Cayman Islands, Cayman Islands

Photo: Salvatore Freni Jr · CC BY 2.0 · Wikimedia Commons

Vacation rentals · Cayman Islands

Cayman Islands vacation rentals you can book direct

109 homes from independent hosts and managers · every one bookable on the host's own site

As of November 2026, CielStay lists 109 homes for rent in Cayman Islands, run by independent hosts and property managers. All of them can be booked on the host's or manager's own website, across 9 booking sites.

They include 17 houses and 73 condos. The most common size is three bedrooms (23 homes). 8 homes sleep 10 or more.

Cayman Islands rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom15
2 bedrooms22
3 bedrooms23
4 bedrooms9
5 or more bedrooms2
Sleeps 10 or more8
Homes that list
Air conditioning85
Pool73
Hot tub18
Pets allowed5
EV charger5

Homes in Cayman Islands for 6 or more

8 of the 78. Search them with your dates →

Charming 2 Bdr Canal-Front Escape in Rum Point

Charming 2 Bdr Canal-Front Escape in Rum Point

Dragon’s Pearl is a beautifully renovated 2-bedroom, 2-bath canal-front cottage in Rum Point that blends old Cayman charm with modern comforts. Sleeping up to six adults (seven with a toddler), it offers bright open living spaces, a fully equipped kitchen, and a spacious screened patio capturing cooling trade winds.

📍 Rum Point, North Side, Cayman Islands
👥 6🛏️ 2🚿 2
$393 / night
George Town, WB Cayman Islands - Renaissance Villa #14 4 Bedroom Villa 3rd Floor | The Renaissance

George Town, WB Cayman Islands - Renaissance Villa #14 4 Bedroom Villa 3rd Floor | The Renaissance

This newly renovated 4 bedroom, 4 1/2 bathroom villa has expansive views from the third floor. This villa is beautifully decorated in soothing blue tones that mirror the beautiful Caribbean Sea. At just over 3600 square feet. There is lots of room to spread out.

📍 Upper Land, West Bay, Cayman Islands
👥 8
$1,550 / night
excl. host's fees
Works Wonders - Peaceful & Private 4 Bd Beachfront House with Pool

Works Wonders - Peaceful & Private 4 Bd Beachfront House with Pool

Works Wonders is a spacious 4-bedroom beachfront cottage where peace, privacy and old Caymanian charm come together. Set along the quiet waters of Frank Sound, this 3,100 sq. ft. home offers a private pool, beautiful outdoor living spaces, kayaks, paddleboards and breathtaking views.

📍 East End, Cayman Islands
👥 10🛏️ 4🚿 3
$695 / night
Sprat Bay Luxury Villa - Private Beach and Pool

Sprat Bay Luxury Villa - Private Beach and Pool

Now proudly under new professional management! Set on 20,000 sq ft of lush tropical oceanfront grounds, this exceptional 6-bedroom estate offers 6,000 sq ft of refined indoor living space in the heart of South Sound.

📍 George Town, Cayman Islands
👥 22🛏️ 6🚿 6
$1,305 / night
Wide Ocean Views | Sleeps Seven | Beachfront Stay

Wide Ocean Views | Sleeps Seven | Beachfront Stay

Welcome to Azure Breeze #6, a recently renovated beachfront property. This stunning 3-bedroom, 2-bathroom home, nestled within a small 6-unit complex, invites you to embark on an unforgettable vacation in the Cayman Islands.

📍 North Side, Cayman Islands
👥 7🛏️ 3🚿 2
$306 / night
Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near renowned Stingray City, The Rum Point and Kaibo’s restaurants, beaches and water sp…

📍 North Side, Cayman Islands
👥 9🛏️ 3🚿 3
$319 / night
Luxury 3bd Beach Front, # 4 Green, Stunning Views

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat.

📍 North Side, Cayman Islands
👥 8🛏️ 3🚿 3
$348 / night
Luxury 3bd Beach View, # 2 Peach, Stunning Views

Luxury 3bd Beach View, # 2 Peach, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat.

