
Holiday rentals with a pool in Progress Village
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Top-rated rentals with a pool in Progress Village
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Modern Beach House! By Deinys SR Properties
Welcome to your home away from home! This 2 bed, 2.5 bath townhome has private baths & walkin closets in each room, inunit washer/dryer, and private driveway parking. Fur babies are welcome, and families with little ones too we offer a PacknPlay and baby utensils upon request. As a mom of twin toddlers, I’ve made it my mission to make your stay comfy and stress free. Just 15–20 mins from Downtown Tampa & Busch Gardens, and 45 mins from the beach! Our home is ready to welcome you with open arms.

Allison Palms Luxury Tampa Townhome + Pool
This beautifully furnished home comfortably hosts up to 6 adults and is perfectly located at the I-4 and I-75 junction for easy access to Tampa’s top attractions. Enjoy a spacious open layout with stylish designer décor, luxury beds, fully equipped kitchen, and ample storage. The community pool with shaded seating is just across the street. Airports, Disney, beaches, Busch Gardens, and Tampa’s stadiums and arenas are all within an hour or less, making this the ideal hub for your Florida getaway.

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.

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

Cheerful 4 Bd home w/ Heated Salt Water Pool & Spa
Relax with your family at this peaceful kid-friendly Oasis. Watch the beautiful sunset as you relax in a heated jacuzzi by the pool and enjoy the lakeside view while grilling dinner for the family. The kids will have a blast playing with the swings, soccer net, and indoor hockey table. This is the perfect property to host your family's next get-together. -10 minutes from Apollo Beach -5 minutes from Walmart, Sams Club, and major Hwys -Ask about our Private chef experiences and Car Rentals

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.

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!

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.

*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.

The Pearl at Ridgewood Park
Enjoy this stylish and specail studio located in the most desired area of Tampa!! Walk or bike to Armature Works, The River Walk, Downtown Tampa, Ulele Restaurant and so many more cool and trendy places in the area. This studio is located less than 5 mins from our unique ans historic Ybor City! We are just 10 mins from Tampa International Airport so convenient for business trips. Pool area is available from 9 Am to 9 Pm No glass in pool area.

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.
Popular amenities for Progress Village rentals with a pool
House rentals with a pool

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

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4 bedrooms 2.5 bathrooms Pool

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Sleeps 8-Walk to Bucs Stadium-Raymond James-Pool

Beautiful Tampa Pool/Hot Tub Home-Spacious Yard

Private Oasis w/ Heated Pool and Arcade!
Apartment rentals with a pool

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PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Beautiful and spacious condo centrally located
Other holiday rentals with a pool

Sun House – Modern Home with Private Pool.

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Serene 4BR Lakeside Retreat | Central Location

Relax & Explore in a Private heated pool - hot tub

Beautiful and comfy home!

Tampa Luxe Waterfront Private Pool, Hot Tub & More

Camper
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 650 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
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