Find Your Perfect Cayman Home
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Pick Your Cayman Getaway
Studios to five-bedroom homes across Grand Cayman and beyond. Find your fit.
Last Minute Deals
Book spring and summer escapes in the Cayman Islands with 10% off nightly rates on stays booked within 14 days of arrival.
Stay 7 Nights. Pay for 6.
Book a 7-night stay in Grand Cayman from May through November 2025 and pay for only 6 nights. Enjoy fully equipped homes with pools, patios, and island amenities.
Summertime Suites
Summertime Suites features four brand new 1-bedroom, 1-bath fully furnished vacation rental condos in the Cayman Islands.
Silver Reef Residences
Luxury condo development on Grand Cayman's Northeast Coast featuring brand-new, immaculate residences with stunning views and elegant comfort.
Seven Mile View Condos – 7 Mile / West Bay
Renovated 5-unit oceanfront condo complex on 7 Mile Beach with studios and 2-bedroom homes featuring modern kitchens, patios, and shared pool.
The Cottages in East End
Oceanfront cottage collection in Grand Cayman's East End, ideal for groups and extended stays with multiple properties to choose from.
Sea Haven on North Sound
Waterfront vacation rentals on Grand Cayman's North Sound offering calm sea views and direct water access for your island getaway.
View All Rentals
Browse our complete selection of vacation rental homes in the Cayman Islands to find the perfect property for your getaway.
Plantation Village
Discover beachfront vacation rentals at Plantation Village Beach Resort on Seven Mile Beach, steps from dining, shopping, and water sports.
Northern Lights
Discover Northern Lights, a secluded oceanfront condo complex on Grand Cayman's North Side offering tranquil beachfront living.
Oceans 9
Discover oceanfront vacation rentals in Oceans 9, Grand Cayman's quieter side. Book your relaxed beachfront getaway today.
Club Suites at Rum Point
Luxury ground floor residences at Rum Point Club Resort. Explore our collection of premium suites for your Cayman Islands getaway.
Island House
Waterfront condos at Rum Point with private pool access, direct beach frontage, complimentary kayaks, bikes, and bioluminescent bay views.
Morritt’s Tortuga Club
Beachfront resort living at Morritt's Tortuga Club, away from Seven Mile Beach crowds. Explore vacation rentals and book your Cayman Islands getaway.
Black Urchin Resort
Luxury vacation rentals on a private 2.5-acre beachfront property in the Cayman Islands, offering customizable homes for design-conscious travelers.
Bodden Town
Discover vacation rentals in historic Bodden Town featuring local Caymanian cottages with cruiser bikes and stand-up paddle boards included.
Crescent Point
Beachfront resort on Grand Cayman's Seven Mile Beach with manicured grounds, near shops, restaurants and business centers.
Regal Beach Club
Beachfront vacation rentals on Seven Mile Beach with pristine sugar-white sand and Caribbean Sea views directly on the shore.
Laguna Del Mar
Upscale oceanfront condos at Laguna Del Mar on Seven Mile Beach. Explore available properties and book your Cayman Islands getaway directly.
Britannia
Explore vacation rentals in Britannia, a 90-acre estate community at 7 Mile Beach in Grand Cayman with green spaces, walking trails, pools and canal access.
Cayman Reef Resort
Discover beachfront vacation rentals at Cayman Reef Resort on Grand Cayman's Seven Mile Beach with stunning ocean views and modern amenities.
Cocoplum
Oceanfront 2-bedroom condos at Cocoplum on Seven Mile Beach, steps from George Town with stunning views and boutique amenities.
Allure/Grand Harbour
Discover upscale vacation rentals in Grand Harbour, Cayman Islands, minutes from George Town, Seven Mile Beach, and world-class shopping.
Georgetown Villas
Oceanfront condos on Seven Mile Beach with direct beach access, private tennis court, and walking distance to restaurants, shops, and Georgetown Harbor.
Romantic Getaways
Discover romantic vacation rentals in Grand Cayman perfect for couples seeking intimate getaways with beachfront views and private retreats.
East End
Discover East End vacation rentals on Grand Cayman's quieter, welcoming side with pristine beaches, world-class diving, and authentic island hospitality.
