
Vacation rentals with a pool in Southport
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Top-rated rentals with a pool in Southport
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Southport rentals with a pool
House rentals with a pool

Treehouse Farm - Sebago
We stayed for 2 nights in June, and we all wished we could have stayed longer. This house was perfect for 6 adults and 1 toddler as well as our 2 dogs. The house is absolutely beautiful, modern updated and very tastefully decorated. The kitchen and living room were a nice gathering area for us. We found the bedrooms comfortable and very peaceful for a good night sleep. The pool and outside was our favorite. The pool was perfect, clean & warm. We loved that it had a shelf that our toddler granddaughter could sit on and splash around. We didn't get to the fire pit, but that area was very nice as well. We had a great time, and we are hoping to get back again next year. We highly recommend this home and the host who was always easy to communicate with and highly responsive.

Upscale OOB Beach House | Seasonal Heated Pool
This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.

Luxe Liberty: Getaway with Heated Indoor Pool!
This was one of the most memorable places I have ever lived at! The property is huge, well maintained and just a perfect getaway spot with the right amount of amenities. Will definitely recommend this place 10/10 to anyone visiting Acadia National Park.

Coastal Retreat with Pool and Cheerful Vibes
We had a wonderful stay at John’s place, house was clean, comfortable, and stocked with everything we needed for a month stay. Private and beautiful surroundings, responsive and friendly host, and a great location to explore Maine and the upper east coast. Memories to last a lifetime! Would recommend anyone wanting to enjoy to coast of Maine to stay here and have a great time, so much to see and do. Thanks for sharing your home with us!

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
The house was spotless and centrally located for what we wanted to do in southern Maine. It was well stocked with quality toilet paper, napkins and Kleenex. We had plenty of towels for the hot tub and pool. It is updated and well taken care of. The hosts were extremely helpful and we didn’t see them at all, so the place felt very private. This was an amazing house and our kids had so much fun in the pool and playing corn hole on the large deck. Would recommend this house for families and couples in a heartbeat!

Lovely home with hot tub and pool
I had a wonderful stay., they were fantastic in accommodations for me and my service dog who loved the yard. The home is beautiful and the host was very accommodating. communication was great. I look forward to staying there when I’m in that area again.

2BR, Sea & Relax w/ Wells Reserve View
Cottage 2 br, well equipped kitchen and nice extra porch enclosed and furnished beachy decor. Backyard comfortable adirondack chairs for sitting. Near to beach with free parking if spots are available. plenty of restaurants and grocery nearby. Last cottage in the row and was quiet. Pool and hot tub on property. Would rent again.

House in the woods
Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!
Condo rentals with a pool

Cozy Beach Condo in Wells - Hot Tub & Pool!
Thank you for a great stay, Kathleen! My husband and I were celebrating our anniversary and both of our birthdays that week and needed a little get away. This was perfect for us. I wish the weather was better, but you can’t do anything about that. We ate great food, went to a movie, shopped, went to the Nubble lighthouse and more. We would definitely use Kathleen again. She also made arrangements to have my favorite hoodie sent back to me as I mistakenly left it on the back of the door. Great host and super cute place!

Stylish Designer Retreat on Langsford with Pool
My husband and I celebrate our anniversary by traveling somewhere and we really always try to find somewhere with the right balance of activities with a setting that helps us relax and reconnect.. this location and property was perfect for that. It is Located on a quiet street close enough to the hotspots but far enough to not be consumed by the traffic of visitors to the town. We even made friends with the neighbors. kennebunkport is a really nice town as well. For our anniversary, we were greeted with a sweet treat and the concierge service has been super attentive since booking to ensure we make the most of our stay. Unfortunately, the weather was not ideal To take advantage of the pool but it is such a great layout with a grill that we must return to enjoy it. Four nights and I was Still sad to leave. I’ll miss the night on the balcony of unit 2 and the ridiculously comfy bed. Thank you for everything.

Stars And Stripes
Absolutely our favorite place to stay!

Starfish Condo Wells Beach
This was a great find and enjoyed our 3 week there - We got to meet a few neighbors, and they were very nice as well - Very close to restaurants and Wells Beach - WIFI worked great as I work from home and the tip about leaving the second car at the Wells Transportation Center helped a lot ! Danielle was great with communication and rules - We would stay here again

Ocean View Studio Beach Condo
It was such a cozy, wonderful condo with ocean sounds and breezes right from the front door. Neighbors very kind and welcoming; never felt like a stranger from the first day! Although just a studio, quite spacious and very comfortable even when my husband and child came to visit! David always responded to any questions rather about the condo, condo building, or just a good place to eat! Just a lovely all around stay! All my classmates were jealous! :)

Relaxing Beachside Condo with Pool at Wells Beach
Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.

Generic Two Bedroom - Stair access only
Great place to stay for our family of 4. I asked for 3 beds and that request was made possible. I enjoyed the area and it was quiet and peaceful place to rest after walking around the beaches and or state parks. Amenities were very good and communication with the check in team was excellent.

Seaside Condo w/stunning views, 2 Queen sized beds
I just got back from a wonderful stay at Baci Salati "Salty Kisses" condo at Belle of Maine. The condo is cute and cozy. It was very clean and has all the amenities needed. It is in a great location near restaurants, beaches and the grocery store. Evelyn is a wonderful host and was very easy to communicate with. I'm looking forward to staying there again in the future.
Quick stats about vacation rentals with a pool in Southport
Total rentals
20 properties
Nightly prices starting at
G$60,671 GYD before taxes and fees
Total number of reviews
30 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- Freddy Beach
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Prouts Neck Country Club
- Bradbury Mountain State Park