Cayman Islands Vacation Rentals - HomeToGo base64Hash Cayman Islands Vacation Rentals - HomeToGo

Cayman Islands Vacation Rentals

Find 2,750 available offers from 7 partners
Cayman Islands
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Pension
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Cayman Island vacation rentals are about sun and fun

Although the Cayman Islands are best known as an offshore financial haven, they also are a popular vacation destination for water lovers, divers, and snorkelers. Among the three islands, Grand Cayman offers visitors the most varied selection of vacation home rentals. Accommodations include luxury beachfront villas, resort-like condos, beachside bungalows, budget-friendly diver cottages, and high-rise apartments.

Show all 2,748 properties
Save up to 21%

Best Vacation Home Deals Cayman Islands

House Cotton Tree Bay
Feb. 10 - Feb. 17
-16%
$361
$304 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cotton Tree Bay with Grill + Ocean Views
4.9
"Excellent" (48 ratings)
Cotton Tree Bay, Cayman Brac, Cayman Islands
Details
Vrbo
View deal
View deal
Apartment George Town
Oct. 14 - Oct. 21
-15%
$593
$504 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Apartment in George Town with Quiet Pool
5.0
"Excellent" (38 ratings)
George Town, Cayman Islands
Details
Vrbo
View deal
View deal
Condo Rum Point
Jun. 24 - Jul. 1
-21%
$799
$629 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Rum Point with Yard, Grill & Pool + Panoramic Views
4.9
"Excellent" (76 ratings)
Rum Point, North Side, Cayman Islands
Details
Vrbo
View deal
View deal

2,750 unique vacation rentals from 7 partner websites can be compared in Cayman Islands, with prices starting at $221 a night. By directly analyzing these vacation rentals, HomeToGo highlights the best deals and the highest rated properties in Cayman Islands.

Book Vacation Rentals with the Highest User Rating

Top-Rated Offers and Accommodations Cayman Islands

House Stake Bay
Sep. 16 - Sep. 23
-21%
$884
$697 per night
House ∙ 4 guests ∙ 3 bedrooms
House in Stake Bay with Large Pool
5.0
"Excellent" (50 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Details
Vrbo
View deal
View deal
Condo George Town
Sep. 16 - Sep. 23
-33%
$1,020
$680 per night
Condo ∙ 8 guests ∙ 3 bedrooms
Condo in George Town with Yard, Pool & Grill + Magnificent Views
4.9
"Excellent" (47 ratings)
George Town, Cayman Islands
Details
Vrbo
View deal
View deal
Condo West Bay
Jul. 29 - Aug. 5
-24%
$535
$408 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in West Bay with Grill, Yard & Pool
5.0
"Excellent" (24 ratings)
West Bay, Cayman Islands
Details
Vrbo
View deal
View deal

Recommended Vacation Rentals Cayman Islands

Find your perfect vacation rental Cayman Islands: from $222 per night

Condo George Town
Feb. 10 - Feb. 17
$1,095 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Condo in George Town with Private Balcony
4.9
"Excellent" (111 ratings)
George Town, Cayman Islands
Details
Vrbo
View deal
View deal
Condo Rum Point
Feb. 10 - Feb. 17
$703 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Rum Point with Grill & Pool
5.0
"Excellent" (87 ratings)
Rum Point, North Side, Cayman Islands
Details
Vrbo
View deal
View deal
Apartment Half Moon Bay
Feb. 10 - Feb. 17
$661 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Apartment in Half Moon Bay with Ocean-Facing Balcony + Superb View
5.0
"Excellent" (63 ratings)
Half Moon Bay, East End, Cayman Islands
Details
Vrbo
View deal
View deal
Condo Old Man Bay
Feb. 10 - Feb. 17
$630 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Condo in Old Man Bay with Grill, Yard & Pool
5.0
"Excellent" (36 ratings)
Old Man Bay, East End, Cayman Islands
Details
Vrbo
View deal
View deal
Villa East End
Sep. 16 - Sep. 23
-18%
$939
$769 per night
Villa ∙ 8 guests ∙ 3 bedrooms
Private Villa in East End with Great Pool
5.0
"Excellent" (116 ratings)
East End, Cayman Islands
Details
Vrbo
View deal
View deal
House Stake Bay
Feb. 10 - Feb. 17
-28%
$545
$393 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Stake Bay with Spacious Garage
5.0
"Excellent" (5 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Details
Vrbo
View deal
View deal
House West Bay
Mar. 9 - Mar. 16
$942 per night
House ∙ 7 guests ∙ 3 bedrooms
Vacation Home in West Bay with Grill
5.0
"Excellent" (2 ratings)
West Bay, Cayman Islands
Details
Vrbo
View deal
View deal
Apartment George Town
Sep. 16 - Sep. 23
-17%
$267
$222 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Charming Rental Apartment in George Town with Yard & Grill
4.9
"Excellent" (25 ratings)
George Town, Cayman Islands
Details
Vrbo
View deal
View deal
Villa Rum Point
Jun. 24 - Jul. 1
-44%
$1,068
$597 per night
Villa ∙ 4 guests ∙ 2 bedrooms
Beautiful Villa in Rum Point with Grill & Pool + Beautiful Views
4.9
"Excellent" (13 ratings)
Rum Point, North Side, Cayman Islands
Details
Vrbo
View deal
View deal
See all offers
Find Fantastic yet Inexpensive Rentals

Budget-friendly Rentals Cayman Islands

Condo North Side
Jun. 24 - Jul. 1
-33%
$511
$342 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in North Side with Shallow Pool + Oceanfront Views
4.9
"Excellent" (82 ratings)
North Side, Cayman Islands
Details
Vrbo
View deal
View deal
House Tibbett's Turn
Apr. 13 - Apr. 20
-20%
$436
$351 per night
House ∙ 7 guests ∙ 2 bedrooms
Vacation Home in Tibbett\'s Turn with Grill & Yard + Amazing Views
5.0
"Excellent" (37 ratings)
Tibbett's Turn, Cayman Brac, Cayman Islands
Details
Vrbo
View deal
View deal
Condo George Town
Oct. 14 - Oct. 21
-20%
$640
$515 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in George Town with Grill & Pool
4.8
"Excellent" (38 ratings)
George Town, Cayman Islands
Details
Vrbo
View deal
View deal

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Cayman Islands and book a vacation rental with air conditioning.

House Air conditioning Stake Bay
Sep. 16 - Sep. 23
$311 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Stake Bay with Grill + Endless Views
5.0
"Excellent" (48 ratings)
Stake Bay, Cayman Brac, Cayman Islands
Air conditioning
Details
Vrbo
View deal
View deal
Apartment Air conditioning Bodden Town
Sep. 16 - Sep. 23
-64%
$608
$221 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wonderful Apartment in Bodden Town with Grill & Pool
5.0
"Excellent" (66 ratings)
Bodden Town, Cayman Islands
Air conditioning
Details
Vrbo
View deal
View deal
Condo Air conditioning Rum Point
Sep. 16 - Sep. 23
-31%
$541
$371 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Rum Point with Pool & Grill + Garden View
4.9
"Excellent" (61 ratings)
Rum Point, North Side, Cayman Islands
Air conditioning
Details
Vrbo
View deal
View deal
See all offers

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Cayman Islands accommodation with high-speed internet.

Villa Internet Rum Point
Sep. 9 - Sep. 16
-32%
$476
$325 per night
Villa ∙ 2 guests ∙ 1 bedroom
Villa in Rum Point with Pool & Grill + Pristine Views
4.9
"Excellent" (156 ratings)
Rum Point, North Side, Cayman Islands
Internet
Details
Vrbo
View deal
View deal
Condo Internet West Bay
Sep. 16 - Sep. 23
-51%
$1,122
$546 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in West Bay with Large Pool
5.0
"Excellent" (47 ratings)
West Bay, Cayman Islands
Internet
Details
Vrbo
View deal
View deal
Condo Internet George Town
Sep. 16 - Sep. 23
-45%
$867
$473 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Lovely Condo in George Town with Free Parking + Garden View + Beach Nearby
4.9
"Excellent" (71 ratings)
George Town, Cayman Islands
Internet
Details
Vrbo
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Cayman Islands rental with full kitchen.

House Kitchen Creek
Sep. 16 - Sep. 23
$434 per night
House ∙ 8 guests ∙ 2 bedrooms
Vacation Home in Creek with Inflatable Pool, Queen Sofabed + Ocean View
5.0
"Excellent" (32 ratings)
Creek, Cayman Brac, Cayman Islands
Kitchen
Details
Vrbo
View deal
View deal
Villa Kitchen North Side
Jun. 24 - Jul. 1
$546 per night
Villa ∙ 6 guests ∙ 3 bedrooms
Villa in North Side with Yard + Front Views
5.0
"Excellent" (25 ratings)
North Side, Cayman Islands
Kitchen
Details
Vrbo
View deal
View deal
Condo Kitchen Savannah
Sep. 16 - Sep. 23
-44%
$741
$416 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Lovely Condo in Savannah with Pool + Beachfront Views
4.9
"Excellent" (97 ratings)
Savannah, George Town, Cayman Islands
Kitchen
Details
Vrbo
View deal
View deal
See all offers

Popular Rental Amenities Cayman Islands

  • Internet (2,298)
  • Air conditioning (2,272)
  • TV (2,202)
  • Kitchen (2,075)
  • No smoking (2,067)
  • Microwave (2,054)
  • Pool (1,947)
  • No pets (1,929)
  • Washer (1,891)
  • Dishwasher (1,712)
  • Grill (1,465)
  • Yard (1,025)

Most of the properties include a pool, which makes Cayman Islands a great vacation destination for vacationers looking to spend vacation poolside. Additionally, vacation rentals with pools Cayman Islands cost, on average, $2,013 per night. Most of the available properties with pools are condo. Among these vacation rentals, 82 of them are located within 2 kilometres of water.

Where to find the best food Cayman Islands?

Caribbean cuisine

Often called the culinary capital of the Caribbean, Grand Cayman truly has something for everyone. Seafood is, by far, the most abundant of dishes. You'll find traditional Caribbean fare, such as turtle soup and conch stew, as well as Indian, Spanish, and Asian restaurants. To eat like a local, go to Vivine's Kitchen on the East End. The restaurant features home-cooked meals, made with locally grown ingredients and regional spices and herbs.

Beach fish shacks are the most budget-friendly eateries and offer daily fresh-caught seafood from local fishermen. Upscale dining options and bars are found in the heart of Georgetown. There, you'll find Michelin-starred steak and seafood restaurants, exotic Indian and Moroccan eateries, and bars with extensive offerings.

What are the best places to discover the arts and culture of Cayman Islands?

Take a dive into history

The Cayman Islands National Museum, located in the capital city of Georgetown, is the oldest public building in the islands. The museum houses two permanent exhibition galleries and three traveling galleries, one of which is designed for children.

The Natural History Gallery takes visitors on a submarine dive to see the famous Cayman wall, a sea turtle nesting area, and wetlands, where you'll see wildlife unique to the island. The Cultural History Gallery features themed exhibits, mock court trials, and island pioneer displays.

What are the best activities for families Cayman Islands?

Kid-approved Cayman

Explore the underwater world with the whole family at Atlantis Submarine. Go 100 feet below the surface in a 65-foot submarine within the Cayman Islands National Marine Park and get up close and personal with ocean creatures. Ocean guides narrate as you peer through the portholes during the 90-minute tour.

Information about vacation rentals Cayman Islands

🏡 Vacation rentals available 2,748 properties
💳 Discounts available up to 33%
🌙 Price per night from $222
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodation options 233 properties
🏊 Vacation rentals with pools 2,045 properties

Frequently Asked Questions

What is the typical price of a vacation home Cayman Islands?

Accommodation prices Cayman Islands start at $222 per night.

What is the typical availability of House rentals Cayman Islands?

We found 2,748 vacation homes Cayman Islands available for your next trip.

What are the most popular vacation home amenities Cayman Islands?

When looking to book a vacation home Cayman Islands, the most requested amenities include Internet, Air conditioning, and TV.

How many House rentals and Apartment rentals can I find Cayman Islands?

Cayman Islands has 2,748 House rentals and Apartment rentals available to book.

Are there pet-friendly vacation rentals Cayman Islands?

If you're travelling with a dog, over 9% of vacation rentals Cayman Islands are pet-friendly.

What's the best month to visit Cayman Islands?

When booking accommodation Cayman Islands, remember that the rainiest months are usually August and May, with February often being the sunniest.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals Cayman Islands TripAdvisor Vacation Rentals Cayman Islands Vrbo Vacation Rentals Cayman Islands Novasol Vacation Rentals Cayman Islands Inter Chalet Vacation Rentals Cayman Islands Interhome Vacation Rentals Cayman Islands HouseTrip Vacation Rentals Cayman Islands Belvilla Vacation Rentals Cayman Islands Homestay.com Vacation Rentals Cayman Islands Ski Planet Vacation Rentals Cayman Islands Only-apartments Vacation Rentals Cayman Islands James Villa Holidays Vacation Rentals Cayman Islands

Vacation Rentals

Top Vacation Ideas

image-tag