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Vacation rentals in Cayman Islands

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Popular amenities for Cayman Islands vacation rentals

Villa rentals in Cayman Islands

Guest favorite
A spacious outdoor patio is furnished with a large dining table surrounded by six white chairs. Palm trees and greenery provide shade, while a large umbrella enhances the seating area. The ocean is visible in the background, contributing to a relaxing atmosphere.
Villa in South Sound
4.9 out of 5 average rating, 30 reviews

Incredible Beach Front Villa!

KrisRating, 5 stars5 days ago
This was a last minute trip and it was beautiful. The highlight for me was sitting on the patio every morning and night with the breeze and the sound of the ocean. The main bedroom upstairs had a very comfortable bed and a great view of the water. The kitchen had everything we needed to cook and also we used the barbecue. I definitely recommend Jason’s place for your next vacation.
Top guest favorite
A sandy beach area is framed by gently swaying palm trees. A hammock is suspended between two trees, providing a shaded spot for relaxation. The Caribbean Sea is visible in the background, with soft waves lapping at the shore.
Villa in Stake Bay
5 out of 5 average rating, 9 reviews

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

RichardRating, 5 stars5 months ago
Lynne, the host, was very responsive and friendly. She met us at the villa and gave us instructions. She even gave my wife a tour of the grounds, (very fascinating). Peaceful location with a great snorkeling spot just off the beach. Close to a nice grocery store, Kirkconnell’s Market. We enjoyed our stay.
Guest favorite
Two Adirondack chairs in white and navy blue are positioned on a tiled patio, facing the serene sea. Lush greenery borders the sandy beach, while the sky features scattered clouds against a backdrop of blue.
Villa in North Side
4.93 out of 5 average rating, 45 reviews

Villa at the Sea Front

NicoleRating, 5 stars1 month ago
We were so happy to be back. Tetyana’s place was just as lovely as last year but with some lovely upgrades! We had an amazing week and look forward to coming back again. Thank you!!!!
Guest favorite
Lush greenery frames a serene view of the ocean, complemented by tall palm trees swaying gently in the breeze. The shimmering water meets the horizon under a clear sky, while a sandy area provides a relaxing space for beachside enjoyment.
Villa in East End
4.94 out of 5 average rating, 48 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

MariaRating, 5 stars1 week ago
We had a great time staying at Kabs place. It’s a fantastic house, beautifully decorated. The oceans views were simply amazing. A lot of driving though, but can’t beat the island and serene feeling at the east end. Kab was a great host and communicated clearly and often. We loved staying at Kabs place and will stay there again!
A tranquil pool area is framed by lush greenery, featuring a sparkling blue pool surrounded by a sun terrace with white lounge chairs. The exterior of the home presents a modern design, with large windows offering views of the natural surroundings.
Villa in Old Man Bay
4.9 out of 5 average rating, 10 reviews

4 Bedroom home on private nature reserve

RichRating, 5 stars22 months ago
Excellent place to stay if you like to be off the beaten path. Plenty of space for my family of 6. 30-40min to anything you wanted to do on the island. Frank was always responsive to the few questions we had along our stay. If you like a nice private place to gather the family after a long day of diving, snorkeling or beach time this is the place for you.
Guest favorite
A modern living area features a sectional sofa and a comfortable armchair, complemented by a stylish coffee table. The kitchen, visible in the background, includes stainless steel appliances and white cabinetry. Soft blue walls add a serene touch, while natural light brightens the space.
Villa in West Bay
4.92 out of 5 average rating, 118 reviews

Luxury villa right across 7mile Beach + Bed Swing

IleyaRating, 5 stars1 month ago
Great location especially for the price! It's across the street from a quite beach and in a less touristy area.
Top guest favorite
A shaded patio area features two comfortable lounge chairs facing the water. Sand and pebbles cover the shore, with gentle waves lapping at the beach. Lush greenery frames the scene, providing a serene view of the ocean under a bright sky.
Villa in East End
5 out of 5 average rating, 11 reviews

