Little Cayman vacation rentals

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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!
Oct 29 – Nov 5
$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.
Jan 14 – 21
$435 per night
5.0 out of 5 average rating, 33 reviews
Guest favorite
Home in West End
POOL, sandy beach w/cabana, wi-fi, a/c, sunsets
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. Local cell phone provided. Washer and Dryer, TV, Linens, beach and bath towels & more. 1 of only 3 units.
Jan 25 – Feb 1
$198 per night
5.0 out of 5 average rating, 9 reviews

Popular amenities for Little Cayman vacation rentals

Little Cayman villa rentals

Villa in Stake Bay
Luxury and Privacy Waterfront Villa, Cayman Brac
Dec 10 – 17
$495 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Villa in Stake Bay
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Oct 30 – Nov 6
$167 per night
5.0 out of 5 average rating, 7 reviews
Villa in West End
TROPICAL RUNaWAY, Cayman Brac
Aug 26 – Sep 2
$424 per night
New place to stay
Villa in Sister Islands
Sir Turtle Beach Villas, Little Cayman - Blue Side
Sep 5 – 12
$600 per night
New place to stay
Guest favorite
Villa in West End
5 Bdrm, POOL, on the water, cabana, sandy beach
Nov 30 – Dec 7
$436 per night
5.0 out of 5 average rating, 6 reviews
Superhost
Villa in Cayman Brac
Magical views, POOL, pergola, perfect loc, kayaks
May 18 – 25
$389 per night
New place to stay

Little Cayman house rentals

Guest favorite
Home in West End
Escape From Reality
Jul 19 – 26
$190 per night
5.0 out of 5 average rating, 41 reviews
Home in West End
The Ocean Odyssey Main Guest House - Sonscape
Jul 21 – 28
$267 per night
4.67 out of 5 average rating, 3 reviews
Home in Cayman Brac
RELAX...Poolside at Villa Villekulla
Aug 18 – 25
$248 per night
4.71 out of 5 average rating, 45 reviews
Guest favorite
Home in Sister Islands
Bliss Beach House - Secluded, Oceanfront, Pool
Oct 12 – 19
$359 per night
5.0 out of 5 average rating, 22 reviews
Home in West End
Villa VanEl
Jun 17 – 24
$341 per night
4.67 out of 5 average rating, 3 reviews
Guest favorite
Home in Cayman Brac
Captain's Cove Luxury Private Beachhouse
Jul 26 – Aug 2
$230 per night
5.0 out of 5 average rating, 12 reviews
Home in Cayman Brac
Southern Reach. "A Little Piece of Paradise
Aug 10 – 17
$238 per night
4.5 out of 5 average rating, 8 reviews
Home in Cayman Brac
Affordable Caribbean Luxury.
Feb 1 – 8
$272 per night
4.61 out of 5 average rating, 31 reviews
Guest favorite
Home in Cayman Brac
White Sands Hideaway - Cayman Brac
Oct 8 – 15
$205 per night
4.94 out of 5 average rating, 17 reviews
Home in West End
The Copper Turtle: ocean, pool, butterflies, joy!
Feb 20 – 27
$390 per night
4.5 out of 5 average rating, 6 reviews
Guest favorite
Home in North East Bay
Cayman Brac hospitality at North East Bay Escape
Aug 19 – 26
$235 per night
5.0 out of 5 average rating, 7 reviews
Home in Cayman Brac
Bluff Vacation Home & Suite
Nov 4 – 11
$216 per night
4.67 out of 5 average rating, 3 reviews

Other great vacation rentals in Little Cayman

Condo in Cayman Brac
Cayman Brac, Carib Sands 221- "Stumble Inn"
Apr 3 – 10
$126 per night
5.0 out of 5 average rating, 4 reviews
Cottage in Cayman Brac
Vista Del Mar Beach House #1
Nov 1 – 8
$158 per night
4.88 out of 5 average rating, 16 reviews
Cottage in Cayman Brac
Blue Karma - Luxury Beachfront Cottage Cayman Brac
Sep 21 – 28
$234 per night
4.85 out of 5 average rating, 26 reviews
Apartment in Tibbett's Turn
Tulixx- Onyx, Peaceful, ocean view, outdoor tub.
Sep 19 – 26
$238 per night
4.81 out of 5 average rating, 16 reviews
Condo in Sister Islands
Brac Sea'renity - Coastal chic oceanfront condo
Aug 1 – 8
$195 per night
4.81 out of 5 average rating, 31 reviews
Guest favorite
Condo in Blossom Village
Conch Club No.4 Relaxing Away
Feb 25 – Mar 4
$428 per night
4.89 out of 5 average rating, 9 reviews
Guest favorite
Bungalow in Cayman Brac
Brac Magic - magical oceanfront home with pool
Aug 17 – 24
$304 per night
5.0 out of 5 average rating, 23 reviews
Condo in Cayman Brac
BracDreamz@CaymanBreakers
Apr 12 – 19
$170 per night
4.57 out of 5 average rating, 21 reviews
Bungalow in Blossom Village
Conch Club Cottage
Apr 11 – 18
$292 per night
New place to stay
Apartment in Blossom Village
Beachfront Relaxation - Beautiful Conch Club!
Dec 4 – 11
$427 per night
New place to stay
Condo in Sister Islands
Charming, Ocean Front Condo with Pool & Bluff View
Jan 23 – 30
$150 per night
New place to stay
Apartment in Sister Islands
Ocean view from every room
Apr 9 – 16
$158 per night
New place to stay

Destinations to explore