
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.

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

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.

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!

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.

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

Our Own Danube (River) on Davis Islands

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

Relax & Explore in a Private heated pool - hot tub

Dreamy Oasis Heated Pool, 1 ml Hard Rock Casino.

Villa Bellissima near Golf Course & Busch Gardens!

Beautiful and comfy home!

Modern Lakefront Home/Family Friendly Retreat

Pool + Hot Tub + Pond | Family Retreat Near Tampa
Condo rentals with a pool

Lovely Waterview Condo/ heated pool

Stunning Waterfront Suite with Bay & Sunset Views

Tiki Themed Waterfront Condo on Tampa Bay

Tampa Bay Waterfront Views Rocky Point

"The Merry Yacht" excellent location

Little Harbor Resort #109 Tampa Bay FL Beach, Pool

Sea La Vie- Studio by the bay!

Rocky Point paradise
Other vacation rentals with a pool

Lux Top-Floor Bayfront 2BR | Pool, Hot Tub, Sauna

Serene 4BR Lakeside Retreat | Central Location

This is it: Red door Vacay House

Heated Saltwater Pool • Waterfront Luxury Home

Heated Pool, Outdoor Kitchen & Game Room!

Sunny 2-Bed Oasis: Pool & Gym in Apollo Beach

Great Patio/Pool/ I-4 & 75 Busch Gardens Sleeps 10

Luxurious South Tampa pool home by the Bay
When is the best time to visit Progress Village?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 CAD | $206 CAD | $207 CAD | $206 CAD | $219 CAD | $206 CAD | $208 CAD | $219 CAD | $156 CAD | $178 CAD | $190 CAD | $193 CAD |
| Avg. temp | 17 °C | 18 °C | 20 °C | 23 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 25 °C | 21 °C | 18 °C |
Quick stats about vacation rentals with a pool in Progress Village

Total vacation rentals
Explore 20 vacation rentals in Progress Village

Nightly prices starting at
Progress Village vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Progress Village vacation 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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