Cayman Islands Vacation Rentals

Welcome to Cayman Islands. Scroll down this page to find your favorite travel destination in Cayman Islands and browse our extensve inventory of accommodations in Cayman Islands. Leisure travelers planning their family vacations can get offers directly from owners of Cayman Islands vacation homes or houses in Cayman Islands. Sometimes these single rental units are referred to as Cayman Islands cabins or Cayman Islands villas. Other popular lodging options include vacation rentals in Cayman Islands, Cayman Islands apartments and condos in Cayman Islands. For business travelers we offer several convenient hotels in Cayman Islands or small boutique hotels in Cayman Islands area, many with the ability to book online. If you are planning a romantic getaway in Cayman Islands, we highy recommend our unique inventory of bed and breakfasts in Cayman Islands. B&Bs can also referred as small country inns in Cayman Islands.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at we make it easy for travelers to find best Cayman Islands vacation rentals using our free inquiry service or Cayman Islands lodging locator service. Save time searching for Cayman Islands rental vacations and Cayman Islands accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Cayman Islands vacation home rentals owners as well as from Cayman Islands resorts, Cayman Islands cabin rentals, and Cayman Islands vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in Caribbean area. Our engine will match your specific inquiry criteria with each Cayman Islands vacation rental listing, Cayman Islands vacation house or Cayman Islands villa in our Cayman Islands rental vacations inventory. Finding Cayman Islands vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Cayman Islands accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Cayman Islands lodging in Caribbean.

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Cayman Islands. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Cayman Islands. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Cayman Islands Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

