
Cayman Islands Rentals

- From $739 per night (USD)
VRBO
South Bay Beach Club #2 - 2 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2-bedroom, 2 bath condo provides 1,350 square feet of beachfront living space, including a screened patio ...
From $739 per night (USD)VRBO
- From $980 per night (USD)
Expedia
South Bay Beach Club #33 - 3 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3-bedroom, 2 bath condo provides 2,130 square feet of beachfront living space, including a spacious outdo ...
From $980 per night (USD)Expedia
- From $980 per night (USD)
VRBO
South Bay Beach Club #31- 3 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3 bedroom, 2 bath condo provides 2,130 square feet of beachfront living space including a spacious outdoo ...
From $980 per night (USD)VRBO
- From $739 per night (USD)
Expedia
South Bay #7- 2 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2-bedroom, 2 bath condo provides 1,350 square feet of beachfront living space including a screened patio ...
From $739 per night (USD)Expedia
- From $1180 per night (USD)
VRBO
South Bay Beach Club #36 Penthouse - 3 bedroom 3 bathroom Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3-bedroom, 3 bath condo provides 2,130 square feet of beachfront living space, including a spacious outdo ...
From $1180 per night (USD)VRBO
- From $740 per night (USD)
Expedia
South Bay Beach Club #6 - 2 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2-bedroom, 2 bath condo provides 1,350 square feet of beachfront living space, including a screened patio ...
From $740 per night (USD)Expedia
- From $1434 per night (USD)
VRBO
South Bay Beach Club #20 - 4 bedroom 4 bathroom Unit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
This beautiful 4 bedroom, 4 bath condo provides 2,677 square feet of luxurious living space including a screened patio o ...
From $1434 per night (USD)VRBO
- From $818 per night (USD)
Expedia
South Bay Beach Club #17- 2 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2-bedroom, 2 bath condo provides 1,350 square feet of beachfront living space, including a screened patio ...
From $818 per night (USD)Expedia
- From $1427 per night (USD)
VRBO
South Bay Beach Club #11 - 4 bedroom 4 bathroom Unit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful 4 bedroom, 4 bath condo provides 2,677 square feet of luxurious living space including a screened patio o ...
From $1427 per night (USD)VRBO
- From $737 per night (USD)
Expedia
South Bay Beach Club #25- 2 bedroom 2 bathroom Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2-bedroom, 2-bath condo provides 1,350 square feet of beachfront living space, including a screened patio ...
From $737 per night (USD)Expedia
- From $991 per night (USD)
VRBO
Entire 4 Bedroom Home w/ Private Swimming Pool - Family friendly on SMB Corridor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy Cayman's tropical paradise in a beautiful, spacious, private home with a private swimming pool, lawn and garden d ...
From $991 per night (USD)VRBO
- From $1461 per night (USD)
Expedia
The Mastic Cottage Collection on North Side
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Summary: Mastic Cottage Collection: 7-Bedroom Luxury Ground-Floor Retreat in Cayman – Chapel, Cana & Sunnyhill Cottages ...
From $1461 per night (USD)Expedia
- From $530 per night (USD)
VRBO
Beachfront Two-Bedroom Villa- Wake up to the sound of the waves
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cottage 3 at Head O' Bay. Wake up to the sound of the waves in our stunning two-bedroom beachfront villa, off ...
From $530 per night (USD)VRBO
- From $728 per night (USD)
Expedia
LUXURY PENTHOUSE 3 BED 3 BATH CONDO NEAR AMAZING SHORE DIVING
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This West Bay condo boasts 3 inviting bedrooms, each with a king bed. Guests can enjoy the peaceful surroundings and sup ...
From $728 per night (USD)Expedia
- From $1677 per night (USD)
VRBO
Beachcomber 32 by Grand Cayman Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
===> PROPERTY OVERVIEW <=== SIXTH FLOOR UNIT All Beachcomber condos are maintained to perfection with quality furnishin ...
From $1677 per night (USD)VRBO
- From $1611 per night (USD)
Expedia
Beachcomber 7 by Grand Cayman Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
===> PROPERTY OVERVIEW <=== SECOND FLOOR UNIT All Beachcomber condos are maintained to perfection with quality furnishi ...
From $1611 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful beach front spacious studio apartment with private oceanfront patio.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in Grand Cayman, at this spacious oceanfront studio. Featuring 1 king bed, a jetted bathtub, separate shower area ...
