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Condo holiday rentals in Grand Cayman

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Top-rated condo rentals in Grand Cayman

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite
Condo 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. :)

ValueFamilyWi-Fi

4.92 out of 5 average rating, 119 reviews
Top Guest favourite
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.
Condo in George Town

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!

LocationFamilyCleanliness

4.95 out of 5 average rating, 209 reviews
Top Guest favourite
A sandy beach is framed by tall palm trees, with a relaxing hammock suspended between them. Two lounge chairs are positioned nearby, offering a peaceful spot to enjoy the ocean view, while calm waters stretch into the distance under a clear blue sky.
Condo in Rum Point

"Mai Kai" Recently renovated Oceanfront Condo

“Mai Kai” is a beautiful renovated 2 bedroom, 2 bathroom oceanfront condo at Kaibo Yacht Club II, in the heart of the Cayman Kai community. At ground floor level you have direct easy access to the gorgeous beach through the private screened outdoor patio. Steps away is the large pool and hot tub to laze away the days, two Kayaks are also included for your use and enjoyment. So whether you are seeking a romantic getaway or a family fun filled vacation "Mai Kai" and surroundings will deliver!

FamilyLocationKitchen

4.96 out of 5 average rating, 49 reviews
Guest favourite
Condo in Grand Harbour

Waterfront Sanctuary | King Suite | 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.

FamilyLocationAccess

4.92 out of 5 average rating, 298 reviews
Top Guest favourite
A serene beach scene displays a line of blue umbrellas providing shade over white sand. Lounge chairs are arranged for relaxation, with the expansive turquoise water gently lapping against the shore. Lush greenery is present in the background.
Condo in West Bay

Villa on Seven Mile Beach

The Grand Cayman is a lovely ocean view condo in the heart of Seven Mile Beach at the very popular Villas of the Galleon. Located between the Ritz and the Westin hotels, it is within walking distance to the best amenities on the island including restaurants, shopping, bars, water sports, etc. The Villas of the Galleon community is known for its pristine white sand beach, crystal clear waters, and lush tropical gardens. The Grand Cayman will be your own little piece of paradise.

ValueFamilyWi-Fi

4.98 out of 5 average rating, 86 reviews
Guest favourite
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!

FamilyValueTV

4.94 out of 5 average rating, 170 reviews
Top Guest favourite
Access to a private beach is visible through a white gate, framed by lush green shrubs and sandy paths. The ocean stretches out to the horizon, reflecting clear blue skies and soft clouds, inviting a serene coastal experience.
Condo

Oceanfront 2bed 2bath Condo Seven Mile Beach

Seven Mile Beach property with direct ocean views newly refurbished throughout. Walking distance to Georgetown, supermarket, shops, gym, spa’s, and a variety of restaurants from fast food to fine dining. Spacious open plan condo with a private patio. The complex is small and family friendly with a pool, exclusive beach (with great snorkeling) & access to a tennis court. There is a comfy sofa, dining area, cable, ensuite master w/ ocean view, bedroom with a twin/king ensuite.

LocationValueAccuracy

4.94 out of 5 average rating, 113 reviews
Top Guest favourite
An open-concept living area features a spacious sectional sofa facing the ocean. Large glass doors provide panoramic sea views and natural light. A dining area is positioned nearby, complemented by contemporary lighting fixtures. Stylish barstools and a kitchen island offer additional seating options.
Condo in West Bay

Oceanfront Luxury Condo with Panoramic Views

Bask in panoramic Caribbean views from this brand-new 3-bedroom, 3-bathroom waterfront condo in Grand Cayman​. This luxury retreat blends modern design with effortless island living. Floor-to-ceiling glass doors open onto a 35-foot oceanfront balcony, blurring the lines between indoors and out​. Whether you’re sipping morning coffee listening to the waves or toasting with sunset cocktails on the terrace, this condo promises a clean, inviting, and luxurious Caribbean escape.

FamilyLocationLong stay

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
A serene ocean view captures calm turquoise waters meeting the sky, dotted with fluffy white clouds. The image features a rocky shoreline with a concrete dock extending into the water, surrounded by lush greenery and picturesque coastal scenery.
Condo in West Bay

Oceanfront- Restaurant,Diving & Snorkeling on site

Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

ValueFamilyCheck-in

4.95 out of 5 average rating, 109 reviews
Top Guest favourite
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

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!

LocationFamilyWalkability

4.97 out of 5 average rating, 119 reviews
Top 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.
Condo in West Bay

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.