Cayman Wavelength - East End Paradise Villas

EmilyRating, 5 stars1 month ago
Larry was a wonderful host. Always responsive to our questions and respectful. We loved the quiet location and the proximity to some great local restaurants. The pool area was quiet our entire trip. The views from all angle of the house were incredible of the ocean. Keep in mind, water shoes are a must if you're desiring to swim in the ocean from this property. Overall, we would happily book Larry's house again for a future trip!
Superhost
A private swimming pool is visible, with a clear blue surface reflecting the sky. Palm trees frame the scene, while the ocean stretches beyond, showcasing various shades of blue. The pool deck features lounge chairs and a safety marker indicating a depth of 5 feet.
Villa in Bodden Town
4.85 out of 5 average rating, 26 reviews

A Beach Villa in Paradise

PelegRating, 5 stars1 month ago
The property is perfectly positioned on the island, everything is within a 20 minute drive. The beach at the property was very quiet and convenient when you want to relax and pause the island exploration. The house is equipped with everything you may need. If you like to cook they provide everything. If you want to eat out there are plenty of options in a 5-10 minute radius. I’d highly recommend this property if you want to both explore and take advantage of a beach/pool combo. Lastly, Ann was very responsive before, during and after our stay. She was very helpful when we had questions.

Family friendly vacation rentals in Cayman Islands

Guest favorite
A communal pool area is surrounded by tropical palm trees, with lounge chairs placed along the water's edge. The pool features a smooth surface reflecting the blue sky, and the buildings in the background showcase large windows that enhance the airy ambiance.
Condo in George Town
4.96 out of 5 average rating, 45 reviews

Beach front condo, Seven Mile Beach Cayman Islands

SidneyRating, 5 stars4 weeks ago
Condo was spacious and clean, pool is very accessible with chairs available, ocean is a 30 second walk away with snorkeling options, restaurants within walkable distance, Amy is super approachable and responsive.
Guest favorite
A screened patio area is visible, featuring a blue dining table surrounded by six white chairs. Colorful cushions in vibrant patterns are placed on the long seating along the back. Lush greenery can be seen through the patio screens, creating a tropical atmosphere.
Condo in George Town
4.93 out of 5 average rating, 161 reviews

Seven Mile Beach with Soul

AbrahamRating, 5 stars2 weeks ago
Reno and Agata were super supportive of our requests. Great location and very comfortable. The AC was refreshing after a day in the heat. They had all amenities to make a stay comfortable. The beach is steps from the place along with shopping stores and restaurants. The apartment was clean and had everything we needed for a comfortable stay. Thank you.
Guest favorite
A wooden boardwalk extends over rocky shoreline, leading to crashing waves below. A person is seen standing at the end of the boardwalk, gazing out towards the sea. The sky is filled with soft, fluffy clouds, adding to the coastal ambiance.
Loft in Patricks Island
4.92 out of 5 average rating, 71 reviews

Ocean Club Oasis

KellyRating, 5 stars2 weeks ago
Charmaine’s place was truly *perfect*! We had our own car and wanted to be able to explore the entire island, and the location could not have been more ideal for seeing everything plus very close to the airport. Everything was clean, well provisioned (we like to be able to cook for ourselves), and super comfortable. Charmaine was very communicative and the rum cake was so thoughtful! We will absolutely stay here again.
Guest favorite
A cozy bedroom features a spacious bed adorned with a bright blue patterned blanket and coordinating pillows. Bedside tables with lamps flank the bed, while sunlight filters through sheer curtains, highlighting the simple nautical wall decor.
Apartment in West Bay
4.87 out of 5 average rating, 93 reviews

