In the western part of the Caribbean, you can find the Cayman Islands. This is a beach lovers’ paradise with pristine white sand beaches and turquoise waters. Three islands make up the Cayman Islands archipelago, and they are all tucked away in an unrivaled tropical location. Watersports lovers will love this destination, as it is known for snorkeling and diving, allowing you to explore the rich marine life. You may also go on an underground cave tour at Cayman Crystal Caves and spot some colorful starfish at Starfish Point. Nature lovers can head to Queen Elizabeth II Botanic Park. Besides the natural wonders, the place also offers first-class lodging, so you can spend a comfortable extended holiday here. Read on to find the best long-term rentals in the Cayman Islands.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on October 26, 2025.
1. Conch Club; Blossom Village (from USD 1696)
This stunning townhouse has three spacious bedrooms that guarantee restful nights and pleasant mornings. All the sheets, duvets, and towels are provided for your convenience. The kitchen is completely equipped with modern appliances and features a breakfast bar as well as a dining area. While the outdoors are definitely enticing, with access to a private pool and the beach, you will also spend a lot of time inside - thanks to the Netflix-enabled TV, pool table, and Bluetooth speakers.
Additionally, you can enjoy a generous monthly discount if you stay here for longer than 28 nights.
Blossom Village, Sister Islands, Cayman Islands
12.3 km (7.7 mi) from Point Of SandSuperhost
Accommodates: 6
Top guest reviews
Location:
location is perfect and fiona and michael have thought of everythingamazing location beautiful space all of the updatesCleanliness:
sublime location beautiful and clean decor recently refurbishedgreat views right on the beach and the place was clean and accurately describedwe could not love this place more everything is updated extremely clean and of the utmost comfortthe sleeping areas were perfect bathrooms clean and plentiful kitchen/living room well appointedRead more reviewsAmenities & Room:
well-appointed and very comfortable with bikes kayaks and a great outdoor grill
2. Hidden Gem (from USD 1552)
Enjoy a serene vacation amidst lush trees by booking this hidden gem at Grapetree Cove. The cottage has undergone a thorough renovation and features all the comforts you may need for a long-term stay. The rental comes with front and back patios for you to relax while admiring the surroundings. Prepare delectable meals in the kitchen and enjoy them together in the outdoor dining area. The living room and bedroom both include two flat-screen Smart TVs with Netflix access for entertainment. Local restaurants are only a short drive away, so feel free to explore the flavors of the area.
If you book this cottage for more than 28 nights, you will get a huge discount.
East End, Cayman Islands
127.73 km (79.4 mi) from Point Of SandSuperhost
Accommodates: 3
Top guest reviews
Host:
he was very attentive and helpful throughout our staythe host shane was also greatshaun the host is the best everthe owner shane is extremely hospitable and goes out of his way to make your vacation perfecthe is a great host and is a native of the cayman islandsLocation:
great location to explore the entire island by carthere are good restaurants close along with a scuba diving companyfor anyone wanting a 'cayman' experience at an affordable price and a brilliant location this is the placeCleanliness:
the home was clean and easy to live inRead more reviewsAmenities & Room:
beautiful property and comfortable small cottage on east end
3. Pools of the Kai 2; Rum Point (from USD 1263)
With high-speed fiber optic internet and a designated workspace, this is the ideal getaway for individuals looking to work remotely. Spend time on the screened-in pool deck, from where you can admire views of the sea. A fully equipped kitchen is at your disposal, and the brightly decorated living area is perfect for lounging. There is plenty of space for outdoor dining and relaxing by the pool as well.
The balcony off the master bedroom is quite lovely for enjoying views while sipping on some coffee in the morning.
Additionally, you can avail of a 10% monthly discount for a long-term stay.
Rum Point, North Side, Cayman Islands
143.1 km (89.0 mi) from Point Of SandSuperhost
Accommodates: 6
Top guest reviews
Host:
the host were very responsive and offered many good suggestionsthe guestbook was very helpful and we took a lot of the recommendationstristan was a great host and easy to get in contact withrum point is a nice family friendly beachtristan is easy to work with has great recommendations and is very responsiveLocation:
the location in rum point is absolutely ideala beautiful locationperfect location for a chill get away weekendgreat location on quiet side of the islandquiet peaceful relaxing perfect locationCleanliness:
very clean and well maintainedbuildings showing some age but clean and comfortablehad a great time the place was clean and nice as much as i expectedtristan’s place is clean and very comfortable and is well equipped with the essentials and morewe were very comfortable everything was clean and you took care of all the amenitiesRead more reviewsAmenities & Room:
the pools is a beautiful quiet space with everything you needthe view from the master bedroom is amazing the pool is greatcomfortable beds plenty of space
4. Suncoast Apartments Grand Cayman - Unit 2; Bodden Town (from USD 477)
This homey rental, which is located on the island’s south shore, has completely furnished bedrooms and bathrooms ensuring comfort and convenience. A fully functioning kitchen with utensils and appliances will welcome you to prepare tasty meals. There is a washer and dryer here, so you can pack light. You can keep yourself entertained indoors using the TV and WiFi. A workspace has also been provided for students or remote workers.
Book this rental for longer than 28 nights and avail yourself of a generous monthly discount.
Bodden Town, Cayman Islands
138.45 km (86.1 mi) from Point Of SandSuperhost
Accommodates: 4
Top guest reviews
Host:
winsome is a fantastic hostthe host was very professional and emailed and texted to make sure we had everything we neededwinsome was a great host very professional and accommodating to our needsthe owner was so nice and had great stories and the food was amazingwinsome is a very attentive and responsive hostLocation:
great location away from all the hustle of tourist centralgreat central location on the islandand the location of suncoast was perfectly located in between all the places we wanted to gogreat central location if you want to get around all of the islandgreat place to stay and wonderful location to explore the islandCleanliness:
very clean and comfortablethe place was clean and pleasant to stay atawesome stay at suncoast apartment #2 very clean and well keptthe place was great - clean well equipped quiet locationclean house with all the amenitiesRead more reviewsAmenities & Room:
the wifi worked very well and kids watched netfilx on their ipads anywaythe apartment was even better than expectedthe apartment is exceptionally clean and has all the amenities you could needthe apartment is clean and kitchen had everything needed for meal prep including charcoal for grillsuncoast apartment was truly lovely
5. Heavenly Suite 2 - The M @ The Edge (from USD 434)
Located in a lush family-owned property, this rental caters to those searching for a relaxing place to stay. It is a modern studio apartment with sleek furniture, pristine white walls, and bright splashes of color here and there. You will find a sound bar and a Smart HD TV for entertainment. The lovely kitchenette has stainless steel appliances and is a delight to cook in. The sophisticated bathroom is also a stunner, constructed with Carrera and porcelain tiles and Delta faucets.
If you’re planning to stay here for longer than 28 nights, make sure to avail of the monthly discount.
Grand Harbour, George Town, Cayman Islands
152.23 km (94.6 mi) from Point Of SandSuperhost
Accommodates: 2
Top guest reviews
Host:
host is an excellent communicator and possess amazing people skillsgloria and ed are the perfect hostsvery nice and kind hostgloria and ed were wonderful hosts and did whatever they could to make my stay as comfortable as possiblegloria and ed are truly amazing hostLocation:
the location was greatgloria is a wonderful host location wasn’t far from all the places i wanted to gowould definitely recommend to anyone looking for a pristine and comfortable place to stay in a beautiful neighborhoodthe place itself was like staying in a five star hotel with so many added thoughtful touchesCleanliness:
the property is absolutely clean stylish and spotlessthe rooms are so nice and super clean with lovely white towels and fluffy bath robesthe place was sparkling clean and just immaculate overallit was super clean and had everything you could possibly neededthe place was very clean and had all of the necessities for the stayRead more reviewsAmenities & Room:
the room was very comfortable with lots of great natural lightwe were allowed to eat and relax in the patio area until our room was readythe space is so beautiful quiet cozy and tranquilgloria even gave us some delicious complimentary snacks on arrival with a great breakfast for the next morningthe bed is super comfortable and the area is generally quiet
6. Brac Sea'renity; Sister Islands (from USD 603)
Wake up to magnificent water views during your stay in the lovely rental. You can easily bring your car here as the property offers free parking space. When you’re not watching entertaining programs on the Smart TV indoors, spend some time relaxing in the shared pool with ocean views. You will also have access to the beach so you can have some fun in the sun. Later, retreat to the bright interiors, decorated with pastel-colored furnishings.
You can avail of a handsome monthly discount if you stay here for longer than 28 nights.
Sister Islands, Cayman Islands
23.18 km (14.4 mi) from Point Of SandAccommodates: 4
Top guest reviews
Host:
the host was also extremely helpful and even offered suggestions in rental car serviceswe loved our stay and the host is excellentd was extremely helpful and communicative from the very startLocation:
will definitely book d’s place again when we come back to brac this summerif your thinking of taking a trip to cayman brac i would highly recommend this locationawesome place the best sunsetRead more reviewsCleanliness:
the accommodation was modern clean and cozyvery clean and beautiful a hidden gem for sure
7. Beach house with a private pool; Bodden Town (from USD 1478)
Enjoy privacy and serenity at this beach house located in a gated property and offering beautiful bay views. You can start your mornings in the garden or swim in the private pool while admiring stunning views. Spend time lounging in the art studio or the balcony to marvel at the surroundings from the comfort of the rental. In addition, the house comes with ample parking space and a functional kitchen for your convenience.
The host offers a monthly discount for stays longer than 28 nights.
