Vacation rentals in Grand Cayman

4.99 out of 5 average rating, 317 reviews

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

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

Apartment in Grand Cayman

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.

4.96 out of 5 average rating, 152 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.

4.91 out of 5 average rating, 103 reviews

A serene sunset over the ocean is captured along a sandy beach. Soft waves reflect hues of orange and pink, while clouds are illuminated by the fading light. The horizon is visible, creating a calm and peaceful atmosphere.

Apartment in West Bay

Beachside Boutique Villa Steps to Seven Mile Beach

Enjoy the conveniently located yet quiet and peaceful end of Seven Mile Beach with private beach and beach access just steps away. Enjoy short sunsets and beach walks to some of the islands best snorkeling , diving and restaurants or walk the whole of seven mile beach from right outside your front door . Make some memories at this unique , fully equipped cosy cottage with a real beachy vibe and tranquil private patio garden . We hope you will love Beach Love at Calypso as much as we do. :)

4.93 out of 5 average rating, 216 reviews

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.

Apartment in Cayman Kai

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.

4.93 out of 5 average rating, 271 reviews

A pool area is shown with lounge chairs arranged around a clear blue pool. The deck is paved with light-colored bricks and surrounded by greenery. In the background, a covered seating area with multiple chairs can be seen, alongside colorful buildings under a sunny sky.

Condo in Grand Harbour

Waterfront Sanctuary Serene | 2BR | Pool & Porch

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

4.98 out of 5 average rating, 104 reviews

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

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.

Guest suite in George Town

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.

4.98 out of 5 average rating, 253 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. 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.

Guesthouse in Grand Harbour

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.

4.98 out of 5 average rating, 169 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.

4.99 out of 5 average rating, 109 reviews

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

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!!"

Apartment in Grand Cayman

A modern kitchen is featured, designed with blue cabinetry and a dark countertop. Stainless steel appliances are present, including a refrigerator and a stove. Shelves hold various dishware, while a cozy seating area with a colorful cushion adds warmth to the space.

4.87 out of 5 average rating, 106 reviews

Paradise Pointe Rentals (Apt 9 1st floor)

Spend your vacay in West Bay with us ! Warm tropical breezes and spectacular azure ocean views await you at Paradise Pointe. This cozy apartment is situated on the northwest point coast overlooking world famous Seven Mile Beach. If you're a swimmer, snorkeler or diver, our backyard was created especially for you. In the evenings, the amazing Caribbean sunset slowly fades as the speckled lights of Seven Mile Beach create an ambiance of quiet soothing peace.

Guesthouse in George Town

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.

4.89 out of 5 average rating, 149 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.

4.98 out of 5 average rating, 125 reviews

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.

Apartment in KY

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.

Popular amenities for Grand Cayman vacation rentals

Laptop-friendly workspace

Grand Cayman beach vacation rentals

5 out of 5 average rating, 9 reviews

A clear view showcases a tranquil pool with in-water bar stools, framed by swaying palm trees. The ocean stretches beyond the sandy beach, with gentle waves lapping at the shore. Bright blue skies and vibrant hues of teal and turquoise enhance the coastal scene.

Condo in Bodden Town

Magnificent Ocean Front Sea Palm Villa #11

An oceanfront balcony is shown, featuring a colorful hammock suspended between posts. A comfortable chair and a table with four accompanying chairs are positioned nearby, all overlooking the turquoise sea and rocky shoreline. Soft clouds drift in the sky.

5 out of 5 average rating, 47 reviews

Panoramic Ocean views and Magnificent Snorkeling

4.98 out of 5 average rating, 88 reviews

An airy living area is depicted with a spacious couch, a coffee table, and a dining area featuring light-colored chairs. Large windows offer views of palm trees and the beach, while natural light brightens the room, creating a fresh and inviting atmosphere.

Condo in George Town

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

4.94 out of 5 average rating, 147 reviews

An outdoor dining area is presented under a vibrant teal umbrella, featuring a glass-top table surrounded by several green chairs. The view beyond includes sandy beach and the Caribbean Sea, framed by palm trees and coastal vegetation.

Condo in Rum Point

Nature's View: Pools of the Kai #2

4.96 out of 5 average rating, 159 reviews

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

2 BR beach condo resort with pool and ocean views

4.88 out of 5 average rating, 86 reviews

A spacious living area is furnished with a light grey sectional sofa and a circular coffee table. A large flat-screen television is positioned on a wooden media console. Natural light floods in through glass doors, which lead to a balcony with views of greenery, enhancing the inviting ambience.

Apartment in George Town

2 Bedroom 2 Bathroom Condo 7 Mile Beach

4.99 out of 5 average rating, 89 reviews

A large screened-in porch offers a serene setting with ocean views. Comfortable seating is paired with a side table, and a fan is mounted on the ceiling. The surroundings feature palm trees and a clear view of the beach, enhancing a sense of tranquility.