📍 North Side, Cayman Islands
👥 9🛏️ 3🚿 3
$320 / night

Homes in Cayman Islands with a pool

8 of the 73. Search them with your dates →

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 35, 2131 West Bay R.D. Building G | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 35, 2131 West Bay R.D. Building G | Silver Sands

Condo #35 is a 2-story unit occupying the ground level and 2nd floor of Building G. Welcome to Condo #35, a beautifully updated 2-story retreat just steps from the world-famous Seven Mile Beach. This bright and airy condo offers the perfect blend of modern comfort and island charm.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$820 / night
excl. host's fees
George Town, WB Cayman Islands - Renaissance Villa #14 4 Bedroom Villa 3rd Floor | The Renaissance

George Town, WB Cayman Islands - Renaissance Villa #14 4 Bedroom Villa 3rd Floor | The Renaissance

This newly renovated 4 bedroom, 4 1/2 bathroom villa has expansive views from the third floor. This villa is beautifully decorated in soothing blue tones that mirror the beautiful Caribbean Sea. At just over 3600 square feet. There is lots of room to spread out.

📍 Upper Land, West Bay, Cayman Islands
👥 8
$1,550 / night
excl. host's fees
Beach Living At Sunrise to Sunset Villa

Beach Living At Sunrise to Sunset Villa

Sunrise to Sunset Villa — your island escape awaits. This spacious two-bedroom, two-bathroom retreat offers modern comfort with a fully equipped kitchen, central A/C, washer/dryer, and easy keyless entry. Spread across two levels, enjoy four private balconies with stunning sea views.

📍 West Bay, Cayman Islands
👥 4🛏️ 2🚿 2
$393 / night
Works Wonders - Peaceful & Private 4 Bd Beachfront House with Pool

Works Wonders - Peaceful & Private 4 Bd Beachfront House with Pool

Works Wonders is a spacious 4-bedroom beachfront cottage where peace, privacy and old Caymanian charm come together. Set along the quiet waters of Frank Sound, this 3,100 sq. ft. home offers a private pool, beautiful outdoor living spaces, kayaks, paddleboards and breathtaking views.

📍 East End, Cayman Islands
👥 10🛏️ 4🚿 3
$695 / night
Beach Living at Regal Beach BLDE

Beach Living at Regal Beach BLDE

Beautiful 2 bedroom apartment on Seven Mile Beach! Fully equipped kitchen, including a in unit washer and dryer, and flat screened TV. The details in this lovely space will make sure that you feel at home.

📍 George Town, Cayman Islands
👥 5🛏️ 2🚿 2
$420 / night
Sprat Bay Luxury Villa - Private Beach and Pool

Sprat Bay Luxury Villa - Private Beach and Pool

Now proudly under new professional management! Set on 20,000 sq ft of lush tropical oceanfront grounds, this exceptional 6-bedroom estate offers 6,000 sq ft of refined indoor living space in the heart of South Sound.

📍 George Town, Cayman Islands
👥 22🛏️ 6🚿 6
$1,305 / night
Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near renowned Stingray City, The Rum Point and Kaibo’s restaurants, beaches and water sp…

📍 North Side, Cayman Islands
👥 9🛏️ 3🚿 3
$319 / night
Grand Cayman, WB Cayman Islands - Renaissance Villa #08 Four Bedroom Condo 2nd Floor | The Renaissance

Grand Cayman, WB Cayman Islands - Renaissance Villa #08 Four Bedroom Condo 2nd Floor | The Renaissance

This newly renovated 4 bedroom, 4 1/2 bath 3600+ square foot villa has lots of room for families to spread out. This elegantly appointed villa features two ocean front master bedrooms. Centrally located on the second floor, the views from this villa are stunning!

📍 Upper Land, West Bay, Cayman Islands
👥 8
$1,035 / night
excl. host's fees

Homes in Cayman Islands

Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.

