Vacation rentals with a pool in South Portland

Find and book unique homes with a pool on Airbnb

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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 reviews

Opening 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 reviews

Love 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 reviews

Treehouse 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 reviews

210 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 reviews

Upscale 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 reviews

The 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 reviews

Lovely 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 reviews

Our 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 reviews

Lovely 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 reviews

Cozy 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 reviews

Ogunquit 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 reviews

Lovely 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 reviews

Two-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 reviews

Starfish 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 reviews

Awesome 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 reviews

Generic 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.

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