LocationFamilyNearby

4.98 out of 5 average rating, 117 reviews
Top Guest favourite
Condo in Savannah

Swim with Turtles! Uncrowded Oceanfront Retreat!

Imagine waking to the gentle sound of waves, brewing a cup of coffee, and stepping onto your screened beachfront patio as the Caribbean glows shades of turquoise and blue. Just beyond your door lies one of Grand Cayman's best-kept secrets—a quiet white-sand beach where guests regularly snorkel with sea turtles only a short swim from shore.

ValueLocationBackyard

4.95 out of 5 average rating, 108 reviews

Popular amenities for Grand Cayman condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top Guest favourite
A clear view of 7 Mile Beach is presented, featuring soft sand and gentle waves. Lush palm trees frame the scene, complementing the blue sky and water. Beach loungers and umbrellas are visible on the shore, inviting relaxation and enjoyment of the coastal environment.
Condo in West Bay

7 Mile Beach Waterfront 3 Bedroom Condo

FamilyLocationCheckout

5.0 out of 5 average rating, 39 reviews
Guest favourite
A spacious balcony featuring lounge chairs offers panoramic views of the ocean, with the horizon meeting a vibrant blue sky. A figure stands in a bathrobe, gazing towards the water, creating a serene atmosphere for relaxation.
Condo

Blissful a Luxury Ocean Front Villa, Grand Harbour

FamilyLocationWalkability

4.96 out of 5 average rating, 89 reviews
Top Guest favourite
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.
Condo in West Bay

Panoramic Ocean views and Magnificent Snorkeling

FamilyLocationAccess

4.99 out of 5 average rating, 70 reviews
Top Guest favourite
Two lounge chairs are positioned under a blue umbrella, providing shade and a view of calm, turquoise waters. The horizon meets a partly cloudy sky, creating a serene beachfront atmosphere.
Condo in Seven Mile Beach

Cayman Reef Resort 32 - Seabreeze

LocationFamilyCheckout

5.0 out of 5 average rating, 34 reviews
Guest favourite
Condo in West Bay

Luxury Oceanfront Condo in Grand Cayman Paradise

LocationCheckoutCondition

4.89 out of 5 average rating, 9 reviews
Top Guest favourite
An expansive view of the serene beach is captured, showcasing soft white sand meeting clear turquoise waters. Gentle waves can be observed rolling in the distance, while patches of darker water reveal unique underwater features. A bright blue sky with a few scattered clouds completes the tranquil scene.
Condo in Savannah

Seaing Spotts: Beachfront Seaside retreat! Cayman

LocationValuePool

4.93 out of 5 average rating, 70 reviews
Top Guest favourite
An aerial view showcases the beachfront property nestled along the clear blue water. The sandy beach is lined with lounge chairs, and a private cove with calm water is visible in the foreground. The landscaped area features palm trees and well-maintained greenery, creating a relaxing environment.
Condo in George Town

Sunset Cove Condo on Seven Mile Beach - 2bed/2bath

LocationValueBathroom

5.0 out of 5 average rating, 41 reviews
Top Guest favourite
An open-concept living area is showcased, featuring a spacious dark sofa, a round coffee table, and a dining table set for six. Large sliding glass doors provide a view of palm trees outside, while artwork decorates the wall, adding a touch of character to the space.
Condo in Seven Mile Beach

Spacious luxury - 3BR Seven Mile Beach

FamilyValueNearby

4.96 out of 5 average rating, 85 reviews

Pet-friendly condo rentals

Superhost
Tall palm trees sway gently by a sandy beach, framing a view of the North Sound. The manicured lawn is dotted with smooth stones, and lounge chairs are positioned along the shoreline. A building with balconies overlooks this serene coastal setting.
Condo in Grand Cayman

1BR King Suite w/ Kitchen, Patio & Living Area

ValueFamilyView

4.78 out of 5 average rating, 64 reviews
Guest favourite
A screened-in covered patio features a wicker hanging chair and a sofa adorned with light cushions. Large glass doors provide unobstructed views of palm trees and the beachfront, while vibrant flowers add a touch of color to the tranquil space.
Condo in Rum Point

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

FamilyLocationKitchen

4.94 out of 5 average rating, 50 reviews
Guest favourite
The calm turquoise waters span the horizon, meeting a soft, white sandy beach. Beachgoers can be seen walking along the shore, while colorful umbrellas and lounge chairs provide shade nearby. The sky is a vibrant blue, dotted with fluffy white clouds.
Condo in West Bay

