Waterfront vacation rentals in Cayman Islands

Find and book unique waterfront accommodations on Airbnb

Top-rated waterfront accommodations in Cayman Islands

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

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Guest favourite

Apartment in West Bay

4.91 out of 5 average rating, 101 reviews

Beachside Boutique Villa Steps to Seven Mile Beach

Enjoy the conveniently located yet quiet and peaceful end of Seven Mile Beach with private beach and beach access just steps away. Enjoy short sunsets and beach walks to some of the islands best snorkeling , diving and restaurants or walk the whole of seven mile beach from right outside your front door . Make some memories at this unique , fully equipped cosy cottage with a real beachy vibe and tranquil private patio garden . We hope you will love Beach Love at Calypso as much as we do. :)

Guest favourite

Condo in Grand Harbour

4.93 out of 5 average rating, 257 reviews

Sanctuary Serene | 2BR Waterfront | Porch & Pool

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.

Top guest favourite

Guesthouse in Cayman Islands

5 out of 5 average rating, 53 reviews

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.

Guest favourite

Condo in George Town

4.87 out of 5 average rating, 153 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.

Top guest favourite

Cottage in East End

4.98 out of 5 average rating, 104 reviews

Hidden Gem Cottage on the Beach

Hidden Gem is a Traditional Cayman Style cottage located at Grapetree Cove on a beautiful beach area in sleepy fishing village of East End. The property is filled with trees that gives it a dreamy Island ambiance. The Cottage has been fully renovated with modern amenities that makes is very comfortable and homey. Hidden Gem offers a unique CaymanKind experience from a Caymanian host that knows the area well. Located minutes away from local dinning places and many key attractions in the area.

Top guest favourite

Cottage in East End

4.97 out of 5 average rating, 64 reviews

PIECE of MINE, Beachfront Villa # 1

Quiet BEACHFRONT Cottage & all the conveniences. Large Bedroom, oversized chair & ottoman, Closet & office space, chair, KAYAKs, Swimming, SNORKEL GEAR, & the beach. Relax in a daybed on a SCREENED PORCH, Beach chairs, and beautiful SUNSETS. Hammocks are throughout the property. Bathroom glass enclosure shower, Towels, and bathrobes. FULL KITCHEN, Keurig & reg coffee maker, Blender, Toaster, smart TVs. Enjoy a paradise experience with well-maintained facilities & True Caymanian Hospitality!

Guest favourite

Villa in West Bay

4.93 out of 5 average rating, 120 reviews

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

Guest favourite

Condo in Rum Point

4.96 out of 5 average rating, 27 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

Nestled in the heart of serene and picturesque Cayman Kai, welcome to Jelly Kai, Unit A9, a 2 bedroom 2 bathroom beachfront condo located at Kaibo Yacht Club Phase 2. As you step into this recently renovated second-floor condo, you'll immediately feel the tranquil ambiance that the Cayman Kai area is renowned for. The condo's recent and meticulous renovation (Summer 2023) spared no expense, creating a welcoming retreat that will ensure that you and your family feel right at home.

Guest favourite

Condo in Rum Point

4.94 out of 5 average rating, 141 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!

Guest favourite

Apartment in Grand Cayman

4.87 out of 5 average rating, 104 reviews

Paradise Pointe Rentals (Apt 9 1st floor)

Spend your vacay in West Bay with us ! Warm tropical breezes and spectacular azure ocean views await you at Paradise Pointe. This cozy apartment is situated on the northwest point coast overlooking world famous Seven Mile Beach. If you're a swimmer, snorkeler or diver, our backyard was created especially for you. In the evenings, the amazing Caribbean sunset slowly fades as the speckled lights of Seven Mile Beach create an ambiance of quiet soothing peace.

Guest favourite

Home in Blossom Village

4.95 out of 5 average rating, 40 reviews

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.

Top guest favourite

Home in George Town

4.95 out of 5 average rating, 66 reviews

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.