Charming 2 Bdr Canal-Front Escape in Rum Point

Charming 2 Bdr Canal-Front Escape in Rum Point

Dragon’s Pearl is a beautifully renovated 2-bedroom, 2-bath canal-front cottage in Rum Point that blends old Cayman charm with modern comforts. Sleeping up to six adults (seven with a toddler), it offers bright open living spaces, a fully equipped kitchen, and a spacious screened patio capturing cooling trade winds.

📍 Rum Point, North Side, Cayman Islands
👥 6🛏️ 2🚿 2
$393 / night
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 35, 2131 West Bay R.D. Building G | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 35, 2131 West Bay R.D. Building G | Silver Sands

Condo #35 is a 2-story unit occupying the ground level and 2nd floor of Building G. Welcome to Condo #35, a beautifully updated 2-story retreat just steps from the world-famous Seven Mile Beach. This bright and airy condo offers the perfect blend of modern comfort and island charm.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$820 / night
excl. host's fees
George Town, WB Cayman Islands - Renaissance Villa #14 4 Bedroom Villa 3rd Floor | The Renaissance

George Town, WB Cayman Islands - Renaissance Villa #14 4 Bedroom Villa 3rd Floor | The Renaissance

This newly renovated 4 bedroom, 4 1/2 bathroom villa has expansive views from the third floor. This villa is beautifully decorated in soothing blue tones that mirror the beautiful Caribbean Sea. At just over 3600 square feet. There is lots of room to spread out.

📍 Upper Land, West Bay, Cayman Islands
👥 8
$1,550 / night
excl. host's fees
Beach Living At Sunrise to Sunset Villa

Beach Living At Sunrise to Sunset Villa

Sunrise to Sunset Villa — your island escape awaits. This spacious two-bedroom, two-bathroom retreat offers modern comfort with a fully equipped kitchen, central A/C, washer/dryer, and easy keyless entry. Spread across two levels, enjoy four private balconies with stunning sea views.

📍 West Bay, Cayman Islands
👥 4🛏️ 2🚿 2
$393 / night
Works Wonders - Peaceful & Private 4 Bd Beachfront House with Pool

Works Wonders - Peaceful & Private 4 Bd Beachfront House with Pool

Works Wonders is a spacious 4-bedroom beachfront cottage where peace, privacy and old Caymanian charm come together. Set along the quiet waters of Frank Sound, this 3,100 sq. ft. home offers a private pool, beautiful outdoor living spaces, kayaks, paddleboards and breathtaking views.

📍 East End, Cayman Islands
👥 10🛏️ 4🚿 3
$695 / night
Beach Living at Regal Beach BLDE

Beach Living at Regal Beach BLDE

Beautiful 2 bedroom apartment on Seven Mile Beach! Fully equipped kitchen, including a in unit washer and dryer, and flat screened TV. The details in this lovely space will make sure that you feel at home.

📍 George Town, Cayman Islands
👥 5🛏️ 2🚿 2
$420 / night
Sprat Bay Luxury Villa - Private Beach and Pool

Sprat Bay Luxury Villa - Private Beach and Pool

Now proudly under new professional management! Set on 20,000 sq ft of lush tropical oceanfront grounds, this exceptional 6-bedroom estate offers 6,000 sq ft of refined indoor living space in the heart of South Sound.

📍 George Town, Cayman Islands
👥 22🛏️ 6🚿 6
$1,305 / night
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 16, 2131 West Bay R.D. Building C | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 16, 2131 West Bay R.D. Building C | Silver Sands

Condo 16 is a 2-storey unit occupying the 2nd and 3rd levels of building C. Condo #16 has been completely remodeled and updated with new appliances, floors and contemporary furnishings to give it a relaxed feel that blends in with the natural beauty of Cayman.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$820 / night
excl. host's fees
Wide Ocean Views | Sleeps Seven | Beachfront Stay

Wide Ocean Views | Sleeps Seven | Beachfront Stay

Welcome to Azure Breeze #6, a recently renovated beachfront property. This stunning 3-bedroom, 2-bathroom home, nestled within a small 6-unit complex, invites you to embark on an unforgettable vacation in the Cayman Islands.

