Family-friendly holiday rentals in Monkey Island

Twin Retreat Cabin #2, Hot Tub, Near Golf Courses

Welcome to Twin Retreat – Cabin #2, your cozy getaway in the 94 West Community. This cabin sits right next door to Twin Retreat – Cabin #1, making it the perfect option for families or large groups who want to vacation together. Whether you’re planning a quick weekend escape or a long stay, Twin Retreat is designed for quality time, comfort, and convenience. You’ll be just minutes from Shangri La Golf Course & Resort/Spa, The Anchor Activity Center, nearby marinas, dining, and local attractions.

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Click [♡ Save] button to easily find this listing again before your dates are booked. Enjoy the wide-open lake views! Wake up in a luxurious lakefront home peacefully enjoying a cup of coffee. From the balcony hear birds singing and boats humming. You will fall in love with the view and privacy of being so high up, but so close to your own private dock below. As the sun sets catch up with friends by the fire. Then fall asleep watching the stars from bed as light dances on the water below...

Lofted Condo w/Golf Cart & Pool in Shangri La

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 **

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately 1 mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

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

Monkey Island Winery and Cottages #1, Cabernet

Our three cottages built in 2017 are on a 65 acre Horse Ranch with a Winery and Vineyard. Each sleeps up to six and are very private. Second bedroom is a loft built over the bathroom , 54" ceiling peak designed for kids but adults enjoy the space with two single beds and is open to the main floor. Located on Monkey Island, Grand Lake, Oklahoma. Pets are always welcome at Monkey Island Cottages with no additional up-front fee. A "house" is needed if the pet is left alone in the Cottage.

Calhoun lakehouse on Monkey Island w/Golf Cart opt

Come relax at this peaceful, cozy lakehouse in the heart of Monkey Island. Golf cart available to rent. 1 kayak available to use. Launch your boat across the street at the private ramp & take advantage of the opportunity to fish in "The Crappie Capitol of the World" Golfers, the award winning Shangri la golf course & par 3 Battle Field are less than 1 mile away. Welcome small dogs for fee. Enjoy the nearby night life entertainment, restaurants, & golf/walking and cart trails.

Monkey Island Nautical Escape

Experience a relaxing stay at this newly updated 2 bedroom, 2.5 bathroom, townhome ideal for families or friend groups looking to relax and play. This home comfortably sleeps up to 8 guests. Spend your day on Grand Lake boating and fishing, or visiting Shangri- La Resort's golf course and many other amenities. The community boasts a swimming pool, basketball court and firepit and is walking distance to the Terra Miranda Marina and a short drive from a variety of restaurants.

Twin Retreat Cabin 1:Hot Tub, Fire Pit, Golf, Boat

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxurious stay in our meticulously furnished cabin! With the private hot tub, stone firepit, games and cozy furniture, you won't want to leave. If you decide to venture out, the cabin is perfectly situated just 1 mile from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 Course, & the Anchor Activity Center. Whether you seek adventure or rest, we look forward to hosting you soon!

Unbelievable lake or golf course views from every

Modern & Moody on Monkey Island is a newly completed 4000 sq.ft., lakefront home that sleeps 12 adults + 2 kids with 5 bedrooms, 5.5 bathrooms that includes a bunk room for the kids. Modern & Moody is Located on Monkey Island less than a mile from the Shangri La Resort, Golf Clubhouse, Championship courses and world class dining. The Anchor kids' zone is also less than a mile and features pickleball, basketball, pool, shuffleboard, video games and more!

Monkey Island Lakefront | Indoor Hot Tub | Dock

Escape to Water’s Edge, a lakefront home with a private boat dock on Grand Lake! Set on 2.5 acres of mature oak trees with 250’ of shoreline and 3,200 sq. ft. of open-plan space, enjoy beautiful lake views from the large windows, cozy evenings around the lakeside fire pit, or unwind in the indoor hot tub. The fenced backyard is perfect for families with little ones, and the prime Monkey Island location puts you close to all the area has to offer.

Lake waterfront, private dock, slip, and launch

Parking is very limited so please take note! Lakefront studio cabin in Padley’s Point! This cabin has a fully furnished kitchen and still has that cottage (one big room) charm. The bedroom area has a queen over queen bunk-bed that comfortably sleeps 4. 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