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

Rental unit

4.93 out of 5 average rating, 14 reviews

Spacious Beachfront Penthouse Studio (Sleeps 2)

Located in East End, this privately owned penthouse studio at the Wyndham Reef Resort boasts an unbeatable oceanfront view along a pristine sandy beach. It has three swimming pools and a hot tub, a lively bar, restaurant with daily menus, coffee shop, onsite laundry, diving, nightly entertainment, snorkelling, spa, and fitness centre. This large studio has a king size bed, luxury bathroom, flat screen TV, kitchenette with microwave and fridge and a patio overlooking the beach for sunset drinks.

Guest favorite

Rental unit

4.98 out of 5 average rating, 115 reviews

Adorable Boho 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.

Superhost

Rental unit

4.88 out of 5 average rating, 17 reviews

Cozy Corner in East End

Economical self-contained room with private entrance. You are 30 steps from a gorgeous, white sandy beach. There is a Queen Bed and full sized washroom. Kitchenette has: Mini fridge, microwave, toaster and coffee maker. as well as plates, mugs & cutlery. No stove nor hotplate. Kayaks & paddle boards available. Internet included, laundry on site. Compare Prices to the Reef or Morritt's resort, 3 minutes east of us. $278-400 (seasonal) + tax + electricity fee + internet fee.

Guest favorite

Condo

4.94 out of 5 average rating, 166 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!

Superhost

Condo

4.85 out of 5 average rating, 134 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.

Guest favorite

Cottage

4.98 out of 5 average rating, 88 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

Rental unit in East End

4.98 out of 5 average rating, 43 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.

Guest favorite

Guest suite

4.98 out of 5 average rating, 215 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

Condo

4.93 out of 5 average rating, 123 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

Home

5 out of 5 average rating, 36 reviews

Private oceanfront home wraparound screened porch

Breezy Bay is an oceanfront, private, single-level 3 bedroom home in North Side (Old Man Bay) perfect for your relaxing Grand Cayman vacation. Enjoy panoramic oceanfront views from this beach house with a bright, open air concept. Relax on the 360 degree wraparound screened porch which has two seating areas both boasting oceanfront views of the Caribbean Sea. Direct water access into the sea. Separate primary suite for ultimate privacy. Located on 1+ acres. Free kayaks.

Guest favorite

Rental unit

4.93 out of 5 average rating, 201 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.

Guest favorite

Condo

4.98 out of 5 average rating, 105 reviews

Beach condo with sunset view

This luxury penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. This includes bike use, large pool with swim up bar, kiddie pool and hot tub. Great snorkeling off our beach.