Vacation rentals in Monkey Island, Oklahoma

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Top-rated vacation rentals in Monkey Island, Oklahoma

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Guest favorite

A cozy cave space is illuminated by soft string lights, creating a warm ambiance. A table set for two is positioned in the foreground, accompanied by a lantern and a small potted plant. The natural stone walls provide a rustic backdrop, enhancing the tranquil setting.

Cabin in Jay

4.94 out of 5 average rating, 220 reviews

The Wilderness Homestead Cave-HotTub-Hiking

Escape to our Wilderness Homestead Romance Retreat in the Oklahoma Ozarks where adventure meets luxury. A cave that transforms into a magical haven at night, adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis, complete with warm towels, aromatherapy, and floating candles. Roast marshmallows at the outdoor fire pit, or take a hike on our hiking trail. Seasonal BOW hunting permitted.Welcoming 420 enthusiasts our pet-friendly retreat promises an unforgettable getaway!

Top guest favorite

The garage features a putting green with artificial turf, golf clubs displayed on the walls, and a mural of a golf course. A comfortable seating area is included, along with a grill positioned nearby for outdoor cooking.

Condo in Afton

5 out of 5 average rating, 25 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

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.

Home in Afton

5 out of 5 average rating, 5 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.

Guest favorite

A cozy lakehouse is seen with a covered front porch featuring outdoor seating. Planters with blooming flowers are positioned along the base. The entrance is highlighted by a welcoming yellow door, and lush trees provide shade around the property.

Home in Afton

4.85 out of 5 average rating, 106 reviews

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. Kayaks available to use at no addtl cost. 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.

Top guest favorite

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

4.94 out of 5 average rating, 80 reviews

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

Welcome to the Twin Retreat - Cabin #2 located in the 94 West Community. Our sister cabin (Twin Retreat Cabin #1) is located right next door, which allows both cabins to be booked together for larger gatherings. A place for families and friends to vacation for a few days or a few weeks together. The cabin is located just minutes from Shangri La Golf Course and Resort/Spa, The Anchor Activity Center, marinas, dining, and much more. Your family will be close to everything when you stay here.

Guest favorite

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

4.95 out of 5 average rating, 78 reviews

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

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxury stay in our meticulously furnished cabin! With the private hot tub, stone firepit, kayaks, games and cozy furniture, you won't want to leave. If you decide to venture out though, 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!

Superhost

A spacious deck is featured, equipped with a striped umbrella and a table. Views of the calm lake and surrounding trees are showcased, creating a serene outdoor space ideal for relaxation. A hammock is visible, enhancing the atmosphere of leisure.

Cabin in Grand Lake

4.87 out of 5 average rating, 165 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 :).

Guest favorite

The exterior of the house is presented with large windows and decks, offering views of the surrounding greenery and lake. A spacious yard is visible, adorned with natural landscaping and stone pathways leading to the entrance. The scene is set against a colorful sunset sky.

Home in Afton

4.89 out of 5 average rating, 107 reviews

The Beach House at Grand Lake

Welcome to the Beach House at Grand Lake. If you are looking to stay at a peaceful location with a private dock (excluding the use of boat slip) and a great view, you've come to the right place. You can relax inside next to a cozy fire or enjoy the outdoors on our private deck. You will have an amazing view inside and outside, of Duck Creek and the main lake. You can enjoy fishing and floating off the dock or just lounging with your feet in the water. Amazing sunrises!

Guest favorite

A modern living area features a stone fireplace framed by wooden accents. Large windows allow natural light to fill the space, showcasing views of the surrounding greenery. Two leather sofas are positioned around a circular table, with a cozy chair nearby.

Cabin in Afton

4.97 out of 5 average rating, 61 reviews

Evergreen Cove 1 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.

Guest favorite

The cabin features a spacious wooden deck with a pergola, surrounded by trees displaying autumn foliage. The exterior walls are painted in a light blue hue, and a chimney rises from the roof. A seating area is visible on the deck, complementing the inviting outdoor space.

Cottage in Afton

4.96 out of 5 average rating, 189 reviews

Lake waterfront, dock parking, private 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 oasi

Guest favorite

A serene lake view features a calm water surface reflecting soft pastel colors of a sunset. Several docks extend into the water, accompanied by lush greenery lining the shore. The peaceful landscape invites relaxation amidst the natural beauty.

Home in Eucha

4.94 out of 5 average rating, 154 reviews

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Enjoy the wide open lake views!! Either from the comfort of the beautiful living room, while preparing a meal at the kitchen or while enjoying it at dinner, you will have the most astonishing lake views from this beautiful house. On the fall and winter wake up to eagles in flight. This jewel is located at the main lake and close to lakeside restaurants and a marina for boat launching. This beautiful house was just built and is ready!!!

Guest favorite

A tiny home is featured, characterized by a charming exterior with horizontal wooden siding and multiple windows. A wrap-around deck is visible, bordered by a wooden railing. Steps lead to the entrance, offering access to the inviting outdoor space.

Tiny home in Afton

4.83 out of 5 average rating, 18 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)