aerial view showcases the property nestled among lush greenery along the Alafia River. A spacious yard is bordered by trees, and a covered pool area is visible. The river reflects the surrounding landscape, contributing to the tranquil setting of the retreat.

Guest suite in Riverview

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

4.92 out of 5 average rating, 130 reviews

A refreshing pool area is enclosed by a screen, featuring clear blue water and two colorful inflatable loungers. Sunlight filters through, and two lounge chairs are positioned nearby, offering an inviting space for relaxation.

Home in Brandon

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

Stay in this waterfront house and live like a true local in Tampa. We're within driving distance to parks, beaches, and casinos. Our rental comes with 3 bedrooms, and a hot tub, pool, and living room that you're free to use any time. Wi-Fi, self check-in, laptop-friendly workspace -- we've got everything you need. * Garage is not accessible to guests. * Pool is NOT heated! The spa is heated, though, please contact host for instructions on how to turn on spa.

4.92 out of 5 average rating, 189 reviews

A well-equipped kitchen features sleek white cabinetry and countertops. Stainless steel appliances, including a microwave and a gas stove, are present. Decorative elements, such as red kitchenware and glassware, are arranged on open shelves, creating an organized and inviting space.

Guesthouse in Tampa

Red Comfort Trip Private Jacuzzi, near Busch Gard

Welcome to Red Comfort Trip – Private Jacuzzi & Pool near Busch Gardens. This cozy and fully private guest suite offers your own entrance, a comfortable bedroom, living area, full bathroom, and a private patio where you can relax after a busy day in Tampa. You’ll also enjoy a private jacuzzi and access to a large shared pool, all in a quiet residential area just a few minutes’ drive from Busch Gardens, the Hard Rock Casino, and other main attractions.

4.93 out of 5 average rating, 190 reviews

A bright, open living area features modern furnishings, including a comfortable sofa and a sleek coffee table. Large windows provide ample natural light, enhancing the spacious ambiance. The dining area, with a long wooden table, is seen adjacent to a well-equipped kitchen showcasing granite countertops and stainless steel appliances.

Home in Seffner

Stunning Heated Pool House Close to Tampa & Casino

🏡Discover your home away from home at our newly renovated Seffner, FL property, presented by Emperor Rentals! Boasting three spacious bedrooms, two modern bathrooms, and accommodating up to 10 guests, this inviting retreat is perfect for families or groups. Unwind in style with our screened saltwater pool, complete with optional heating for your ultimate comfort. 🌟 For any inquiries, our team is available 24/7 to ensure an exceptional stay. 🌟

4.95 out of 5 average rating, 294 reviews

A dining area features a wooden table paired with two chairs, positioned near expansive glass windows that overlook a pool area. Sunlight filters through the glass, illuminating the space and providing a view of lounge chairs beside the water and surrounding trees.

Guest suite in Tampa

Tranquil poolside guesthouse on the river

The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.

Popular amenities for Bloomingdale rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The aerial view captures a spacious, single-story house surrounded by a well-maintained lawn. Nearby residences and green areas are visible, along with a serene lake reflecting the sky in the background. The property is located in a peaceful neighborhood.

4.96 out of 5 average rating, 95 reviews

Entire home, Heated Pool, Lake view, and Gazebo!

4.71 out of 5 average rating, 128 reviews

A clear blue pool is framed by a screened patio, with a wooden deck and seating area visible in the background. A wet bar and kitchen space can be seen through the partially open doors, creating a seamless transition from indoor to outdoor living.

Home in Valrico

City Ranch

A fire pit with a diamond-shaped design showcases flames surrounded by decorative glass stones. The structure is positioned on a paved patio with a clear view of a heated pool and lake at sunset, creating a relaxing outdoor gathering space.

4.84 out of 5 average rating, 178 reviews

Cheerful 4 Bd home w/ Heated Salt Water Pool & Spa

4.87 out of 5 average rating, 147 reviews

A screened-in pool area features a spacious swimming pool accompanied by a spa. The surrounding paver deck offers ample space for lounging, with green landscaping visible through the screens. Natural light filters in, enhancing the serene environment.

Home in Seffner

Tampa Bay area OASIS

4.94 out of 5 average rating, 141 reviews

A bright living area features a plush, mustard-colored sofa adorned with colorful cushions. In the background, a modern kitchen is visible, equipped with stainless steel appliances and white cabinetry. Pendant lights hang above the kitchen island, enhancing the open-concept layout.

Home in Tampa

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

5 out of 5 average rating, 34 reviews

Home in Brandon

Huge pool, deck & yard- Sleeps 7- feels like home

4.88 out of 5 average rating, 113 reviews

An outdoor area features a spacious screened lanai with a pool surrounded by a safety fence. Two blue lounge chairs are positioned nearby under the sunlight, offering a relaxing spot. A swing set and play equipment are visible in the background, complemented by a well-maintained landscape.

