Guesthouse holiday rentals in Grand Cayman

Cozy Cottage

Escape to the Cozy Cottage Prime Location: A peaceful retreat w/all essentials for those seeking an island getaway or for business travelers. Beach Access: A leisure 8-min walk to the quieter end of 7 Mile Beach for turquoise waters and unforgettable sunsets. Nearby Amenities: Restaurants, clinics, pharmacy, supermarket, etc Easy Transportation: A nearby bus stop offers island-wide access if needed. Enjoy comfort, tranquility & island charm at Cozy Cottage. We look forward to hosting you!

Location · Beach · Checkout

Private Studio | Fast WiFi | Mid-Island Location

This cozy private studio has its own entrance, kitchenette, and fast WiFi — perfect for solo travellers, couples, and medical travellers visiting Health City. Whether you're here for a few nights of island exploring, a long stay, or treatment and recovery, this quiet, comfortable studio is an easy base. The home is located in the center of the island and is just off the main arterial road, providing easy access to all sides of the island and is 5 minutes from supermarkets and restaurants.

Location · Hospitality · Long stay

Tua'r Mor (near the sea) quiet waterfront escape.

This lovely one-bedroom, one-bath charismatic bungalow is located in the quiet neighborhood of Sunrise Landing, Newlands, and is perfect for couples or small families. Tua’r Mor provides everything you need to feel at home, with an open kitchenette and dining/living area. The unit has everything from beach towels, beach chairs, and coolers so you can enjoy a day out. A hammock awaits you in your own private garden, overlooking the canal, where you can enjoy watching the sun rise or set.

Location · Family · Indoor spaces

Heavenly Suite 1 - The M @ the Edge

Heavenly Suite #1 at The M is a 1-bedroom unit with a stylish living/dining room designed in sleek furnishings, leather sofa bed, smart HD TVs, chandeliers, state-of-the-art kitchen, quartz counter-tops, Delta touch faucet & garbage disposal. The chic bedroom fashioned in crisp white tiles & crystal chandeliers mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors & sconces. The patio enlivened with teal & white accents, greenery, bar, pergolas, and Jacuzzi.

Location · Family · Beach

Relaxed Island Stay | 2BR Bodden Town Unit 2

Escape to your cozy, modern 2BR, 2BA duplex in Bodden Town, fully furnished and perfect for up to 4 guests. Relax in a very quiet, safe neighborhood with a police station, clinic, gas stations, and convenience stores nearby. Just 2 minutes from local Bodden Town beaches and 30–45 minutes from the famous Seven Mile Beach. Ideal for families, couples, or small groups seeking comfort, style, and tranquility in Grand Cayman. Vehicles are available for rent ranging from USD $50-$75 per day

Hospitality · Indoor spaces · Long stay

Andy's Inn #1 Oceanview Guesthouse

Prepare to indulge in the perfect island retreat in the historic first capital of Bodden Town where island charm meets hospitality. Andy's Inn is a delightful locally owned and operated guesthouse complete with all the touches of home. Great ocean views, luxury furnishings and refreshing sea breeze which offers the perfect atmosphere to unwind, relax and enjoy our Island paradise. When you stay at Andy's Inn you will get to make some memories at this unique and family-friendly place.

Location · Family · Beach

Hello Sunshine! Retreat@RumPoint

Discover Unit 18 at The Retreat, a hidden gem on Grand Cayman’s peaceful North Side. This oceanfront condo offers breathtaking views, privacy, and direct beach access. Enjoy a spacious layout with floor-to-ceiling windows and stunning sunsets over the sea. Located in Cayman Kai near Rum Point Beach Club, you’ll find world-class snorkeling, dining, and calm waters just steps away. Perfect for a tranquil island escape.

Plant Based Studio Apartment

Plant Based Studio is located on Grand Cayman is just a stone's throw away from the beautiful 7 Mile Beach. This private hideaway has its own private entrance and lush botanical courtyard, it is the perfect place to unwind and escape the hustle and bustle. Located along the 7 mile corridor, it is near all restaurants and shopping. Convenient for work, play or whatever suits you.

Location · Getting around · Accuracy

Da' Place

Take it easy at our unique and tranquil little charming island gem. Da' Place is nestled in it's own corner of paradise, surrounded by nature and it's beauty. Our 1 bedroom cottage sports a spacious bathroom and fully equipped kitchen. Near to the main bus route and minutes away from our pristine beaches and popular attractions and food sources and shops..

Value · Location · Quiet

Highlands Pool House

Our quaint pool house is just minutes walk from world famous Cemetery Beach at the north end of 7 Mile Beach. Conveniently located near Fosters Shopping Center in West Bay and easy access to the heart of 7 Mile Beach, Camana Bay and the airport. *Note that the pool is reserved for the owners of the house and not available to guests.

Location · Value · Check-in

Harmony Haven

Welcome to Harmony Haven—your peaceful, centrally located, and tropical private guest house in George Town. Enjoy the perfect blend of comfort and tranquility. Guests can self-check-in to guarantee a seamless arrival experience. The location is between South Sound and George Town, just a 5-minute drive to the famous Smith Cove Beach.

Location · Family · Nearby

Seven Mile Beach Area Private Home

Your Seven Mile Beach area private 'home away from home' has a queen bed & 2 twins (or king) + rollaway or air mattress. All tiled with ac & ceiling fans to stir those tropical breezes! Bicycles, free wifi, hammocks, fruit trees, picnic tables & outdoor shower available, all in a nice, quiet area!

Location · Family · Backyard