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Beachfront vacation rentals in Old Man Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Old Man Bay

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Home in North Side

5 out of 5 average rating, 7 reviews

CORAL VISTA - Infinity Pool, Arcade, Cinema, Priva

Welcome to Coral Vista, Cayman's most impressive luxury vacation home, located on the island's pristine northern coast. - By Arcadian Ave Three stories of master-planned construction, encompassing 7,000 sqft of space for family and friends to enjoy, along with an immaculately landscaped yard, 100 feet of white sandy beach along the Caribbean Sea, and a swimming pool complete with a 50-foot infinity edge, swim-up bar, and tanning ledge, will help you create the vacation of a lifetime. From th

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, 145 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.

A serene sunset over the ocean is captured along a sandy beach. Soft waves reflect hues of orange and pink, while clouds are illuminated by the fading light. The horizon is visible, creating a calm and peaceful atmosphere.

Apartment in West Bay

4.91 out of 5 average rating, 103 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. :)

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 Cayman Kai

4.93 out of 5 average rating, 216 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Welcome to Rum Cove – your private escape on the bioluminescent bay, just steps from the world-famous Rum Point. This bright & breezy 1-bedroom retreat is part of a charming triplex and offers stunning 360° views. Whether you’re relaxing on the patio, kayaking under the stars, or sipping coffee at sunrise, Rum Cove surrounds you with natural beauty & peace. A perfect space for couples, solo travelers or small families looking for a quiet getaway with the best of Cayman Kai on your doorstep.

An aerial view shows a large pool area surrounded by lush greenery and sandy beach. The pool features a curved shape with a bridge and is furnished with multiple lounge chairs and umbrellas. Clear blue water meets the gentle waves of the Caribbean Sea.

Condo in George Town

4.87 out of 5 average rating, 157 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 favorite

Large retractable sliding doors open to breathtaking ocean views, allowing natural light to fill the spacious room. Comfortable seating is arranged beside a sleek coffee table, creating a relaxed atmosphere. The minimalist decor emphasizes the connection to the outdoors and the serene beach environment.

Home in Bodden Town

5 out of 5 average rating, 55 reviews

Casa Avi - Shoreline Sanctuary

Discover Casa-Avi an idyllic beach front oasis nestled in sea-grape trees and secluded on the edge of Bodden Town. Immerse yourself in elegant king size bedrooms, breathtaking ocean views, and art-infused living spaces curated by renowned artist Avril Ward. Savor panoramic ocean views from retractable sliding doors, enjoy direct beach access for kayaking and snorkeling adventures. Downstairs, simply unwind in the embrace of hammocks while you BBQ and refresh in the private saltwater pool.

Top guest favorite

The exterior of a traditional Cayman Style cottage is presented, featuring a light blue facade and a welcoming front porch. Lush palm trees and vibrant greenery surround the property, complementing the sandy pathway leading toward the entrance, creating a serene island ambiance.

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.

A modern living area features a sectional sofa and a comfortable armchair, complemented by a stylish coffee table. The kitchen, visible in the background, includes stainless steel appliances and white cabinetry. Soft blue walls add a serene touch, while natural light brightens the space.

Villa in West Bay

4.93 out of 5 average rating, 122 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.

A bright bedroom features a spacious bed with crisp white linens. An aqua dresser complements the decor. Glass doors open to a private balcony, offering views of the Caribbean Sea. Outdoor seating is visible, accompanied by lush greenery and palm trees.

Condo in Rum Point

4.94 out of 5 average rating, 143 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!

Top guest favorite

A shaded gazebo is surrounded by tropical palm trees and manicured grass. A dining table and chairs are positioned beneath the straw roof, offering a spot for meals. The beach is visible in the background, complemented by serene ocean views.

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!!"

