House holiday rentals in Cayman Islands

North Side Grand Cayman Beachfront Villa

Spacious beachfront home on Grand Cayman’s peaceful North Side. Walk out to crystal-clear water for snorkeling and paddleboarding — we provide kayaks, paddleboards, and snorkel gear. 4 en-suite bedrooms plus two sofa beds in living room, rooftop with ocean views, fast WiFi, full kitchen, and washer/dryer. Small grocery store and Over the Edge are 1 mile away. Supermarket in Savannah (~20 min). Restaurants & bars @ Kaibo & Rum Point (~15 min). Travel crib and kids’ games available. Self check-in.

Location · Family · Condition

No Big Ting - Private Beach Home

Entering No Big Ting you're immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all about outdoor living, from the spacious screened porch to the soft sandy beach. Cool off in the private pool or adventure out to the protected reef to snorkel with the abundant sea life. End a perfect day star gazing on the deck listening to the waves under the moonlight. No Big Ting delivers a tranquil ocean vibe and is the ultimate beachfront oasis to relax with family and friends.

Location · Family · Decor

Price competitive and offers more than the usual

- 3 large bedrooms, all with tv - Fully equipped kitchen with utility room, washer, dryer, and storage cabinets - Equipped office with computer, Printer, internet, office desk, and supplies. - Free unlimited local and int'l phone calls - 150 steps away from the famous 7 miles beach area - House comes with required towels, sheet, and more - Close to all sort after restaurants, some in walking distance - Outsider security cameras - House can accommodate up to 3 airbeds.

Value · Location · Indoor spaces

Whispering Kai: beach home on Bio Bay, Cayman Kai

A quiet oasis with unforgettable views. Located directly on the Bioilluminesce Bay in the wonderful residential area of Cayman Kai is our luxurious yet comfortable 2 bedroom, 2 bathroom secluded beachfront home complete with a spacious screened-in back patio overlooking the water on a white sandy beach with a private boat dock. Check us out on Insta: @whisperingkai Master Bedroom: King Bed Guest Bedroom: King Bed plus two pull-out sofas (twins) Living Room: One pull-out sofa (double)

Location · Family · Laundry

Cayman Brac’s Salty Dog Cottages—The Cozy Cottage

Welcome to the Salty Dog Cottage, one of three residences on the Salty Dog property on the West End of Cayman Brac. Here, you will find a comfortable, amenity-filled space perfect for two people or a small family. Relax and enjoy the screened in porch, wake up to an ocean view, and enjoy comforts like a brand-new kitchen, Smart TV, fast internet, simple decor, and Ikea furnishings. Check in early and check out late- we want your vacation to be as stress free as possible!

Location · Hospitality · Beach

Modern Island Studio | Peaceful Garden Hideaway

Quiet private cottage in a safe residential neighborhood, just minutes from beaches, restaurants, and grocery stores. Slip away to this cozy studio tucked in peaceful Red Bay—an ideal retreat for couples or solo travelers. Unwind in a plush queen bed, stream on smart TV, and enjoy the ease of a private entrance and free parking. Just minutes from the airport, grocery stores, George Town, and top dining spots, you’re perfectly placed for both relaxation and adventure.

Location · Value · Condition

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

Just a 35-minute flight from Grand Cayman, this newer oceanfront home offers stunning sea views and relaxed barefoot luxury. Large windows and an open layout showcase the pool and Caribbean, connecting the kitchen, dining, and living areas. Two king suites face the ocean with tiled baths, plus a third queen room with tropical views. Travel tip: search flights to Grand Cayman first, then book the short Cayman Brac flight separately on Cayman Airways for better fares.

Family · Location · Access

Gorgeous Beach House in Little Cayman

Situated on 160ft of private beach, this rustic beach house is the perfect place to relax and unwind in beautiful Little Cayman. Watch the sunrise from the wraparound veranda and enjoy a lazy afternoon in the hammock. This spacious beach house has everything you need for the perfect vacation, including a comfy King bed, air conditioning, Wi-Fi, Sonos speaker, BBQ grill, paddleboards, and bikes. The perfect place to enjoy the simple magic of island life.

Location · Family · Nearby

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.

Location · Family · Pool

Waterfront 2BR with private screened pool

Unwind in this renovated waterfront 2BR at Pools of the Kai, featuring a private screened pool and two king suites with water views. The upper suite has a private balcony, while the lower opens directly onto the pool deck. A sofa bed accommodates 2 additional guests. Walk to Kaibo, kayak to Starfish Point or explore Bioluminescent Bay. Fast Wi-Fi and peaceful Cayman Kai surroundings make it ideal for couples, families and groups of up to 6.

Value · Family · Cleanliness

Just Chillin in Little Cayman

Just Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!

Value · Family · View

On the Beach!

This cottage on the ocean sleeps 4 persons. Enjoy fast Wi-Fi, flat screen smart tv, laundry, beach towels, linens, fully equipped kitchen with gas stove, a full sized fridge, and outside grill. Relax in one of our hammocks, sunbathe on the deck, or just snorkel and fish just a few feet away. Or go rock climbing, caving, diving, bird watching, or hiking at one of the many spots around the island!

Location · Family · View