Waterfront vacation 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 favorite

Apartment in West Bay

4.94 out of 5 average rating, 77 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. :)

Oct 10 – 17

G$46,061 GYD per night

Guest favorite

Home in Stake Bay

5.0 out of 5 average rating, 35 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

We offer a Hurricane Worry-free Guarantee. Only a short 25-minute flight from Grand Cayman, this newer home provides stunning oceanfront vistas with all modern amenities to enjoy barefoot luxury. Large windows and the open concept floor plan allow for breathtaking views of the pool and sea and include a fully-equipped kitchen, dining, and living areas. Also overlooking the ocean are two master king-size bed suites with tiled baths. A third bedroom has a queen bed and views of tropical foliage.

Apr 11 – 18

G$104,468 GYD per night

Guest favorite

Condo in George Town

4.93 out of 5 average rating, 152 reviews

Cayman Reef Resort on Seven Mile Beach

At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!

Nov 21 – 28

G$108,812 GYD per night

Guest favorite

Condo in Grand Harbour

4.92 out of 5 average rating, 197 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.

Jan 10 – 17

G$60,682 GYD per night

Guest favorite

Condo in Cayman Islands

4.96 out of 5 average rating, 48 reviews

7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!

Seven Mile Beach Waterfront Condo overlooking the Caribbean Sea! location,location,location. Staying in this fully equipped one bedroom condo will be a vacation you will never forget. A comfortable sofa bed is a available if you choose to share this experience with family or friends. Relax on a sun lounger, snorkel, scuba dive, paddleboard all available from this location. A new listing exceeding expectations with only 5 star reviews! There are 2 paddleboards available with this rental.

Oct 23 – 30

G$70,873 GYD per night

Superhost

Condo in George Town

4.85 out of 5 average rating, 120 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.

Oct 17 – 24

G$79,815 GYD per night

Guest favorite

Apartment in KY

4.98 out of 5 average rating, 107 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.

Apr 6 – 13

G$60,037 GYD per night

Guest favorite

Condo in West Bay

4.96 out of 5 average rating, 28 reviews

Ocean View Seven Mile Beach Villa

The Grand Cayman is a lovely ocean view condo in the heart of Seven Mile Beach at the very popular Villas of the Galleon. Located between the Ritz and the Westin hotels, it is within walking distance to the best amenities on the island including restaurants, shopping, bars, water sports, etc. The Villas of the Galleon community is known for its pristine white sand beach, crystal clear waters, and lush tropical gardens. The Grand Cayman will be your own little piece of paradise.

Sep 15 – 22

G$98,573 GYD per night

Guest favorite

Condo in Rum Point

4.92 out of 5 average rating, 113 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!

Mar 18 – 25

G$142,113 GYD per night

Guest favorite

Apartment in Grand Cayman

4.85 out of 5 average rating, 82 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.

Jul 12 – 19

G$38,631 GYD per night

Guest favorite

Home in George Town

4.9 out of 5 average rating, 20 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.

Sep 23 – 30

G$135,257 GYD per night

Guest favorite

Cottage in East End

4.99 out of 5 average rating, 95 reviews

Piece of Mine, Beachfront Villa #3

BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Antique four post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Jun 5 – 12

G$70,915 GYD per night