Bodden Town, Cayman Islands
135.67 km (84.3 mi) from Point Of SandSuperhost
Accommodates: 2
Top guest reviews
Host:
the hosts are pleasant helpful and respectable of your privacyalmost surreal the house is great and the hosts make it a homekay and karl are amazing and super friendly hostsserene peaceful the hosts are greatkay and karl were the perfect hosts - warm and friendly and accommodating to our needsLocation:
the location is central to the island and easy to navigatethe location is remote and peacefulit was the perfect location to explore both sides of the islandperfection in paradise the location of kay and carl’s home was perfect for usit has everything you could possibly want in a home away from home and the location is fantasticCleanliness:
everything was clean and beautifully maintainedthe house is absolutely lovely and spotlessly cleanbeautiful clean private place with everything you could possibly need kay and carl were available but not intrusivekay and carl attend to your every need in this comfortable spacious get-awaythe indoors are sparkling clean decorated throughout with careful touchesRead more reviewsAmenities & Room:
the air conditioning was superb and each room also had overhead fansthe air conditioning was phenomenal it felt amazing coming inside after playing in the sun all daywe loved the pool and patio areaprivate beach pool and beautiful home stocked with everything we needed made for a perfect weekthere is a rustic outdoor shower from rainwater the apt is full of thoughtful touches as well
8. The Bach@Brac; Sister Islands (from USD 300)
The restored beach house has four bedrooms, a large functional kitchen, a laundry room, and a living/dining area with ocean views. When you’re not exploring the beach or splashing about in the lovely private pool, take advantage of the Smart TV indoors. There is also free WiFi that guests can access during their stay.
Apart from breathtaking views and first-class amenities, you can also enjoy a monthly discount for staying here longer than 28 nights.
Sister Islands, Cayman Islands
23.04 km (14.4 mi) from Point Of SandSuperhost
Accommodates: 8
Top guest reviews
Host:
she was incredibly responsive and very helpfulLocation:
well appointed and stylish beach house with interesting beach walks in both directionslovely rustic home in a great location on the oceanCleanliness:
very clean and lovely place to stayRead more reviewsAmenities & Room:
spacious comfortable lovely views
9. Featherstone's Cottage; Cayman Brac (from USD 150)
This beautifully decorated house amidst palm trees has been professionally designed and offers a tranquil stay. The highlight of the property is definitely the fact that it’s situated on a private white-sand beach, giving guests free access to the clear blue waters. Enjoy snorkeling or diving during your stay here, or simply unwind in the private hot tub whenever you want. A garden is also available for those who love taking scenic walks.
Book this rental for longer than 28 nights and enjoy a 10% discount on the rent!
18.63 km (11.6 mi) from Point Of SandAccommodates: 3
Top guest reviews
Host:
minnie is super helpfulminnie was a great and welcoming host very attentive to our needsthe property owner will help arrange that and make everything easy for youminnie is very kind and there were small unexpected touches of hospitalityminnie’s place was absolutely amazing it was pure paradise minnie was the best host you could imagineLocation:
good location and reasonably pricedclose to the water with good snorkeling and southerly windRead more reviewsCleanliness:
the place was clean and beautifulclean nicely appointed safe and comfortablelovely clean beautifully well kept cottage idyllic scenery tranquil location
10. Beachfront rental with Netflix access (from USD 150)
This newly refurbished 670-square-foot (62.24-square-meter) beachfront cottage features an open layout. It has a magnificent kitchen with quartz countertops and lots of cabinet space, so the chef of the group can spend a lot of time here! You can keep your clothes clean and fresh using the washer and dryer provided. For entertainment, binge-watch movies and TV series using Netflix access. Free WiFi is also provided for your use.
Avail of a monthly discount by staying here for more than 28 nights.
West End, Sister Islands, Cayman Islands
8.43 km (5.3 mi) from Point Of SandAccommodates: 4
Top guest reviews
Host:
shawn and jeff are the perfect hoststhe hosts were extremely helpful and responsiveshawn and jeff were absolutely excellent hoststhe property manager was wonderful responsive and very helpfuloutstanding airbnb host highly recommend staying with themLocation:
a great location and comfortable accommodationthis is a great locationthe house is located close to a good market and various restaurantscute cottage with a great location close to the scuba outfittersthis place is in a perfect location and a wonderful set upCleanliness:
clean comfortable and good locationthe place was clean and well equipped with everything we expectedthe house is cozy sparkling clean and very well decorated with nice detailswe loved the place it was clean spacious quiet and with beautiful views of the ocean and sunsetthe cottage is clean well-equipped adorable and located close to the airport shops bars and restaurantsRead more reviewsAmenities & Room:
the central a/c was excellentthe kitchen was well appointed there was plenty of attention to detail the bed was comfortable ac effectivethe tv setup was excellent for relaxing at night and during the day
Have an unforgettable vacation in the Cayman Islands
There’s never a bad time to go to the beach and play with the waves. In this destination, you can relax and unwind as you watch sunrises and sunsets while lounging on the seashore or on your bedroom balcony. These stunning rentals are sure to provide a fantastic long-term stay in the Cayman Islands. So, book one now and enjoy a memorable vacation!
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