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.

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Superhost
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
4.9 out of 5 average rating, 249 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).

Guest favourite
A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.
Guesthouse in Tampa Heights
4.88 out of 5 average rating, 392 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

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.
Condo in Tampa
4.98 out of 5 average rating, 227 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 favourite
A shaded area above the pool is provided by a large canopy. The clear blue water of the pool reflects sunlight, while a playful floating toy adds a charming touch. Colorful Adirondack chairs are positioned around the pool, alongside the welcoming white cabana.
Tiny home in South Seminole Heights
4.96 out of 5 average rating, 292 reviews

Tiny House: Walk to coffee, dinner and drinks!

Cabana Haya is an adorable 200 sq foot TINY pool/guest house featuring a queen-sized memory foam mattress, mini split heat/ac unit, smart TV, large bathroom, kitchenette stocked with cups, dishes, a microwave, a Keurig, a single burner cook top and tiny deck for outdoor relaxation by the pool (not heated). Cabana Haya is located in Historic Seminole Heights just minutes to Raymond James Stadium, Amalie Arena, The Tampa Riverwalk, Busch Gardens, The MidFlorida Amp , and all thing Tampa

Top Guest favourite
Home in Apollo Beach
4.94 out of 5 average rating, 134 reviews

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Guest favourite
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
A screened-in pool area features a turquoise pool surrounded by light-colored tile flooring. Two lounge chairs provide seating beside a small table with a red top. Sunlight casts soft shadows, creating a serene atmosphere for relaxation and enjoyment.
Home in Tampa
4.86 out of 5 average rating, 160 reviews

North Ybor escape with Private POOL and POOL TABLE

Safe Ybor home with screened in pool featuring a pool table for your entertainment. Located across the street from Al Barns Park which offers a baseball field, tennis & basketball courts, and a playground. Less than 15 minutes from Raymond James Stadium, 10 minutes away from Amelie Arena, 10 minutes away from the convention center and downtown Tampa, and only 4 minutes away from the Histroric Ybor City Strip where you will find restaraunts, cigars, bars, clubs, etc.

Guest favourite
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, 132 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 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, 147 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
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
4.91 out of 5 average rating, 129 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.

Top Guest favourite
A spacious sleeping area features a dark quilted bedspread and a ceiling fan providing airflow. Natural light enters through the nearby windows, illuminating the decor. The kitchen area is visible in the background, with dark cabinetry contrasting against lighter walls.
Guest suite in Ridgewood Park
4.96 out of 5 average rating, 358 reviews

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.

Guest favourite
A dining area features a wooden table paired with two chairs, positioned near expansive glass windows that overlook a pool area. Sunlight filters through the glass, illuminating the space and providing a view of lounge chairs beside the water and surrounding trees.
Guest suite in Tampa
4.95 out of 5 average rating, 294 reviews

Tranquil poolside guesthouse on the river

The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.

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 $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 690 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Progress Village holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Progress Village rentals

  • 4.8 Average rating

    Progress Village stays are highly rated by guests—averaging 4.8 out of 5!