Kaibo Kai Phase and Phase II Condos
Explore waterfront condos in Grand Cayman's sought-after Kaibo Kai community, featuring marina access and modern island living through Cayman Vacation.
Rum Point
Discover beachfront vacation rentals at Rum Point, Grand Cayman's laid-back destination featuring white sand, crystal-clear waters, and world-class diving just 40 minutes from Georgetown.
Cayman Kai
Discover Cayman Kai's pristine North Shore beaches and turquoise waters with waterfront vacation rentals perfect for swimming, snorkeling, and relaxation.
North Side
Discover North Side vacation rentals on Grand Cayman's unspoiled northeastern coast, 40 minutes from the airport with world-class water sports and island charm.
Seven Mile Beach Properties
Oceanfront and beachside vacation rentals on Grand Cayman's most iconic Seven Mile Beach, steps from world-class dining, water sports, and nightlife.
Canal-Front Snug Harbor
Newly renovated one and two bedroom condos with private boat dock access and Caribbean views in a quiet 7 Mile Beach neighborhood.
South Sound
Discover peaceful South Sound beaches and ultra-luxury villas in Grand Cayman, centrally located near dining, shopping, and water activities for families and groups.
West Bay
Beachfront vacation rentals in West Bay, Grand Cayman's vibrant neighborhood offering snorkeling, dining, and island adventures.
Grape Tree Villas
Oceanfront Caribbean condos on Seven Mile Beach with direct beach access, pool area, and gated privacy near George Town.
Direct Waterfront
Oceanfront vacation rentals on Grand Cayman's most coveted waterfront locations. Wake to ocean views and sand at your doorstep.
5+ Bedroom Rentals
Spacious 5+ bedroom vacation rentals on the Cayman Islands perfect for large groups, families, and multi-generational gatherings seeking comfortable island accommodations.
Coconut Bay
Explore luxury villa rentals at Coconut Bay with Cayman Vacation. Thoughtfully managed island homes curated for every getaway.
The Mastic Chapel Cottages
Discover The Mastic Chapel Cottages, your gateway to a unique vacation experience in the Cayman Islands with curated homes and local expertise.
West Bay Rentals
Beachfront vacation homes in West Bay, Grand Cayman's most sought-after neighborhood with direct beach access and island living.
2 Bedroom Rentals
Browse 2 bedroom vacation homes in Grand Cayman's welcoming neighborhoods, perfect for families and groups seeking comfortable island living.
Corporate Housing
Fully furnished apartments in Grand Cayman designed for extended business stays with flexible leases, parking included, and convenient access to business centers.
All Cayman Island Accommodations
Browse luxury vacation rentals across Grand Cayman with local expertise. Discover authentic homes in beachfront and residential neighborhoods.
4 Bedroom Rentals
Spacious 4 bedroom vacation rentals in Grand Cayman perfect for families, groups, and multi-generational gatherings seeking comfort and room to unwind.
3 Bedroom Rentals
Browse fully furnished 3 bedroom vacation rentals across Grand Cayman, perfect for families, groups, and multi-generational trips seeking spacious island accommodations.
Family Friendly
Family vacation rentals in Grand Cayman with beach access, pools, kitchens, and local guides to adventures like Stingray City and Seven Mile Beach.
Adventure Properties
Explore luxury vacation rentals designed for adventure seekers in Grand Cayman, featuring direct access to diving, snorkeling, and island exploration activities.
Private Luxury Homes
Discover private luxury homes on 7 Mile Beach in Grand Cayman, from 3 to 7 bedrooms with beachfront access, pools, and premium amenities for your perfect island escape.
George Town Rentals
Browse vacation rental homes in George Town, Grand Cayman's vibrant capital, with walkable access to dining, shopping, and water activities.
1 Bedroom Rentals
Browse intimate one-bedroom vacation homes in Grand Cayman, perfect for couples and small groups seeking authentic island comfort and thoughtfully managed accommodations.
Seagull Condos
Beachfront condos on Grand Cayman's Seven Mile Beach offering laid-back island living with direct beach access and vacation rental accommodations.
Seven Mile Beach Rentals
Browse oceanfront homes and beachside vacation rentals on Grand Cayman's iconic Seven Mile Beach, known for pristine sand, clear waters, and vibrant dining and shopping.