Cayman Islands vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cayman Islands

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

0 of 0 items showing

1 of 3 pages

Guest favorite

The newly renovated house features a wide, inviting facade surrounded by well-maintained tropical foliage and colorful flowers. A gravel pathway leads to the entrance, framed by garden beds enhancing the tranquil setting. Large windows are positioned to provide natural light and views of the landscape.

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, 6 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

An aerial view shows a large pool area surrounded by lush greenery and sandy beach. The pool features a curved shape with a bridge and is furnished with multiple lounge chairs and umbrellas. Clear blue water meets the gentle waves of the Caribbean Sea.

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

A comfortable seating area features a neutral-toned sofa and a green armchair. A coffee table with a textured surface is positioned in front. Large glass doors reveal a view of palm trees and the ocean, allowing natural light to brighten the space. A television sits on a light media console.

Condo in George Town

4.91 out of 5 average rating, 93 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

A sandy beach is depicted in the foreground, featuring a sign that reads 'You need is LOVE and the Beach' resting among seashells. The ocean and dusky sky create a serene backdrop, suggesting a peaceful atmosphere.

Condo in Rum Point

4.96 out of 5 average rating, 27 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

A bright and open kitchen area features light grey cabinetry and stainless steel appliances, with a large island offering seating. The living area is visible in the background, showcasing a comfortable sectional sofa and large windows that provide views of the outdoors.

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

The beachfront condo resort is depicted under clear skies, with a series of lounge chairs arranged along a sandy shore. The resort's two-story buildings, colored in soft yellow with blue roofs, create a welcoming atmosphere along the coastline.

Apartment in East End

4.76 out of 5 average rating, 17 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

Two individuals are seated on a balcony overlooking a calm sea, framed by lush palm trees. A dark beverage is placed on the railing, and the sky reflects soft hues of orange and pink as the sun sets over the horizon.

Home in West End

4.67 out of 5 average rating, 3 reviews

Sandy beach a/c cabana, wi-fi, a/c, sunsets, deck

Truly Amazing Tropical Beach Paradise on the Water w/Pool. Prop has private entrances, full kitchen (with everything), dining, living, full bathroom, beach cabana, hammocks, bikes available, grill, kayaks, fire pit. WiFi. Great snorkeling right out front. Great sunsets! One of the few rental places on the island with a sandy beach. Leeward side of the island so many days with calm waters. Washer and Dryer, TV, Linens, beach and bath towels & more. 1 of only 3 units.

Superhost

A sandy beach is framed by swaying palm trees, leading to crystal-clear turquoise waters. A kayak rests on the shore, and picnic tables are visible in the background, providing a lovely spot to relax. The scene is brightened by soft, blue skies with scattered clouds.

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

A dining area is featured with a round table surrounded by four rattan chairs. Bright bowls of fruit and tableware are arranged on the table. A large window overlooks the beach and palm trees, with vibrant blue ocean visible in the background.

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

Home in Creek

5 out of 5 average rating, 26 reviews

On the Beach!

This cottage on the ocean sleeps 4 persons. Enjoy fast Wi-Fi, flat screen smart tv, laundry, beach towels, linens, fully equipped kitchen with gas stove, a full sized fridge, and outside grill. Relax in one of our hammocks, sunbathe on the deck, or just snorkel and fish just a few feet away. Or go rock climbing, caving, diving, bird watching, or hiking at one of the many spots around the island!

Guest favorite

A row of colorful flip flops is arranged on a sandy beach, with shades of pink, navy blue, and striped patterns visible. The clear blue ocean stretches into the horizon, complementing the vibrant colors of the footwear under a sunny sky.

Apartment in George Town

4.96 out of 5 average rating, 123 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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Cayman Islands vacation rentals

Laptop-friendly workspace

Other great vacation rentals in Cayman Islands

Guest favorite

A spacious outdoor patio is furnished with a large dining table surrounded by six white chairs. Palm trees and greenery provide shade, while a large umbrella enhances the seating area. The ocean is visible in the background, contributing to a relaxing atmosphere.

Villa in South Sound

4.89 out of 5 average rating, 27 reviews

Incredible Beach Front Villa!

Guest favorite

A vibrant sunset casts warm hues of orange and pink across the sky, with the sun dipping into the calm ocean waves. Silhouetted palm fronds frame the scene, adding a tropical touch to the serene landscape.

Condo in Rum Point

5 out of 5 average rating, 7 reviews

SeaBreeze Retreat 17

Guest favorite

Home in West Bay

5 out of 5 average rating, 44 reviews

Price competitive and offers more than the usual

Superhost

A serene view of the ocean can be seen from the terrace, highlighting clear turquoise waters meeting a sandy shore. The scene is complemented by a bright sky, where distant boats are visible, suggesting a tranquil coastal environment.

