10 Best Long-Term Rentals In The Cayman Islands - Updated 2024

Roxelle Ann
Roxelle Ann  
| 5 min read

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 April 13, 2024.

1. Conch Club; Blossom Village (from USD 446)

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.

Stayed at this property?
Blossom Village, Sister Islands, Cayman Islands
12.3 km (7.7 mi) from Point Of Sand
30 reviews   Wifi Available
Entire townhouse 3 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
well-appointed and very comfortable with bikes kayaks and a great outdoor grill
sublime location beautiful and clean decor recently refurbished
great views right on the beach and the place was clean and accurately described
we could not love this place more everything is updated extremely clean and of the utmost comfort
the sleeping areas were perfect bathrooms clean and plentiful kitchen/living room well appointed
thanks fiona for being a great host
property manager marc is very responsive and friendly
location is perfect and fiona and michael have thought of everything
amazing location beautiful space all of the updates
Read more reviews

2. Hidden Gem (from USD 270)

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.

Stayed at this property?
East End, Cayman Islands
127.57 km (79.3 mi) from Point Of Sand
77 reviews   Superhost Wifi Available
Entire cottage 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
beautiful property and comfortable small cottage on east end
the home was clean and easy to live in
he was very attentive and helpful throughout our stay
the host shane was also great
shaun the host is the best ever
the owner shane is extremely hospitable and goes out of his way to make your vacation perfect
he is a great host and is a native of the cayman islands
great location to explore the entire island by car
there are good restaurants close along with a scuba diving company
for anyone wanting a 'cayman' experience at an affordable price and a brilliant location this is the place
Read more reviews

3. Pools of the Kai 2; Rum Point (from USD 340)

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.

Stayed at this property?
Rum Point, North Side, Cayman Islands
143.1 km (89.0 mi) from Point Of Sand
110 reviews   Superhost Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the pools is a beautiful quiet space with everything you need
the view from the master bedroom is amazing the pool is great
comfortable beds plenty of space
very clean and well maintained
buildings showing some age but clean and comfortable
had a great time the place was clean and nice as much as i expected
tristan’s place is clean and very comfortable and is well equipped with the essentials and more
we were very comfortable everything was clean and you took care of all the amenities
the host were very responsive and offered many good suggestions
the guestbook was very helpful and we took a lot of the recommendations
tristan was a great host and easy to get in contact with
rum point is a nice family friendly beach
tristan is easy to work with has great recommendations and is very responsive
the location in rum point is absolutely ideal
a beautiful location
perfect location for a chill get away weekend
great location on quiet side of the island
quiet peaceful relaxing perfect location
Read more reviews

4. Suncoast Apartments Grand Cayman - Unit 2; Bodden Town (from USD 87)

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.

Stayed at this property?
Bodden Town, Cayman Islands
138.45 km (86.1 mi) from Point Of Sand
116 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi worked very well and kids watched netfilx on their ipads anyway
the apartment was even better than expected
the apartment is exceptionally clean and has all the amenities you could need
the apartment is clean and kitchen had everything needed for meal prep including charcoal for grill
suncoast apartment was truly lovely
very clean and comfortable
the place was clean and pleasant to stay at
awesome stay at suncoast apartment #2 very clean and well kept
the place was great - clean well equipped quiet location
clean house with all the amenities
winsome is a fantastic host
the host was very professional and emailed and texted to make sure we had everything we needed
winsome was a great host very professional and accommodating to our needs
the owner was so nice and had great stories and the food was amazing
winsome is a very attentive and responsive host
great central location on the island
great location away from all the hustle of tourist central
and the location of suncoast was perfectly located in between all the places we wanted to go
great central location if you want to get around all of the island
great place to stay and wonderful location to explore the island
Read more reviews

5. Heavenly Suite 2 - The M @ The Edge (from USD 142)

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.

Stayed at this property?
Grand Harbour, George Town, Cayman Islands
152.23 km (94.6 mi) from Point Of Sand
127 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the room was very comfortable with lots of great natural light
we were allowed to eat and relax in the patio area until our room was ready
the space is so beautiful quiet cozy and tranquil
gloria even gave us some delicious complimentary snacks on arrival with a great breakfast for the next morning
the bed is super comfortable and the area is generally quiet
the property is absolutely clean stylish and spotless
the rooms are so nice and super clean with lovely white towels and fluffy bath robes
the place was sparkling clean and just immaculate overall
it was super clean and had everything you could possibly needed
the place was very clean and had all of the necessities for the stay
host is an excellent communicator and possess amazing people skills
gloria and ed are the perfect hosts
very nice and kind host
gloria and ed were wonderful hosts and did whatever they could to make my stay as comfortable as possible
gloria and ed are truly amazing host
the location was great
gloria is a wonderful host location wasn’t far from all the places i wanted to go
would definitely recommend to anyone looking for a pristine and comfortable place to stay in a beautiful neighborhood
the place itself was like staying in a five star hotel with so many added thoughtful touches
Read more reviews

6. Beachfront rental with Netflix access (from USD 145)

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.

