Vacation rentals in Monkey Island

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Top-rated vacation rentals in Monkey Island

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Guest favorite

Condo in Afton

5.0 out of 5 average rating, 6 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!

May 31 – Jun 7

G$24,690 GYD per night

Guest favorite

Barn in Afton

5.0 out of 5 average rating, 20 reviews

Monkey Island Caddyshack

Welcome to Grand Lake O’ the Cherokees! Enjoy a stay in a rustic barndominium on the one & only Monkey Island where you’re only a golf cart ride away from bars, restaurants, Shangri-La Resort & Golf Club and more. You’ll find easy access to the lake with a public boat ramp only 100yds away. Whether you’re looking for a peaceful weekend getaway, to take advantage of world renowned fishing & golf, or enjoy being on the lake with family & friends, you’re bound to make memories you’ll never forget!

Dec 2 – 9

G$19,757 GYD per night

Guest favorite

Condo in Afton

4.96 out of 5 average rating, 26 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 **

Aug 23 – 30

G$46,623 GYD per night

Guest favorite

Home in Afton

4.98 out of 5 average rating, 122 reviews

Nanny's Guesthouse near Grand Lake, Grove, OK

Charming and comfy, this recently updated three bedroom home features open spaces, a full kitchen, private drive, back patio & grill, and plenty of parking. It is minutes from Grand Lake and 10/15 mins. from local restaurants, shopping, and local movie theater. The closest boat ramp is 7 miles. We are 5 mins from Grand Lake Casino and 15 mins. from Shangri-La Resort & Golf course. Nearest airport: Tulsa~ 78 miles Joplin, MO~45 miles Check us out/leave a comment on Facebook @Nannysguesthouse

Dec 9 – 16

G$32,473 GYD per night

Guest favorite

Chalet in Afton

4.94 out of 5 average rating, 35 reviews

Hot tub, Shangri La 1mi, next to Battlefield Par 3

Welcome to The Highlander House! A contemporary rustic feel, nestled within the trees, allowing for privacy when using the hot tub or enjoying a meal on the wrap around patio. With room for nine, this place exudes comfort and peace, only yards from the lake. We're just past the brand new Battlefield Par 3 golf course, one mile from Shangri-La, walking distance to The Shebang restaurant & everything else at your fingertips. Golf, fishing, boating or simply reading a book; It's all here for you

Nov 2 – 9

G$96,378 GYD per night

Guest favorite

Cabin in Afton

4.9 out of 5 average rating, 10 reviews

Luxury Lake Living on Grand 1

Welcome to our charming Grand Lake getaway, where tranquility meets adventure! Nestled on the shores of Duck Creek on Grand, our luxury lake cabin offers a perfect blend of relaxation and recreation for your next escape. Immerse yourself in the breathtaking views of the sparkling water and surrounding nature. Step inside our well-appointed 1 bed 1 bath cabin where you will enjoy a kitchen and 65" tv and fireplace. Once outside there is a nice deck with grill and hot tub as well as firepit.

Jan 16 – 23

G$32,603 GYD per night

Guest favorite

Home in Afton

4.88 out of 5 average rating, 59 reviews

Calhoun lake house on Monkey Island at Grand Lake

Come relax at this peaceful, cozy lakehouse in the heart of Monkey Island. Launch your boat across the street at the private ramp & take advantage of the opportunity to fish in "The Crappie Capitol of the World", or use our kayaks and enjoy paddling in the cove! Welcome golfers at the award winning Shangri la golf course & par 3 Battle Field less than 1 mile away. Welcome small dogs for addtl fee. Enjoy the nearby night life entertainment, restaurants, & golf/walking trails. Q & full bed

Nov 28 – Dec 5

G$30,420 GYD per night

Guest favorite

Cabin in Grand Lake

4.89 out of 5 average rating, 122 reviews

Cabin with large deck, amazing views of Grand Lake

Relax at our family friendly lakefront cabin. Clean and functional living space. Large deck with beautiful views of Grand Lake. Shorefront access with stairs. Enjoy sunrises and sunsets on the deck or in the sunroom. Kitchen is fully stocked with all necessities. Extra linens, towels, and toiletries provided. Gas grill on upper deck. Only a 10 minute drive to Grove, OK. Please note there are several stairs to get up to the cabin itself (it’s how we get such a beautiful view :).

Feb 1 – 8

G$23,810 GYD per night

Guest favorite

Home in Afton

5.0 out of 5 average rating, 19 reviews

Monkey Island Casita - A Grand Getaway!

Explore Grand Lake o’ the Cherokees at this central spot near all the fun! This bright and cozy home features an open kitchen and family room, as well as a cheery sunroom with large dining table for gatherings or morning coffee. Close to everything Grand Lake has to offer, including Shangri-la Resort, golf courses, and great restaurants all accessible by the 5 mile golf cart path. Bring your own boat and utilize the neighborhood ramp or rent one at the many local marinas nearby.

May 28 – Jun 4

G$36,063 GYD per night

Guest favorite

Cottage in Afton

4.99 out of 5 average rating, 141 reviews

Lake waterfront, dock parking, private launch

Lakefront studio cabin in Padley’s Point! This cabin is a full renovation with furnished kitchen but still has that cottage (one big room) charm. The bedroom area has a queen over queen bunk-bed that comfortably sleeps 4, and the couch in the living area is a sofa sleeper (queen size). Property is located 5 feet from a private launching ramp and private dock. Lakeside fun is just steps away! Swimming, fishing, and boating can be enjoyed from your private nautical oasis!

Aug 22 – 29

G$21,515 GYD per night

Guest favorite

Cabin in Afton

5.0 out of 5 average rating, 15 reviews

Evergreen Cove Cabin Mnky Islnd

Kick back and relax in this simple, modern, rustic space. Enjoy being surrounded by nature and just steps away from the lake. Right down the road from Shangri-La you can enjoy the amenities of the golf course and the Anchor but in the comfort of this cabin space with a full kitchen and hot-tub just installed! This cabin is a single story 1 bedroom 1 bathroom with fireplace and large deck to relax on. Walk towards the lake and enjoy the community fire pit.

Nov 23 – 30

G$46,102 GYD per night

Guest favorite

Cabin in Afton

4.94 out of 5 average rating, 51 reviews

Twin Retreat Cabin 1 - Hot Tub & Shangri La 1 mile

Welcome to The Twin Retreat - Cabin #1! We're located in the 94 West community next door to our sister cabin (Twin Retreat Cabin #2). With our cabin you will experience a modern, rustic, yet luxury stay! The cabin is perfectly situated just minutes from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 course, the Anchor Activity Center, marinas, dining, casino and much more. Your family will be close to everything when you stay here.

Jun 6 – 13

G$55,206 GYD per night