Holiday houses in Cayman Islands

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Top-rated holiday rentals in Cayman Islands

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

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Guest favourite

Apartment in Grand Cayman

4.98 out of 5 average rating, 96 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.

7–14 Oct

$448 NZD per night

Guest favourite

Home in Stake Bay

5.0 out of 5 average rating, 35 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

We offer a Hurricane Worry-free Guarantee. Only a short 25-minute flight from Grand Cayman, this newer home provides stunning oceanfront vistas with all modern amenities to enjoy barefoot luxury. Large windows and the open concept floor plan allow for breathtaking views of the pool and sea and include a fully-equipped kitchen, dining, and living areas. Also overlooking the ocean are two master king-size bed suites with tiled baths. A third bedroom has a queen bed and views of tropical foliage.

11–18 Sep

$888 NZD per night

Guest favourite

Guest suite in Savannah

4.97 out of 5 average rating, 196 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.

1–8 Dec

$284 NZD per night

Guest favourite

Condo in Savannah

4.94 out of 5 average rating, 16 reviews

Clarke’s Cove Residence

Welcome to Clarke's Cove Residence, a newly built modern haven completed in early 2024. Our Airbnb offers a self-sustaining one-bedroom unit where privacy meets comfort. Enjoy exclusive access to your own bedroom, a spacious living/dining area, a fully equipped kitchen, and the convenience of a washer and dryer. With a separate entrance and dedicated parking, Clarke's Cove Residence provides a seamless blend of modern living and complete independence for a delightful stay.

3–10 Dec

$260 NZD per night

Guest favourite

Guesthouse in Grand Harbour

4.98 out of 5 average rating, 128 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.

4–11 Jun

$294 NZD per night

Guest favourite

Cottage in West Bay

5.0 out of 5 average rating, 173 reviews

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach

Our Queen Cottages are part of the Botanica collection of charming island style cottages which won the coveted 2021 Governor's Award for Excellence in Design and Construction. Our focus is casual luxury with dreamy details and high end amenities. Amenity highlight includes a resort style pool with a heated spa set in a tropical oasis with ample space to hang out and enjoy some down time. Be sure to check out our other listings under my profile. Non Smoking Complex.

31 Dec – 7 Jan

$1,450 NZD per night

Guest favourite

Home in George Town

4.89 out of 5 average rating, 19 reviews

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.

14–21 Nov

$1,221 NZD per night

Guest favourite

Home in Little Cayman

4.97 out of 5 average rating, 144 reviews

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!

4–11 Sep

$355 NZD per night

Guest favourite

Cottage in East End

4.99 out of 5 average rating, 94 reviews

Piece of Mine, Beachfront Villa #3

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 throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Antique four post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

20–27 Sep

$660 NZD per night

Guest favourite

Apartment in GRAND CAYMAN

4.94 out of 5 average rating, 183 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Beautiful Rum Cove is located next to two one bedroom Villas and it's nicely decorated to suit our Island living, which is quiet and friendly to all who come to live amounts us. Rum Cove sit's in the beautiful Cove where the famous Bioluminescent Bay sits in your backyard. We welcome you to Rum Cove and want to offer you our Cayman Kind. Rum Point Beach Bar and Fine Dining Restaurant is located across the street from Rum Cove.

26 Oct – 2 Nov

$399 NZD per night

Guest favourite

Home in George Town

4.89 out of 5 average rating, 46 reviews

Studio apartment with own entrance and garden

My studio is located in a quiet residential area in George Town, 10-15 min 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.

5–12 Dec

$204 NZD per night

Superhost

Apartment in West Bay

4.9 out of 5 average rating, 10 reviews

Ocean Feel - Feel the Breeze

Keep it simple at this peaceful and centrally-located place, near all the many amenities and beautiful beaches. It is within walking/driving distance to supermarkets, gas stations, restaurants, coffee shops, beauty salons, banks, gym and more. Oh, did I say HELL, Turtle Farm, Dolphin Cove and the famous Camana Bay and Seven Mile Beach. In the evenings you can also watch the sunset while relaxing on your porch.

11–18 Aug

$267 NZD per night