S4 BP | Steps to Beach | Car, Value, Service

AprilRating, 5 stars2 weeks ago
I had a wonderful stay at the Blue Pavilion! The host was incredibly responsive and made check-in easy with all the info I needed upfront. The location was fantastic—just a short walk to beaches, restaurants, a grocery store, and even a 24-hour Subway and ATM. While parking is available if you rent a car, I found everything so walkable and close to bus stops that I didn’t need one. WiFi was great and as a solo female traveler, I felt incredibly safe coming and going.
Superhost
A comfortable living area is presented with two light-colored sofas facing a glass-top coffee table. A patterned area rug lies beneath the furnishings, while a window allows natural light to fill the space. Two wooden stools are positioned against the wall, adding functionality.
Apartment in George Town
4.72 out of 5 average rating, 317 reviews

Condo in the Heart of Grand Cayman

ManuelRating, 5 stars1 month ago
Great place to stay that doesn’t blow the budget. Great for two couples and for people that don’t mind walking. Description of the listing matched what we experienced. No issues at all
Guest favorite
The villa stands prominently on a rocky cliff, offering a panoramic view of the Caribbean Sea. The surrounding landscape features rugged rocks and clear turquoise water, while a bright blue sky enhances the scene. The property is set away from neighboring structures, providing a sense of solitude.
Home in Blossom Village
4.95 out of 5 average rating, 96 reviews

Little Cayman Ocean Front 3 Bed Villa @ Salt Rocks

MichaelRating, 5 stars2 months ago
The house is private with no neighbors within site. It is a 5 minute drive to the town. There are very nice bicycles at the house and you can ride the bikes anywhere. The view is amazing and the sunsets are beautiful. This is our third family diving trip with Little Cayman Divers; Doug, David and Grace are amazing if you are interested in diving. This is our second year in a row staying at Stephen’s house. The house has toiletries, sunscreen, beach towels, laundry and dish soap. There are also fins, beach shoes, snorkels, lawn chairs, yoga mats, coolers and ice packs for use. We spent many hours on the amazing deck reading and watching the dive boats go by. We also made some dinners at the home. One was with fish from our deep sea fishing with Hernan at The Southern Cross club who we highly recommend. Both bedrooms have a private bathroom and there is another bathroom with a bath in the loft as well. We will definitely be back as it is an amazing house and Stephen is a great host.
Guest favorite
A serene beach area features multiple lounge chairs arranged on soft sand, set against a backdrop of palm trees. A shaded gazebo is visible nearby, along with a hammock strung between two trees, offering a tranquil spot to relax by the water's edge.
Condo in Rum Point
4.93 out of 5 average rating, 27 reviews

Callie Kai 2 BR at Kaibo Yacht Club w/Pool & Beach

RazanaRating, 5 stars1 week ago
This was the prefect place for our stay. It is kid-friendly for the most part (depends on the ages of the kids), right on the beach and 10 minute walk to starfish point. We would definitely stay here again.
Superhost
The exterior view of the apartment showcases a light-colored structure with solar panels on the roof. A small patio area is visible, featuring a green chair and potted plants. Nearby, laundry and utility items are neatly arranged, with a grassy yard providing a spacious outdoor environment.
Guest suite in West Bay
4.9 out of 5 average rating, 108 reviews

Solar/battery 2 Bedroom Apartment 5 mins to 7-mile

ThadeuRating, 5 stars3 weeks ago
Loved it! The entire place was very comfortable and super clean. Very peaceful and only less than 10 min drive from the 7 mile beach. Beach chairs and cooler that was available for us to use was a huge plus. The A/C is very cold. We will return! Thank you!!

Family friendly villas in Cayman Islands

Superhost
A resort-style home is set amidst lush greenery and swaying palm trees, with light-colored exteriors reflecting the Caribbean sun. Lounge chairs are arranged around a pool, and the serene coastline is visible in the background, offering a relaxing beachfront escape.
Villa in North Side
4.87 out of 5 average rating, 55 reviews

Luxury 3bd Beach Front, # 4 Green, Stunning Views

ChristyRating, 5 stars2 months ago
Such a lovely, beautiful place! The beds were very comfortable and the place was very relaxing
An exterior view of the vacation home features a well-maintained two-story structure with a tile roof. Tropical palm trees surround the front yard, while the Caribbean Sea and a sandy beach are visible in the distance, under a mostly cloudy sky.
Villa in North Side
4.95 out of 5 average rating, 88 reviews

