Vacation rentals with a pool in South Portland

Kennebunk/Kennebunkport Beach House w/Pool!

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances In-ground pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen

Spacious Log Home in private, peaceful setting- 5mi to Ogunquit beach! Pool, hot tub, outdoor dining, full outdoor kitchen. Packed with character, this home the perfect Maine getaway. After a long day at the beach, relax by the heated, saltwater pool or take a dip in the hot tub. Grill in the outdoor kitchen & sit around the firepit table. Stars are shining and deck & pool are glowing with string lights at night! 5 bedrooms, 3.5 baths- 2 are master suites w/ ensuite baths directly off the pool.

Lakeside cabin in the woods

Relax with the whole family at this peaceful four-season cabin. Access to private association beach and public boat launch. Open floor plan with cathedral ceilings and spiral stairs to second floor or full basement. Enjoy dinner inside the private fenced yard beside the saltwater pool (mid May-Oct) and s’mores at the fire pit beside the screened pool house. Explore your own private nature trails on the property’s 10 acres with educational signs or sip coffee in the morning as the deer graze.

Cheerful 2 Bdrm Home with Pool!

Immaculate 2 bdrm condo in private gated community. Unlimited access to 2 outdoor heated pools, clubhouse with game room (ping pong, foosball, shuffleboard, poker room) and fitness center. Enjoy social gatherings with other guests at the clubhouse or dine-in at your wooded backyard setting. Nestled within a 200-acre nature preserve in a modern community that has miles of walking/biking trails. A short drive away from Portland and Kennebunkport, ME and minutes to close by beaches.

Cozy beach cottage with pool & hot tub

Relax and enjoy the beauty of Wells Beach and surrounding area in our cozy cottage. We are part of a community complete with a heated pool, hot tub, play ground, & more! Wells Beach is less than 2 miles away. Our cottage is most comfortable for 2-3 people. *For sanitary reasons, we do not provide blankets. We ask that you please bring your own. Sheets and pillowcases will be left on the full bed and additional linens for the other beds can be rented from the main office

1 bedroom with pool, walk to the beach.

Walk to everything and save time and money spent on parking. This peaceful and centrally-located condo is only a half mile to town and 3/4 mile to the main beach. It is flanked by Daddy's Home Made Ice Cream and the Lobster Pound Restaurant, & breakfast options are across the street. Angelina's Ristorante and the Beachfire Grill are just a brief walk north. Ogunquit is home to one of the most beautiful beaches in the world, less than a mile away from our cottage.

OOB Oasis - 5BR private Retreat w/ Pool

Welcome to our stunning home, and your private oasis in Old Orchard Beach! Inside, this custom-built home features 3 suites (each with its own private bathroom), a gourmet kitchen w/ high-end appliances, a sprawling open floor plan, and ample parking for large groups. Outside, you'll find a large fenced backyard, deck with BBQ grill, and in-ground pool perfect for cooling off on hot summer days.

Beautifully renovated 2-bedroom cottage

Your family will be close to everything (beach, restaurants, shopping and activities) when you stay at this centrally-located cottage with gorgeous water view of the Rachel Carson Reserve. Mike's Clam Shack, Congdon's, The Steakhouse, food trucks right across the street and more all within walking distance. One Mile to Wells Beach.

Heated Pool! Gorgeous Home Close to Kennebunkport

Welcome to your perfect vacation retreat in Arundel, Maine! This private home, nestled at the end of a tranquil dead-end road, offers an idyllic escape for you and your loved ones. With a range of amenities and a prime location, this 4-bedroom, 3-bathroom haven is the ideal destination for relaxation and enjoyment.