Luxury rentals in Cayman Islands

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Top-rated luxury vacation rentals in Cayman Islands

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Luxe

A contemporary villa is set amidst lush greenery, featuring an inviting pool and spacious outdoor seating areas. Sun loungers are positioned near the sandy beach, with views of the ocean beyond. Large windows enhance natural light, creating a seamless connection with the outdoor environment.

Villa in Breakers

Black Urchin

Turquoise waves kiss sugary sand in front of this contemporary-minded estate on the south coast of Grand Cayman. The property pairs 2 sleek oceanfront villas for twinned pools, decks, and outdoor living and dining areas. Inside, dramatic touches like smoke-dark wallpaper contrast with the tropical sun pouring in full-height windows. It’s steps to a private beach and Bodden Town is a short drive. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Residence 1 • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Walk-in closet, Television, Safe, Balcony, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Balcony, Ocean view • Bedroom 3: Twin size bunk bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Terrace, Ocean view • Bedroom 5: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 6 - Bunk room: 2 Double size bunk beds, Shared access to hallway bathroom, Stand-alone shower, Television Residence 2: • Bedroom 7 - Primary: King size bed, Ensuite bathroom with 2 stand-alone showers & bathtub, Walk-in closet, Television, Ceiling fan, Balcony, Ocean view • Bedroom 8: King size bed, Ensuite bathroom with shower/bathtub combo, Television, Ceiling fan, Balcony, Ocean view • Bedroom 9: King size bed, Ensuite bathroom with shower/bathtub combo, Television, Ceiling fan, Balcony, Ocean view • Bedroom 10: King size bed, Ensuite bathroom with stand-alone shower, Television, Balcony, Ocean view • Bedroom 11: King size bed, Ensuite bathroom with stand-alone shower, Television, Balcony, Ocean view • Bedroom 12: 2 Queen size beds, Ensuite bathroom with stand-alone shower, Television, Ceiling fan • Bedroom 13: 2 Double size bunk beds, Ensuite bathroom with stand-alone shower, Television OUTDOOR FEATURES STAFF & SERVICES Residence 1 Included: • Pool maintenance Extra cost (advance notice may be required): • Activities & excursions • Additional housekeeping (conditions may apply - please reference the "Need to Know" section) • Laundry service • Resort fee (12.91%) Residence 2 Extra Cost (advance notice may be required): • Activities and excursions • Housekeeping - weekly • Concierge service • Resort fee (12.91%)

Luxe

A spacious living area features large floor-to-ceiling windows providing panoramic ocean views. Comfortable seating arrangements are complemented by sleek furniture. Natural light illuminates the room, highlighting the modern design and soothing color palette.

Villa in George Town

5 out of 5 average rating, 4 reviews

Seafire Residence S301

Snorkel off Seven Mile Beach, experience the finest spa in the Caribbean, and return to this serene, ocean-view suite at Kimpton Seafire Resort. Named for the fiery glow of the sunset off Grand Cayman's west coast, this lifestyle resort has been ranked among the region's best, with a wide array of sport, wellness, and dining offerings. The suite itself enjoys panoramic ocean views and features everything you need for a rejuvenating escape. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Walk-in closet, Television, Safe, Private terrace, Ocean View • Bedroom 2: King size bed, Ensuite bathroom with shower/bathtub combo, Private terrace • Bedroom 3: 2 Twin over queen size bunk beds, Ensuite bathroom with shower/bathtub combo, Television FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below OUTDOOR FEATURES • Outdoor living area • Valet or underground parking STAFF & SERVICES Included: • Dedicated concierge Extra cost (advance notice may be required): • Activities and excursions • 24/7 In-room dining SHARED ACCESS TO AMENITIES AT KIMPTON SEAFIRE RESORT (some amenities may require advance notice and/or extra costs) Included: • 24/7 Resort security • Rooftop terrace • Common barbecue and outdoor kitchen • Beachfront access • Sun loungers • 2 Swimming pools • Non-motorized water toy use including kayaks, SUP, water tricycle, floating rafts and sail boat • Snorkelling equipment • Access to public multi-use seaside trail • Fitness Center • Daily fitness classes: beach yoga, Boxfit, paddle board yoga and Beachfit • Bicycles • Morning coffee social hour and hosted evening wine reception in Hotel lobby • Complimentary dining for children under 5 in main restaurant or beach restaurant At extra cost: • Camp Seafire kids program • Access to luxury Seafire Spa • Pool Cabana rental of three different types • Ave Restaurant • Avecita Restaurant • Coccoloba Restaurant

Luxe

An aerial view of a spacious villa is surrounded by palm trees and lush greenery, with a private beach visible in the foreground. A shimmering infinity pool can be seen in the backyard, while the ocean sparkles in the background.

Villa in Rum Point

Kempa Kai

Please note this host requires a supplemental contract be signed at the time of booking. Please note that this listing requires an on-site security deposit of $5000 at check-in via cash/credit card, which will be held and resolved by the Host. Palm trees rustle in the breeze while coral stone floors and vaulted hand-woven thatch ceilings flow throughout this Cayman Islands villa, located only steps from world famous Starfish Point. Plunge into the infinity pool to for a refreshing dip, or saunter towards the beach to bask in the crystal-clear Caribbean. The sunset ignites the sky with a splash of vivid hues. Why not sip a glass of champagne on the private roof deck? Enjoy traditional Cayman Islands dining, only a 5 minute walk away, at Kaibo Marina. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main House • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace, Ocean view • Bedroom 2 - Master: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Balcony, Garden view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace Bungalow • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace • Bedroom 6: 4 Twin size beds (Ideal for children or young adults), Ensuite bathroom with stand-alone shower, Walk-in closet, Terrace Additional Bedding • Office: Queen size murphy bed, Balcony FEATURES & AMENITIES • Staff kitchen • Wet bar • More under “What this place offers” below OUTDOOR FEATURES • Ocean view STAFF & SERVICES Included: • Concierge service Extra cost (advance notice may be required): • Activities & excursions • Laundry service • Family photography services • More under “Add-on services” below

Luxe

A glass-enclosed balcony offers expansive views of the ocean and sky. Light wooden furniture, including a table and chairs, is positioned along the balcony, while the calm sea stretches out into the distance, accentuated by rocky shoreline.

Condo in George Town

Fin #25 - Chill Island Vibes

Featuring modern, contemporary designs, this serviced condominium is perfect for families or groups wanting to be on the oceanfront but away from the crowds. Guests will enjoy beautiful interiors, hotel-style amenities and in-house concierge services, so you don't have to lift a finger on vacation. The FIN concierge team will handle all your needs, including car hire via our TESLA rental program, speed boat rentals, airport pick up and drop off and maid and babysitting services.

Luxe

An aerial view of a spacious waterfront home is showcased, surrounded by lush greenery and calm waters. The design features multiple levels with large outdoor decks, sun loungers, and a private pool, all integrated into a serene natural setting.

Villa in George Town

Ritz Carlton Deck House 4

This magnificent 5-bedroom waterfront home boasts sweeping views of The Ritz-Carlton Golf Club as well as calming canal views, featuring over 9000 square feet encompassing three levels of dramatic indoor and outdoor living space. Enjoy unparalleled privacy from the moment you step through the entry gate and into the lush gardens surrounding the home. A private infinity pool is yours to share with family or guests, while enjoying a freshly grilled meal from the outdoor barbeque.