An aerial view of a coastal area with clear turquoise waters, a white boat trail, and a distant town with buildings and greenery.

Vacation Rentals in Cayman Islands

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Dates

November 2026

December 2026

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Top cities in Cayman Islands

An aerial view of a coastal town with a long sandy beach, clear turquoise waters, and dense greenery.

Check prices for these dates

In two weeks

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In four months

Our top choices for Cayman Islands vacation rentals

A bedroom with a bed, an air conditioning unit, a ceiling fan, a chair, and a curtain.

1. Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

Annette

$177 nightly

Nov 5 - Nov 6

Total with taxes and fees

A two-story house with a swimming pool in the foreground.

2. Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

George Town

luis M.

$245 nightly

Nov 10 - Nov 11

Total with taxes and fees

A resort with a swimming pool, palm trees, and a view of the ocean.

3. Villas Pappagallo 17

West Bay

Andrew

$313 nightly

Nov 5 - Nov 6

Total with taxes and fees

A beach with clear turquoise water and a sandy shore.

4. Cozy Studio Steps from the Beach

West Bay

Lori

$273 nightly

Nov 5 - Nov 6

Total with taxes and fees

5. Country Road, Take me Home- your own Island Cottage!

Savannah

Renee M.

$173 nightly

Nov 5 - Nov 6

Total with taxes and fees

6. Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island

Matt D.

$163 nightly

Nov 5 - Nov 6

Total with taxes and fees

A beach with palm trees, a hammock, and a clear blue sky.

7. On The Bay

North Side

Elizabeth

$473 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a large window overlooking a balcony.

8. 1BD 1.5BA Convenient and Cosy Apartment with Pool

George Town

mauricio o.

$289 nightly

Nov 13 - Nov 14

Total with taxes and fees

A resort with multiple buildings, each with a red-tiled roof, surrounded by well-maintained gardens and palm trees, overlooking a calm sea.

9. Quiet Ground-Floor Beachfront 1BR w/ Pool

West Bay

Jamie S.

$289 nightly

Nov 5 - Nov 6

Total with taxes and fees

A starfish on a clear sandy beach with turquoise water and a clear sky.

10. S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

West Bay

Phillip W.

$253 nightly

Nov 5 - Nov 6

Total with taxes and fees

A building with a pink facade, a well-maintained garden with artificial grass and potted plants, and a palm tree.

11. Beautiful one bedroom apartment

Savannah

Stephanie H.

$235 nightly

Nov 8 - Nov 9

Total with taxes and fees

A resort with a central pool, multiple buildings, and a beach.

12. Sunset Cove 118 in George Town

Seven Mile Beach

$480 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern two-story house with a well-lit entrance, a small front yard, and a driveway.

13. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

Savannah

Emma

$217 nightly

Nov 16 - Nov 17

Total with taxes and fees

A resort with a thatched-roof building, a wooden deck, and a body of water.

14. Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away

Northwest Point

Dwain L.

$380 nightly

Nov 11 - Nov 12

Total with taxes and fees

A modern kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

15. One bedroom apartment - WiFi, in awesome West Bay

Northwest Point

Gina C.

$255 nightly

Nov 28 - Nov 29

Total with taxes and fees

A beach with clear blue water, a sandy shore, and a few umbrellas.

16. Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

West Bay

Summer

$407 nightly

Nov 16 - Nov 17

Total with taxes and fees

A beach with two white lounge chairs and a blue umbrella.

17. Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

Matthew

$600 nightly

Nov 23 - Nov 24

Total with taxes and fees

An aerial view of a coastal resort with beachfront accommodations, a marina, and a golf course.

18. In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

West Bay

Nelcenia H.

$463 nightly

Nov 5 - Nov 6

Total with taxes and fees

A beach scene with a thatched umbrella and a lounge chair on the sand.

19. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

North Side

Jami G.

$341 nightly

Nov 5 - Nov 6

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Cayman Islands Hotel Reviews

Galleon Villas by Hello Cayman Vacation

Seven Mile Beach

10/10 Excellent

Timothy

A room with a large window, a bed with white bedding, and a view of the beach.

