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Holiday 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 favourite
A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.
Home in Palma Ceia
4.94 out of 5 average rating, 121 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Top guest favourite
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.
Apartment in Tampa
4.98 out of 5 average rating, 246 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

Top guest favourite
Bungalow in Riverside Heights
4.98 out of 5 average rating, 110 reviews

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!

Explore the charm of this three-bedroom, two-bathroom bungalow – a luxurious haven where style meets relaxation. Enjoy moments of tranquility by the spa and screened pool, complete with inviting swim-up barstools, or unwind in the indulgent hot tub accommodating up to eight guests. Step into the serene outdoor oasis, adorned with elegant furnishings against the picturesque backdrop of a fenced backyard. Your getaway awaits, conveniently situated near the city's premier attractions.

Top guest favourite
The exterior of the house features a light gray façade with white trim. A neatly manicured lawn is adorned with colorful flower beds. A palm tree stands prominently in the foreground, while the garage door and front entry are visible, inviting a welcoming entrance.
Home in Riverview
4.98 out of 5 average rating, 164 reviews

The Sunset Getaway

Step into The Best Sunset Getaway to relax with friends and family. As you enter this beautiful home, you will immediately feel the coziness it provides, and you will feel right at home. You will have access to a fenced backyard overlooking a beautiful lake with the most amazing sunsets. There is 2 community pools, just 1 block away. Close to shops and restaurants and less than 50 minutes away from beautiful beaches. Just 30 minutes away from the airport and Busch Gardens.

Superhost
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, 192 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
An outdoor space features a sparkling swimming pool surrounded by a screened enclosure. A hot tub is adjacent to the pool under warm string lights. Various games are available, including a ping pong table and a billiard table, providing entertainment options for guests.
Villa in Brandon
4.83 out of 5 average rating, 147 reviews

Resort pool/ home hot tub game room 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 favourite
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, 160 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 favourite
Home in Tampa
4.77 out of 5 average rating, 139 reviews

Walk to Raymond James Stadium! Pool/ Hot Tub Home!

Enjoy this stylish and charming Tampa home with fun outdoor vibes and a pool to relax in. This home is centrally located and within minutes from Downtown Tampa, Hyde Park, Harbour Island, International Mall, Ybor City, etc. This is the perfect home to stay in for a Bucs game, as it is within walking distance to the stadium! IMPORTANT TO NOTE: This home has a detached 1/1 guest house located on the property, which may also be occupied by guests during your stay.

Guest favourite
A spacious outdoor area showcases a heated saltwater pool surrounded by lounge chairs and shaded seating under a bright parasol. The tranquil space is framed by lush greenery and features large sliding glass doors leading into the home.
Home in Beach Park Isles
4.95 out of 5 average rating, 144 reviews

Private Oasis w/ Heated Pool and Arcade!

-9FT DEEP *HEATED* SALTWATER POOL ($25 / day) AT 85 DEGREES UPON REQUEST -COMMERCIAL ARCADE WITH >4500 GAMES 4 PLAYERS! -NBA JAM, GOLDEN TEE, THE SIMPSONS, NFL BLITZ, MUCH MORE! -MASTER KING BEDROOM -FULLY FENCED BACKYARD -OUTDOOR FIRE PIT -Propane Grill Stay comfortably in this quiet, 4/3 pool home, with a commercial family arcade! Enjoy a staycation at this tastefully updated home or take a quick ride to one of the many local Tampa area attractions!

Guest favourite
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, 156 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

Top guest favourite
The backyard features a heated pool with a unique shape surrounded by palm trees and vibrant flowers. Comfortable loungers are arranged for relaxation, while a thatched-roof gazebo offers shade. A spacious patio provides room for gatherings, enhancing the outdoor living experience.
Home in Apollo Beach
4.94 out of 5 average rating, 159 reviews

*Apollo Escape* – Canalfront Home + Private Pool

Escape to this canalfront pool home—perfect for families or groups looking to unwind and reconnect. With 4 bedrooms, 2 kitchens, a game room, and a private dock, there’s space for everyone to relax. Swim in the pool, grill in the backyard, or enjoy movie night in one of two living rooms. Just 30 minutes from Tampa and minutes to beaches, marinas, and waterfront restaurants—This dog-friendly retreat offers the Florida summer your family deserves.

Guest favourite
Bungalow in Bayside West
4.92 out of 5 average rating, 193 reviews

Boutique Bungalow with Private Saltwater Pool

Relax in a crisp Florida bungalow with a private saltwater pool set in a fully private backyard oasis. Whether you are coming to Tampa for an event, extending your cruise vibe, or coming to Tampa for work, this home has got you covered. You’ll be 15 minutes from the Tampa Convention Center and the Port Tampa Bay Cruise Terminal, close to South Tampa dining and nightlife, 10 minutes to TPA, and an easy drive to award-winning Gulf beaches.

Popular amenities for Progress Village rentals with a pool

Quick stats about holiday rentals with a pool in Progress Village

  • Total holiday rentals

    Explore 20 holiday rentals in Progress Village

  • Nightly prices starting at

    Progress Village holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Progress Village holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Progress Village rentals

  • 4.7 Average rating

    Progress Village stays receive an average rating of 4.7 out of 5 from guests