Click For PricingVRBO
- From $417 per night (USD)
Expedia
LUXURY/OVERSIZED - 1 Bed/1.5 Bath near AMAZING SHORE DIVING W/180° Ocean VIEWS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your luxurious retreat in West Bay, Grand Cayman! BRAND NEW Construction, this 1-bedroom, 1.5-bathroom condo ...
From $417 per night (USD)Expedia
- From $791 per night (USD)
VRBO
3-Bedroom Oceanview Condo + Pool Directly on Seven Mile Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unit 35 at Plantana is a 3-bedroom ocean view condominium with a beach front pool located directly on the best part of S ...
From $791 per night (USD)VRBO
- From $1604 per night (USD)
Expedia
Casa Luna 5: Gated Resort Near Seven Mile Beach w/Beach Cove, Pool, Heated Spa, & Gym
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
***Property Overview*** Welcome to Casa Luna, a luxurious seaside residential resort nestled along the coastline just so ...
From $1604 per night (USD)Expedia
- From $1388 per night (USD)
VRBO
Seabreeze 8 - Luxury 4-Bedroom on Seven Mile Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Seabreeze #8, an exquisite luxury condominium nestled on the pristine Seven Mile Beach in Grand Caym ...
From $1388 per night (USD)VRBO
- From $1296 per night (USD)
Expedia
The Cottage at Rum Point
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Back on the Market Under New Management! Escape to this beautiful and spacious 3-bedroom cottage located in the serene ...
From $1296 per night (USD)Expedia
- From $663 per night (USD)
VRBO
Conch Club 1 on Little Cayman. Recently renovated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Well equipped and recently renovated. Little Cayman is renowned for the diving at Bloody Bay Wall and the peace and tra ...
From $663 per night (USD)VRBO
- From $569 per night (USD)
VRBO
Conch Club 4 on Little Cayman Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Recently renovated and very well appointed. Conch Club Condos are the most ppular rentals on Little Cayman Island. Close ...
From $569 per night (USD)VRBO
- From $4884 per night (USD)
VRBO
Barco A La Vista - Grand Cayman
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This stunning vacation home in the Grand Cayman Islands offers a luxurious waterfront escape with breathtaking ocean vie ...
From $4884 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Serene, Spacious Home – Minutes away from Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This large, airy and welcoming home offers a calming atmosphere perfect for guests looking to unwind and experience tran ...
From $321 per night (USD)Expedia
- From $1674 per night (USD)
VRBO
Beachcomber 40 by Grand Cayman Villas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
===> PROPERTY OVERVIEW <=== PENTHOUSE LEVEL All Beachcomber condos are maintained to perfection with quality furnishing ...
From $1674 per night (USD)VRBO
- From $427 per night (USD)
Expedia
Stunning 2 bedroom condo at Sunset Cove - Seven Mile beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to 205 Sunset Cove! This newly renovated second-floor oceanview condo is ideally located along the world-renown ...
From $427 per night (USD)Expedia
- From $3634 per night (USD)
VRBO
Coconut Grove Suite, Bodden Town by Personal Villas - Gentle Caribbean Breeze
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: PROMO! WARM WISHES 25% OFF Booking Window: Now – Dec 19, 2025 Travel Window: Now – Dec 19, 2025 Minimum Stay: 2 ...
From $3634 per night (USD)VRBO
- From $7261 per night (USD)
VRBO
Coconut Grove Suite, Bodden Town by Personal Villas - Gentle Caribbean Breeze
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 24
Summary: PROMO! WARM WISHES 25% OFF Booking Window: Now – Dec 19, 2025 Travel Window: Now – Dec 19, 2025 Minimum Stay: 2 ...
From $7261 per night (USD)VRBO
- From $15005 per night (USD)
VRBO
The Palm Family Retreat in Bodden Town by Personal Villas - Perfect Holiday Home
- Bedrooms:
- 14
- Bathrooms:
- 13
- Sleeps:
- 40
Summary: PROMO! WARM WISHES 25% OFF Booking Window: Now – Dec 19, 2025 Travel Window: Now – Dec 19, 2025 Minimum Stay: 3 ...
From $15005 per night (USD)VRBO
- From $8577 per night (USD)
VRBO
Grand Palm Residence in Bodden Town by Personal Villas - Perfect Holiday Home
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 22
Summary: PROMO! WARM WISHES 25% OFF Booking Window: Now – Dec 19, 2025 Travel Window: Now – Dec 19, 2025 Minimum Stay: 3 ...
From $8577 per night (USD)VRBO
- From $28306 per night (USD)
VRBO
The Haven at Black Urchin, Bodden Town by Personal Villas - Private Resort
- Bedrooms:
- 31
- Bathrooms:
- 29
- Sleeps:
- 88
Summary: PROMO! WARM WISHES 25% OFF Booking Window: Now – Dec 19, 2025 Travel Window: Now – Dec 19, 2025 Minimum Stay: 2 ...
From $28306 per night (USD)VRBO
- From $6507 per night (USD)
VRBO
The Palm Estate in Bodden Town by Personal Villas - Private Tropical Escape
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Summary: PROMO! WARM WISHES 25% OFF Booking Window: Now – Dec 19, 2025 Travel Window: Now – Dec 19, 2025 Minimum Stay: 3 ...
From $6507 per night (USD)VRBO
- From $1298 per night (USD)
VRBO
Club Suite at Rum Point by Personal Villas - Luxurious Oceanfront Residence
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: CLUB SUITE at Rum Point, Cayman Islands The Club Suites at Rum Point are a collection of luxury residences com ...
From $1298 per night (USD)VRBO
- From $682 per night (USD)
Expedia
Luxury Waterfront 3bed Penthouse w/Rooftop Terrace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Luxury Waterfront 3 Bedroom Penthouse with Rooftop Terrace – Prime Seven Mile Beach Location Escape to paradis ...
From $682 per night (USD)Expedia
- From $746 per night (USD)
VRBO
Lux 7 Mile Beach 3bdr Condo w/ Pool Hottub +Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Cayman Club #25, a stunning third-floor condo located in the heart of Seven Mile Beach, one of the m ...
From $746 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Beachfront walkout with amazing patio & view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The ultimate beach paradise is literally right outside your door! Wake up with coffee and the sun rising over the sea. ...
From $500 per night (USD)Expedia
- From $566 per night (USD)
VRBO
Sandalwood Escape - Luxury Family Villa Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sandalwood Escape, your private Caribbean retreat just steps from the soft white sands of Seven Mile Beach. T ...
From $566 per night (USD)VRBO
- From $408 per night (USD)
Expedia
3-bedroom family housewith a large garden to relax under the Mango Tree
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Patricks Island retreat. This nice house features 1 king bed and 2 queen beds, p ...
From $408 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Zen Eden 1-bedroom in Savannah with WiFi, AC, close to beach and shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil getaway. This cozy one-bed, one-bath tiny house is located in the suburban area ...
From $167 per night (USD)VRBO
- From $299 per night (USD)
Expedia
West Bay Oasis: 2BR Condo w/Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your island oasis in Grand Cayman! This 2-bedroom, 2-bathroom condo is the perfect getaway for families or sm ...
From $299 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Harbour Heights #43 Seven Mile Beach, Second Floor 2 Bedroom, 2.5 Bathroom Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Townhouse 43 is a 2-bedroom, 2.5-bathroom multi-level retreat situated on the second floor, offering 1,250 square feet o ...
From $744 per night (USD)VRBO
- From $1488 per night (USD)
Expedia
Harbour Heights #41 Seven Mile Beach, Second Floor 4 Bedroom, 3.5 Bathroom Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Townhouse 41 is a truly one-of-a-kind retreat, offering the largest and most spacious vacation rental at Harbour Heights ...
From $1488 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Harbour Heights #36 Seven Mile Beach, 2 Bedroom, 2.5 Bathroom Second Floor Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Townhouse 36 is a beautifully updated corner unit with 1,250 square feet of comfortable living space, featuring expansiv ...
From $744 per night (USD)VRBO
- From $744 per night (USD)
Expedia
Harbour Heights #32 Seven Mile Beach, Newly Renovated Ground Floor Oceanfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Condo 32, a recently renovated 1,250-square-foot, ground-floor ocean view walkout, offering 2 bedrooms and 2 ...
From $744 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Harbour Heights #18 Seven Mile Beach, Ground Floor 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Harbour Heights Condo 18 is a spacious ground-floor, 2-bedroom, 2-bathroom unit that is steps away from world renowned S ...
