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Beachfront holiday 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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Apartment in George Town

4.86 out of 5 average rating, 35 reviews

Beautiful Ocean Views. Steps away from the ocean!

Experience paradise in our exceptional second-floor condo on Seven Mile Beach! With stunning views of the Caribbean Sea, you'll love being just steps from the beach & a short stroll to family-friendly activities, restaurants, and nightlife. Ideal for couples, solo adventurers, business travelers, & families with kids, this unit offers a comfortable & convenient atmosphere. Enjoy free high-speed internet and easy access to public transport. Book now and explore the excitement of Seven Mile Beach!

Guest favourite

Flat in West Bay

4.93 out of 5 average rating, 91 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

Apartment in Cayman Islands

4.97 out of 5 average rating, 64 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.

Apartment in Bodden Town

5 out of 5 average rating, 3 reviews

Stunning Ocean Front Sea Palm Villa #8

Oceanfront Caribbean Style Villa that is centrally located in Bodden Town for a laid-back experience in tranquility. All 12 villas in complex are oceanfront with views of the sea. We have 6 villas on main floor and 6 villas on second floor. You can enjoy the pool with in-water bar stools or sit on a private beach near the ocean. We have a stretch of beach that allows you to walk for miles. We are surrounded by a coral reef giving our guests access to some of the best snorkeling on the island.

Apartment in George Town

4.85 out of 5 average rating, 136 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.

Apartment in George Town

4.92 out of 5 average rating, 89 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 East End

5 out of 5 average rating, 13 reviews

Walk Off the Patio and Onto the Beach! 2B/2B Condo

Beautiful 2 Bed, 2 Bath Ground Floor Condo right on the beach! Walk out a few steps from the living room or master bedroom patio directly onto the white sand beach with amazing turquoise ocean views. It can be rented as either the full 2 BR layout, a 1 BR suite with full kitchen, or as a studio with a kitchenette. The condo is located in Castaways Cove which is adjacent to the Wyndham Reef Resort on the East End. Take advantage of all that the Resort offers while maintaining your privacy.

Guest favourite

Apartment in Rum Point

4.96 out of 5 average rating, 24 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

Home in Rum Point

4.87 out of 5 average rating, 52 reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

Apartment in George Town

4.87 out of 5 average rating, 150 reviews

Beautiful Modern Condo on 7 Mile Beach

Welcome to our beautiful second floor condo on the world renowned Seven Mile Beach. Sunset Cove is a beachfront resort minutes from George Town. It has a stunning beach lagoon and amazing pool with a kiddies pool, hot tub and swim-up bar. Our “beach chic” condo has just been fully renovated. We stripped it back to the bare concrete floor and walls and everything is brand new. We hope you like it and look forward to welcoming you to our little island paradise!

Apartment in Seven Mile Beach

5 out of 5 average rating, 4 reviews

Paradise Found- Ocean Front Retreat GV1121

This second floor unit with stunning views will captivate you. With modern finishes throughout including a galley kitchen w/Quartz counter tops with over-sized floor tiles, large spacious master en-suite and bath. Guestroom features a Queen Bed and private bathroom. Safe and secure complex, 2 BBQ grills on site. Free parking, Tennis and pickle ball courts. Great for snorkeling. Excellent location, near shops, entertainment and services.

Guest favourite

Apartment in Seven Mile Beach

5 out of 5 average rating, 22 reviews

Regal Beach Club #614

This spectacular 3 bedroom ground floor Oceanfront Beachfront Condo, with incredible views, is situated in the very heart of 7 mile beach, and has been upgraded recently.

This listing is one of the closest condo's to the world famous 7 Mile Beach. Literally steps away. Only one of two 3 bedroom ground floor condo's in this complex.

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Popular amenities for beachfront rentals in Old Man Bay

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Pet-friendly beachfront home rentals

Guest favourite

Apartment in Rum Point

4.95 out of 5 average rating, 19 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

Guest favourite

Cottage in East End

4.95 out of 5 average rating, 74 reviews

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION

Flat in Bodden Town

5 out of 5 average rating, 3 reviews

Ocean/Beachfront-stunning views! Seabreeze Villas

Guest favourite

Apartment in George Town

4.92 out of 5 average rating, 149 reviews

Seven Mile Beach with Soul

Guest favourite

Flat in West Bay

4.97 out of 5 average rating, 33 reviews

S2 Blue Pavilion - Beach | Service | Retro Chic

Flat in West Bay

5 out of 5 average rating, 3 reviews

Beach Getaway! Fantastic View, Outdoor Pool

Guest favourite

Home in West Bay

5 out of 5 average rating, 22 reviews

The Highlands Retreat A

Guest favourite

Flat in West Bay

4.95 out of 5 average rating, 42 reviews

2 Bed 2 Bath 3 blocks to the beach

Beachfront home rentals with a pool

Apartment in George Town

4.78 out of 5 average rating, 23 reviews

Enjoy Sunsets at Fully Equipped Condo at the Beach

Guest favourite

Home in Grand Cayman

5 out of 5 average rating, 19 reviews

3 Bedroom Beach House with Pools

Guest favourite

Apartment in Rum Point

5 out of 5 average rating, 23 reviews

Beachfront Kaibo Condo

Guest favourite

Apartment in George Town

4.88 out of 5 average rating, 51 reviews

3 Bedroom 2 Bath Condo right on 7 Mile Beach

Guest favourite

Home in KY

5 out of 5 average rating, 7 reviews

Willow Beach by Grand Cayman Villas

Guest favourite

Apartment in George Town

4.98 out of 5 average rating, 62 reviews

Beautiful, Seafront 3 bed condo, Seven Mile Beach

Guest favourite

Apartment in George Town

4.92 out of 5 average rating, 76 reviews

Oceanfront 2bed 2bath Condo Seven Mile Beach

Guest favourite

Apartment in Rum Point

4.93 out of 5 average rating, 125 reviews

Nature's View: Pools of the Kai #2

Private beachfront home rentals

Guest favourite

Home in Bodden Town

5 out of 5 average rating, 35 reviews

Beachfront bliss & luxury Grand Cayman

Guest favourite

Home in KY

5 out of 5 average rating, 16 reviews

Sea Cove

Guest favourite

Villa in East End

4.93 out of 5 average rating, 41 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Guest favourite

Home in George Town

4.96 out of 5 average rating, 46 reviews

Paradise Beach House in South Sound, George Town

Guest favourite

Apartment in George Town

4.91 out of 5 average rating, 22 reviews

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

Guest favourite

Villa in West Bay

4.94 out of 5 average rating, 101 reviews

Luxury villa right across 7mile Beach + Bed Swing

Guest favourite

Cottage in East End

4.98 out of 5 average rating, 177 reviews

Ruby's Hibiscus - Grand Cayman beach cottage

Apartment in George Town

4.83 out of 5 average rating, 72 reviews

7Mile Beach Luxury Modern PH 2 Bed 650 ft Beach

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