Some info has been automatically translated. Show original language

Vacation rentals with a pool in Southport

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Southport rentals with a pool

House rentals with a pool

Guest favorite
A charming two-story home features a green-shingled exterior and a gabled roof. Large windows allow natural light to fill the interior. A white front door stands at the center, with a covered entryway. A fenced area is visible in the foreground, alongside designated parking spaces.
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.
Guest favorite
A charming beach home features a pitched roof and warm red siding. The covered front porch is accented with white railings, providing a welcoming entrance. Bright windows enhance natural light, while a neatly landscaped area surrounds the home, contributing to its overall appeal.
Home in Old Orchard Beach
4.97 out of 5 average rating, 34 reviews

Upscale OOB Beach House | Seasonal Heated Pool

MichaelRating, 5 stars1 week 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
A refreshing swimming pool is surrounded by a spacious concrete deck, featuring blue lounge chairs and striped umbrellas. The pool’s inviting turquoise water reflects the overcast sky, while a community center can be seen in the background.
Home in Old Orchard Beach
5 out of 5 average rating, 58 reviews

The Happy Cottage w/Pool & Hot Tub

JanelleRating, 5 stars6 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
The oceanfront cottage features a large wrap-around double deck porch and multiple outdoor seating areas. The sandy beach extends directly to the base, while stairs lead up to the entrance. The inviting structure is surrounded by a relaxing atmosphere, enhanced by the presence of nearby dunes.
Home in Old Orchard Beach
4.9 out of 5 average rating, 10 reviews

Oceanfront Cottage 1

LoganRating, 5 stars1 month ago
We had a wonderful time! Going during off season was very peaceful and quiet will definitely book again in the future!
Guest favorite
The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.
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
A two-story cape-style home is featured, showcasing a welcoming front porch with two blue chairs and potted plants. The exterior includes light brown siding and a gray roof, surrounded by a well-maintained yard and ample parking space.
Home in Old Orchard Beach
5 out of 5 average rating, 40 reviews

Our Beach House Getaway

JenniferRating, 5 stars7 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.
Guest favorite
An aerial view captures a spacious community area featuring a large swimming pool surrounded by lounge chairs. Lush greenery envelops the setting, enhancing the tranquil atmosphere. A small pond reflects the landscape, with walking paths guiding residents between the pool and neighboring homes.
Home in Arundel
5 out of 5 average rating, 7 reviews

Maritime Meadows – Charming Resort-Style Home!

GaryRating, 5 stars6 months ago
We thoroughly enjoyed our nearly two week stay at the Cottage Preserve. Franny was especially helpful with our questions.
Guest favorite
A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars6 months ago
Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Condo rentals with a pool

A sparkling swimming pool is surrounded by a fence, with four white chairs arranged nearby. Sunlight reflects off the calm water, creating a serene atmosphere. The view includes a clear sky and a distant building, enhancing the outdoor environment.
Condo in Old Orchard Beach
4.78 out of 5 average rating, 9 reviews

30 second walk to Beach- Pool-Outdoor Shower

AleeshaRating, 5 stars9 months ago
place is perfect for my parents who are older and can easily get in and out of the condo. fellow people at the condo are nice and respectful.
A clear blue sky overlooks a serene swimming pool surrounded by a white picket fence. The pool area features lounge chairs and is framed by lush green grass. In the background, a two-story building with multiple windows is visible, set among trees.
Condo in Damariscotta
4.74 out of 5 average rating, 53 reviews

Beautiful Midcoast Maine Condo with inground pool

MarieRating, 5 stars7 months ago
This is the second time that we stayed at Allen's place, and we have already booked a stay for 2025. The condo is clean, tastefully decorated, and equipped with everything we needed for our stay. It is located in a great location to explore the coast, head north one day, and south the next, etc. It is quiet and secure and Allen and Cheryl are quick to answer questions. I can't recommend their place highly enough!!
Top guest favorite
A vibrant view captures the amusement park, featuring a large Ferris wheel and colorful attractions. The beach stretches in the background, illuminated by a soft, pastel sunset. A lively crowd gathers below, enjoying the bustling atmosphere of the town square.
Condo in Old Orchard Beach
5 out of 5 average rating, 15 reviews

LUXURY OCEANFRONT CONDO Best Location on the beach

JennyRating, 5 stars9 months ago
This place had everything we needed. The view was spectacular! We really enjoyed seeing fireworks from the deck. The home was very clean, kitchen fully stocked. We loved hearing live music each day and night. So much walkable fun for the kids. We had a wonderful stay!
The outdoor pool is set within a fenced area, surrounded by lush greenery. A shaded pavilion stands nearby, offering lounge space. The setting features a gentle slope of grass leading to the pool, with a clear sky and scattered clouds enhancing the serene atmosphere.
Condo in Kennebunkport
4.8 out of 5 average rating, 5 reviews

Quiet resort condo close to Goose Rocks beach

ChristinaRating, 5 stars9 months ago
Enjoyed the amenities here and the quiet solitude. Goose Beach is very close and Tania provided chairs, towels, and umbrella to make beach days a breeze.
The community pool is surrounded by a deck featuring numerous lounge chairs and tables with umbrellas for shade. Lush greenery lines the perimeter, providing a serene backdrop, while the crystal-clear water invites relaxation.
Condo in Old Orchard Beach
4.83 out of 5 average rating, 30 reviews

Great Vacation-2 BR Condo, Beach, Amenities, Fun!

BrianRating, 5 stars44 months ago
Alice’s condo in Old Orchard Beach is exactly as advertised. It was in sparkling condition when we arrived, it’s a very short walk to the beach (when we were able to tear the kids away from the pool!), and it is the perfect distance from the center of town: close enough to walk, but far enough away to enjoy some privacy and distance from the crowds. We even managed to squeeze in a quick workout in the small gym. We would absolutely stay here again. Thank you so much, Alice!
An indoor pool area features clear water surrounded by spacious tiled flooring. Comfortable red loungers are positioned around the pool, with large windows offering views of the outside. Potted plants add touches of greenery, enhancing the tranquil setting.
Condo in Old Orchard Beach
4.78 out of 5 average rating, 37 reviews

Gorgeous OceanView condo and Grand Victorian - #301

JonRating, 5 stars7 months ago
Check in is super simple and quick with friendly front desk staff. The condo has an open concept kitchen/living room which allows continuous interaction with family. 2 full bathrooms were more than enough to accommodate 4 adults and 2 children. Both bedrooms were very accommodating for all of us. You will have your own parking spot the entire length of your stay, a 2nd car will have to park in a separate lot about a block away from the actual condo. Everything you could need is in walking distance unless you want to travel outside of old orchard, you won’t need to touch your car. The best part for us with young children was how close the beach was this was a MUST for us and it was perfect. Thank you for allowing us to stay in your home. We would definitely come back if you would have us again.
A panoramic view of the beach is captured from a balcony, featuring gentle waves lapping at the shore under a bright sun. The shimmering water reflects sunlight, while a sandy area stretches across the foreground, enhancing the coastal atmosphere.
Condo in Old Orchard Beach
4.67 out of 5 average rating, 3 reviews

Old Orchard Beach Oceanfront Condo w/ Pool

MartinRating, 5 stars7 months ago
Great place to enjoy the beach and the neighborhood 😃

Quick stats about vacation rentals with a pool in Southport

  • Total rentals

    20 properties

  • Nightly prices starting at

    $290 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Lincoln County
  5. Southport
  6. Rentals with pools