
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Progress Village rentals with a pool
House rentals with a pool

*Apollo Escape* – Canalfront Home + Private Pool

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

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

Huge pool, deck & yard- Sleeps 7- feels like home

Brandon Oasis-Salt Pool, Lanai Kitchen & Game Room

Villa Paradiso

Charming, historic home two blocks from Bayshore!
Apartment rentals with a pool

Tiki Themed Waterfront Condo on Tampa Bay

Beach Condo with water view!

Spectacular beach to bay views from this resort.

Modern Waterfront Condo - Captivating Sunset Views

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

SHEEK and Glam- heated pool Updated! 3 mi to beach

Big Oasis at Little Harbor!

Literally: 15 steps to the Pool, GroundFloor Condo
Other holiday rentals with a pool

5BR Heated Pool Home in Brandon - Pool Table

Amazing Pool Oasis*15 min Downtown Tampa*Lake view

The water fall house

Modern 4 BR Heated Pool House w Theater Game Room

Appealing Duplex in 55+ Community

The Ranch House

Spacious House w/ Pool & Hot Tub near Tampa

3BR House |Backyard |Pool |BBQ Grill |Travel Crib
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Amalie Arena
- Coquina Beach
- Lido Key Beach
- Cortez Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- Streamsong Resort
- Jannus Live
- North Beach
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park