Vacation 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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Guest favorite

The sleeping area features a cozy bed adorned with neutral-toned linens and decorative pillows. Three framed botanical prints are displayed on the wall above the bed. A bedside table with a lamp and a small potted plant is positioned next to the bed.

Apartment in Tampa

4.9 out of 5 average rating, 168 reviews

Private 1 Bed Apt with Pool and water front.

Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

Guest favorite

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

4.93 out of 5 average rating, 219 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).

Top guest favorite

The pool area is illuminated under the night sky, reflecting soft light from surrounding palm trees and buildings. Features include a clear blue water surface and poolside seating. Soft lighting enhances the relaxing ambiance of the resort-style community.

Condo in Tampa

4.98 out of 5 average rating, 218 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 favorite

An expansive outdoor pool area is surrounded by palm trees and lounge chairs. Poolside cabanas provide shaded seating. The surrounding landscape features manicured lawns and nearby residential buildings. Clear skies highlight the bright, inviting water of the pool.

Apartment in Tampa

4.9 out of 5 average rating, 30 reviews

Tampita Inn #2

Your family will be close to everything when you stay at this centrally-located place.This 1d/1ba apartment that can sleep up to 5 people is the best value in Tampa Bay. TV and WIFI is included on your stay. This apartment is located a great area of Tampa. You can get pretty much every where in 5-15min driving. The beach and a trail is 15 min away. Bush Gardens, Adventure Island and Airport is 15min away. Beautiful downtown and Tampa aquarium are 10min away. You will enjoy the best of Tampa!

Guest favorite

A bright studio suite features a spacious bed adorned with a vibrant yellow floral blanket. A comfortable seating area includes a brown sofa, while a light fixture and side table enhance the space. Large windows provide natural light, and a ceiling fan adds airflow.

Guesthouse in Riverview

4.91 out of 5 average rating, 11 reviews

Senda Suite

Small and beautiful second floor studio suite (stairs only) on a sprawling tucked away estate. Includes all the key amenities need for a wonderful stay, including induction hot plate, coffee maker, subscriptions to Netflix on 4K TV, dedicated workspace that doubles as a dining area and incredible double vanity and Spanish inspired tiled shower. Estate includes many trees, birds of prey, small insects and critters like teeny lizards, enjoy the best of Florida with fantastic sunrises.

Top guest favorite

A tranquil outdoor space is presented, featuring a large tree with a hanging lantern, surrounded by well-maintained grass and landscaping. A brick pathway leads to a charming suite in the background, with seating options visible nearby, enhancing the inviting atmosphere.

Guesthouse in Valrico

5 out of 5 average rating, 39 reviews

Little Art Under the Oaks

Nestled under a sea of Grandfather Oaks, this stand alone suite is your ticket to tranquility. Enjoy a king size bed, full bath, coffee bar, mini fridge and cozy nook for reading or watching TV. Roku guest access available for personal channel streaming and complimentary breakfast served daily in the main house. Pool, lanai and fire pit are just a few more of the perks this home oasis has to offer. So sit back, relax and forget about life for a while at Little Art Under the Oaks!

Guest favorite

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, 186 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 swimming pool area is enclosed by a screened structure, featuring a sparkling pool and a hot spa. Sunlight reflects off the water, and the surrounding space includes a concrete deck area. Lush greenery is visible beyond the fence, adding privacy to the setting.

Villa in Brandon

4.81 out of 5 average rating, 113 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 favorite

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, 142 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 favorite

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

Home in Tampa

4.95 out of 5 average rating, 118 reviews

Private House with Pool and Cabana

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

Guest favorite

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

4.93 out of 5 average rating, 112 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.

Guest favorite

An open-plan living area is presented, featuring a dark sofa adorned with yellow and gray cushions. A modern kitchen with dark cabinetry is visible, alongside a dining table set for six. Natural light filters in, complementing the neutral color palette and tile flooring.

Townhouse in Riverview

4.94 out of 5 average rating, 31 reviews

Cozy townhome near downtown Tampa/Busch Gardens

3/2.5 townhome in the most desirable part of Tampa! Short drive to restaurants, retail stores/outlets, Busch Gardens, and Downtown! Also close to major highways. Sleeps 8 comfortably, 10 with the exception of a 4" trifold mattress and a folding rollaway bed. Perfect for a family getaway or even an intimate vacation alone with your spouse, and or even friends!