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Beachfront vacation rentals in Old Man Bay

Find and book unique beachfront homes on Airbnb

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Popular amenities for Old Man Bay beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
A screened-in covered patio features a wicker hanging chair and a sofa adorned with light cushions. Large glass doors provide unobstructed views of palm trees and the beachfront, while vibrant flowers add a touch of color to the tranquil space.
Condo in Rum Point
4.96 out of 5 average rating, 26 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

RyanRating, 5 stars3 weeks ago
We stayed at Sean's place for a nearby wedding down the street. The moment you walk into the condo you can see that they really care about their guests. It was EXTREMELY clean and relaxing with music playing in the background. The water pressure was excellent which is random but important! The condo is situated right over the pool with a great view of the ocean. We loved cooking breakfast in the morning then sitting by the pool, dock or beach. It is very relaxing and super quiet. If you are looking for more action I recommend staying near 7 mile beach but if you want to unplug def stay here. Rum point beach is about a mile a way and next door is Kaibo restaraunt and bar that has very good food n drinks along with Starfish point that has a pontoon food truck! We def are thinking of coming back already!
Guest favorite
A charming yellow home is nestled among palm trees, featuring a spacious porch with seating and a hammock. The inviting pool area is visible nearby, surrounded by well-manicured greenery and white sand, under a bright blue sky dotted with fluffy clouds.
Home in Rum Point
4.88 out of 5 average rating, 56 reviews

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

DustinRating, 5 stars2 months ago
The home and location were really nice. The North Side of the island is pretty far from everything which is nice if you want quiet, you'll have the whole beach to yourself. There are a few decent restaurants within 10 minutes. Most activities are 30-45 minutes away. We really enjoyed our stay, but 1.5 hours of driving every day to and from activities got kinda old after a few days. If you plan to spend most of your time at the house/beach/pool this is a great place to stay.
Condo in North Side
4.84 out of 5 average rating, 31 reviews

Oceanfront prestige 2B2B rooftop residency

LindseyRating, 5 stars1 day ago
Amazing place to stay for peace and quiet. Snorkeling gear, pool noodles, float to use. Bring your own cooler as the Styrofoam cooler leaked and was broken. Also, had to buy a beach umbrella due to the one provided being broken and was a miserable first day on the beach without shade. Had to leave there because it did not fit in suitcase. Would have been nice to know to bring some type of shade for beach. Host was hard to understand due to using translation. Some sentences did not make sense. Easy check in/check out. A good 45 min-1hr drive from seven mile beach and most popular restaurants, but nice to be in a quiet area and felt very safe at condo and entire island. Locals were so friendly. Highly recommend renting a car!
Guest favorite
Cottage in East End
4.92 out of 5 average rating, 89 reviews

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION

KatieRating, 5 stars1 month ago
Our family of 5 (2 parents, 3 kids) had a great stay at Sarah’s! The home is very private, it is nice and quiet (with the exception of the friendly roosters that hang out around the neighborhood, haha). When we arrived, everything was very clean, which I was very impressed with because after our stay of only two days, we had tracked some sand inside despite our best efforts to keep it outdoors. All three bedrooms were comfortable, and it was really nice that the kitchen was stocked with little extras like salt and pepper, cooking oil, sugar for my coffee, etc. our kids enjoyed the pool as well as the beach. Another reviewer had noted that there is some glass on the beach and to wear shoes, a note that I found helpful to know in advance. While on the east end we ate at Tukka and my son did the frigate feeding which he loved, we saw the blow holes, went to Queen Elizabeth botanic Park, went snorkeling with Ocean Frontiers, and got takeout from Eastern Star Fish fry.
Top guest favorite
A bright living area features modern furnishings, including a spacious sofa and a cozy armchair. Natural light floods through a floor-to-ceiling sliding door, leading to a private balcony. Textured area rugs enhance the space, complementing the neutral color palette.
Apartment in Seven Mile Beach
5 out of 5 average rating, 53 reviews

Luxury 1 bed apt near Seven Mile Beach, The Grove

AnaLuciaRating, 5 stars2 weeks ago
Selina and Kristine went above and beyond! Extremely responsive whenever we needed advice or had questions during our stay. Thank you so much for having such a wonderful place to stay at the island! We will be back:)
Guest favorite
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, 161 reviews

Seven Mile Beach with Soul

AbrahamRating, 5 stars2 weeks ago
Reno and Agata were super supportive of our requests. Great location and very comfortable. The AC was refreshing after a day in the heat. They had all amenities to make a stay comfortable. The beach is steps from the place along with shopping stores and restaurants. The apartment was clean and had everything we needed for a comfortable stay. Thank you.
Guest favorite
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
4.92 out of 5 average rating, 118 reviews