ID: 312116
1-3 BR Cayman Condos, Grand Cayman - Vacation Rental in Cayman Islands
From USD210 nt
3 Bedrooms
Sleeps 7
Special Offer 14% Off. Jul 11, 2016 to Jun 08, 2017
(special offer is a starting rate only)...1, 2 & 3 bedroom vacation rental properties, seven mile beach, grand cayman, cayman islands. We offer units at sunset cove, britannia villas, grandview, c ...Read Full Description
ID: 7816
Cayman Island Private Guest Home - Vacation Rental in Cayman Islands
From USD159 nt
2 Bedrooms
Sleeps 6
Special Offer 17% Off. Sep 01, 2017 to Oct 31, 2017
Your very own private, caribbean-style, grand cayman seven mile beach vacation rental, two-bedroom home away from home is available today, catering to small families & friends! your island home is ...Read Full Description
ID: 7828
Cayman Reef Club - Vacation Rental in Cayman Islands
1 Bedrooms
Sleeps 4
Bodden town beachfront condo is a 1 bedroom, 1 bath room 10 minutes from the airport. White sand on the beach with spectacular views and coconut palms. beautiful snorkeling and swimming within the col ...Read Full Description
ID: 82166
Cayman Islands Luxury  Vacation Villa -Far Tortuga - Vacation Rental in Cayman Islands
6 Bedrooms
Sleeps 14
Far tortuga is a luxury cayman islands vacation villa on the laidback north side of grand cayman. The cayman islands villa sits on its own private beach overlooking the caribbean with a 120-foot dock, ...Read Full Description
ID: 64748
Grand Caymanian Beach Resort - Vacation Rental in Cayman Islands
2 Bedrooms
Sleeps 6
Grand caymanian resort is located on grand cayman's majestic north sound.this is a 2 bedroom/2 bathroom unit ,which can also be rented as a studio or 1 bedroom. The unit is fully equipped with a kitch ...Read Full Description
ID: 189793
Cayman Calypso Villa - 5 Tier Swimming Pool !!! - Vacation Rental in Cayman Islands
From USD300 nt
3 Bedrooms
Sleeps 8
Stunning, designer-decorated, 2450 sq. Ft, 3-storey, 3+ bedroom caribbean-style villa with media loft & separate office area. our cayman islands vacation villas are located in a small, private and ...Read Full Description
ID: 387869
Tiki House - Vacation Rental in Cayman Islands
From USD300 nt
4 Bedrooms
Sleeps 6
Beautiful private residence , set behind coral wall, with wonderful garden shaded by bouganviellia trellis. Great ocean views and just steps to the spectacular, sandy, palm shaded public beach. famous ...Read Full Description
ID: 33902
Grand Cayman Condo Vacation Rental - Vacation Rental in Cayman Islands
2 Bedrooms
Sleeps 6
Beautiful condos directly on seven mile beach. All amenities included. awesome oceanfront accommodations many with screened balconies or patios, oceanview or garden view for the price-conscious. snork ...Read Full Description
ID: 74383
Cayman Islands Vacation Rental - Villa Bellagio - Vacation Rental in Cayman Islands
5 Bedrooms
Sleeps 15
Villa bellagio cayman is an elegant choice for a vacation rental home on grand cayman island. Peacefully nestled in cayman kai, cayman islands, the premier island destination for outstanding private r ...Read Full Description
ID: 80780
Calypso Sands Island House - Vacation Rental in Cayman Islands
2 Bedrooms
Sleeps 6
This newly redecorated condo offers beautiful water views of the cayman kai lagoon and pool. It is one of 18 island houses located in the heart of rum point which has long been considered the most bea ...Read Full Description
ID: 178643
Beach Front Grand Cayman Condo w/ Mercedes & Yacht - Vacation Rental in Cayman Islands
3 Bedrooms
Sleeps 8
You read right! this beachfront condo can come with a mercedes benz 560 sec classic and private 40' yacht! read below for more information! this perfectly situated two story beach front condo sits dir ...Read Full Description
ID: 178698
Villa Flori Vacation Rental in Cayman Islands - Vacation Rental in Cayman Islands
3 Bedrooms
Sleeps 6
Dreaming of that perfect vacation with friends or kids? you can have it all at the beautiful villa flori, away from the hustle and bustle, on the unspoilt beautiful cayman islands. It is an affordable ...Read Full Description
ID: 185325
Seven Mile Beach  03/20/2010-04/03/2010 - Vacation Rental in Cayman Islands
From USD350 nt
2 Bedrooms
Sleeps 6
Beautiful condo on seven mile beach. Full service condo resort. featuring a swim-up pool bar, 2 fresh water pools, a whirlpool, wading pool and a great snorkel reef directly out front less than 100'. ...Read Full Description
ID: 220999
Regal Beach Club - Unit #631 - Vacation Rental in Cayman Islands
2 Bedrooms
Sleeps 6
Come and spend time in our open, breezy and soothing beachfront cayman islands vacation condo, the perfect vacation spot! regal beach club - unit #631 is located in the first building and is a 3rd flo ...Read Full Description
ID: 230499
Paradise Found - Vacation Rental in Cayman Islands
2 Bedrooms
Sleeps 6
Cayman kai condos and guest houses, located at in a quiet and relaxing area of the island, has long been a pleasant alternative to a hotel room vacation. It provides family vacations with more space, ...Read Full Description
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.

Smart Search

Lodging Types:
- Vacation Rentals Remove Vacation Rentals

remove all
*Traveling Dates:

Flexible Dates
1+ (23)
3+ (23)
6+ (21)
11+ (3)

(vacation rentals only)
1 (1)
2 (11)
3 (7)
4+ (4)

Vacation Rental Types:
Home (1)

Lodging Types:
Bed and Breakfasts (23)
Hotels (6)

Location Attributes:
Near beach (6)
Waterfront (3)
Near water (3)

Microwave (17)
Linens provided (17)
Air Conditioning (16)
Cable/Satellite TV (16)
TV/VCR (17)
Dishwasher (15)

Things To Do:
Swimming (16)
Restaurants (15)
Fishing (14)
Jet Skiing (15)
Boating (12)
Sightseeing (15)

Special Features:
Children Welcome (23)
Smoking Permitted (12)
Pet friendly (11)
Handicap accesibility (15)

Search ONLY:
Cayman Brac
Far Tortuga
George Town
Little Cayman

Max Budget per Night: