Vacation rentals in Monkey Island, Oklahoma

5 out of 5 average rating, 22 reviews

Condo in Afton

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!

4.99 out of 5 average rating, 124 reviews

The cottage is positioned near the edge of a spring-fed pond, featuring a deck that extends to the water. Lush green grass surrounds the area, complemented by trees in the background. A paddle boat is visible at the dock, inviting leisurely outdoor activities.

Cottage in Eucha

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately one 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

4.84 out of 5 average rating, 101 reviews

Home in Afton

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.

An open living space features a comfortable sofa and armchair, complemented by a coffee table. Large windows provide a view of the outdoors, with doors leading to a deck. A stone fireplace adds a rustic element to the cabin's design.

4.95 out of 5 average rating, 78 reviews

Twin Retreat Cabin 1: FREE Golf Cart Summer Promo

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 overall cozy furniture, you won't want to leave. If you decide to venture out though, 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. We look forward to hosting you soon!

4.91 out of 5 average rating, 66 reviews

The Deckhouse-Monkey Island Getaway

Relax and unwind after a day of exploring Grand Lake and all that it has to offer here at “The Deckhouse”. Enjoy the fire pit, play some shuffleboard or corn hole, or watch a movie on one of the 3 smart TV’s. Only 3.5 miles from Shangri La Resort, golf courses, marinas and restaurants are within 5 miles. We have games, toys, kid-sized table with 2 chairs, and a Nintendo Wii console/Wii sports for the kiddos. There is a private neighborhood boat loading zone just steps away. Pet-friendly.

4.96 out of 5 average rating, 50 reviews

Cozy Escape: Lake, Trails & Golf Course

A cozy log cabin, within walking distance to Grand Lake, H20 Marina and near the beautiful Battlefield Par 3 golf course. Enjoy this cabin all year around! You’ll feel at home in our 3 bedroom, 2 bath, log cabin. Located just a short walk to Grand Lake where you'll find the H2O Marina for all your watercraft needs, a boat ramp for Port Duncan guests or a short drive to Shangri-La for a day on the golf course, restaurants, spa, games and more. Come see what our cabin has to offer!

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, 161 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 :).

4.96 out of 5 average rating, 182 reviews

A bathroom area is featured, showcasing a modern shower with glass doors and a white vanity sink. A decorative shower curtain displays phrases related to lake activities. Warm light illuminates the space, which has neutral-toned walls and wood-look flooring.

Cottage in Afton

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!

A single-story cabin features a wooden exterior and large windows that allow natural light to fill the interior. A covered entryway provides access to the porch area, surrounded by lush greenery and mature trees. The structure has a modern rustic design, complemented by a well-maintained landscape.

4.96 out of 5 average rating, 56 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.

4.88 out of 5 average rating, 33 reviews

A modern kitchen space features white cabinetry and granite countertops. Natural light fills the room through wide windows, highlighting the stainless-steel dishwasher and a farmhouse-style sink. An island with seating faces the living area, creating an open concept for easy interaction.

Home in Afton

The Lake at 14 Missouri Drive

The Lake at 14 Missouri Drive is just minutes from golf, horseback riding, wine tasting, restaurants, boat dock, and Shangri-la resort. If you're looking for a place to spend your downtime, enjoy some fresh air, and family time this is it! Enjoy board games, arcade, a fully stocked kitchen, and drink your coffee on the back deck while watching squirrels and occasionally deer do their thing . Kick back and relax in this calm, stylish space.

A compact bathroom corner is pictured, featuring a clean toilet and a coordinated wastebasket. Above the toilet, a framed illustration of a raccoon is displayed. A small wicker basket holds two rolls of toilet paper, providing a functional and tidy space.

4.88 out of 5 average rating, 60 reviews

Becker's Bungalow Monkey Island

This cozy cabin is located in Port Duncan, the central part of Monkey Island. Flanked by Tera Miranda to the North and Shangri-La to the South, Port Duncan puts you in the center of all the Grand Lake action. Back deck, wraparound porch, fire pit, full backyard fence for your pets, grill, full bathroom upstairs, and bunk beds to sleep all the kids are just a few amenities available to make your stay comfortable and memorable.