Condo in North Side

4.89 out of 5 average rating, 9 reviews

Silver Reef #2 / 2 BR LUXE Oceanfront w/ Pool

The Silver Reef #2 is a new immaculate, luxuriously furnished two-bedroom, two-bathroom, 2-story corner condo on the 2nd floor and 3rd floors of the brand-new Silver Reef Residences. Situated on the shores of Grand Cayman’s Northeast Coast, this beautiful condo offers a luxurious and well-designed development with a range of amenities and is known for its picturesque and palm-lined coastline.

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Popular amenities for Old Man Bay beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

A spacious living area is adorned with large windows that showcase stunning ocean views. Bright white cabinetry and stainless-steel appliances complement the kitchen area, creating a modern and inviting atmosphere.

4.85 out of 5 average rating, 33 reviews

Oceanfront rooftop luxury2B2B Residency pool beach

Cottage in East End

4.9 out of 5 average rating, 92 reviews

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION

A light-filled living area features two comfortable sofas arranged around a coffee table. Large sliding doors provide a view of the ocean, while a flat-screen TV is positioned against the wall. Decorative shelving showcases books and art, adding a homey touch.

Apartment in Bodden Town

5 out of 5 average rating, 3 reviews

Ocean/Beachfront-stunning views! Seabreeze Villas

A screened patio area is visible, featuring a blue dining table surrounded by six white chairs. Colorful cushions in vibrant patterns are placed on the long seating along the back. Lush greenery can be seen through the patio screens, creating a tropical atmosphere.

Condo in George Town

4.93 out of 5 average rating, 164 reviews

Seven Mile Beach with Soul

A spacious cottage awaits at the water's edge, surrounded by palm trees and soft sandy beach. The elevated structure features a broad porch and large windows, allowing natural light to fill the interior while offering serene views of the surrounding landscape.

Home in Rum Point

The Cottage at Rum Point

The kitchen area features stainless steel appliances and wooden cabinetry, complemented by a granite countertop. A colorful artwork hangs on the wall above the seating space, adding a modern touch to the neutral decor. A fan provides air circulation in the open layout.

Condo in George Town

4.67 out of 5 average rating, 24 reviews

Island pines #6

A vibrant sunset casts warm hues over a beachfront scene. Lush green grass is complemented by palm trees, and the shoreline is visible in the background. The exterior of the building is lightly illuminated, showcasing windows reflecting the tranquil atmosphere of the surroundings.

Apartment in West Bay

4.75 out of 5 average rating, 4 reviews

Your Home Away From Home! Island View, Pool

A spacious kitchen area features white cabinetry and modern appliances, including a refrigerator and stove. A blue countertop provides ample workspace. A small dining table with colorful chairs is positioned near the entrance, enhancing the bright and clean atmosphere.

Apartment in Bodden Town

4.77 out of 5 average rating, 13 reviews

Apt w/kitchen & car, on beach, at Turtle Nest Inn

Beachfront home rentals with a pool

Top guest favorite

A well-lit hot tub is positioned within a landscaped area, surrounded by tropical plants and blooming flowers. The glowing blue water reflects the evening sky, while palm trees frame the view. Nearby benches invite relaxation, creating a serene atmosphere in the outdoor space.

Condo in George Town

5 out of 5 average rating, 44 reviews

Summer Sale ! Regal Beach #233 on Seven Mile Beach

A community pool is surrounded by a spacious deck featuring beige concrete. Lush green trees provide a natural backdrop, while the clear water invites relaxation. A gentle slope leads into the shallow end, complemented by a ladder for easy access.

Condo in Savannah

4.92 out of 5 average rating, 62 reviews

Seaing Spotts: Beachfront Seaside retreat! Cayman

A hot tub is positioned beside a spacious pool, surrounded by tropical plants and palm trees. The clear blue water of the pool reflects the sky, while a building can be seen in the background. Signs and safety equipment are visible around the area.

