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Holiday houses in Grand Cayman

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Top-rated holiday rentals in Grand Cayman

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

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Top Guest favourite
A modern two-story home features expansive glass doors and large windows that provide views of the outdoor space. A private pool and putting green are surrounded by lush landscaping, creating a refreshing environment. Lounge chairs are positioned nearby for relaxation.
Home in North Side
5 out of 5 average rating, 26 reviews

Luxury Beachview Retreat, Cayman Island.

Luxurious, four bedroom, four and a half bath home with ensuite bathrooms and a half bath for guest. All bedrooms provide a private balcony with stunning oceanviews. This modern gated home in Northside is only 40mins from the airport and features a private pool, public beach access and a mini-golf course. BEDS Master on upper level has a king bed Second bedroom on upper level has a queen bed Third bedroom on upper level has 1 full bed and 3 twins Fourth bedroom on lower level has a queen bed.

Top Guest favourite
The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.
Cottage in West Bay
4.99 out of 5 average rating, 355 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 favourite
A balcony with an inviting view features a round table and two chairs, set against a backdrop of lush greenery and a glimpse of the ocean. An archway frames the scene, with light filtering through a ceiling fan above.
Apartment in Grand Cayman
4.96 out of 5 average rating, 165 reviews

Adorable Boho-Style Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

Guest favourite
An aerial view captures the spacious layout of Rum Cove, surrounded by lush greenery and shimmering waters. A private dock extends into the cove, with outdoor seating areas and a kayak visible nearby, presenting a serene atmosphere for relaxation and exploration.
Apartment in Cayman Kai
4.93 out of 5 average rating, 223 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Welcome to Rum Cove – your private escape on the bioluminescent bay, just steps from the world-famous Rum Point. This bright & breezy 1-bedroom retreat is part of a charming triplex and offers stunning 360° views. Whether you’re relaxing on the patio, kayaking under the stars, or sipping coffee at sunrise, Rum Cove surrounds you with natural beauty & peace. A perfect space for couples, solo travelers or small families looking for a quiet getaway with the best of Cayman Kai on your doorstep.

Guest favourite
A large swimming pool is surrounded by well-maintained greenery and palm trees. Blue lounge chairs and umbrellas are positioned by the poolside, providing ample shade and relaxation options. The backdrop features a contemporary condo complex with balconies overlooking the grounds.
Condo in George Town
4.95 out of 5 average rating, 192 reviews

Cayman Reef Resort on Seven Mile Beach

At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!

Top Guest favourite
A bright and airy screened patio features a white dining table surrounded by black chairs. Large windows allow views of the beach and sea. A lush green tree is visible outside, with leisure equipment placed near the patio entrance.
Condo in George Town
4.87 out of 5 average rating, 174 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.

Top Guest favourite
Cottage in East End
4.98 out of 5 average rating, 116 reviews

Hidden Gem Cottage on the Beach

Hidden Gem is a Traditional Cayman Style cottage located at Grapetree Cove on a beautiful beach area in sleepy fishing village of East End. The property is filled with trees that gives it a dreamy Island ambiance. The Cottage has been fully renovated with modern amenities that makes is very comfortable and homey. Hidden Gem offers a unique CaymanKind experience from a Caymanian host that knows the area well. Located minutes away from local dinning places and many key attractions in the area.

Top Guest favourite
A vibrant turquoise fence leads to a sandy beach, with gentle waves lapping at the shore. The sky is filled with soft, white clouds, creating a serene coastal scene. The beach is just beyond the fence, inviting relaxation and enjoyment of the ocean views.
Apartment in West Bay
4.93 out of 5 average rating, 101 reviews

1 Bed Beach Rental 20 steps to the Beach!

Newly renovated 1 bedroom apartment just 50 feet to Seven Mile Beach in West Bay. From the balcony you have a partial beach view. This apartment has everything you will need for a comfortable stay and the memory foam mattress will ensure a great nights sleep. Alfresco Restaurant is across the street and Camana Bay is an 8 minute drive away. There is also a comfortable sofa bed in the living room with a queen memory foam mattress for extra guests. There is also a Shared Laundry Room on site.

Guest favourite
Condo in Grand Cayman
5 out of 5 average rating, 10 reviews

Beachside Retreat - Walk to 7 Mile Beach

New Listing! Enjoy our brand-new unit at special introductory rates for a limited time. Modern renovated ground-floor 1BR/1BA — Seven Mile Beach Corridor Enjoy luxury living walking distance from Seven Mile Beach, top dining, shopping, and nightlife. Relax in the large, screened patio overlooking lush, landscaped grounds. Amenities include: - Swimming pool - 2 x beach chairs with coolers - 1 x beach umbrella - 2x beach towels - 2 x bath towels - Starter Shampoo and conditioner

Top Guest favourite
The exterior of the studio apartment is framed by lush greenery and flowering plants. An outdoor dining set with an umbrella is positioned on a blue deck. The building features large windows and light-colored walls, complemented by stone accents and manicured landscaping.
Guesthouse in Grand Harbour
4.97 out of 5 average rating, 183 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

Guest favourite
A serene swimming pool is framed by palm trees, reflecting the clear blue sky above. The calm water invites relaxation, and the ocean is visible in the background, enhancing the tranquil atmosphere.
Guest suite in George Town
4.96 out of 5 average rating, 277 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing. PLEASE NOTE: WE ARE NOT LOCATED ON BATS CAVE BEACH. AIRBNB HAS THIS WRONG!

Top Guest favourite
An inviting aerial view captures the beachfront property, showcasing a spacious, kidney-shaped pool surrounded by lounge chairs and umbrellas. Lush greenery frames the scene, enhancing the tranquility of the area, while sandy beach access is visible to the right, highlighting the proximity to the water.
Condo in George Town
4.97 out of 5 average rating, 102 reviews

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

Stylish, spacious, and steps from the sea—Cocoplum 10 is a renovated 2-bedroom, 2-bath condo with ocean views, coastal-modern interiors, and a large private balcony overlooking the Pool and Ocean. Located on the quieter end of Seven Mile Beach, you’ll enjoy calm waters for snorkeling and paddleboarding, a beachfront pool, and easy walks to local restaurants and shops. One of the most popular 2BR condos on the island—book early!

Popular amenities for Grand Cayman holiday rentals

Frequently Asked Questions

  • Where is Grand Cayman located?

    Grand Cayman is the largest of the Cayman Islands, situated in the western Caribbean Sea. It is known for its tropical shoreline and vibrant marine life.

  • When is the best time to visit Grand Cayman?

    Many visitors choose the drier months, with lighter rainfall from January to April and pleasant temperatures near 73–87°F (23–30°C). Late spring and early autumn can bring higher humidity and rainfall, so pack accordingly for the activities you wish to explore.

  • What are some things to do near Grand Cayman?

    Grand Cayman has celebrated snorkeling sites, beaches, and botanical gardens, along with opportunities to learn at local museums. Around the island, you can explore markets, sample Caymanian cuisine, or visit sea turtle conservation areas.

  • How is the weather near Grand Cayman?

    Expect warm tropical weather year-round, with temperatures typically between 73–90°F (23–32°C). Rainfall varies by season, with drier periods early in the year and heavier showers from late spring through autumn.