From $744 per night (USD)VRBO
- From $744 per night (USD)
Expedia
Harbour Heights #29 Seven Mile Beach, 2 Bedroom, 2 Bathroom Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Townhouse 29, a second-floor retreat in the north building, offering a lovely ocean view from the private liv ...
From $744 per night (USD)Expedia
- From $928 per night (USD)
VRBO
Northern Lights # 9 Spacious 3 Bd/3+ Bath Beachfront on Snorklers Paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of North Side from this newly renovated and modern 3200sf beachfront 3-bedroom condo with pool. You ...
From $928 per night (USD)VRBO
- From $249 per night (USD)
Expedia
\"Kaibo Star\" for 2 : Cozy 1-BR beachfront condo with Pool in Kaibo / Rum Point !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful Beachfront Oasis! Previously called " Kaibo No 4 " Perfect Romantic Getaway! A slice of Paradise in Kaibo/ ...
From $249 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Kai Kotch: 2-Level Beach House on Bio Bay w/Free Kayaks & Communal Pool; Walk to the Rum Point Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***Property Description*** Welcome to Kai Kotch, a 2-level townhome with comfortable, island-style furnishings in beauti ...
From $408 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Chic beach front studio with fitness room, WiFi, king size bed and scenic patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio in Caymans is perfect for your escape to relaxation. With a fitness room, AC, and WiFi, guests can unwind in ...
From $396 per night (USD)Expedia
- From $595 per night (USD)
VRBO
Unobstructed View Beachfront Condo on Central Seven Mile Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Cayman Reef Resort is centrally located on world-famous Seven Mile Beach. Walk to several restaurants and shops then ret ...
From $595 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Beachfront Bliss - Seagull 1 Bdr Seven Mile Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Step into paradise at this charming one-bedroom, ground-floor condo at Seagull, located directly on the world-r ...
From $430 per night (USD)Expedia
- From $6016 per night (USD)
VRBO
Pease Bay House Cayman Islands
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
The lower-level living area is furnished with a television, an upright piano, and offers walk-out access to the pool dec ...
From $6016 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Renovated 2 Bdr Beachfront Condo w/ Pool + Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to your tropical retreat at Moon Bay Condominiums in Bodden Town, Grand Cayman. This recently renovated ...
From $272 per night (USD)Expedia
- From $494 per night (USD)
VRBO
Executive Canal Front Residence
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your very own beautiful island getaway, this Executive Residence has 2Bd 2.5 bathroom, spacious ground floor ...
From $494 per night (USD)VRBO
- From $434 per night (USD)
Expedia
PROSPECT OASIS: Nestled on the pristine waters of the Cayman Islands
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Prospect Oasis! Nestled on the pristine waters of the Cayman Islands, this breathtaking 3-bedroom, 3-bathroom ...
From $434 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Silver Reef 10-Luxury beachfront unit with rooftop terrace & outdoor kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Silver Reef #10, a serene 2-bedroom, 2-bathroom beachfront condo nestled in the tranquil community of Old Man ...
From $396 per night (USD)VRBO
- From $637 per night (USD)
VRBO
1st floor Condo w/balcony, on Seven Mile Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Condo #30 is a two-story coastal retreat that promises breathtaking views and an unforgettable vacation experience. This ...
From $637 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Beautiful 3 Bdr Oceanfront 7 Mile Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: From the moment you open the front door, it hits you, a wall of shimmering turquoise and endless horizon stretc ...
From $598 per night (USD)VRBO
- From $278 per night (USD)
Expedia
One bedroom apartment with WiFi, AC in awesome West Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Cassia Nivas – Your Perfect Home Away from Home! Discover the charm and comfort of Cassia Nivas, a beautiful ...
From $278 per night (USD)Expedia
- From $721 per night (USD)
VRBO
NO BIG TING - Beautiful Oceanfront Beach House, Snorkel Paradise w/ Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
On entering No Big Ting you are immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all abou ...
From $721 per night (USD)VRBO
- From $746 per night (USD)
Expedia
You'So Breezy: New Beach House w/ Pool, & Backyard Snorkeling! Next to Ocean Frontiers
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
***Property Overview*** Welcome to You-so Breezy, a newly renovated 4-bedroom oceanfront villa, nestled near Gun Bay on ...
From $746 per night (USD)Expedia
- From $2289 per night (USD)
VRBO
5 Bdr Oceanside Luxury Rental - Salt Aire
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Oceanside Privacy, Steps from the Shore Set along the quiet shoreline of Conch Pointe, Salt Aire offers uninterrupted s ...
From $2289 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Kaibo Escape: Waterfront Condo w/Communal Pool & Hot Tub, Walk to Restaurants & Starfish Point
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
***Property Overview*** Welcome to Kaibo Dreams, your little slice of paradise in the tranquil Cayman Kai neighborhood. ...
From $264 per night (USD)Expedia
- From $481 per night (USD)
VRBO
Stunning Ground Floor 2Bed, 2Bath Beach Condo with Breathtaking Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
111 Sunset Cove - Set sail into serenity with our charming 2-bedroom, 2-bathroom retreat at Sunset Cove, featuring a del ...
From $481 per night (USD)VRBO
- From $632 per night (USD)
VRBO
Windsong 4 - Luxury Condo-4 UNIT COMPLEX-Boggy Sand Rd-gated access to SMB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom 2 bath condo is spacious and gorgeous! Full kitchen with everything you need. The beds are super comforta ...
From $632 per night (USD)VRBO
- From $618 per night (USD)
VRBO
Windsong 2 Stunning Villa-4 UNIT COMPLEX-Boggy Sand Rd-gated access to SMB
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 2 bedroom 1 bath condo is spacious and gorgeous! Large kitchen with everything you need. The beds are super comfo ...
From $618 per night (USD)VRBO
- From $211 per night (USD)
Expedia
The Happystay
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy exclusive use of our 3 bedroom property located 8 miles from George Town in the quiet area of Lookout Gardens, Bod ...
From $211 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Gorgeous Oceanfront 2BR/2BA unit on the secluded, peaceful East End - Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Grand Cayman getaway! This spacious OCEANFRONT 2-bedroom, 2-bathroom unit in the sought-after Wembley b ...
From $450 per night (USD)VRBO
- From $324 per night (USD)
VRBO
Charming 2-bedroom beachfront condo in serene Bodden Town!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fully equipped prime, two-bedroom/two-bath beachfront condo at Seabreeze Villas in Bodden Town, Grand Cayman, right next ...
From $324 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Deluxe Studio with Ocean View - 1A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a soothing stay at this enchanting studio in George Town. This cozy retreat offers a peaceful escape for guests lo ...
From $279 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Ocean View Studio - #9
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This delightful studio in George Town is perfect for your escape to the vibrant city. With amenities like WiFi, a washin ...
From $235 per night (USD)Expedia
- From $358 per night (USD)
VRBO
NEW! Oceanfront Condo in George Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Escape to the perfect oceanfront getaway in the heart of George Town. This spacious 2BR/2BA condo comfortably s ...
From $358 per night (USD)VRBO
- From $698 per night (USD)
Expedia
South Bay Beach Club - Luxurious condo on the world famous Seven Mile Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
South Bay Beach Club #17 – Luxury 2-Bedroom Condo on World-Famous Seven Mile Beach Welcome to South Bay Beach Club #17, ...
From $698 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Ocean View Studio - #8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Where George Town ends and West Bay begins, Harbour View is situated in the best part of the island! We are within walki ...
From $222 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Hideaway at Seagull #25 Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to Hideaway at Seagull #25 – Your Beachside Escape on Seven Mile Beach! Hideaway at Seagull #25 is a ne ...
From $348 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Regal Beach 122-Direct Ocean View-2 Bedroom-Pool-On 7 Mile Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
ENJOY 20% OFF LAST MINUTE STAY -when you book just 14 days or less in advance! Don’t wait—this special offer is availabl ...
From $503 per night (USD)VRBO
- From $557 per night (USD)
Expedia
Elegant Waterfront Escape, Palm Heights Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in our cozy and inviting unit—a tranquil retreat thoughtfully designed for both relaxation and island exploration ...
From $557 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Quiet Beach Escape - Caribbean Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover laid-back island living at this quiet South Sound beach escape—a bright and spacious ground-floor 2-bedroom, 2- ...
From $286 per night (USD)VRBO
- From $744 per night (USD)
Expedia
Harbour Heights #28 Seven Mile Beach, Second floor 2 Bed, 2.5 Bath Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on the most coveted section of world famous Seven Mile Beach, Townhouse 28 is a multi-story 2-bedroom, 2.5-bathr ...
From $744 per night (USD)Expedia
- Click For Pricing
VRBO
Charming Resort 1-Bedroom Suite with Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Morritt's Tortuga Club and Resort is a beachside paradise offering some truly unique sights and sensations. Spectacular ...