Condo in George Town

4.94 out of 5 average rating, 32 reviews

7Mile Beachfront 3Bed/2Bath @SunsetCove #202

A private swimming pool is visible, with a clear blue surface reflecting the sky. Palm trees frame the scene, while the ocean stretches beyond, showcasing various shades of blue. The pool deck features lounge chairs and a safety marker indicating a depth of 5 feet.

Villa in Bodden Town

4.85 out of 5 average rating, 27 reviews

A Beach Villa in Paradise

A large swimming pool is surrounded by well-maintained greenery and palm trees. Blue lounge chairs and umbrellas are positioned by the poolside, providing ample shade and relaxation options. The backdrop features a contemporary condo complex with balconies overlooking the grounds.

Condo in George Town

4.95 out of 5 average rating, 184 reviews

Cayman Reef Resort on Seven Mile Beach

Top guest favorite

A sandy beach is depicted in the foreground, featuring a sign that reads 'You need is LOVE and the Beach' resting among seashells. The ocean and dusky sky create a serene backdrop, suggesting a peaceful atmosphere.

Condo in Rum Point

4.97 out of 5 average rating, 33 reviews

Beach & Pool in 2BR secluded condo at Rum Point

The resort features a large swimming pool surrounded by lounge chairs and pale blue umbrellas. A hot tub and a mini waterfall are visible, with the beach and palm trees in the background under a clear blue sky.

Condo in George Town

4.96 out of 5 average rating, 151 reviews

2 BR beach condo resort with pool and ocean views

Apartment in George Town

4.88 out of 5 average rating, 83 reviews

2 Bedroom Condo 7 Mile Beach - Newly Renovated

Private beachfront home rentals

A dining area is featured on a spacious screened-in balcony, showcasing a glass table surrounded by comfortable chairs. Brightly colored towels are draped over the chairs, and a bowl of fresh fruit sits at the center, with stunning views of the turquoise waters and palm trees in the background.

Condo in Rum Point

4.88 out of 5 average rating, 8 reviews

The Retreat # 30 Beachfront Oasis at Rum Point

Sliding glass doors provide a view of the beach, where colorful chairs and palm trees frame the serene ocean scene. Sunlight reflects off the water, creating a bright and inviting atmosphere in the living space.

Villa in Rum Point

4.83 out of 5 average rating, 6 reviews

Gorgeous Sandy Beachfront at Azure Breeze Villas

A bright and airy living space is presented with large glass doors offering views of the ocean. A light blue sofa and a white slipcovered sofa are positioned around a central coffee table. Two chairs with beach-themed cushions add a relaxed feel, while natural light fills the room.

Villa in North Side

5 out of 5 average rating, 5 reviews

Beautiful beachfront, romantic get away!

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.

4.96 out of 5 average rating, 26 reviews

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

Top guest favorite

A clear view of a private pool surrounded by a spacious deck is presented, with the ocean visible in the background. Palm trees sway gently in the breeze, and shaded seating areas are positioned nearby, enhancing the serene atmosphere of this beachfront location.

Home in Grand Cayman

4.97 out of 5 average rating, 73 reviews

BeachPlumVilla

An outdoor dining area is presented with a round table set for four, featuring blue and white dishware. A vase with bright pink flowers adds a pop of color. Palm trees are visible in the background, offering a glimpse of the beachfront and ocean.

5 out of 5 average rating, 22 reviews

Sea Cove

A spacious oceanfront home is depicted, featuring a multi-level structure with large glass windows. Surrounding greenery and sandy areas provide a natural setting. Balconies with lounge chairs offer views of the nearby coastline, while palm trees frame the property, enhancing its beachfront presence.

Home in North Side

4.99 out of 5 average rating, 93 reviews

Ocean's Edge: Beachfront Home with Rooftop Views

Top guest favorite

Two pink beach chairs are positioned on a sandy beach, framed by palm leaves. The tranquil sea extends in vibrant shades of blue and green, meeting a clear sky dotted with fluffy clouds.

Apartment in Rum Point

5 out of 5 average rating, 10 reviews

My House, Your House, Beachfront

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