
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.
0 of 0 items showing
1 of 3 pages
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
Guest favorite

Home in Ogunquit
4.95 out of 5 average rating, 73 reviewsOpening May 16th
MaryRating, 5 stars6 months ago
Accomodations exactly as shown in pictures. Kitchen is definitely well equipped with all of the essentials and more. Ice cream shop right next door is great and The Lobster Pound on the other side is excellent. You can walk to shops and restaurants downtown but we had no problem finding parking in the evening so we could enjoy the awesome restaurants.
Guest favorite

Home in Old Orchard Beach
5 out of 5 average rating, 33 reviewsLove OOB! NEW 3 BR, 2.5 BA Maine Home
LoriRating, 5 stars8 months ago
Heather’s place was by far the most well maintained and clean Airbnb our family has ever stayed in. She was responsive and kind with all our needs. The pool was conveniently located right across the road and a beautiful place to spend the warmer day. Walking to the OOB trolly, seafood restaurants and the best ice cream place we’ve visited yet. We look forward to making Heather’s place and a trip to the Maine coast an annual family vacation.
Top guest favorite

Home in Sebago
5 out of 5 average rating, 15 reviewsTreehouse Farm - Sebago
JasmineRating, 5 stars5 days ago
We had a great stay. Our kids especially loved the hot tub and fire pit and the cozy bed upstairs. Beds were all very comfortable and clean. Host was responsive and left clear instructions. We would have loved to stay longer but it was still great just for one night.
Superhost

Home in Wells
5 out of 5 average rating, 3 reviews210 Sea Castle Circle
VincentRating, 5 stars7 months ago
Very nice place, everything was clean and smelling good, we felt right at home! Comfortable beds except the single one which we could feel the springs. Expensive parking everywhere near the beach, be advised, but free parking at the house. Everyone at the place was friendly. The only thing mmissing would be coffee pods, for the rest, everything was there!
Guest favorite

Home in Old Orchard Beach
4.97 out of 5 average rating, 34 reviewsUpscale OOB Beach House | Seasonal Heated Pool
MichaelRating, 5 stars2 weeks ago
Great place and an even better host! Everything was seamless and I was able to contact Jason with no issues at all!
Guest favorite

Home in Old Orchard Beach
5 out of 5 average rating, 58 reviewsThe Happy Cottage w/Pool & Hot Tub
JanelleRating, 5 stars7 months ago
Beautiful little neighborhood! Loved the front porch to sit and drink coffee. Beds were comfortable. It was clean and very accurate descriptions. Close to highway to go to all the attractions.
Guest favorite

Home in Mechanic Falls
5 out of 5 average rating, 19 reviewsLovely home with hot tub and pool
AngelicaRating, 5 stars6 months ago
Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!
Top guest favorite

Home in Old Orchard Beach
5 out of 5 average rating, 40 reviewsOur Beach House Getaway
JenniferRating, 5 stars8 months ago
It was exactly as the pictures on the website. I reached out to Linda prior to leaving. She was very responsive answered all my questions. Great memories made with the family this week. Would definitely come back again. The ease of getting in and out of old Orchard Beach was great. Was only a 3-4 min drive to the beach. The pool there was a huge hit with the grandkids as the ocean in Maine is never really that warm.
Condo rentals with a pool
Superhost

Condo in Ogunquit
4.74 out of 5 average rating, 19 reviewsLovely 1 Bedroom condo with amazing ocean view
FrankRating, 5 stars8 months ago
Marko was outstanding with responses and caring about our stay. The location is perfect.. walking distance to everything! And the VIEW was more beautiful than the photos!
Top guest favorite

Condo in Wells
4.96 out of 5 average rating, 28 reviewsCozy Beach Condo in Wells - Hot Tub & Pool!
SharonRating, 5 stars1 day ago
We went for a weekend trip it rained most of the time but we still had a great time. The movie theater is right across the street. We got a chance to walk on the beach when the rain stopped. Great time! Great place! Great location! Thank you!
Superhost