Coco Kai Beach Front Villa heated pool and dock

OleRating, 5 stars1 month ago
The house was great and the grandkids loved the pool and the beach. Chisholm’s grocery store made it easy to get everything we needed. Jason also arranged for one of his friends, Ben, to take us on a boat trip including snorkelling and feeding stingrays which was very reasonably priced and a big success for everybody. All in all a very good trip and we can recommend Coco Kai to anybody thinking about going to the Cayman Islands.
A charming villa in a beach setting is featured, with a light yellow exterior complemented by a white balcony. Lush greenery borders the sandy path leading to the villa, while two neighboring buildings in pastel colors create a serene atmosphere. Fluffy clouds drift across the blue sky.
Villa in Rum Point
4.83 out of 5 average rating, 6 reviews

Gorgeous Sandy Beachfront at Azure Breeze Villas

ChristineRating, 5 stars78 months ago
We enjoyed our stay at Rum Point. The ocean breeze was fabulous. Beautiful and relaxing.
A bright and airy living space is presented with large glass doors offering views of the ocean. A light blue sofa and a white slipcovered sofa are positioned around a central coffee table. Two chairs with beach-themed cushions add a relaxed feel, while natural light fills the room.
Villa in North Side
5 out of 5 average rating, 5 reviews

Beautiful beachfront, romantic get away!

ChristinaRating, 5 stars37 months ago
This home is near a lot of tourist attractions. And includes everything you need to feel at home. It’s really visible in the details, like a sunscreen exchange box, cotton swabs, towel and water bins to wash and dry your feet from the sand before you come inside the house, an amazing kayak. You’ll have no regrets staying here. It’s absolutely amazing.
An aerial view captures the lush landscape of sandy beach alongside palm trees. Two houses are positioned among greenery, with a private swimming pool visible near the shoreline, providing a peaceful setting for relaxation and recreation.
Villa in West End
5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

JulieRating, 5 stars10 months ago
The house was the perfect fit for our group. We were able to dive in the mornings, relax in the afternoon, and get in some sightseeing before dinner. Most days we used the kitchen to prepare all meals. All necessary cookware and small appliances were available. The upstairs bedrooms were roomy and had nice bathrooms. The downstairs rooms were just right for the young adults. Most of our group are scuba divers and greatly appreciated the rinse tank and spacious area to hang gear to dry and to spread out. The pool area was comfortable with plenty of room to soak in the sun. The beaches are nice although we suggest that you take a pair of shoes or wear your dive boots if you plan a walk. There are many rocks and shells and the sand is soft. Two sea kayaks were also available. We had a great time and would certainly return to Karen's place!
The tranquil pool and spa are surrounded by a spacious deck, with views of the ocean and palm trees. The sunset casts a warm glow over the area, creating a serene atmosphere for relaxation by the water.
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

Hot Tub Stargazing Waterfront Luxury Private Villa

DavisRating, 5 stars5 months ago
My wife and I traveled to Cayman Brac with 2 of our adult children over Christmas week. Coral Beach Villa was the perfect property for this stay. It is centrally located, in a very private setting, with a private pool and hot tub. The three master bedroom suites were ideal and gave my adult children the individual privacy they wanted while on vacation. Joy was a delight to work with, providing valuable insight on the island and responding immediately to any questions or requests I had. I would highly recommend this property to anyone wanting high-end private accommodations on Cayman Brac.
Superhost
A dining area features a rustic wooden table with several chairs surrounding it, providing a cozy space for meals. In the background, a modern kitchen is visible, equipped with white cabinetry and appliances, including a refrigerator and stove. Light permeates through a window, enhancing the inviting ambiance.
Villa in Sister Islands

