
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

Coastal, 3 bedroom, 2 bath home with pool!

Willow Creek Homestead Indoor Pool Lake Access

Upscale OOB Beach House | Seasonal Heated Pool

New Listing! Pool, Hot tub & Lakes! Mins to Sebago

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

Unique Church Firepit Hammock Stock Tank Pool

Maritime Meadows – Charming Resort-Style Home!

Lovely Beach house in GRB - Heated pool!
Condo rentals with a pool

Stylish Designer Retreat on Langsford with Pool

Stars And Stripes

Wells Condo Retreat!

RARE 3 bedroom at The Resort Goose Rocks Beach!

Starfish Condo Wells Beach

Generic Two Bedroom - Stair access only

Ocean View Studio Beach Condo

Seaside Condo w/stunning views, 2 Queen sized beds
Other vacation rentals with a pool

Maine Coastal Village Getaway

Love OOB! NEW 3 BR, 2.5 BA Maine Home

Treehouse Farm - Sebago

A mile from the ocean, brand new, clean and comfy.

Beautifully renovated 2-bedroom cottage

Cottage in Wells Maine

Atlantic Ocean Suites - Sand Castle Suite 7

Beach Cottage on the Marsh Wells, ME
Quick stats about vacation rentals with a pool in South Portland
Total rentals
30 properties
Nightly prices starting at
R882 ZAR before taxes and fees
Total number of reviews
450 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Rentals with a patio South Portland
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- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Short Sands Beach
- Popham Beach State Park
- Pemaquid Beach
- Popham Beach, Phippsburg
- Pemaquid Point Lighthouse
- Funtown Splashtown USA
- East End Beach
- Dunegrass Golf Club
- Laudholm Beach
- Crescent Beach State Park
- Wentworth by the Sea Country Club
- Parsons Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Willard Beach