Condo in Ogunquit
5 out of 5 average rating, 3 reviewsOgunquit one bedroom walk to beach
MimiRating, 5 stars9 months ago
Great location and spacious one bedroom suite with hot tub! InnSeason Resorts is not in downtown Ogunquit but we walked there in about 20 minutes, which we didnt mind. Footbridge Beach is less than a 10 minute walk away. There are many restaurants, shops and markets close by mostly by car but also two restaurants right next to the resort! I didn’t expect such a spacious place. The bedroom is large with a king size bed and ensuite hot tub and sink (the bathroom has its own sink as well). The kitchen has everything one can possibly need with a one burner portable stove. Katy was super responsive and helpful. The staff at the resort are also wonderful and accommadating. I highly recommend this for couples and parents with one or two kids!
Guest favorite

Condo in Ogunquit
4.98 out of 5 average rating, 44 reviewsLovely Seaglass Studio, Pool, Walk to Everything!
IanRating, 5 stars6 months ago
I booked this place because of reviews indicating the place was clean, spotless and I can confirm it was. It's right off of Highway 1, about 20-min walk from the town center. Thank you Denise for being a great host and for being very responsive and flexible.
Guest favorite

Condo in Wells
4.84 out of 5 average rating, 178 reviewsTwo-Bedroom Condo on the Wells/Ogunquit town-line
EverRating, 5 stars2 weeks ago
100 percent recommended!!
Guest favorite

Condo in Wells
4.91 out of 5 average rating, 90 reviewsStarfish Condo Wells Beach
Kay-LeeRating, 5 stars1 month ago
Danielle was an excellent host. super responsive, and flexible when we needed it ! the rental is lovely and was a joy to stay in. the area was quiet and private 😁
Superhost

Condo in Wells
4.71 out of 5 average rating, 7 reviewsAwesome get away spot in Wells!
ManuelaRating, 5 stars6 months ago
Lovely cottage with EVERYTHING you need (e.g, kitchen & bath items are very well stocked with many options - condiments, coffee/tea, hair dryer, towels, health & beauty products - you name it!)! The location is close to lovely attractions and eateries. We visited Lobster Pt. Lighthouse and took a cliff walk - beautiful views! Ogunquit beach is also close by. Highly recommend Hobbs Harborside Restaurant - great seafood! Diane was a very accommodating and responsive host! It was the perfect location for our weekend getaway.
Superhost

Condo in Wells
4.75 out of 5 average rating, 126 reviewsGeneric Two Bedroom - Stair access only
Rose-MarieRating, 5 stars2 months ago
The condo was very clean, tasteful decorated. Beds were comfortable. Loved the big table to play games and the living room was cozy for the evening and morning chats. Pretty views.
Destinations to explore
- China Vacation rentals
- Portland Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Québec City Vacation rentals
- Hotel rentals South Portland
- Rentals with a fire pit South Portland
- Kid-friendly rentals South Portland
- Apartment rentals South Portland
- Waterfront rentals South Portland
- Rentals with beach access South Portland
- Private suite rentals South Portland
- Rentals with a fireplace South Portland
- Rentals with outdoor seating South Portland
- Condo rentals South Portland
- Rentals with breakfast South Portland
- Fitness-friendly rentals South Portland
- Pet-friendly rentals South Portland
- Rentals with a patio South Portland
- Family-friendly rentals South Portland
- Rentals with a washer and dryer South Portland
- House rentals South Portland
- Rentals with pools Cumberland County
- Rentals with pools Maine
- Rentals with pools United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Wells Beach
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- King Pine Ski Area
- Wentworth by the Sea Country Club
- Crescent Beach
- Parsons Beach
- Mothers Beach
- Ferry Beach
- Cliff House Beach
- Palace Playland
- Portland Museum of Art
- Wolfe's Neck Woods State Park
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Laudholm Beach
- Arundel Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes