Grand Cayman vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Grand Cayman
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grand Cayman vacation rentals
Grand Cayman beach vacation rentals
Rental unit in Savannah
4.91 out of 5 average rating, 47 reviewsCasa de Bells 5
Rental unit in East End
4.89 out of 5 average rating, 18 reviewsCozy Corner in East End
Condo in George Town
5 out of 5 average rating, 59 reviewsBeautiful apartment in Seven Mile Beach
Cottage in East End
4.98 out of 5 average rating, 88 reviewsHidden Gem Cottage on the Beach
Condo in Grand Harbour
4.93 out of 5 average rating, 230 reviewsThe Sanctuary serene Grand Harbour view 2Bed/2Bath
Rental unit in Bodden Town
5 out of 5 average rating, 29 reviewsNEW! Modern Beach/Oceanfront Condo - WOW!
Rental unit in East End
4.93 out of 5 average rating, 14 reviewsSpacious Beachfront Penthouse Studio (Sleeps 2)
Condo in Grand Cayman
5 out of 5 average rating, 8 reviewsMastic Chapel LUXE Cottage w/ Pool on North Side
Private Grand Cayman vacation rentals
Rental unit in George Town
5 out of 5 average rating, 14 reviewsSeaside Serenity at Allure
Rental unit in East End
5 out of 5 average rating, 10 reviewsLuxury King Ocean Front Suite
Condo in West Bay
5 out of 5 average rating, 58 reviewsOceanfront w/Pool, Diving & Snorkeling On-site
Place to stay in Rum Point
5 out of 5 average rating, 10 reviewsYippee Kai Yay Beachfront oasis
Rental unit in George Town
4.93 out of 5 average rating, 76 reviewsModern 2 Bed Ocean Condo 7MB
Villa in West Bay
4.94 out of 5 average rating, 98 reviewsLuxury villa right across 7mile Beach + Bed Swing
Condo in George Town
4.98 out of 5 average rating, 60 reviewsBeautiful, Seafront 3 bed condo, Seven Mile Beach
Condo in George Town
4.95 out of 5 average rating, 73 reviewsOceanfront 2bed 2bath Condo Seven Mile Beach
Grand Cayman house rentals
Home in West Bay
5 out of 5 average rating, 12 reviewsOceanfront Oasis Home with cottage & pool
Home in North Side
4.86 out of 5 average rating, 44 reviewsChic Family Friendly 3 Bed 2 Bath Beach Front Home
Home in Grand Cayman
5 out of 5 average rating, 19 reviews3 Bedroom Beach House with Pools
Home in KY
5 out of 5 average rating, 16 reviewsSea Cove
Home in North Side
4.95 out of 5 average rating, 40 reviewsOceanfront “Dreamsicle” Villa with Kayaks
Home in George Town
5 out of 5 average rating, 18 reviewsVilla Olea -
Home in West Bay
5 out of 5 average rating, 20 reviewsThe Highlands Retreat A
Home in Patricks Island
5 out of 5 average rating, 18 reviewsSeabreezes-Your Oceanside Escape
Your guide to Grand Cayman
Welcome to Grand Cayman
The largest of the three Cayman islands, Grand Cayman lives up to its name. The Caymans have a reputation as a playground for the wealthy, and its capital city, George Town, located here, confirms that image. Its glitzy, ritzy environs are where visitors congregate to sip cocktails, browse the marquee boutiques, and partake in a plethora of fine dining. All of this is arrayed against Seven Mile Beach, a glamorous strand of white sand abutted by sparkly blue water where turtles and stingrays flit. But Grand Cayman isn’t all about luxury — venture outside George Town and you’ll find pockets of rural idyll and gorgeous natural attractions.
This island’s varied ecosystem supports a dizzying array of flora, including coconut palms, mangroves, and avocado and mango trees. Colorful orchids and fanlike hibiscus flowers bloom here. There are arid semi-desert landscapes contrasted by verdant hardwood forests. At Smith Cove, a favorite snorkeling spot, you can paddle around with tropical fish and — if you’re lucky — even an octopus or two.
The best time to stay in a vacation rental in Grand Cayman
There isn’t really a bad time to visit Grand Cayman. The weather is warm and sunny year round, although there is a wet season from May to October. This means you’re likely to encounter morning and afternoon rainfall — and also fewer crowds. Pirates Week, one of the island’s biggest and most eccentric events, goes down over three weeks in November and is spread across the three islands, ending in Grand Cayman. Expect parades, bonfires, fireworks, and lots of pirate costumes.
Top things to do in Grand Cayman
Mastic Trail
Located in the Mastic Reserve, which protects the island’s old-growth forest, this tranquil 2.3-mile trail showcases the island’s biodiversity as it traverses mangrove wetlands and palm stands where parrots and woodpeckers congregate. You may also spy orchids, butterflies, and large hermit crabs in this park, which has grown unfettered for two million years.
Cayman Motor Museum
This museum is as much a celebration of cars as it is the special possessions that wealth affords. Built by a car-obsessed businessman, the museum showcases his extensive collection, which includes the first car brought to the Caymans, as well as glittering high-end collector cars and famous Hollywood action hero vehicles.
Crystal Caves
Temporarily bid goodbye to the sunshine to venture underground and explore this fascinating network of underground caves formed more than one million years ago. The Crystal Caves’ interior chambers bristle with strange and beautiful stalactites and stalagmites, some surrounding a limpid underground lake. Rumor has it that pirates stashed gold here, but the real treasures are the scenic riches.
Destinations to explore
- Condo rentals Grand Cayman
- Villa rentals Grand Cayman
- Rentals with a patio Grand Cayman
- Rentals with beach access Grand Cayman
- Beachfront rentals Grand Cayman
- Rentals with a hot tub Grand Cayman
- Serviced apartment rentals Grand Cayman
- Rentals with a washer and dryer Grand Cayman
- Family-friendly rentals Grand Cayman
- Smoking-friendly rentals Grand Cayman
- Fitness-friendly rentals Grand Cayman
- Rentals with an EV charger Grand Cayman
- Rentals with outdoor seating Grand Cayman
- Pet-friendly rentals Grand Cayman
- Rentals with a fire pit Grand Cayman
- Rentals with a kayak Grand Cayman
- Townhouse rentals Grand Cayman
- Rentals with pools Grand Cayman
- Waterfront rentals Grand Cayman
- House rentals Grand Cayman
- Apartment rentals Grand Cayman
- Luxury rentals Grand Cayman
- Kid-friendly rentals Grand Cayman
- Monthly Rentals Grand Cayman
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom