Vacation rentals with a pool in Delaware County

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Top-rated rentals with a pool in Delaware County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

Condo in Afton

4.84 out of 5 average rating, 19 reviews

Charming Afton Condo w/ Community Pool!

Experience a stress-free stay at this newly-updated condo in Afton! This 1-bedroom, 1-bath vacation rental features a fully equipped kitchen, modern furnishings, and resort-style amenities perfect for your whole group. Spend the day soaking up the sun by the pool, tee off at the on-site golf course, or take a short drive to the Grand Lake O’ the Cherokees for unbeatable scenic views! When the day is done, fire up the grill and enjoy a home-cooked meal on the private patio with the ones you love.

Guest favorite

Condo in Afton

5 out of 5 average rating, 18 reviews

Golfers Paradise - TeeTime Hideaway

Take it easy at this unique and tranquil getaway. Less work and more golf is our motto here at Tee Time Hideaway. Nestled in the greens of Shangri La Golf located on Monkey Island you will enjoy this 1 bed, 1 bath condo uniquely decorated to be a Golfers Retreat in Shangri La Country Estates. Enjoy your central location just 1/4 mile from The Summit for your daily dose of iron. Furnished with a king size bed in the bedroom and a Queen size futon in the living room. Go long or go home!

Guest favorite

Rental unit in Afton

4.83 out of 5 average rating, 6 reviews

Golf dreams meet lake retreat

Located in the heart of the Shangri-La golf course, this corner unit was renovated in 2023 & offers over 1,700 square feet of living space. Vista Towers offers family friendly activities from golfing, spending a day on the water, or enjoying pickleball & the big game at The Anchor. Located close to Shangri La Resort and Spa, this unit sits on a panoramic view of the 2nd hole of Shangri La’s Legends golf course. This beautiful unit offers world famous fishing & lake entertainment for everyone.

Guest favorite

Condo in Afton

4.94 out of 5 average rating, 48 reviews

Ooh La Shangri La - Lofted Condo with Golf Cart

Anchors Aweigh! Welcome to this beautiful condo in a gated community in Shangri La on Monkey Island on Grand Lake. You will be sure to find all the comforts of home for the whole family. Soak up the sun at the community pool or take a quick golf cart ride (available to rent!) to The Anchor where the kids can run wild. Enjoy a round of golf or one of the many bars and restaurants on Monkey Island. ** Click the ♡ on the upper right-hand corner so you can find us later and share us with others **

Guest favorite

Home in Afton

5 out of 5 average rating, 9 reviews

Luxury Lake Living on Grand main

You will love our spacious 5-bedroom, 5-bathroom retreat, complete with a luxurious hot tub, pool and pickleball/basketball court. This contemporary home offers ample space for your group, ensuring comfort and privacy. Modern amenities, stylish decor, and a fully equipped kitchen make it the perfect home away from home. Enjoy the hot tub and the view of the lake. The game room boasts an 85" TV with PS5, Dart board and shuffle board. So much fun and relaxation to be had at the Fire Water Escape!

Superhost

Home in Kansas

4.79 out of 5 average rating, 14 reviews

The Hangout @ Flint Creek

Escape to a serene 3-bedroom, 2-bath woodland retreat that sleeps 6+ Perfect for families, couples, or friends, this peaceful getaway in a gated resort offers scenic walking paths, pools, golf, and river floats nearby. For adventure, visit Arrowhead Speedway, Natural Falls State Park, Fidlers Bend, or explore local caves and waterfalls. Whether you’re seeking excitement or relaxation on the porch, this tranquil haven has something for everyone. We look forward to hosting your stay!

Guest favorite

Home in Afton

5 out of 5 average rating, 16 reviews

#MonkeyIslandHideaway at Grand Lake, Oklahoma

Incredible 5 bedroom waterfront home, minutes from Shangri La resort (golf, spa, and restaurants) on Monkey Island. Well appointed and spacious, perfect for entertaining any group. Steps away from boat slip at community dock, community pool, and private hot tub on deck. 4 bedrooms and 3 bathrooms on the main floor, and an additional upstairs living area/bunk room with private bath. Plenty of seating for meals and additional space on the back deck overlooking the water.

Superhost

Tiny home in Afton

4.73 out of 5 average rating, 11 reviews

Monkey Island Hide Away

This is a great location to enjoy all the island has to offer. Convenient to restaurants, nightlife, Resort life, Golf , Lake life and much more all within minutes of this location. This wonderful tiny home is located on the island within Monkey Island RV Park. Included wiith your stay, you will have access to the parks playground, swimming pool, bath house and laundromat all located within the park. (pool opens May 1)

Superhost

Place to stay in Grove

4.82 out of 5 average rating, 45 reviews

Waterfront 1 Bedroom/Cabin I/Newly Remodeled

Groveport Resort consists of 10 waterfront cabins. The property has 500+ ft. of shoreline, two boat docks, a boat launch, firepits, and a waterfront bar & grill. All of this in a protected cove on beautiful Grand Lake O' the Cherokees. We're also located within the city limits of Grove, Oklahoma near dining, shopping and attractions. the sounds of nature when you stay in this unique place.

Superhost

Condo in Afton

5 out of 5 average rating, 6 reviews

3 bedroom at Grand Lake

Situated on a peninsula in Grand Lake O' the Cherokees, an area known as Monkey Island in Northeast Oklahoma invites you to play on 60,000 acres of sparkling lakes and 1,300 miles of shoreline with every activity you can image in and out of the water. Grand Lake's friendly Midwestern hospitality makes every generation feel right at home, from newlyweds to tiny tots to doting grandparents.

Superhost

Serviced apartment in Afton

4.9 out of 5 average rating, 29 reviews

Grand Lake 2 Bed/2 Bath Condo Resort ~ Pool ~ Hot Tub

***Condo: spacious 2 bedroom/2 bath home (1,075 square feet) with a king bed in the master bedroom, two twin beds (request if you would like a Queen bed in the 2nd bedroom) in the guest room and one Murphy bed in the living room. Additional amenities include a full kitchen and dining area, fireplace, washer and dryer and balcony. Maximum occupancy is 6 people.

Superhost

Serviced apartment in Afton

5 out of 5 average rating, 3 reviews

Grand Lake Studio Condo at WorldMark by Wyndham

There is no cleaning fee and guests are not expected to clean anything upon departure! You can leave the condo as-is when checking out :) The resort requires a valid ID and credit/debit card for check in. There is a $250 refundable deposit required. Please provide the full name you would like to use for the reservation when booking.