Grand Cayman vacation rentals

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Top-rated vacation rentals in Grand Cayman

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in West Bay

4.98 out of 5 average rating, 244 reviews

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach

Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

Guest favorite

Home in North Side

5 out of 5 average rating, 16 reviews

Nature lovers paradise newly renovated

A true tropical nature lovers dream on the North Side of the island. Relax with the whole family at this peaceful, newly renovated house surrounded by fruit trees and rock paths. If your travel is for romance, business, or family vacation, it's all covered here. Located across the street from the beach and close to restaurants, supermarketsand the famous Rum Point Club and Kaibo Yacht Club. Minutes from attractions such as the Cayman Crystal Caves, Queen Elizabeth ll Botanic park, Starfish Point

Guest favorite

Condo in Bodden Town

5 out of 5 average rating, 5 reviews

Breathtaking Ocean Front Sea Palm Villa #3

Oceanfront Caribbean Style Villa that is centrally located in Bodden Town for a laid-back experience in tranquility. All 12 villas in complex are oceanfront with views of the sea. We have 6 villas on main floor and 6 villas on second floor. You can enjoy the pool with in-water bar stools or sit on a private beach near the ocean. We have a stretch of beach that allows you to walk for miles. We are surrounded by a coral reef giving our guests access to some of the best snorkeling on the island.

Guest favorite

Condo in George Town

4.86 out of 5 average rating, 139 reviews

Grandview condominium directly on 7-mile beach

This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.

Superhost

Condo in George Town

4.92 out of 5 average rating, 91 reviews

Beautiful Beachfront 2BR Condo.

Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

Guest favorite

Condo in Rum Point

4.96 out of 5 average rating, 26 reviews

Beach & Pool in 2BR secluded condo at Rum Point

NORTH SIDE, RUM POINT, GRAND CAYMAN Gorgeous condo secluded on a quiet and serene area of the island that gives you an isolated feeling from the rest of the world, North Side is the safest area in the safest island of the Caribbean. Our place is for visitors that love private time with direct access to semi-private beach & pool, our condo is on ground floor exactly at center of the condominium with spectacular and privileged direct access to the beach just in front and pool to the left.

Guest favorite

Apartment in George Town

5 out of 5 average rating, 12 reviews

Resort Make 2br/2ba Condo on SMB

This newly renovated condo is centrally located on Seven Mile Beach and will provide you with the ultimate family getaway. You will be steps away from the pool, kiddie pool, hot tub, swim up restaurant/bar and best of all, beach. Located at the pool and beach are chairs and umbrellas, exclusively for Sunset Cove guests. Grocery stores, restaurants, and other stores are a short walk away. Enjoy the beautiful garden view from the patio, and experience a true tropical paradise.

Superhost

Apartment in East End

4.71 out of 5 average rating, 14 reviews

Wyndham Reef Resort, Beach Front 2B/2B Villa

Beach front condo in Wyndham resort, East End. Living room, kitchen and primary bedroom with ocean views all leading onto the private balcony. Open plan living room, fully equipped kitchen, washer and dryer, dining all lead to the balcony. In the living room is two pull down single murphy beds. Primary bedroom with king bed, en suite bathroom, 2nd bedroom has a queen bed and its own en-suite bathroom. Private patio for the perfect spot to cool down and watch the ocean.

Superhost

Apartment in Rum Point

4.91 out of 5 average rating, 23 reviews

Beach Living at the Retreat

If you long for a quiet beach, world class snorkeling, lazy beach days, or perhaps some fun and adventure with the family, the Retreat is the place to be! Aside from the peacefulness of the beach, the amazing sunset views, and the endless recreational activities available, you and your family can relax in our beautifully furnished one-bedroom condo and sip on morning coffees or afternoon cocktails while taking in the sea views on the screened-in balcony.

Superhost

Condo in Seven Mile Beach

5 out of 5 average rating, 4 reviews

Paradise Found- Ocean Front Retreat GV1121

This second floor unit with stunning views will captivate you. With modern finishes throughout including a galley kitchen w/Quartz counter tops with over-sized floor tiles, large spacious master en-suite and bath. Guestroom features a Queen Bed and private bathroom. Safe and secure complex, 2 BBQ grills on site. Free parking, Tennis and pickle ball courts. Great for snorkeling. Excellent location, near shops, entertainment and services.

Guest favorite

Apartment in George Town

4.96 out of 5 average rating, 121 reviews

Flip Flop Villa

A superb location to all things fun makes this condo a great spot! Centrally located to Spotts Beach or Smith Cove Beach its only 10 mins away or George Town to Seven Mile Beach 15 mins away. Ideally located to explore both coasts. Out of the way of the hustle & bustle but close to it if you like. Two grocery, convenient stores and restaurants within a few mins.

Guest favorite

Condo in George Town

4.96 out of 5 average rating, 134 reviews

2 BR beach condo resort with pool and ocean views

This luxury penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. This includes bike use, large pool with swim up bar, kiddie pool and hot tub. Great snorkeling off our beach.

Popular amenities for Grand Cayman vacation rentals

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