Superhost

The kitchen area features a stainless steel refrigerator and gas stove, creating a modern cooking space. Natural light floods the room through large windows, illuminating the living area with a couch and coffee table, enhancing the open layout leading to a loft above.

Tiny home in Afton

4.79 out of 5 average rating, 14 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)

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Popular amenities for Monkey Island, Oklahoma vacation rentals

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Other great vacation rentals in Monkey Island, Oklahoma

Superhost

Cabin in Wyandotte

4.89 out of 5 average rating, 18 reviews

A Frames on Paradise Bluffs - #1 (of 3)

BrookeRating, 5 stars2 months ago

Had a great weekend getaway with my boyfriend here. We loved looking out the giant windows and watching birds including a bald eagle. Was fun to walk around and was super quiet.

4.88 out of 5 average rating, 42 reviews

A gently sloping driveway is visible, leading to a house surrounded by trees. The lush green lawn features a mix of sunlight and shade. A hint of the garage can be seen in the background, contributing to the serene woodland setting.

Home in Monkey Island

Treetop cottage

HarmonyRating, 5 stars2 days ago

What a great space for seclusion, peace, and privacy. The neighborhood was great for walking in the evenings. Watching the deer come and go was fun! This location was just a short distance from the seminar at Shangri-La Resort. 5-Star all the way around!

A spacious living area features large windows that fill the room with natural light. A sofa and two armchairs surround a central coffee table. A decorative area rug lays on a polished floor, with a ceiling fan above and a television mounted on the wooden wall.

5 out of 5 average rating, 20 reviews

The Cabins of Horse Creek near Grand Lake in Okla.

LisaRating, 5 stars1 month ago

The pictures don’t do justice! This little place is absolutely perfect. Shay was extremely responsive and patient with me and my requests. I was here for only a short time, but if I am in the area again, this will be my first attempt for a place to stay! Loved everything about it!!

4.97 out of 5 average rating, 37 reviews

A cozy living area includes a grey sofa with patterned accents and a wooden coffee table, positioned on textured carpet. A kitchenette is visible in the background, featuring modern appliances and stylish cabinetry. Natural light is provided by nearby windows, enhancing the welcoming space.

Barn in Afton

Monkey Island Caddyshack

JeannieRating, 5 stars1 week ago

As soon as we drove into the neighborhood we knew it was going to be great!! We felt right at home and got to take a nice walk down to the water with our dog. We booked just hours before arrival and there was no problems getting in touch with the host to reserve the cottage.

5 out of 5 average rating, 8 reviews

A laundry area features a stacked washer and dryer, with a view into a well-lit bedroom beyond. The bedroom includes a spacious bed with soft bedding and a window allowing natural light. Neutral tones and hardwood flooring create a warm, inviting environment.

Home in Delaware County

Sunset Hideaway on Monkey Island

DavidRating, 5 stars1 day ago

Tammy communicated extremely well with quick responses. The home was very clean and came with everything you needed for a peaceful retreat.

4.95 out of 5 average rating, 60 reviews

The spacious living area features high ceilings with slanted beams and a contemporary chandelier. A large sectional sofa and two armchairs surround a coffee table, while a dining table is set for several. A kitchen can be seen in the background, promoting a welcoming gathering space.

Chalet in Afton

*Airy & Bright A-Frame*

MorganRating, 5 stars1 month ago

The house was great. Very clean and set up nicely. I would stay here again for sure.

4.99 out of 5 average rating, 81 reviews

A cozy outdoor fire pit area is surrounded by blue chairs, where a small flame flickers at the center. Warm string lights are draped overhead, illuminating the trees and providing a gentle glow during the evening. The cottage is visible in the background.

Home in Afton

Dogwood Cabin

BobbieRating, 5 stars4 days ago

Great Experience, will be returning.