
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

5BR Heated Pool Home in Brandon - Pool Table

3 Bedroom w/ Pool-near Downtown/ Bush Gardens

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

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

The Ranch House

Charming, historic home two blocks from Bayshore!

Private Outdoor Heated Pool and Fenced Backyard

Tampa, pool, fun and relaxing!
Apartment rentals with a pool

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

Tiki Themed Waterfront Condo on Tampa Bay

Beach Condo with water view!

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

Beautiful and spacious condo centrally located

Modern Waterfront Condo - Captivating Sunset Views

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

Big Oasis at Little Harbor!
Other holiday rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

Tampa Oasis: Relax & Unwind near Downtown Tampa

Workers Paradise | Spacious | Saltwater Pool!

Serene 4BR Lakeside Retreat | Central Location

The water fall house

Modern 4 BR Heated Pool House w Theater Game Room

Brandon home -Salt Pool, Lanai Kitchen & Game Room

Lakeview Retreat with Private Pool Perfect Getaway
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Streamsong Resort
- Jannus Live
- North Beach
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Bok Tower Gardens
- Fort De Soto Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Fred Howard Park