Waterfront holiday rentals in Cayman Islands

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Cayman Islands

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Grand Harbour

4.93 out of 5 average rating, 241 reviews

The Sanctuary serene Grand Harbour view 2Bed/2Bath

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

Guest favourite

Apartment in George Town

4.86 out of 5 average rating, 139 reviews

Grandview condominium directly on 7-mile beach

This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.

Guest favourite

Home in North Side

4.96 out of 5 average rating, 45 reviews

Oceanfront Dreamsicle Villa w/Outdoor Living Area

Oceanfront “Dreamsicle” Villa is a 3 bedroom/3 bath vacation getaway located on Northside of Grand Cayman. The ocean is a few steps from the back door. Mahogany Point is a secluded beach front property and you'll enjoy sunshine in this tranquil location. The amazing view of the Caribbean Ocean from the master bedroom balcony; community pool, gazebo, lounge chairs, stocked kitchen, new appliances, granite countertops, and WiFi. Outdoor charcoal Weber grill located in private Villa courtyard.

Superhost

Apartment in George Town

4.91 out of 5 average rating, 92 reviews

Beautiful Beachfront 2BR Condo.

Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

Guest favourite

Apartment in Rum Point

4.96 out of 5 average rating, 26 reviews

Beach & Pool in 2BR secluded condo at Rum Point

NORTH SIDE, RUM POINT, GRAND CAYMAN Gorgeous condo secluded on a quiet and serene area of the island that gives you an isolated feeling from the rest of the world, North Side is the safest area in the safest island of the Caribbean. Our place is for visitors that love private time with direct access to semi-private beach & pool, our condo is on ground floor exactly at center of the condominium with spectacular and privileged direct access to the beach just in front and pool to the left.

Guest favourite

Flat in KY

4.97 out of 5 average rating, 118 reviews

Rum Haven villa on Bioluminescent Bay & Ocean view

Rum Haven is located at 75 Sand Point Road in the beautiful, tranquil district of North Side, across the street from the world famous Rum Point Club. 10 minutes by boat to Stringray City with the Bioluminescent at the end of the cove by this unit. Kaibo Yacht club is located 1 mile away with the beautiful Crystal Caves and Botanic Park only 7 miles away. Kayak and hammocks available for guests to use. The Red/Orange kayak belong to Rum Haven and the paddles are on the screen porch.

Guest favourite

Apartment in Rum Point

4.93 out of 5 average rating, 131 reviews

Nature's View: Pools of the Kai #2

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

Superhost

Apartment in George Town

5 out of 5 average rating, 3 reviews

Stunning Oceanfront View & Spacious - next to FIN

Relax on the patio and enjoy the Stunning Ocean Views and Serene Sunsets in this beautiful 2 bedroom, 2 bathroom waterfront condo. High ceilings, upgraded open plan kitchen with new appliances, large jacuzzi tub in the master bathroom, jet tub in the second bathroom. George Town and Smith Cove Beach is within walking distance or take a 5 min drive to Seven Mile Beach. This condo is in a great location and equipped with everything that will feel like your home away from home.

Superhost

Home in West End

4.67 out of 5 average rating, 3 reviews

Sandy beach a/c cabana, wi-fi, a/c, sunsets, deck

Truly Amazing Tropical Beach Paradise on the Water w/Pool. Prop has private entrances, full kitchen (with everything), dining, living, full bathroom, beach cabana, hammocks, bikes available, grill, kayaks, fire pit. WiFi. Great snorkeling right out front. Great sunsets! One of the few rental places on the island with a sandy beach. Leeward side of the island so many days with calm waters. Washer and Dryer, TV, Linens, beach and bath towels & more. 1 of only 3 units.

Guest favourite

Apartment in West Bay

5 out of 5 average rating, 16 reviews

7 Mile Beach Waterfront 3 Bedroom "new listing"

This Condo overlooks 7 Mile Beach with a one-of-a-kind large rooftop terrace offering breathtaking views. A waterfront rental with beach loungers, umbrellas, masks, snorkels & floaties. As a New Listing, this unique property is being rented below value. The reviews posted for the hosts' one-bedroom rental in the same Condominium will appease your hesitation to commit to a new listing. This experienced host guarantees a 5* vacation, hands down one of the best!

Superhost

Cabin in George Town

4.91 out of 5 average rating, 11 reviews

Love Shack by the Water

Take it easy at this unique and tranquil getaway. Enjoy an enchanting experience in our cozy cabin by the water. You will be surrounded by trees, local wild life, such as whistling ducks and Cayman parrots with a breathtaking view of the Waters opening to the ocean. The quaint cabin is modern and has everything you need . It sleeps 4 guests comfortably, so it's ideal for a small family getaway or just a romantic vacation for 2.

Guest favourite

Home in Creek

5 out of 5 average rating, 26 reviews

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!