Sir Turtle Beach Villas, Little Cayman - Blue Side

TiffanyRating, 5 stars15 months ago
Wow - my friends and I stayed on the "blue" side of this duplex for several days. The location was excellent - right on the water, with a giant beach that felt private yet was within walking distance of a nearby restaurant and our SCUBA dive boat. Since no one happened to be staying on the other side of the house, we had the entire beach, pool, and other amenities to ourselves. It was AMAZING! The house was immaculately clean and well furnished with everything that we needed. We especially enjoyed using the 5 bicycles and the pool, which was so very refreshing in the afternoons after morning diving. I will add that the caretaker, Richard, was immediately responsive to a non-functioning bedroom air conditioner, and the repair team (who were very polite) had it up and running within hours of our arrival. Thank you all! This place was lovely, and we plan to return in the future!
A serene pool area is framed by palm trees and tropical plants. Lounge chairs are positioned around the pool, inviting relaxation. The villa buildings rise in the background, with a view of the ocean visible beyond the lush foliage.
Villa in LITTLE CAYMAN
5 out of 5 average rating, 9 reviews

The Club at Little Cayman - Two Bedrooms

PaulRating, 5 stars13 months ago
Very high quality and luxury condo, extremely homely and comfortable, in a beautiful small and quiet development of just 8 apartments. The island is amazing and use of kayaks and snorkeling from the resort was also great. Check-in / check-out could have been a bit clearer in terms of instructions and pick-ups etc , but great place on an amazing island, even if food options are very limited (Hungry Iguana by far the best!)

Your guide to Cayman Islands

All About Cayman Islands

An idyllic island archipelago in the Caribbean, the Cayman Islands offer everything from tranquility and relaxation on the beach to adventures full of water sports, shipwrecks, and night tours of the bioluminescent ecology. Located in the western Caribbean between Jamaica and Cuba, the Cayman Islands have an identity all their own. A diverse range of cultural heritages come together to create a persona unique to the island chain. Dive with turtles in the morning, take part in a guided jungle tour in the afternoon, and eat at one of the many fine-dining restaurants in the evening.

Each of the three islands that make up the territory has its offerings and personality. Stay in the country's capital of George Town on Grand Cayman for a full sweep of island amenities, find adventure on windswept Cayman Brac with its dramatic cliffs and thick jungles, or take it easy on Little Cayman with its postcard-worthy South Hole Sound Lagoon that is perfect for swimming and lazy kayaking.


The best time to stay in a vacation rental in Cayman Islands

The weather in the Cayman Islands is close to perfect all year round, with warm average temperatures that are ideal for the tropical waters and activities the area is known for. The main area of consideration when looking for Cayman Islands house rentals is the high precipitation rate from May through October. Coinciding with the rain is the hurricane season, which lasts from June through November. However, because the islands are in the western part of the Caribbean, they tend to be shielded from most tropical storms and don't get hit too hard.

If your primary concern is the weather, consider booking your vacation rental or condo in the Cayman Islands from November to April, as this is the dry season. If you are interested in checking out the islands’ famous Carnival Batabano, where costumed dancers, street performers, and musicians celebrate the area's diverse cultural heritage, then book your stay during the first month of May.


Top things to do in Cayman Islands

The Crystal Caves

Located on the north shores of Grand Cayman are the mysterious Crystal Caves. Underground lakes, stalactites, and open ceilings that expose the jungle canopy above are all present in this ancient cave system. Navigate at your own pace or hire an expert to journey through the caves and lush jungles outside while getting the formations' ecological and geological history.

Scuba diving the USS Kittiwake

The Cayman Islands are well known for their world-class scuba diving opportunities, including reefs, underwater cave systems, and shipwrecks. For example, the USS Kittiwake was a former US Naval ship intentionally sunk off the coast in 2011. It now serves as a haven for all kinds of sea life, including shrimp, eels, barracuda, turtles, and grouper. This popular dive site can get crowded, so it’s a good idea to book in advance to secure a spot.

Queen Elizabeth II Botanic Park

This nature reserve is home to several protected and rare species of plant and animal life, including the endangered Grand Cayman Blue Iguana. A visitors center, floral garden, and heritage garden are all available for exploration and provide the public with a view into the island's unique ecological makeup without impacting the environment.

Destinations to explore