Vacation Homes in Cayman Islands

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Cayman Islands vacation homes

Property grounds

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (39 reviews)
"This is very njce place to stay. Very calm and clean property. It is just 45 minutes away from main town but great place to stay. "
United States
Mayur
The price is AED 994
AED 2,244 total
includes taxes & fees
17 May - 18 May
Ocean Paradise
On the beach, sun loungers, beach towels

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point

Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Grand Cayman
10.0 out of 10, Exceptional, (55 reviews)
"Amazing property right on the most beautiful beach - we had the best holiday !! "
United Kingdom
Adam V.
Caribbean Vacation Family Private Beach House /Sunset/ RumPoint/StarFish Point
Smart TV, Netflix, Hulu, books

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Grand Cayman
10.0 out of 10, Exceptional, (29 reviews)
"Lovely home. Host was great, very responsive. Location is right on the water with beach. Quiet end of the island, with a few places to eat. Would recommend and stay again. "
United States
Michelle H.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Beach

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.

3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Grand Cayman
10.0 out of 10, Exceptional, (37 reviews)
"Really nice place, the pictures are great but really don’t do the property justice, it was an amazing week for us. Everything about the property was excellent. Owner checked in on us via email and was an excellent host. All I can say is if you are wanting to stay in the Rum Point area you have to consider this place, it is amazing. "
United States
Dwight K.
3 Bedroom Oceanfront Villa, Private Pool, Sandy Beach, Near Famous Rum Point.
Outdoor dining

The peace and tranquility of this cottage Works Wonders on the soul....

The peace and tranquility of this cottage Works Wonders on the soul....
Grand Cayman
10.0 out of 10, Exceptional, (80 reviews)
"Wonderful house with great accouterments."
United States
Phillip A.
The peace and tranquility of this cottage Works Wonders on the soul....
Outdoor dining

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.8 out of 10, Exceptional, (188 reviews)
"Very happy!"
United States
David P.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Interior

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel

Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
Grand Cayman
10.0 out of 10, Exceptional, (17 reviews)
"Awesome property right on the beach. Neighborhood was very quite and private.Will definitely book again. "
United States
Rob S.
Breakers View Beach house perfect place to relax, unwind, sun, swim, snorkel
Interior

Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!
Patricks Island
8.4 out of 10, Very Good, (30 reviews)
"Clean room, comfortable bed, helpful and pleasant host."
United States
Maria
The price is AED 514
AED 624 total
includes taxes & fees
16 May - 17 May
Slice of Paradise- 2 mins from Spotts Beach!
Property grounds

Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas

Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
Seven Mile Beach
9.8 out of 10, Exceptional, (48 reviews)
"The best part of staying here was the location: it is right on the beach. The second best thing was the fact that you have a small duplex rather than a massive hotel, which means quiet and privacy. "
United States
Tamara L.
Nautilus Two – A Beachfront Condo on Seven Mile Beach - by Cayman Villas
On the beach, sun loungers, beach towels

Bioluminescent Bay Villa – Steps from Rum Point Beach + FREE Kayaks & 4 Bikes!

Bioluminescent Bay Villa – Steps from Rum Point Beach + FREE Kayaks & 4 Bikes!
Rum Point
9.8 out of 10, Exceptional, (80 reviews)
"The home is beautiful and in an ideal location, close to the beach and bay. Very comfortable accommodations!"
United States
Marcie B.
Bioluminescent Bay Villa – Steps from Rum Point Beach + FREE Kayaks & 4 Bikes!
Property grounds

RazorBrac SeaEsta - Private Beachfront Home

RazorBrac SeaEsta - Private Beachfront Home
Cayman Brac
10.0 out of 10, Exceptional, (33 reviews)
"We loved the location and the private beach. Both the owners and property managers were amazing! "
United States
Christine B.
RazorBrac SeaEsta - Private Beachfront Home
Pool

Hidden Treasure + Little Treasure by Grand Cayman Villas

Hidden Treasure + Little Treasure by Grand Cayman Villas
Cottage
Hidden Treasure + Little Treasure by Grand Cayman Villas
2 bedrooms, internet

Ocean Club seaside luxury family villa

Ocean Club seaside luxury family villa
Patricks Island
Ocean Club seaside luxury family villa
Outdoor pool

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point

SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Grand Cayman
9.8 out of 10, Exceptional, (81 reviews)
"We had a great stay. The house was perfect for our group of 10! We would recommend this house to others. "
United States
Kathy D.
SEA SEA SEA Beachfront HomeAway from Home in Tranquil Community of Rum Point
Terrace/patio

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
North Side
10.0 out of 10, Exceptional, (59 reviews)
"Gorgeous house perfect for our family reunion"
United States
Tracy H.
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
Exterior

Coco Kai Beach Front Villa with Heated Pool and Private Dock

Coco Kai Beach Front Villa with Heated Pool and Private Dock
North Side
9.8 out of 10, Exceptional, (99 reviews)
"Great stay! We had a family gathering with seven adults and loved the gathering space and the multiple master suites! Great ocean views! Very responsive staff and great communication! We would stay here again!!"
United States
Dan B.
Coco Kai Beach Front Villa with Heated Pool and Private Dock
Outdoor dining

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Grand Cayman
10.0 out of 10, Exceptional, (35 reviews)
"Great location - away from the hustle and bustle of George Town. "
United States
Michael H.
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
Outdoor pool

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!

Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Cayman Islands
9.6 out of 10, Exceptional, (56 reviews)
"The house was very nice and clean. Was perfect for 5 couples to have king size beds and on private bathrooms. "
United States
Shawn K.
Reef Romance, Rum Point Oceanfront Villa with Private Pool and Gorgeous Beach!
Property grounds

Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock

Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
North Side
10.0 out of 10, Exceptional, (21 reviews)
"Great property…Great amenities…Great views… Excellent restaurants nearby… More than enough room everywhere we turned. Our family of 15 had some great experiences during Christmas Week… Far Tortuga is tops!"
United States
Joseph H.
Far Tortuga: 20 Adults Single Level Beach Villa w/ Heated Pool and Private Dock
Outdoor pool

Experience Luxury and Tranquility, Family-Friendly Beachfront house W/Pool SL 8

Experience Luxury and Tranquility, Family-Friendly Beachfront house W/Pool SL 8
West Bay
10.0 out of 10, Exceptional, (6 reviews)
"The outdoor spaces on this property are what sets it apart!There is a screened in porch that flows into a large pool. Past the pool is your large private beach that leads to the ocean. World famous seven mile beach is only a 10 minute drive away but we spent most of our vacation at the property. 10/10 - would stay againGreat air conditioning and plenty of parking.Wally (onsite property manager) was super friendly and quickly responded to any questions we had"
United States
John S.
The price is AED 3,967
AED 6,598 total
includes taxes & fees
18 May - 19 May
Experience Luxury and Tranquility, Family-Friendly Beachfront house W/Pool SL 8
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cayman Islands Hotel Reviews

Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

10/10 Excellent
"Yes and yes"
BARBARA 7-night trip
Posted 6 hours ago
Hampton by Hilton Grand Cayman Seven Mile Beach