
Vacation rentals with a pool in South Portland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South Portland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for South Portland rentals with a pool
House rentals with a pool

Opening late April !

Treehouse Farm - Sebago

Pool and walking distance to beaches! Amenities!

Cozy Knights Hill Home

The Happy Cottage w/Pool & Hot Tub

Our Beach House Getaway

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Large Historic Home with Pool & Hot Tub
Condo rentals with a pool

Lovely 1 Bedroom condo with amazing ocean view

Cozy Beach Condo in Wells - Hot Tub & Pool!

Ogunquit one bedroom walk to beach

Lovely Seaglass Studio, Pool, Walk to Everything!

Two-Bedroom Condo on the Wells/Ogunquit town-line

Starfish Condo Wells Beach

Awesome get away spot in Wells!

Generic Two Bedroom - Stair access only
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- Wells Beach
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Purity Spring Resort
- Popham Beach State Park
- Wentworth by the Sea Country Club
- King Pine Ski Area
- Crescent Beach
- Mothers Beach
- Parsons Beach
- Pemaquid Beach
- Funtown Splashtown USA
- Ferry Beach
- Laudholm Beach
- Portland Museum of Art
- Palace Playland
- West Shore Sandy Beach
- Crescent Beach State Park
- Cliff House Beach