
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.

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).

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

Heated Pool • Near Tarpon & Gulf Beaches 5 mi
🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

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!

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.

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.

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.

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.

Newly Renovated Pool House - Central
Experience the charm of our newly renovated home in the center of the city of Brandon. Conveniently located within the heart of Brandon, you can get anywhere fast through I-75. Explore Westfield Mall, Regency Square, USF, and much much more. You can also unwind at Busch Gardens and Islands of Adventure.
Popular amenities for Progress Village rentals with a pool
House rentals with a pool

Tropical Haven: Private Pool, Hot Tub, and Bliss

CasaBella

This is it: Red door Vacay House

Apollo Beach Escape – Sunny Days, Swim & Sunshine”

Spacious Home w/ heated Pool-SmartTVs-Pool Table

Beautiful and comfy home!

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

Amazing pool home in South Tampa
Apartment rentals with a pool

Sun, Beach Views, and Smiles!!!

Beach Condo with water view!

"The Merry Yacht" excellent location

Tampa Bay Waterfront Views Rocky Point

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

Beautiful and spacious condo centrally located

Modern Waterfront Condo - Captivating Sunset Views

Millers, BeOne Naturally Clothing Optional Premium
Other holiday rentals with a pool

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

Luxury Villa w/ Private 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 ₹2,758 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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