Hotel Indigo Grand Cayman by IHG

Seven Mile Beach

10/10 Excellent

Pamela

A resort with a large pool, palm trees, and a view of the ocean.

Kimpton Seafire Resort + Spa by IHG

Seven Mile Beach

10/10 Excellent

An Amazing hotel/resort! the building and grounds are clean and well-maintained, with beautiful decor inside and out! When we arrived, we were handed a glass of champagne to enjoy while checking in (yes please! and Thank You!). The entire staff were very helpful and friendly. The food and restaurants are delicious (the Cocoloba bartenders are The BEST!! -- Linsey, Tony, AJ, etc., Thanks for the wonderful service and all-around great time), and the provided amenities are totally worth the resort...

Anonymous traveler

A seaside terrace with lounge chairs, a glass balustrade, and a view of the ocean.

The Ritz-Carlton, Grand Cayman

Seven Mile Beach

10/10 Excellent

Jims Dad.

A poolside area with lounge chairs and umbrellas overlooking a pool and ocean view.

Club Suites at Rum Point

North Side

10/10 Excellent

Carey

An aerial view of a resort with multiple buildings, a swimming pool, and a beach.

The Locale Hotel Grand Cayman

Seven Mile Beach

10/10 Excellent

Ronald

A beach with two lounge chairs and a beach umbrella.

Hampton by Hilton Grand Cayman Seven Mile Beach

Seven Mile Beach

10/10 Excellent

Hailey

A resort with a pool, beach, and ocean view.

The Westin Grand Cayman Seven Mile Beach Resort & Spa

Seven Mile Beach

10/10 Excellent

Peter

An indoor garden with seating areas, plants, and hanging lights.

Cayman Luxury Rentals at The Grove

Seven Mile Beach

10/10 Excellent

Tanner

Le Soleil d'Or CaymanBrac

West End

10/10 Excellent

From the moment we arrived, this luxury plantation exceeded every expectation. The service was truly five-star, and the staff made us feel like royalty throughout our entire stay. We stayed in the beautiful three-bedroom, three-bathroom home, which was impeccably clean, tastefully decorated, and equipped with every modern amenity we could have needed. It was the perfect place for my husband, our three kids, and me to relax and enjoy quality family time. One of our favorite features was the...

Kathe

A resort with a pool, beach area, and lounge chairs.

The Sunshine Hotel and Suites

Seven Mile Beach

10/10 Excellent

We were in a King studio suite which was very nice. We had lots of space. The kitchen was great and we enjoyed the eating area. It was nice to have 2 TV's! The air conditioning worked great. Our room was cleaned every day by early afternoon. The people in the front office were very helpful. The use of the Westin pool, beach, and related facilities is the best feature of all. It is a reasonable daily resort fee and you can enjoy a beautiful beach and pool. It is a quick 5 minute walk to the...

MARY

A poolside area with lounge chairs and umbrellas, a clear view of the ocean, and a building with balconies.

Grand Cayman Marriott Beach Resort

Seven Mile Beach

10/10 Excellent

We spent 7 days (workacation) at Marriott a week before Christmas and loved it. The hotel staff was attentive and helpful! The activities (paddle boarding, stingray city, yoga, boxing, etc) and food choices were great too. Although the hotel beach was washed off by the hurricane, you could simply walk over to access the long stretch of the beautiful 7 mile beach. Due to this, beach chairs/pools/restaurants were right on the ocean, the view was gorgeous, quiete, and exclusive to the hotel...

X. Christine

A beachside hotel with sun loungers, a white fence, and a clear view of the ocean.

Seven Mile Beach Resort & Club

Seven Mile Beach

10/10 Excellent

Cutemom03

A clear pool with palm trees and a sunset in the background.

The Grand Caymanian Resort

West Bay

10/10 Excellent

Anonymous traveler

A beachside resort with a thatched gazebo, palm trees, and a clear view of the ocean.