Condo in Rum Point

Beautiful oceanfront condo in peaceful North Side

4.98 out of 5 average rating, 47 reviews

A beachfront view of a multi-story condo complex is captured, with tropical palm trees swaying in the gentle breeze. The clear waters reflect the blue sky, while sun loungers are visible on the sandy beach, inviting relaxation along the shoreline.

Condo in Rum Point

Beachfront Bliss 7th Night Free @ Rum & Kai

Private Grand Cayman vacation rentals

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.

Apartment in George Town

4.84 out of 5 average rating, 49 reviews

Beach Living at Island Pine Villas BLSE

An open-concept living area is presented, featuring comfortable seating with wicker chairs and a plush sofa. A coffee table occupies the center, while large glass doors offer a view of the ocean. Light walls and a decorative rug enhance the space's airy feel.

5 out of 5 average rating, 32 reviews

Ocean Cabanas - Upstairs Two bedroom

A balcony view features two chairs facing a vibrant sunset over the ocean. Two glasses and a bottle are positioned on a small table, with the golden sun reflecting on the water below. The calm waves are visible in the foreground.

5 out of 5 average rating, 84 reviews

Oceanfront: 2 pools, diving & snorkeling on-site

4.97 out of 5 average rating, 35 reviews

An aerial view showcases the resort's lush, landscaped grounds, featuring a large swimming pool surrounded by sun loungers and umbrellas. The turquoise ocean and sandy beach are visible in the background, highlighting the property's beachfront location. Palm trees add to the tropical ambiance.

Condo in George Town

Be where the cruise ship crowds cannot go!

4.88 out of 5 average rating, 89 reviews

A modern living space features a light-colored sofa adorned with decorative pillows and a cozy blanket. A wooden coffee table is placed on a textured area rug, surrounded by greenery from a tall indoor plant. Large glass doors lead to a balcony, allowing in natural light.

Apartment in West Bay

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach

4.9 out of 5 average rating, 50 reviews

A dining area features a dark wooden table paired with two chairs, complemented by an arrangement of white orchids in a vibrant green vase. The background showcases a bright sleeping space with a floral bedspread and a cozy seating area, illuminated by natural light from large windows.

Apartment in Bodden Town

Close to the beach, restaurants and supermarket

Apartment in Seven Mile Beach

An aerial view captures a serene coastal community, featuring a mix of white and blue-roofed buildings amidst lush greenery. The vibrant turquoise waters of the ocean contrast beautifully with the sandy shore, offering a glimpse of the tranquil island atmosphere.

5 out of 5 average rating, 12 reviews

Lizard Fun Unit 102

A modern kitchen area features sleek cabinetry and stainless steel appliances. A round glass dining table with gray chairs is positioned in front of a window, allowing natural light to brighten the space. Decorative art is displayed on the wall, enhancing the contemporary feel.

4.88 out of 5 average rating, 25 reviews

Island Gem

Grand Cayman house rentals

5 out of 5 average rating, 31 reviews

The beachfront home is showcased from an aerial view, highlighting its two-level structure with a white roof. A spacious sun deck is visible, featuring loungers and steps leading directly to the sandy beach, framed by palm trees and lush greenery.

Home in Rum Point

Beachfront Retreat w/ Pool – Rum Point Paradise

Superhost

A bright living room features a cream-colored sofa and a round coffee table atop a textured area rug. Large sliding doors offer views of palm trees and the ocean beyond, while natural light fills the space through multiple windows.

Home in North Side

4.88 out of 5 average rating, 66 reviews

Chic Family Friendly 3 Bed 2 Bath Beach Front Home

4.96 out of 5 average rating, 25 reviews

Home in Rum Point

Whispering Kai: beach home on Bio Bay, Cayman Kai

5 out of 5 average rating, 22 reviews

An outdoor dining area is presented with a round table set for four, featuring blue and white dishware. A vase with bright pink flowers adds a pop of color. Palm trees are visible in the background, offering a glimpse of the beachfront and ocean.

Home in KY

Sea Cove

5 out of 5 average rating, 9 reviews

A cozy cottage is surrounded by lush tropical greenery, with a gravel driveway leading up to it. A large blue umbrella provides shade to a seating area, complemented by a barbecue grill nearby. The inviting entrance features a wooden deck with steps leading to the door.

Home in Grand Harbour

Happy Place 1 Bed/1 Bath Cayman Cottage in Red Bay

4.96 out of 5 average rating, 75 reviews

An outdoor terrace features comfortable wicker seating, complemented by colorful cushions. Lush palm trees frame the view of the tranquil turquoise waters and clear sky, enhancing the inviting coastal atmosphere.

Home in George Town

Paradise Beach House in South Sound, George Town

Superhost

The exterior view of the Cream home showcases a two-story structure with a white metal roof and light beige walls. A balcony is visible above, featuring seating, while a spacious patio below contains outdoor furniture and a hammock surrounded by lush greenery.

Home in North Side

4.88 out of 5 average rating, 94 reviews

Luxury 3bd Ocean View, # 1 Cream, Stunning Views