📍 North Side, Cayman Islands
👥 7🛏️ 3🚿 2
$306 / night
Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near renowned Stingray City, The Rum Point and Kaibo’s restaurants, beaches and water sp…

📍 North Side, Cayman Islands
👥 9🛏️ 3🚿 3
$319 / night
Britannia Villas

Britannia Villas

The Village of Britannia is a peaceful “community” of villas and is a terrific place to stay with the family. The villas are more economical and more fun than hotel rooms, but still have similar amenities of resorts in Cayman Islands. This 4 bed 5.5 bath unit has plenty of space for the family to spread out.

📍 Seven Mile Corridor, George Town, Cayman Islands
👥 8🛏️ 4🚿 5.5
$1,038 / night
Lovely Studio Apt Near Ocean w/ Private Deck + BBQ

Lovely Studio Apt Near Ocean w/ Private Deck + BBQ

Escape to our cozy Southwinds Studio apartment, perfect for couples or solo travelers seeking a beautiful and affordable getaway. This charming space offers easy access to local dining, beachfront fish fry spots, and exciting activities like snorkeling and diving.

📍 East End, Cayman Islands
👥 3🚿 1
$199 / night
excl. host's fees
Grand Cayman, WB Cayman Islands - Renaissance Villa #08 Four Bedroom Condo 2nd Floor | The Renaissance

Grand Cayman, WB Cayman Islands - Renaissance Villa #08 Four Bedroom Condo 2nd Floor | The Renaissance

This newly renovated 4 bedroom, 4 1/2 bath 3600+ square foot villa has lots of room for families to spread out. This elegantly appointed villa features two ocean front master bedrooms. Centrally located on the second floor, the views from this villa are stunning!

📍 Upper Land, West Bay, Cayman Islands
👥 8
$1,035 / night
excl. host's fees
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 25, 2131 West Bay R.D. Building E | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 25, 2131 West Bay R.D. Building E | Silver Sands

Condo 25 is a 2-story unit occupying the 2nd and 3rd levels of building E. This beautiful condo offers amazing views of the tropical gardens, the pool and the Caribbean Sea. The sunsets are amazing from the private patio and main bedroom. The first level includes the living room, dining room, kitchen, and powder room.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$820 / night
excl. host's fees
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 27, 2131 West Bay R.D. Building C | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 27, 2131 West Bay R.D. Building C | Silver Sands

Condo 27 is a 2-story unit occupying the 2nd and 3rd levels of building E. Condo #27 features new renovations and local designer furnishings. The unit overlooks gardens, the pool, and the Caribbean Sea with direct beach access from the patio.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$575 / night
excl. host's fees
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - Condo #13 is at ground floor level in Building C. | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - Condo #13 is at ground floor level in Building C. | Silver Sands

Condo #13 is at ground level in Building C. All rooms are on 1 level. The open plan living area in this stunning apartment consists of a fully fitted kitchen incorporating a large granite worktop and breakfast bar, opening on to a bright and spacious living area, which is complemented by a Bose sound system.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$575 / night
excl. host's fees
Georgetown, GCM Cayman Islands - Renaissance Villa #07 Three Bedroom Condo 2nd Floor | The Renaissance

Georgetown, GCM Cayman Islands - Renaissance Villa #07 Three Bedroom Condo 2nd Floor | The Renaissance

Villa 7 is located on the second floor with a magnificent view of the crystal clear turquoise sea and white sand beach. This lovely, well appointed villa offers three beautifully furnished bedrooms with ensuite baths.

📍 Upper Land, West Bay, Cayman Islands
👥 6
$1,450 / night
excl. host's fees
Grand Cayman, KY Cayman Islands - Renaissance Villa #18 Three Bedroom Condo 4th Floor | The Renaissance

Grand Cayman, KY Cayman Islands - Renaissance Villa #18 Three Bedroom Condo 4th Floor | The Renaissance

Villa 18 is located on the fourth floor with a magnificent view of the crystal clear turquoise sea and white sand beach. This lovely, well appointed villa offers three beautifully furnished bedrooms with ensuite baths.

