Vacation rentals in Little Cayman

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Top-rated vacation rentals in Little Cayman

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Superhost
Condo in Blossom Village
Conch Club 16, Little Cayman, Cayman Islands
Walk directly from your condo to the palm shaded beach or one of the pools on this very tranquil little island. Enjoy the best diving in the Cayman Islands, great fishing, long walks on the beach, explore the Island on a bike or simply feel the breeze while relaxing on your patio. Take a chance fishing from the wooden dock or a very short paddle in the kayak to Owen's Island - a real desert island. Conch Club is a lovely place to unwind, experience the underwater world and a life on the beach!
Sep 7 – 14
$288 per night
4.84 out of 5 average rating, 51 reviews
Guest favorite
Home in Stake Bay
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.
Sep 11 – 18
$390 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in Blossom Village
Gorgeous Beach House in Little Cayman
Situated on 160ft of private beach, this rustic beach house is the perfect place to relax and unwind in beautiful Little Cayman. Watch the sunrise from the wraparound veranda and enjoy a lazy afternoon in the hammock. This spacious beach house has everything you need for the perfect vacation, including a comfy King bed, air conditioning in every room, Wi-Fi, Sonos speaker, BBQ grill, paddleboards, and bikes. The perfect place to enjoy the magic of island life.
Sep 20 – 27
$333 per night
4.94 out of 5 average rating, 16 reviews

Popular amenities for Little Cayman vacation rentals

Other great vacation rentals in Little Cayman

Guest favorite
Home in West End
POOL, sandy beach w/cabana, wi-fi, a/c, sunsets
Nov 2 – 9
$129 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Tibbett's Turn
Featherstone - The Owner's Apartment
May 3 – 10
$429 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Cayman Brac
Southern Exposure, Secluded Paradise, Cayman Brac
Feb 9 – 16
$181 per night
4.86 out of 5 average rating, 71 reviews
Superhost
Apartment in Cayman Brac
Serenity On The Bay-Two Bed Beach Apt Includes Tax
Aug 30 – Sep 6
$167 per night
4.94 out of 5 average rating, 32 reviews
Cottage in KY
Humble and Polite Little Cayman
Aug 2 – 9
$456 per night
5.0 out of 5 average rating, 4 reviews
Guest favorite
Townhouse in Blossom Village
Stunning Little Cayman 3 Bedroom Beach Townhouse
Feb 22 – Mar 1
$402 per night
4.96 out of 5 average rating, 28 reviews
Villa in LITTLE CAYMAN
The Club at Little Cayman - Two Bedrooms
Sep 2 – 9
$450 per night
5.0 out of 5 average rating, 6 reviews
Cottage in Cayman Brac
Vista Del Mar Beach House #1
Jun 19 – 26
$158 per night
4.88 out of 5 average rating, 16 reviews
Guest favorite
Apartment in West End
The Brac Sandy Beach Retreat - Sonscape Apartment
Jul 5 – 12
$180 per night
4.88 out of 5 average rating, 8 reviews
Condo in Cayman Brac
Cayman Brac, Carib Sands 221- "Stumble Inn"
Apr 13 – 20
$130 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in West End
Escape From Reality
May 22 – 29
$190 per night
5.0 out of 5 average rating, 41 reviews
Home in Cayman Brac
RELAX...Poolside at Villa Villekulla
Jul 3 – 10
$248 per night
4.71 out of 5 average rating, 45 reviews

Destinations to explore