Vacation rentals in Cayman Islands

4.99 out of 5 average rating, 304 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.

4.97 out of 5 average rating, 148 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.

4.98 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.

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.

4.84 out of 5 average rating, 132 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!

4.93 out of 5 average rating, 122 reviews

A modern living area features a sectional sofa and a comfortable armchair, complemented by a stylish coffee table. The kitchen, visible in the background, includes stainless steel appliances and white cabinetry. Soft blue walls add a serene touch, while natural light brightens the space.

Villa in West Bay

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

4.98 out of 5 average rating, 246 reviews

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 Savannah

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.

4.94 out of 5 average rating, 144 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

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

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, 164 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.

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.

4.88 out of 5 average rating, 147 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.

4.97 out of 5 average rating, 174 reviews

The image showcases a newly constructed house adjacent to a semi-private pool. Sunlight reflects off the clear water, while lush greenery frames the surroundings. A patio area features tile flooring and planters, enhancing the outdoor space for relaxation and enjoyment.

Home in Little Cayman

Just Chillin in Little Cayman

Just Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Luxury Stays

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Popular amenities for Cayman Islands vacation rentals

Cayman Islands beach vacation rentals

4.99 out of 5 average rating, 97 reviews

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.

Condo in West Bay

Next to Ritz | Oceanview 1BR on Seven Mile Beach

Vacation home in Bodden Town

An aerial view captures the beach house nestled along a serene shoreline, surrounded by lush greenery. Soft white sand meets clear waters under a blue sky adorned with scattered clouds, creating a peaceful coastal environment. The property features multiple structures, emphasizing its spacious layout.

5 out of 5 average rating, 97 reviews

Art Beach House, boutique style luxury.

A view of a sandy beach along the ocean with gentle waves lapping at the shore. People can be seen enjoying the water and walking along the beach. A rocky barrier is visible in the distance, complementing the vibrant blue sky and fluffy clouds above.

5 out of 5 average rating, 7 reviews

Beachfront - Sunset Cove Resort

5 out of 5 average rating, 44 reviews

Condo in West Bay

Panoramic Ocean views and Magnificent Snorkeling

4.96 out of 5 average rating, 89 reviews

A spacious screened-in porch features comfortable seating and a dining area, with large windows that provide unobstructed views of the beach and ocean. Tropical palm trees are visible outside, enhancing the serene coastal atmosphere.

Condo in Savannah

Beachfront walkout with amazing patio & view

The living area features a comfortable sofa adorned with decorative cushions. A light wooden coffee table sits on a patterned rug, and a wall-mounted TV is positioned across from the seating. Sunlight floods in through the sliding doors that open to a private patio.

4.95 out of 5 average rating, 185 reviews

Cayman Reef Resort on Seven Mile Beach

5 out of 5 average rating, 13 reviews

An arched entrance frames a spacious covered patio with a dining table and chairs, offering a direct view of the ocean. Lush greenery borders the path leading to the beach, while a ceiling fan is visible above, contributing to a comfortable outdoor space.

Condo in West Bay

Stunning Oceanfront Villa Only Steps to Sand!

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.

4.96 out of 5 average rating, 152 reviews

2 BR beach condo resort with pool and ocean views

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Cayman Islands house rentals

5 out of 5 average rating, 51 reviews

A spacious living area features two large, comfortable sofas adorned with decorative pillows. A glass coffee table showcases a small centerpiece. Mirrors on the wall reflect the light, while a ceiling fan contributes to the air circulation. The space is accented by plants and artwork.

Home in West Bay

Price competitive and offers more than the usual

5 out of 5 average rating, 7 reviews

A spacious living area presents large sliding glass doors, allowing natural light to fill the room. A comfortable sectional sofa and stylish coffee table are positioned on a neutral-toned area rug. Lush greenery is visible outside, enhancing the sense of tranquility.

Home in Grand cayman

3 Bed Brand New by 7 Mile Beach!

4.88 out of 5 average rating, 64 reviews

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

Chic Family Friendly 3 Bed 2 Bath Beach Front Home

5 out of 5 average rating, 8 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

Home in West Bay Road, George Town

A screened-in patio encases a large swimming pool, reflecting clear blue water and surrounded by lush greenery. Two vibrant red lounge chairs are positioned near the pool's edge, offering a comfortable spot to relax while enjoying the tropical landscape.

5 out of 5 average rating, 22 reviews

Island Oasis

4.85 out of 5 average rating, 13 reviews

A light blue two-story house is surrounded by lush greenery and features a flowering bougainvillea tree. A wooden staircase leads to the upper level, enhancing the home's coastal charm. Adjacent to the house, sandy beach and tropical foliage create a serene outdoor atmosphere.

Home in West End

The Ocean Odyssey Main Guest House - Sonscape

4.9 out of 5 average rating, 92 reviews

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

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

4.97 out of 5 average rating, 30 reviews

A bright living area features a gray sectional sofa adorned with colorful cushions in yellow, teal, and pink. A glass coffee table is positioned on a patterned rug, while a red lamp provides light. The open layout includes glimpses of the dining area and kitchen.

Home in Patricks Island

Seabreezes-Your Oceanside Escape

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Beach house rentals in Cayman Islands

4.73 out of 5 average rating, 55 reviews

Lounge chairs sit poolside, offering a view of the ocean waves. The bright sky contrasts with the tranquil water, while the surrounding deck features a patterned edge. The scene is designed for relaxation and enjoyment of the coastal ambiance.

Home in Cayman Brac

Villa Villekulla - Relax Poolside

5 out of 5 average rating, 30 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

4.93 out of 5 average rating, 28 reviews

A serene courtyard features a circular hot tub surrounded by a stone patio. Lush palm trees and tropical landscaping add to the setting, with pastel-colored buildings in the background. The azure sea is visible beyond the landscaped area under a bright sky.

Home in Grand Cayman

3 Bedroom Beach House with Pools

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

4.75 out of 5 average rating, 4 reviews

Home in West End

2-bd tropical beach apartm. w/ deck, pool, cabana

4.95 out of 5 average rating, 40 reviews

A spacious wraparound veranda features a swing chair and two comfortable seating options, surrounded by scenic views of greenery and the ocean. Natural light fills the area through the open layout, providing a relaxing outdoor space perfect for unwinding.

Home in Blossom Village

Gorgeous Beach House in Little Cayman

4.96 out of 5 average rating, 71 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