Vacation rentals with a pool in Progress Village

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Progress Village

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious two-story house features a warm, neutral color palette and a charming stone chimney. Lush greenery surrounds the property, complemented by palm trees and decorative plants. An American flag is displayed by the entrance, adding a welcoming touch to the exterior.

Guesthouse in Riverview

4.89 out of 5 average rating, 37 reviews

Tulum in Tampa - Guest Suite

A tranquil Tulum-inspired suite on a large, lush estate with tropical sounds that transport you to the tropics. The beautiful suite features luxury decor, entertainment, a kitchenette, and access to the pool for a relaxing swim. The estate neighbors a bird farm, providing an outdoor space filled with delightful and sometimes boisterous bird sounds throughout the day. With its nature-forward design, you may encounter insects, tiny lizards, birds of prey, turtles, and many trees in the outdoors.

Guest favorite

A welcoming exterior view of a charming yellow home is presented, featuring a neatly manicured lawn and a palm tree. A spacious driveway leads to a garage, with well-maintained landscaping enhancing the inviting atmosphere.

Home in Riverview

5 out of 5 average rating, 13 reviews

Charming Home, quiet community.

Welcome to our charming 3-bedroom 2 bath home nestled in a serene community near Ybor City. This peaceful retreat features a spacious patio perfect for relaxing and enjoying the tranquil surroundings. Guests have access to a fantastic community water park, making it an ideal spot for families. Enjoy the best of both worlds with a quiet, restful stay just a short drive from the vibrant nightlife, dining, and cultural attractions of Ybor City. Book your stay and experience comfort and convenience.

Superhost

A resort-style pool is surrounded by vibrant greenery and palm trees. Lounging chairs are arranged beside the water, creating a relaxing outdoor space. The sky is bright with a few clouds, complementing the tranquil atmosphere of the community.

Condo in Tampa

4.73 out of 5 average rating, 384 reviews

SUN/BIZ Getaway/King bed/resort Pool/pickleball

Great business getaway, less then 15min. from downtown! Peaceful quiet relaxing! Modern one bedroom condo for business, pleasure, or getaway. King size bed in private bedroom. Sofa bed, and Queen air mattress, can sleep up to 4 people. Close to all Tampa has to offer, as well as beaches, Busch Gardens Disney World all driving distance Enjoy the Florida sun relaxing in a hammock by the resort style pool! Additional fees $25 to check in 1hr. early $20 if ID not submitted in 2hrs on day of booking

Guest favorite

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

4.92 out of 5 average rating, 235 reviews

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).

Top guest favorite

Home in Apollo Beach

4.96 out of 5 average rating, 144 reviews

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

Apollo Beach Waterfront Pool Home, 4 bedroom-4 private baths & elevator. Theater room-murphy bed (5th bedroom). Game room- pool, air hockey.. Enjoy kayaks, paddle boards, fish at the dock, book a boat charter with owner. 3 restaurants, Bakery, Cigar Bar and Coffee/Ice Cream-walking distance. Apollo Beach - 1/2 mile away! Bahia Beach -2 restaurants and EG Simmons Beach - 20 min away. Bring your boat, dock at house, Apollo Beach Marina - 2 min. away. Animal-free home due to severe allergies.

Top guest favorite

The pool area is illuminated under the night sky, reflecting soft light from surrounding palm trees and buildings. Features include a clear blue water surface and poolside seating. Soft lighting enhances the relaxing ambiance of the resort-style community.

Condo in Tampa

4.98 out of 5 average rating, 220 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

Guest favorite

An open living area features a spacious gray sectional sofa facing a mounted flat-screen TV. The kitchen, visible in the background, showcases dark wood cabinetry and stainless steel appliances. Bright, recessed lighting highlights the modern design, creating a welcoming environment.

Home in Riverview

4.81 out of 5 average rating, 191 reviews

Spacious Modern Retreat for Family Fun Near Tampa!

Experience the ultimate Florida getaway in this spacious 3,000 sq ft modern home, perfect for families or groups. Enjoy a dedicated office, plus an 80-inch 3D TV for movie nights or sports games. Conveniently located near top attractions: 15 mins to downtown, 10 mins to dining and shopping, 50 mins to beaches, 10 mins to TopGolf, 15 mins to the casino, 20 mins to Busch Gardens, and just 1 hour from Disney. Embrace comfort, convenience, and excitement—book your stay today!

Superhost

A swimming pool area is enclosed by a screened structure, featuring a sparkling pool and a hot spa. Sunlight reflects off the water, and the surrounding space includes a concrete deck area. Lush greenery is visible beyond the fence, adding privacy to the setting.

Villa in Brandon

4.82 out of 5 average rating, 121 reviews

Tampa heat pool /hot tub lake view near airport

Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

Top guest favorite

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

4.99 out of 5 average rating, 144 reviews

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.

Guest favorite

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

4.92 out of 5 average rating, 120 reviews

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.

Superhost

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

4.87 out of 5 average rating, 142 reviews

Tampa Bay area OASIS

This hidden gem is full of mature LIVE OAK trees, azaleas and camellias. RELAX by the pool(POOL AND SPA NOT HEATED), fish in the POND, and expect to see critters or even OWLS hooting at night. A very SPACIOUS and comfortable home! AIRPORT-22 mi.; Ybor/Downtown-14/15 mi.; CASINO-8 mi.; Busch Gardens-14 mi.; Gulf BEACHES-39 mi.; DISNEY-55 mi.; Shopping MALL-9 mi. Locals must contact host before requesting to book. NO PARTIES NO PARTIES NO PARTIES

Guest favorite

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

4.92 out of 5 average rating, 169 reviews

red comfort trip" 5 minutes to Bush gardens

Welcome to Red Confort Trip, your private getaway in Tampa! Enjoy a fully private space with your own patio to relax or smoke in peace. Guests also have access to a lush shared backyard featuring a large pool, pergola, BBQ area, and a variety of fruit trees, flowers, and plants. Perfect for nature lovers! The backyard is shared with the owner and guests from another Airbnb, but each unit has its own private patio for those who prefer quiet time