Vacation rentals in Monkey Island

4.96 out of 5 average rating, 113 reviews

A modern cabin exterior is showcased, featuring wooden siding and large windows. A spacious deck with railing extends from the cabin, and a gravel path leads to a covered parking area. Lush greenery surrounds the property, enhancing its natural setting.

Cabin in Afton

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.

ValueFamilyIndoor spaces

4.92 out of 5 average rating, 13 reviews

Lake Fever 14 Port Duncan Monkey Island Ok

MINS FROM BATTLEFIELD GOLF COURSE AND SHANGRI LA. Golfers delight minutes away from battlefield golf course five minutes away from Shangri-La clubhouse gated community. Port Duncan home is only four years old has been used as an Airbnb for golfers for the past few years people from all over the world come here to stay here quiet neighborhood you'll see deer Roaming the neighborhood at night time quiet peaceful, lots of opportunity for good dining experiences Lake within minutes away . Boat ramp

LocationFamilyDecor

An open-concept living space features a well-lit area with high, sloped ceilings and exposed beams. Large windows offer a view of the lake, while light-colored curtains gently frame the space. A dining table and comfortable seating area create a welcoming atmosphere.

4.97 out of 5 average rating, 58 reviews

Lake View 3 bed/2 bath with deck!

Pelican View lives up to its name with floor to ceiling windows to help you relax & enjoy the stellar view. Have coffee on the luxurious deck. Watch movies or play games with friends & family. Take a 5 min walk to community area to swim, fish, or launch your boat. Spacious, open concept living room, dining room & well stocked kitchen will delight your mind with entertaining ideas. Two spacious bathrooms with fluffy towels and three bedrooms can easily accommodate a party of six in posh comfort.

LocationValuePool

A serene sunset is captured over Grand Lake, with the sun reflecting on the water's surface. Docked boats are visible in the marina, framed by trees, creating a peaceful ambiance. The structure's windows enhance the view of the tranquil setting.

5.0 out of 5 average rating, 21 reviews

Waterfront Private Dock Monkey Island!

Welcome to your dream vacation on Grand Lake! Our luxury waterfront property on Monkey Island has a private dock and stunning lake views. The Island features vibrant nightlife, dining, and the Shangri-La resort. This vacation home feels like a true retreat with a fully stocked kitchen, wet bar, coffee bar, pool table, & ping pong. Our cove is ideal for swimming & fishing, with a neighborhood boat ramp & several nearby marinas. Comfortably sleeps 8 with spacious rooms & well-appointed bathrooms.

LocationFamilyDecor

5.0 out of 5 average rating, 59 reviews

The exterior of the Monkey Island Shack Outback is showcased, featuring a rustic wooden façade with a red door. The property is surrounded by lush greenery, and a spacious driveway leads up to the front porch, which is accented by wooden columns.

Cabin in Afton

Cabin with Big Shop & RV hookup! Bring your toys!

The Monkey Island Shack Outback is conveniently located at the intersection of highway 85A & OK 125 S, less than 10 min from Shangra La and less than 15 min from Grove, OK and the Wolf creek boat ramp. There are plenty of gas and food options as well as a family dollar and a dollar general, all within walking distance. There are multiple boat ramps less than 5 min away. Whether its lake fun with family & friends, tournament fishing, or somewhere to park your RV and stay awhile, this is it!

ValueFamilyBathroom

4.93 out of 5 average rating, 89 reviews

A contemporary rustic cabin is nestled among mature trees, showcasing a spacious wrap-around deck. Large windows invite natural light into the interior, while a chimney rises above the structure, hinting at inviting warmth within.

Chalet in Afton

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

FamilyValueNearby

A serene bedroom is presented with a spacious bed layered in neutral-toned bedding, complemented by decorative pillows. Two bedside lamps provide soft illumination, and a ceiling fan circulates air. A tapestry hangs above the bed, adding texture to the wall.

5.0 out of 5 average rating, 40 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.

LocationFamilySleep quality

4.96 out of 5 average rating, 106 reviews

The exterior of the cabin showcases a blend of wood and stone materials, highlighted by a large deck featuring outdoor seating and a hot tub. Surrounded by trees, the cabin offers a serene setting with ample natural light filtering through large windows.

Cabin in Afton

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!

ValueLocationHospitality

4.8 out of 5 average rating, 10 reviews

A spacious outdoor area is visible, featuring a large patio with multiple blue seating options arranged around a fire pit. A gently sloped lawn leads towards a private dock equipped with steps. The home’s front showcases expansive windows, offering views of the lake.

Home in Monkey Island

Harbor House Monkey Island, 3bd/3ba, Dock, FirePit

Lakefront getaway built for big groups! Harbor House sleeps up to 23 and features a private dock, spacious backyard, large patio, firepit and plenty of room to gather. Enjoy direct Grand Lake access with a gentle path to the water and a dock where you can tie up your boat during your stay. Located near Tera Miranda and the Quarterdeck, with a nearby boat ramp in a golf cart-friendly neighborhood. Perfect for family reunions, group getaways, celebrations and wedding stays.

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 14 reviews

Farm stay in Afton

LUXE -Yellowstone- Inspired Mini Cow Ranch Estate

Escape to our LUXURIOUS private mini cattle working ranch in Grand Lake, Oklahoma. This newly upgraded deluxe home offers the perfect blend of peaceful ranch living and modern comfort. Every space has been refreshed with clean, modern finishes to ensure a comfortable and relaxing stay. Enjoy the charm of country life with our adorable mini cattle, a truly unique and memorable experience for guests of all ages—no shared areas, just your own peaceful retreat.

LocationFamilyParking

4.84 out of 5 average rating, 31 reviews

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.

LocationFamilyDecor