Holiday Inn Resort Grand Cayman by IHG

West Bay

10/10 Excellent

Pros: There was a dock, which could potentially mean you could fish? Jet ski rentals! The pool was nice and big. The service people in the front were extremely helpful with tips and things to do. The room was clean and had a beautiful view. There were iguanas and chickens everywhere!!! we chased them all over the place!! Golf course on the property. They also had a schedule of free things to do in the property! (we didn't do any since we were busy touring the island!) Cons: Not...

Jay

A resort pool with a cabana, palm trees, and a view of the ocean.

Morritts Tortuga Club

East End

10/10 Excellent

Anonymous traveler

A pool area with clear blue water, a rocky shoreline, and a view of the ocean.

Cayman Luxury Rentals at Lighthouse Point Residences

Northwest Point

10/10 Excellent

Kirk Thomas

Villas Pappagallo 17

West Bay

10/10 Excellent

Andrew

Frequently Asked Questions

How many vacation rentals are available in Cayman Islands?

Expedia has plenty of vacation rentals to choose from in and around Cayman Islands, so you’re guaranteed to find the right one for you.

How much is a vacation rental in Cayman Islands?

The selection of Cayman Islands vacation rentals we have selected for you start as low as $163 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in Cayman Islands?

Vacation rentals in Cayman Islands come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Cayman Islands vacation rentals to suit everyone.

Why should I choose a vacation rental in Cayman Islands?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Cayman Islands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.

How do I find the best deal on a vacation rental in Cayman Islands?

Find vacation rentals in Cayman Islands by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Cayman Islands.

What amenities are available in a vacation rental in Cayman Islands?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Cayman Islands vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in Cayman Islands?

Everytime is a great time to head to Cayman Islands! Staying in a Cayman Islands vacation rentals you will always find lots going on to keep you entertained.

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Cayman Islands. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Cayman Islands vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Cayman Islands, you can save even more.

Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Cayman Islands vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.

Vacation Rentals in Cayman Islands

Bundle & Save

OneKeyCash

Upfront pricing

Top cities in Cayman Islands

Seven Mile Beach

Check prices for these dates

Our top choices for Cayman Islands vacation rentals

1. Relax and Unwind at our cozy 1-bedroom Apt, within mins away from the beach

2. Casa de Bells 2 - Studio apartment with pool, gazebo, private entrance & parking

3. Villas Pappagallo 17

4. Cozy Studio Steps from the Beach

5. Country Road, Take me Home- your own Island Cottage!

6. Slice of Paradise- 2 mins from Spotts Beach!

7. On The Bay

8. 1BD 1.5BA Convenient and Cosy Apartment with Pool

9. Quiet Ground-Floor Beachfront 1BR w/ Pool

10. S1 BP | Steps to Beach | Save 15% if Book Non-Refundable

11. Beautiful one bedroom apartment

12. Sunset Cove 118 in George Town

13. Charming 1-bedroom apartment in enchanting Savannah, Cayman Islands

14. Ocean Front Divers Haven - World Class Diving & Snorkeling One Giant Stride Away

15. One bedroom apartment - WiFi, in awesome West Bay

16. Cozy 2-bedroom condo with sleeper in beautiful West Bay, steps from the beach

17. Galleon Villas by Hello Cayman Vacation

18. In-Between Ritz Carlton and Westin | Oceanview 1BR on Seven Mile Beach

19. The Big Chill - Beach Cottage at The Sea Lodges in Cayman Kai / Rum Point

Find vacation rentals that suit your style

Top Cayman Islands Hotel Reviews

Galleon Villas by Hello Cayman Vacation

10/10 Excellent

Frequently Asked Questions

How many vacation rentals are available in Cayman Islands?

How much is a vacation rental in Cayman Islands?

What type of vacation rental can I get in Cayman Islands?

Why should I choose a vacation rental in Cayman Islands?

How do I find the best deal on a vacation rental in Cayman Islands?

What amenities are available in a vacation rental in Cayman Islands?

When is the best time to stay in a vacation rental in Cayman Islands?

Why book a vacation rental with Expedia?

Can I cancel my vacation rental through Expedia?

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