Click For PricingVRBO
- From $914 per night (USD)
Expedia
Sunset Point - New Oceanfront Luxury 3 Bed Condo with Stunning Views and Diving
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into paradise at Sunset Point 37, a brand-new 3-bedroom, 3-bathroom luxury oceanfront condo on modern new developm ...
From $914 per night (USD)Expedia
- From $547 per night (USD)
VRBO
Tranquil Villa with Ocean Views, Only Steps Away From Seven Mile Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our charming 2-bedroom, 2-bath villa on Grand Cayman's Seven Mile Beach. Each bedroom has a king bed, and bot ...
From $547 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Morritt's Tortuga Club 1BR Suite Friday Check-In
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This offer is for a 7 Night Stay only from Friday to Friday. All other requests cannot be accommodated. A beachside par ...
From $98 per night (USD)VRBO
- From $88 per night (USD)
VRBO
Morritt's Tortuga Club Studio Unit Friday Check-In
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This offer is for a 7 Night Stay only from Friday to Friday. All other requests cannot be accommodated. A beachside par ...
From $88 per night (USD)VRBO
- From $1085 per night (USD)
Expedia
Kai Cove: Stunning Bali Beach House w/ Pool + Dock on Bio Bay
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
***Property Overview*** Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Poi ...
From $1085 per night (USD)Expedia
- From $1117 per night (USD)
VRBO
Conch Point 223 by the Sea : Grand Cayman Villa, steps to Private Beach and Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Conch Point by the Sea is located directly on beautiful Barkers Beach. Forget your worries and escape to bliss in this ...
From $1117 per night (USD)VRBO
- From $2155 per night (USD)
Expedia
Olympus: Luxe Villa w/ Designer Pool, Private Beach & Rooftop Lounge w/ Panoramic Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
***Property Overview*** Welcome to Olympus, a landmark oceanfront estate in Rum Point. Recently acquired by new owners, ...
From $2155 per night (USD)Expedia
- From $2800 per night (USD)
VRBO
Soothing 3-bedroom house with AC in Frank Sound
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your Frank Sound adventure begins at this 3-bedroom house. Step inside this charming property and feel right at home. Wi ...
From $2800 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Adorable 2-bedroom apartment with AC in East End, Grand Cayman
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 2
This 2-bedroom apartment is perfect for your escape to East End. The space features 1 queen bed, heating, AC, an iron, a ...
From $150 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Delightful 2-bedroom apartment with AC in East End
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 2
Your East End adventure begins at this 2-bedroom apartment. This nice property features 1 queen bed, 3 bathrooms with a ...
From $150 per night (USD)VRBO
- From $371 per night (USD)
Expedia
Coral Sands Boutique & Intimate Oceanfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Coral Sands Resort—an intimate private oceanfront 12-unit gem nestled between George Town and the famous Seve ...
From $371 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Step onto beach! Beach front 2 bed + bath condo with full kitchen, LR/DR, patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
STEP ONTO THE BEACH! from this oceanfront 2 bed 2 bath condo. Full kitchen, LR & DR. 2 murphy beds in LR - sleeps 6. Jac ...
From $341 per night (USD)VRBO
- From $1212 per night (USD)
Expedia
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Rum Reef: a luxurious beachfront villa in the Cayman Islands Rum Reef is a spacious six-bedroom, five-bathroom villa l ...
From $1212 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Cozy 1-bedroom apt on the eastern side of the island, close to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your island adventure begins,5 min walk to the beach and local minimarts. This 1-bedroom apartment located in a quiet ne ...
From $232 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Morritt's Tortuga Club 1 BR LUXE Condo Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Morritt's Tortuga Club perks meet island adventure—three pools, hot tubs, tennis, mini golf, and daily activiti ...
From $278 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Cozy 1-bedroom apartment in Beach Bay, Bodden Town, Grand Cayman.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Property Bon Suites Cayman, your home away from home in beautiful Beach Bay, Bodden Town, Grand Cayman. We are j ...
From $244 per night (USD)VRBO
- From $1507 per night (USD)
Expedia
Silver Thatch House – Luxe Cayman Islands Beach Stay Near Dining & Shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just 100 feet from the soft white sand of Seven Mile Beach, Silver Thatch House is a three-bedroom, three-bathroom villa ...
From $1507 per night (USD)Expedia