Beachfront vacation rentals in Old Man Bay

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Top-rated beachfront rentals in Old Man Bay

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Guest favorite

The newly renovated house features a wide, inviting facade surrounded by well-maintained tropical foliage and colorful flowers. A gravel pathway leads to the entrance, framed by garden beds enhancing the tranquil setting. Large windows are positioned to provide natural light and views of the landscape.

Home in North Side

5 out of 5 average rating, 19 reviews

Nature lovers paradise newly renovated

A true tropical nature lovers dream on the North Side of the island. Relax with the whole family at this peaceful, newly renovated house surrounded by fruit trees and rock paths. If your travel is for romance, business, or family vacation, it's all covered here. Located across the street from the beach and close to restaurants, supermarketsand the famous Rum Point Club and Kaibo Yacht Club. Minutes from attractions such as the Cayman Crystal Caves, Queen Elizabeth ll Botanic park, Starfish Point

Guest favorite

The studio apartment features a spacious bed adorned with a light blanket, accompanied by a round dining table and four chairs. Natural wood paneling enhances the ceiling, while decorative wall pieces and patterned kitchen tiles add character to the space.

Apartment in Grand Cayman

4.97 out of 5 average rating, 142 reviews

Adorable Boho-Style Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

Guest favorite

Home in North Side

4.99 out of 5 average rating, 89 reviews

Ocean's Edge: Beachfront Home with Rooftop Views

Oceanfront property with beauty all around. Walk out your door into crystal clear water. Snorkeling, paddle boarding, kayaking, and more can be experienced steps away from your beachfront home. Nearby are grocery stores, restaurants, bars, as well as the famous attraction the Cayman Crystal Caves. The house is bright and full of space. 4 bedrooms all have attached bathrooms. YOU WILL NOT FORGET THE ROOFTOP. Plenty of outdoor furniture to sit back, relax, and enjoy the views from Ocean's Edge

Top guest favorite

A wooden deck is surrounded by palm trees, featuring five light-colored outdoor chairs arranged for seating. The cottage, painted in soft blue, has a white door and a window with shutters, creating a relaxed and inviting outdoor area.

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.

Guest favorite

Home in North Side

4.96 out of 5 average rating, 50 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.

Top guest favorite

A serene beach scene is captured at sunset, with soft golden sunlight reflecting on the calm surface of the water. Gentle waves lap against the sandy shore, where strands of seaweed are visible, creating a peaceful atmosphere.

Apartment in East End

4.98 out of 5 average rating, 55 reviews

Beautiful one bedroom beach view unit with cabana

Welcome to the unique and tranquil Rea’s Vista in the Seafarers district of East End in the beautiful Cayman Islands! Enjoy the beach life, the marine life or just swimming at your own private beach where you can also see sunrise! Sunset! Moon rise! in a relaxing atmosphere enjoying the Caribbean Sea. The one bedroom unit offers WiFi, TV, washer and dryer, surveillance cameras and comes fully stocked with utensils to manage your own meals or one may choose to visit nearby local restaurants.

Top guest favorite

A tranquil swimming pool is surrounded by palm trees, overlooking the ocean. The water is calm and inviting, reflecting the clear blue sky. Lounge chairs are arranged near the pool, providing a relaxing atmosphere for sunbathing or enjoying the views.

Guest suite in Savannah

4.98 out of 5 average rating, 237 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.

Guest favorite

A bright and airy indoor space presents a view of the ocean through large glass walls. A private pool is surrounded by tiled flooring, with lounging chairs and an umbrella for shade. The modern kitchen is visible, featuring stainless steel appliances and bar stools.

Condo in Rum Point

4.94 out of 5 average rating, 140 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 favorite

An aerial view captures the beachfront condo surrounded by lush greenery, with a clear swimming pool visible beside the unit. Sun loungers line the sandy shore, and a thatched gazebo is positioned near the water's edge, offering a tranquil setting.

Condo in North Side

4.96 out of 5 average rating, 25 reviews

*Beachfront* Coco Sands - 2 bed condo at Rum Point

*Save up to 20% off weekly stays this Fall* Relax and unwind at Coco Sands at North Pointe Condos. A newly renovated beachfront vacation condo located in Grand Cayman's tranquil North Side. Our condo is a ground floor, end unit with a large screened patio that has spectacular sea views and direct access to the beach. Every amenity is included for relaxing, dining, and enjoying the pool and beach, as well as high-speed WiFi to keep you connected when you need it.

Top guest favorite

Lounge chairs are arranged on a sandy shore, shaded by palm trees that gently sway in the breeze. The calm ocean reflects a blue sky with soft clouds, creating a serene beachside atmosphere. A beach swing is visible in the background, adding to the tranquil setting.

Cottage in East End

4.99 out of 5 average rating, 109 reviews

Piece of Mine, Beachfront Villa #3

Private & Tranquil 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 are 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!!"

Top guest favorite

A wooden dock extends into calm waters, framed by lush greenery and palm trees. The clear sky is dotted with clouds, creating a serene backdrop. A glimpse of nearby villas can be seen across the cove, enhancing the peaceful atmosphere.

Apartment in GRAND CAYMAN

4.93 out of 5 average rating, 216 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Beautiful Rum Cove is located next to two one bedroom Villas and it's nicely decorated to suit our Island living, which is quiet and friendly to all who come to live amounts us. Rum Cove sit's in the beautiful Cove where the famous Bioluminescent Bay sits in your backyard. We welcome you to Rum Cove and want to offer you our Cayman Kind. Rum Point Beach Bar and Fine Dining Restaurant is located across the street from Rum Cove.