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Villas in Cayman Islands

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Popular amenities for Cayman Islands vacation rentals

Vacation rentals in Cayman Islands

Top guest favorite
Palm trees frame a serene beachfront scene, revealing crystal-clear turquoise waters that gently lap at the sandy shore. A sun lounger and umbrella are positioned on the beach, inviting relaxation under a clear blue sky.
Condo in Cayman Islands
4.97 out of 5 average rating, 70 reviews

7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!

DonovanRating, 5 stars1 month ago
This condo is a slice of heaven. From the moment you open the door you are greeted with a stunning view of the ocean and Seven Mile beach. The condo is very clean and has a breezy, beach feel throughout. The balcony overlooks the beach and a lovely grass area, with a romantic corner off to the side which is perfect for enjoying your favourite champagne and strawberries. The beach itself is pristine with lovely loungers (no plastic here). The water is crystal clear and while there are some rocky areas (which offer great snorkelling), you can walk smoothly into the ocean and immerse yourself for hours in the water. The condo grounds are beautiful kept, with tropical flowers and shrubbery. Jayne was a wonderful host and always quick to reply. Fosters grocery store and Jacques Scott liquor shop offered everything we needed during our stay. We look forward to returning to this Grand Cayman paradise.
Top guest favorite
A serene beach scene showcases soft white sand meeting calm, clear turquoise waters. The gentle waves lap at the shore under a bright blue sky, with a few wispy clouds adding to the tranquil atmosphere. A distant sailboat can be seen on the horizon.
Condo in West Bay
4.99 out of 5 average rating, 95 reviews

Next to Ritz | Oceanview 1BR on Seven Mile Beach

ChrisRating, 5 stars1 day ago
Best location on the island. Period
Top guest favorite
A spacious terrace features a large wooden dining table surrounded by wicker chairs. Lush tropical foliage and palm trees line the beachfront, while serene ocean views stretch into the distance. Bright sunlight filters through the partly cloudy sky, enhancing the outdoor living space.
Home in George Town
4.95 out of 5 average rating, 64 reviews

Paradise Beach House in South Sound, George Town

CrystalRating, 5 stars1 week ago
Kate and Nick’s place was a beautiful, amazing place to spend our week in Cayman. Peaceful and just outside of the busy Seven Mile area, a short drive to great restaurants and shops. Very accommodating, our flight was delayed a day and Kate & Nick were kind enough to let us stay an additional day. I look forward to our next trip and would love to stay here again.
Top guest favorite
A pathway meanders through the lush green lawn, lined with vibrant red flowers. Towering palm trees sway gently, leading to a serene beachfront view. A sparkling pool is visible in the distance, reflecting the clear blue sky and inviting tropical atmosphere.
Condo in George Town
4.99 out of 5 average rating, 74 reviews

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach

ShellyRating, 5 stars2 days ago
Highly, HIGHLY recommend Cocoplum! This was our third visit to Grand Cayman. We've always stayed at the big hotel chain resorts, but this time we decided to try Air B&B. This place looked too good to be true on the app because the pictures looked amazing, and I was nervous it wouldn't be as good as expected. But it exceeded all our expectations! The owner Louie was extremely kind and friendly. The cleaning lady Grace was so thoughtful. We walked into an emaculately clean condo. The view of the beach from the porch felt like paradise. We came with our two kids ages 9 and 5, and pretty much had the pool and beach to ourselves 95% of the time. The setting is like a little slice of heaven, so peaceful and beautiful. Great snorkeling! Sunset view! Easy access to all the great restaurants. We would love to stay here again. FYI: Make sure to bring water shoes because the beach & ocean floor is very rocky and shelly, but water shoes make it a non issue! Wonderful hospitality!
Guest favorite
A solitary palm tree stands on a sandy beach, with clear blue waters stretching into the horizon. Soft waves lapping at the shore can be seen in the background, framed by a serene sky dotted with a few clouds.
Apartment in Bodden Town
4.89 out of 5 average rating, 45 reviews

Close to the beach, restaurants and supermarket

SkarletRating, 5 stars3 weeks ago
This is my second time staying at Mario’s and it was great! Just like the photos and love the location. They added newer beach chairs and an umbrella which was nice especially since it was always sunny during our stay. Can’t wait to come back!
Top guest favorite
Home in Stake Bay
5 out of 5 average rating, 61 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

ShahlaRating, 5 stars1 month ago
Our stay at Tides End, Cayman Brac was nothing short of spectacular. The home itself was absolutely stunning—beautifully designed, immaculately clean, and equipped with every amenity you could possibly need (and more!). The location couldn’t have been more perfect—peaceful, private, and surrounded by breathtaking views. From the moment we arrived, we felt completely at ease. The hosts were incredibly gracious and attentive, making sure we had everything we needed to enjoy our stay to the fullest. Their warm hospitality added a personal touch that made the experience even more special. Whether you’re looking for a relaxing escape or a base to explore all that Cayman Brac has to offer, Tides End is the ideal choice. We can’t wait to return!
Guest favorite
A modern swimming pool is framed by concrete structures, providing an open space that highlights the ocean view. The pool's calm water reflects the colors of the sunset, while seating areas can be seen in the background under lush trees.
Condo in West Bay
4.98 out of 5 average rating, 66 reviews

Sunset Hideaway (3)