Home in Valrico

4 bedrooms 2.5 bathrooms Pool

4.96 out of 5 average rating, 25 reviews

The exterior of a single-story house is visible, featuring a welcoming entrance with large windows and a landscaped front yard. Lush greenery, including palm trees and vibrant flowers, decorates the area. A two-car garage is seen on the left side, complemented by a concrete driveway.

Home in Providence Lakes

Spacious Home near Tampa- Pool/Hot Tub/Cold Plunge

Condo rentals with a pool

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

4.92 out of 5 average rating, 210 reviews

Waterfront Condo - Sunset View of Tampa Bay

A modern living area features a sleek futon couch with red cushions, positioned across from a wall-mounted television. Natural light floods in from sliding glass doors, which open to a private balcony with views of the waterway. Potted plants and decorative lighting add subtle accents.

4.92 out of 5 average rating, 521 reviews

Tropical Waterfront Escape

4.92 out of 5 average rating, 154 reviews

The sleeping area features two queen beds with soft bedding and decorative pillows. Nightstands with lamps are placed on either side. A neutral color palette enhances the space, complemented by wall art and subtle lighting elements in the room.

Condo in Ruskin

Beach Condo with water view!

A vibrant sunset is captured over the water, displaying hues of orange and yellow in the sky. The sun descends toward the horizon, with silhouettes of distant trees visible along the shoreline.

4.95 out of 5 average rating, 113 reviews

Tampa Bay Waterfront Views Voted Best Sunsets

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

4.75 out of 5 average rating, 253 reviews

Rocky Point paradise

A modern living area features a gray sofa adorned with colorful pillows. A white coffee table is placed on a soft area rug. Large sliding glass doors provide direct views of the waterfront, while palm trees can be seen just outside, enhancing the tropical ambiance.

4.89 out of 5 average rating, 180 reviews

Luxury Blue Haven - Stunning Tampa Bay Views!

4.82 out of 5 average rating, 125 reviews

A living room features a comfortable sectional sofa positioned beside a glass coffee table. Natural light enters through large windows, illuminating a cozy reading area with a rocking chair. The walls display a colorful piece of artwork, and a ceiling fan enhances the airy atmosphere.

Condo in New Tampa

Beautiful and spacious condo centrally located

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

4.95 out of 5 average rating, 335 reviews

Modern Waterfront Condo - Captivating Sunset Views

Other holiday rentals with a pool

4.85 out of 5 average rating, 33 reviews

A spacious outdoor area features a screened-in private pool with a curved edge. Comfortable seating arrangements, including a sectional sofa and dining table, are situated nearby. Two smart TVs are mounted on walls, providing entertainment options while enjoying the Florida sunshine.

Home in Brandon

5BR Heated Pool Home in Brandon - Pool Table

4.84 out of 5 average rating, 19 reviews

A bright studio suite features a spacious bed adorned with a vibrant yellow floral blanket. A comfortable seating area includes a brown sofa, while a light fixture and side table enhance the space. Large windows provide natural light, and a ceiling fan adds airflow.

Guesthouse in Riverview

Senda Suite

4.93 out of 5 average rating, 40 reviews

A tranquil outdoor space is highlighted by a renovated salt-water pool surrounded by paver stones. Seating is available beneath a vibrant red umbrella, with lush greenery in the foreground providing a natural framing of the scene.

Home in Tampa

¡23% off! Eco Lake Magdalene - Pool House

The family room features a spacious sectional sofa arranged for relaxation. A large flat-screen TV is mounted on the wall, and natural light enters through the nearby windows with blinds. A decorative area rug adds a touch of warmth to the wood-look flooring.

4.95 out of 5 average rating, 64 reviews

Spacious Home w/ Heated Pool-SmartTVs-Pool Table

4.89 out of 5 average rating, 61 reviews

A dining area is featured with a dark wooden table surrounded by four light-colored chairs. A large artwork depicting a beach scene is mounted on the wall, complemented by ambient lighting. Doorways leading to other rooms are visible, enhancing the space's openness.

Home in Tampa

your home close to everything

4.89 out of 5 average rating, 76 reviews

A large heated saltwater pool is framed by tropical palm trees and multiple lounge chairs. The building in the background features beige walls and large windows, creating a welcoming atmosphere. Umbrella-covered tables are visible to one side, providing shaded seating options.

Apartment in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

4.89 out of 5 average rating, 73 reviews

3BR House |Backyard |Pool |BBQ Grill |Travel Crib