Stayed at this property?
West End, Sister Islands, Cayman Islands
8.43 km (5.3 mi) from Point Of Sand
53 reviews   Wifi Available
Entire guesthouse 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the central a/c was excellent
the kitchen was well appointed there was plenty of attention to detail the bed was comfortable ac effective
the tv setup was excellent for relaxing at night and during the day
clean comfortable and good location
the place was clean and well equipped with everything we expected
the house is cozy sparkling clean and very well decorated with nice details
we loved the place it was clean spacious quiet and with beautiful views of the ocean and sunset
the cottage is clean well-equipped adorable and located close to the airport shops bars and restaurants
shawn and jeff are the perfect hosts
the hosts were extremely helpful and responsive
shawn and jeff were absolutely excellent hosts
the property manager was wonderful responsive and very helpful
outstanding airbnb host highly recommend staying with them
a great location and comfortable accommodation
this is a great location
the house is located close to a good market and various restaurants
cute cottage with a great location close to the scuba outfitters
this place is in a perfect location and a wonderful set up
Read more reviews

7. Brac Sea'renity; Sister Islands (from USD 244)

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.

Stayed at this property?
Sister Islands, Cayman Islands
23.18 km (14.4 mi) from Point Of Sand
32 reviews   Wifi Available
ENTIRE CONDO 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
the accommodation was modern clean and cozy
very clean and beautiful a hidden gem for sure
the host was also extremely helpful and even offered suggestions in rental car services
we loved our stay and the host is excellent
d was extremely helpful and communicative from the very start
will definitely book d’s place again when we come back to brac this summer
if your thinking of taking a trip to cayman brac i would highly recommend this location
awesome place the best sunset
Read more reviews

8. Beach house with a private pool; Bodden Town (from USD 394)

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.

Stayed at this property?
Bodden Town, Cayman Islands
135.67 km (84.3 mi) from Point Of Sand
84 reviews   Superhost Wifi Available
Entire vacation home 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the air conditioning was superb and each room also had overhead fans
the air conditioning was phenomenal it felt amazing coming inside after playing in the sun all day
we loved the pool and patio area
private beach pool and beautiful home stocked with everything we needed made for a perfect week
there is a rustic outdoor shower from rainwater the apt is full of thoughtful touches as well
everything was clean and beautifully maintained
the house is absolutely lovely and spotlessly clean
beautiful clean private place with everything you could possibly need kay and carl were available but not intrusive
kay and carl attend to your every need in this comfortable spacious get-away
the indoors are sparkling clean decorated throughout with careful touches
the hosts are pleasant helpful and respectable of your privacy
almost surreal the house is great and the hosts make it a home
kay and karl are amazing and super friendly hosts
serene peaceful the hosts are great
kay and karl were the perfect hosts - warm and friendly and accommodating to our needs
the location is central to the island and easy to navigate
the location is remote and peaceful
it was the perfect location to explore both sides of the island
perfection in paradise the location of kay and carl’s home was perfect for us
it has everything you could possibly want in a home away from home and the location is fantastic
Read more reviews

9. The Bach@Brac; Sister Islands (from USD 336)

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.

Stayed at this property?
Sister Islands, Cayman Islands
23.04 km (14.4 mi) from Point Of Sand
21 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
spacious comfortable lovely views
very clean and lovely place to stay
she was incredibly responsive and very helpful
well appointed and stylish beach house with interesting beach walks in both directions
lovely rustic home in a great location on the ocean
Read more reviews

10. Featherstone's Cottage; Cayman Brac

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!

Stayed at this property?

18.63 km (11.6 mi) from Point Of Sand
20 reviews   Wifi Available
Entire cottage 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
the place was clean and beautiful
clean nicely appointed safe and comfortable
lovely clean beautifully well kept cottage idyllic scenery tranquil location
minnie is super helpful
minnie was a great and welcoming host very attentive to our needs
the property owner will help arrange that and make everything easy for you
minnie is very kind and there were small unexpected touches of hospitality
minnie’s place was absolutely amazing it was pure paradise minnie was the best host you could imagine
good location and reasonably priced
close to the water with good snorkeling and southerly wind
Read more reviews

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!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Roxelle Ann, an artist, freelancer, and writer, emphasizes the idea that "The world is waiting for you to explore."

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