DanaRating, 5 stars1 month ago
Worth every penny! Myline’s place is our favorite place now when we visit Grand Cayman. This was our 4th or 5th booking and we will continue to return every year! It is so peaceful here, away from the hustle and bustle of 7-mile beach. This place is about a 15-minute drive to 2 of our favorite restaurants in West Bay (Pappagallos & Calypso Grille). The “Olympic” sized pool is amazing. Great for relaxing after a day of diving. Speaking of diving, there is a nice little reef behind the unit, with easy access to it. If you go right and head north, you’re not too far from Turtle Reef (Macabuca) and you can see turtles, nurse sharks, and puffer fish (just to name a few). If you go left and head south, you’ll find a nice place for snorkeling up along the iron shore. You’ll see all sorts of juvenile fish in the area and lots of Trunk Fish. This place has everything you need for a relaxing vacation.
Guest favorite
A light-colored sectional sofa is positioned near floor-to-ceiling windows, offering unobstructed views of the ocean. A soft throw and a decorative pillow are placed on the sofa. A woven lamp stands nearby, complementing the serene coastal atmosphere.
Apartment in George Town
5 out of 5 average rating, 11 reviews

3-Bedroom Condo with ocean view

MakalenRating, 5 stars1 month ago
Beautiful place! Very clean and an amazing view! The home was spotless from the towels to the linens. Very close to many good restaurants and shopping! The extra amenities were the perfect finishing touch and so thoughtful! I would stay here again in a heartbeat! Great communication and instructions!

Family friendly vacation rentals in Cayman Islands

Guest favorite
The image captures a tranquil pool area surrounded by lounge chairs and shaded umbrellas. Lush greenery and palm trees provide a refreshing backdrop. In the distance, a sandy beach meets the ocean under a partially cloudy sky, enhancing the serene atmosphere.
Condo in Seven Mile Beach
4.99 out of 5 average rating, 68 reviews

Seven Mile Beach Condo Ocean/Pool

ChristaRating, 5 stars2 days ago
Our family of 4 loved our stay. The grounds and pool are beautiful. Loved watching sunsets on the beach and snorkeling in the protected swim area. We snorkeled outside of it as well and saw larger fish. The hidden gem is the tiki bar at the pool. The food is great and the staff are super friendly. Loved the music playing as well. The condo was a great layout for parents and teens. The unit is right off the north parking lot making it very convenient to come and go. We really appreciated the abundance of bath towels and provided beach towels as well. We had a stress free week and hope to return in the future. Ariel provided everything we needed and instructions were clear. Thank you for sharing your home with us! Cheers!
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 stars3 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 stars3 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.
Top guest favorite
A charming yellow bungalow is surrounded by lush greenery and blue skies. White shutters adorn the windows, while vibrant plants and trees frame the property. A landscaped yard provides an inviting outdoor space, reflecting a tranquil Caribbean atmosphere.
Island in East End
4.98 out of 5 average rating, 189 reviews

Ruby's Hibiscus - Grand Cayman beach cottage

NanceRating, 5 stars1 month ago
Peaceful Paradise in East End Ruby’s Hibiscus was the perfect getaway. The private beach, swaying palms, and peaceful setting made it feel like our own slice of paradise. The cottage was cozy, clean, and had everything we needed—plus two porches and a dreamy outdoor hanging daybed. The king bed was super comfortable too! Great location—quiet and relaxing, but close to local restaurants, a dive shop, and about 30–45 minutes from Seven Mile Beach and the airport. Ms. Rhoda and Mr. Isaac were wonderful hosts—welcoming, thoughtful, and always available. We couldn’t have asked for a better stay! We will be back and will stay at Ruby's Hibiscus again, for sure.
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 stars3 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 spacious living area features a light-colored sectional sofa and a large area rug. Wooden beams line the ceiling, reflecting natural light. A dining table is visible, accompanied by modern lighting fixtures. The open layout connects to the kitchen area, enhancing the inviting ambiance.
Condo in George Town
4.96 out of 5 average rating, 144 reviews

2 BR beach condo resort with pool and ocean views

EthanRating, 5 stars1 week ago
Easy to get there and get in (it's a key code - no need to keep up with a key). Place is beautiful. Shower water does go from hot to cold a lot though. Great view from the very roomy balcony - pictures are accurate. Plenty of storage. High chair, and also some beach gear to use. They provide a great guide book. Good restaurants within walking distance, plus the pool bar/restaurant is good too. Cove is a 1-minute walk an has a breakwater, which allows for easy snorkeling. You can still see some good creatures (I saw a stingray). It's about a 10-minute beach walk south to a shipwreck directly off the coast (~30 feet), and the ship is partly above water - easy swim/snorkel, bring good water shoes (lots of craggy/sharp rocks). Not much for beachcombing, but there's a little. 15 minutes from West Bay, 45 minutes from Rum Point. All in all, a great place to stay. If we come back to Grand Cayman, we'll definitely to try get this place if it fits our schedule!

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 stars3 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 stars2 months 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.
Sliding glass doors provide a view of the beach, where colorful chairs and palm trees frame the serene ocean scene. Sunlight reflects off the water, creating a bright and inviting atmosphere in the living space.
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 stars38 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!
Superhost
A serene swimming pool is surrounded by sandy decking and palm trees, reflecting a clear blue sky. Shade sails provide comfort over the pool area, while the tranquil Caribbean Sea is visible in the background.
Villa in West End
4.86 out of 5 average rating, 14 reviews

2-bdm tropical beach paradise w/ pool, cabana&more

TimothyRating, 5 stars2 months ago
Henry’s place was the perfect place for some deep relaxation! Right on the water, with beautiful grounds and hammocks that were perfect for drifting in and out of sleep, reading, and generally soothing the days away. The location too, was perfect. Just a few minutes from “downtown” and under ten minutes to the Brac Scuba Shack. The sea was a bit choppy right in front of the house, but on calm days, you could absolutely shore dive just out the front. While we were there, the other two units were unoccupied, which meant that we had the hammocks and pool to ourselves. The interior was perfectly appointed with a great kitchen and comfy couches. Communication was impeccable. We would absolutely return!

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