Modern Studio | Walk to Beach, Pool & BBQ, Cayman

ValueLocationLong stay

4.97 out of 5 average rating, 72 reviews
Guest favourite
A sandy beach stretches along the coastline, dotted with vibrant blue lounge chairs. A palm tree sways gently in the breeze, complementing the clear turquoise waters in the background. The horizon blends seamlessly with the bright blue sky, creating a serene coastal atmosphere.
Condo in Bodden Town

Steps to the Beach! 2bed/ 2.5bath condo

FamilyLocationQuiet

4.86 out of 5 average rating, 28 reviews
Guest favourite
An aerial view captures the proximity of Island Pine Villas to the vibrant Camana Bay. Visible are the lush landscapes, waterways, and expansive ocean, providing context to the location's scenic environment and accessibility to nearby attractions.
Condo in George Town

ISLAND PINE VILLAS 24 - On Beautiful 7 Mile Beach!

ValueFamilyAccess

4.86 out of 5 average rating, 101 reviews
Guest favourite
Condo in West Bay

3 Bed 3 Bath Ocean view Penthouse in Grand Cayman

FamilyLocationView

5.0 out of 5 average rating, 10 reviews
Guest favourite
A covered outdoor terrace features a dining table and six lounge chairs positioned around a heated pool. Lush greenery and palm trees are visible in the background, along with a view of the ocean through the screened enclosure, all illuminated by natural light.
Condo

Pools of The Kai #1 - Your Home Away From Home

FamilyLocationHospitality

5.0 out of 5 average rating, 7 reviewsAn inviting swimming pool is visible, framed by beautiful palm trees. The clear blue water glistens under the sunlight, with a scenic ocean view beyond the pool area. The pool's shallow entry steps are positioned for easy access.
Condo in Bodden Town

Seabreeze Villas, Superb BF Views. Car Included!

FamilyLocationGetting around

5.0 out of 5 average rating, 3 reviews

Condo rentals with a pool

Top Guest favourite
An open-concept living area features a comfortable sofa and two woven chairs arranged around a glass coffee table. Expansive glass doors provide views of the patio and ocean, while a vibrant wall art piece adds a splash of color to the neutral decor.
Condo in West Bay

Ocean Cabanas-Downstairs 2 King

LocationValueParking

5.0 out of 5 average rating, 27 reviews
Top Guest favourite
A beachfront gazebo with a thatched roof is surrounded by palm trees, swaying gently in the breeze. The sandy area leads to the calm waters, showcasing the serene atmosphere of the property. A portion of the building is visible to the right.
Condo in Rum Point

Beachfront Kaibo Condo

ValueLocationPool

5.0 out of 5 average rating, 43 reviews
Top Guest favourite
Condo in Grand Harbour

Luxury + Comfort + Water View + Pool + BBQ + Patio

FamilyValuePool

5.0 out of 5 average rating, 25 reviews
Top Guest favourite
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!

LocationFamilyGetting around

4.98 out of 5 average rating, 52 reviews
Top Guest favourite
A sandy beach area features two lounge chairs positioned under the shade of a palm tree. The waters gently transition from clear turquoise to deeper blue, with a rocky shoreline visible in the distance, and a coastal horizon under a partly cloudy sky.
Condo in George Town

7Mile Beachfront 3Bed/2Bath @SunsetCove #202

FamilyLocationAccuracy

4.95 out of 5 average rating, 39 reviews
Top Guest favourite
A clear view of the ocean showcases varying shades of blue and green water, gently lapping against rugged rock formations. The rocky shoreline is visible alongside a flat stone area, providing a serene setting. The sky above is clear, contributing to the open atmosphere.
Condo in West Bay

Sunset Hideaway (3)

ValueLocationWi-Fi

4.99 out of 5 average rating, 84 reviews
Guest favourite
Condo in Grand Cayman

The Grove - 2 Bedroom Apartment

LocationFamilyComfort

5.0 out of 5 average rating, 15 reviews
Guest favourite
A bright living area features a gray sofa and two accent chairs on a textured blue rug. A glass coffee table rests in the center, and a large window opens to a view of the ocean and balcony. Light filters softly through the space.
Condo in Savannah

Large 4 Bedroom Beach Front Condo

LocationFamilyView

4.98 out of 5 average rating, 55 reviews