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Holiday rentals 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
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, 323 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
The studio apartment features a spacious bed adorned with a light blanket, accompanied by a round dining table and four chairs. Natural wood paneling enhances the ceiling, while decorative wall pieces and patterned kitchen tiles add character to the space.
Flat in Grand Cayman
4.96 out of 5 average rating, 154 reviews

Adorable Boho 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
A screened-in patio features a colorful area rug and seating arrangement with patterned cushions. A ceiling fan is visible above, while views of the lush garden and cove are framed by large glass panels. Kayaks and lounge chairs are positioned outside, enhancing the outdoor atmosphere.
Flat in Cayman Kai
4.93 out of 5 average rating, 217 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.

Top guest favourite
A charming traditional cottage is partially obscured by vibrant tropical foliage. The light blue exterior, framed by lush green palm leaves, creates a serene and inviting backdrop. Natural sunlight enhances the warmth of the atmosphere, while wooden railings suggest a welcoming entryway.
Cottage in East End
4.98 out of 5 average rating, 105 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.

Superhost
A clear blue swimming pool is surrounded by a well-maintained patio area. Two lounge chairs are positioned beside the pool, with lush greenery in the background. Bright, sunny skies and a modern building can be seen beyond the pool area.
Apartment in George Town
4.84 out of 5 average rating, 134 reviews

Cozy Condo near Seven Mile Beach!

Welcome to the Cozy Condo, the spot for everyone coming to Grand Cayman for work, play, or a little bit of both—all at a budget-friendly price! You’ll love our prime location, just minutes from the George Town, the lively Camana Bay, and the beautiful Seven Mile Beach. Plus, you’ll find two convenient supermarkets and pharmacy within easy walking distance or a quick drive which has everything you could want, from shopping and dining to entertainment and drinks. We can’t wait to to host you!

Guest favourite
A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.
Flat in West Bay
4.94 out of 5 average rating, 54 reviews

Coastal Hideaway

This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

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.
Guest house in Grand Harbour
4.97 out of 5 average rating, 171 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.

Top guest favourite
A cottage exterior is presented with a coral and green color scheme, surrounded by a landscaped yard with gravel pathways. The screened porch offers views of the inviting outdoor space, while lush greenery and palm trees enhance the peaceful atmosphere.
Cottage in East End
4.99 out of 5 average rating, 109 reviews

Piece of Mine, Beachfront Villa #3

Private & Tranquil BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Caribbean Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Top guest favourite
A tranquil swimming pool is framed by palm trees and a rocky outcrop, with clear blue water inviting relaxation. The ocean is visible in the background, where waves gently meet the shore. Lounge chairs are arranged around the pool area, creating a serene atmosphere.
Guest suite in George Town
4.98 out of 5 average rating, 258 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!

Guest favourite
A cozy bedroom features a spacious bed with a patterned blanket. A small television is positioned on a dresser against a wall. Natural light filters through textured window treatments, complementing the earthy tones of the decor. A comfortable chair is located nearby, adding to the inviting space.
Guest house in George Town
4.89 out of 5 average rating, 153 reviews

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

Top guest favourite
A round dining table is set for four, surrounded by light-colored chairs. The space features large glass windows that offer views of palm trees and neighboring outdoor seating. Natural light illuminates the interior, enhancing the serene setting.
Flat in KY
4.98 out of 5 average rating, 125 reviews

Rum Haven villa on Bioluminescent Bay & Ocean view

Welcome to Rum Haven - a 1-bedroom, 1-bath peaceful hideaway perfectly situated on the bioluminescent bay and directly across from the iconic Rum Point Club. This charming unit is ideal for couples seeking a relaxing island getaway. Unwind in the hammock, paddle along the Bio Bay in our complimentary kayak, or simply enjoy the views from your private porch. Maid service is included for stays over 7 nights.

Guest favourite
An aerial view showcases the layout of a tropical beachfront property featuring clusters of buildings with blue roofs surrounded by landscaped gardens. The sandy beach meets the clear turquoise waters, with a stretch of palm trees lining the shoreline in a serene setting.
Apartment in West Bay
4.98 out of 5 average rating, 102 reviews

Next to Ritz | Oceanview 1BR on Seven Mile Beach

Wake up to ocean views at Villas of the Galleon #6, a peaceful 1BR condo on Seven Mile Beach. Nestled between the Ritz and Westin, this iconic location offers privacy, modern comfort, and front-row beach access—without the crowds. Walk to restaurants, snorkel in turquoise waters, and unwind on Grand Cayman’s most exclusive stretch of sand. Ideal for couples or small families seeking the perfect beach escape.

Popular amenities for Grand Cayman holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Grand Cayman

Top guest favourite
An infinity pool reflects the vibrant colors of the sunset over the sea, surrounded by palm trees. Three transparent float loungers gently rest on the water's surface, creating a serene atmosphere. The calm ocean horizon is visible in the background, complementing the tranquil setting.
Home in Old Man Bay
5 out of 5 average rating, 7 reviews

Coral Cottage - Beach Front w/ Private Pool

Guest favourite
A modern living area features a teal sofa and a circular wooden coffee table. A light rug with a minimal pattern lies beneath. The space opens to a dining area with a sleek table and chairs. Warm light is provided by stylish ceiling fixtures.
Flat in George Town
4.94 out of 5 average rating, 34 reviews

Seaside Serenity at Allure

Superhost
A bright living area features a light-colored sofa and an orange accent chair. A wooden console table supports decorative lanterns and a potted plant. A round coffee table with faux greenery complements the space, while a large mirror above the console reflects light.
Flat in George Town
4.85 out of 5 average rating, 52 reviews

Beach Living at Island Pine Villas BLSE

Top guest favourite
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Holiday home in Bodden Town
5 out of 5 average rating, 99 reviews

Art Beach House, boutique style luxury.

Guest favourite
A serene beachfront scene is captured, featuring palm trees swaying gently in the breeze. A sandy shore leads to a calm turquoise ocean, with a wooden dock extending into the water. A manicured pathway runs alongside the beach, bordered by a low stone wall.
Apartment in West Bay
4.91 out of 5 average rating, 56 reviews

Bougainvillea at Pappagallo Beach Villas (condo#2)

The modern building features a clean, minimalist design with a combination of white and gray exteriors. Large windows are present, allowing natural light to fill the interior spaces. A gravel driveway leads to the entrance, enhancing the contemporary aesthetic of the residence.
Apartment in Savannah
4.83 out of 5 average rating, 72 reviews

Clarke’s Cove Residence

Top guest favourite
A cozy living area features a spacious gray sofa adorned with decorative pillows. Natural light streams through glass doors leading to a private outdoor space. A small table sits beside the sofa, and decorative plants are arranged in woven baskets, enhancing the tranquil ambiance.
Apartment in West Bay
5 out of 5 average rating, 30 reviews

Ocean Watercourse Retreat

Top guest favourite
A modern living area is highlighted by a comfortable sectional sofa and two armchairs. Large sliding doors open to reveal stunning ocean views, allowing natural light to fill the space. A dining table is set for four, positioned nearby for easy access to the outdoor scenery.
Flat in West Bay
5 out of 5 average rating, 8 reviews

New Oversize Luxury 1 Bd |Turtle Center |Macabuca

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.

Destinations to explore