📍 Upper Land, West Bay, Cayman Islands
👥 6
$1,035 / night
excl. host's fees
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 42, 2131 West Bay R.D. Building H | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 42, 2131 West Bay R.D. Building H | Silver Sands

Condo #42 is located on the 2nd floor of Building H. All rooms are on 1 level. | | This unique condo provides a secluded getaway with magnificent views of the beach, the casuarinas trees and the sea beyond. The kitchen provides all the amenities of home. The tropical décor provides island elegance.

📍 Brinkleys, North Side, Cayman Islands
👥 8
$695 / night
excl. host's fees
UNIT 28, 2131 West Bay R.D Building F

UNIT 28, 2131 West Bay R.D Building F

Condo #28, located at ground level in Building F, features a single-level layout. It includes a kitchen with an island breakfast bar, a spacious living area with garden views, and convenient built-ins for storage. The patio opens to the grounds, swimming

📍 Brinkleys, North Side, Cayman Islands
👥 8
$900 / night
excl. host's fees
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 38, 2131 West Bay R.D. Building G | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 38, 2131 West Bay R.D. Building G | Silver Sands

Condo #38 is a 2-story unit occupying the ground level and 2 nd floor of Building G. This end unit offers immediate access to the beach, with each room providing sea views and the shore situated just ten steps from the patio. The ground floor features a modern kitchen, a half bathroom, and a spacious living area.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$575 / night
excl. host's fees
Luxury 3bd Beach Front, # 4 Green, Stunning Views

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat.

📍 North Side, Cayman Islands
👥 8🛏️ 3🚿 3
$348 / night
GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 31, 2131 West Bay R.D Building F | Silver Sands

GRAND CAYMAN, CAYMAN ISLANDS Cayman Islands - UNIT 31, 2131 West Bay R.D Building F | Silver Sands

Condo #31 is a 2-story unit occupying the 2nd and 3rd floors of Building E. The living room, dining room, kitchen and powder room are on the first level and the 2 bedrooms and 2 full bathrooms are upstairs.

📍 Brinkleys, North Side, Cayman Islands
👥 6
$820 / night
excl. host's fees
Grand Cayman, KY Cayman Islands - Renaissance Villa #30 Three Bedroom Condo 6th Floor | The Renaissance

Grand Cayman, KY Cayman Islands - Renaissance Villa #30 Three Bedroom Condo 6th Floor | The Renaissance

Villa 30 is located on the sixth floor with a magnificent view of the crystal clear turquoise sea and white sand beach. This lovely, well appointed villa offers three beautifully furnished bedrooms with ensuite baths.

📍 Upper Land, West Bay, Cayman Islands
👥 6
$1,035 / night
excl. host's fees

All 109 homes in Cayman Islands

Questions about renting in Cayman Islands

How many vacation rentals are there in Cayman Islands?

CielStay lists 109 homes in Cayman Islands, counted from the homes live today. By type: 17 houses and 73 condos.

Can I book a vacation rental in Cayman Islands directly with the host?

Yes. Every home here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.

How do I book a Cayman Islands vacation rental directly with the owner?

Open a home and choose Book direct: it takes you to the host's or manager's own booking site, where you see their price and terms. You can also message the host first. CielStay doesn't take the booking or the payment. Booking direct often costs less, because no platform fee or commission is added; compare the final totals before you pay.

Where can I rent a house in Cayman Islands for 6 people?

78 homes here sleep 6 or more; 16 are houses, the rest condos or resort suites. Add your dates and group size in the search to see which are free.

Are there vacation rentals in Cayman Islands with a pool?

73 homes list a pool, and 18 homes a hot tub. Some pools are shared, in a resort or community, so check the listing if you want a private one.

Are there pet-friendly rentals in Cayman Islands?

5 homes list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.

Are there rentals in Cayman Islands for large groups?

8 homes sleep 10 or more, and 2 homes have five or more bedrooms.

How are prices shown?

Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.