Condo in George Town

4.82 out of 5 average rating, 28 reviews

Enjoy Sunsets at Cayman Reef Resort - 7 Mile Beach

Guest favorite

The entrance of a spacious family home is showcased, featuring a prominent front porch supported by elegant columns. Lush landscaping surrounds the driveway, with palm trees and vibrant plants adding a tropical touch. A multi-car garage is visible to the left.

Home in West Bay Road, George Town

5 out of 5 average rating, 10 reviews

Island Oasis

Superhost

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

4.71 out of 5 average rating, 7 reviews

The Ocean Odyssey Main Guest House - Sonscape

Guest favorite

A vibrant yellow building is surrounded by lush greenery and palm trees, with a clay tile roof complementing its architecture. The outdoor area features stone walkways and ample space for parking, contributing to a welcoming atmosphere.

Condo in West Bay

4.97 out of 5 average rating, 31 reviews

Calypso Cove Ocean Spray, 2 Bedroom Spacious Condo

Superhost

The modern kitchen features sleek cabinetry and stainless steel appliances. A spacious granite island with a sink provides ample preparation space. Natural light filters through the window, highlighting the clean lines and organized layout of the cooking area.

Apartment in North Sound Estates

5 out of 5 average rating, 4 reviews

Royal Retreat a hidden gem.

Show all

Your guide to Cayman Islands

All About Cayman Islands

An idyllic island archipelago in the Caribbean, the Cayman Islands offer everything from tranquility and relaxation on the beach to adventures full of water sports, shipwrecks, and night tours of the bioluminescent ecology. Located in the western Caribbean between Jamaica and Cuba, the Cayman Islands have an identity all their own. A diverse range of cultural heritages come together to create a persona unique to the island chain. Dive with turtles in the morning, take part in a guided jungle tour in the afternoon, and eat at one of the many fine-dining restaurants in the evening.

Each of the three islands that make up the territory has its offerings and personality. Stay in the country's capital of George Town on Grand Cayman for a full sweep of island amenities, find adventure on windswept Cayman Brac with its dramatic cliffs and thick jungles, or take it easy on Little Cayman with its postcard-worthy South Hole Sound Lagoon that is perfect for swimming and lazy kayaking.

The best time to stay in a vacation rental in Cayman Islands

The weather in the Cayman Islands is close to perfect all year round, with warm average temperatures that are ideal for the tropical waters and activities the area is known for. The main area of consideration when looking for Cayman Islands house rentals is the high precipitation rate from May through October. Coinciding with the rain is the hurricane season, which lasts from June through November. However, because the islands are in the western part of the Caribbean, they tend to be shielded from most tropical storms and don't get hit too hard.

If your primary concern is the weather, consider booking your vacation rental or condo in the Cayman Islands from November to April, as this is the dry season. If you are interested in checking out the islands’ famous Carnival Batabano, where costumed dancers, street performers, and musicians celebrate the area's diverse cultural heritage, then book your stay during the first month of May.

Top things to do in Cayman Islands

The Crystal Caves

Located on the north shores of Grand Cayman are the mysterious Crystal Caves. Underground lakes, stalactites, and open ceilings that expose the jungle canopy above are all present in this ancient cave system. Navigate at your own pace or hire an expert to journey through the caves and lush jungles outside while getting the formations' ecological and geological history.

Scuba diving the USS Kittiwake

The Cayman Islands are well known for their world-class scuba diving opportunities, including reefs, underwater cave systems, and shipwrecks. For example, the USS Kittiwake was a former US Naval ship intentionally sunk off the coast in 2011. It now serves as a haven for all kinds of sea life, including shrimp, eels, barracuda, turtles, and grouper. This popular dive site can get crowded, so it’s a good idea to book in advance to secure a spot.

Queen Elizabeth II Botanic Park

This nature reserve is home to several protected and rare species of plant and animal life, including the endangered Grand Cayman Blue Iguana. A visitors center, floral garden, and heritage garden are all available for exploration and provide the public with a view into the island's unique ecological makeup without impacting the environment.

Cayman Islands vacation rentals

Top-rated vacation rentals in Cayman Islands

Vacation rentals for every style

Houses

Villas

Cottages

Popular amenities for Cayman Islands vacation rentals

Other great vacation rentals in Cayman Islands

Your guide to Cayman Islands

All About Cayman Islands

The best time to stay in a vacation rental in Cayman Islands

Top things to do in Cayman Islands

The Crystal Caves

Scuba diving the USS Kittiwake

Queen Elizabeth II Botanic Park

Destinations to explore