Luxury villa right across 7mile Beach + Bed Swing

IleyaRating, 5 stars1 month ago
Great location especially for the price! It's across the street from a quite beach and in a less touristy area.
Guest favorite
A vibrant suite interior features a queen bed adorned with colorful bedding, a cozy dining area with wooden chairs, and a work desk. The open-plan kitchen showcases essential appliances, while large windows invite natural light, enhancing the welcoming ambiance.
Apartment in West Bay
4.92 out of 5 average rating, 63 reviews

S1 BP | Steps to Beach | Car, Value, Service

JaimieRating, 5 stars2 months ago
Very cute and clean apartment in a great location. Quick drive to cemetery beach for snorkeling. Host was very helpful and kind. My kids loved the roosters and chickens on the property.

Beachfront home rentals with a pool

Top guest favorite
A modern kitchen features white cabinetry and a spacious island with a light-colored countertop. Comfortable bar stools are positioned around the island. Large windows enhance natural light, revealing views of the beachfront balcony. A stylish living area is visible in the background.
Apartment in Savannah
5 out of 5 average rating, 28 reviews

Beachfront on Spotts Beach!

TaraRating, 5 stars3 weeks ago
Liz's place was the absolute best! The unit was immaculate and was stocked with all of the amenities we could have ever needed. When we arrived she even had a gift basket of local treats for us, they were great! Liz was extremely responsive to all of our questions and helped advise us on activities and restaurants during our stay. Since this was our first time to Grand Cayman we found it to be extremely helpful. The location was perfect for our family of 4. The unit is located right on Spotts Beach where we could be in the ocean within minutes to snorkel with the turtles, sting rays, and fish and is still only a short drive from any activity or beach we wanted to visit on the island. We had a wonderful time and we can't wait to come back again and stay with Liz!
Guest favorite
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, 152 reviews

Grandview condominium directly on 7-mile beach

CarlieRating, 5 stars3 weeks ago
Our last visit to Grandview Condominium was 18 years ago. It’s like time stopped. This end unit bottom floor was perfect for us.
Guest favorite
A refreshing pool is framed by palm trees and offers a view of the ocean beyond. The surrounding area features colorful buildings and landscaped pathways, creating a serene environment for relaxation. The clear blue water invites enjoyment under a clear sky.
Home in Grand Cayman
4.92 out of 5 average rating, 26 reviews

3 Bedroom Beach House with Pools

DaphneeRating, 5 stars3 months ago
Je suis vraiment satisfaite de mon expérience aux îles Cayman. J’ai adore le logement je l’aurais acheter pour y vivre , l’environnement est calme, c’est très propre, il y a tout ce qu’on a besoin, tout est pensé et réfléchie pour notre confort. Les chambres sont belles et la terrasse est parfaite. Les instructions sont très claire et Patricia est patiente et tellement charmante. Je recommanderai ce condo à tous mes amis qui désirent expérimenter les îles Cayman et je recommande cet endroit pour les gens qui recherchent un voyage calme et reposant. La plage est en effet sauvage mais on s’habitue très vite à la nature et il y a de beaux bassins bleu turquoise et chaud ! Les journée à la plage privée était très reposante. Mon conjoint et mon fils on fait du kayak tous les jours et mes 3 enfants ont fait du snorkeling, tout était disponible et en bon état wow!! Les serviettes de plage sont parfaites grandes et moelleuses ! Les nombreuses piscines et les maisons colorées offrent un paysage
Guest favorite
A swimming pool is framed by shaded pergolas and surrounded by tropical palm trees. Lounge chairs are positioned around the pool for relaxation, and a nearby seating area offers a tranquil environment. The building in the background adds to the serene surroundings.
Apartment in Rum Point
4.93 out of 5 average rating, 28 reviews

Beach Living at the Retreat

SteffanieRating, 5 stars1 month ago
We loved our stay here! It had the most beautiful beach views and was so comfortable! Definitely a great place to be. Highly recommend!!
Guest favorite
A spacious pool area features a clear blue swimming pool bordered by palm trees, offering direct views of the sandy beach and ocean. Natural light brightens the scene, enhancing the tranquil atmosphere created by the gentle waves lapping at the shore.
Condo in Bodden Town
5 out of 5 average rating, 9 reviews

Magnificent Ocean Front Sea Palm Villa #11

JosephRating, 5 stars1 month ago
Always enjoy visiting the Island and staying on the quiet side. The apartment was beautiful and renovated nicely. not huge but felt giant because of the indoor/outdoor space with a wall of doors/windows. Loved the pool and the beach of course. The only thing we didn't love about the entire thing was the grass on the beach which is an almost impossible task to maintain. Host was responsive, friendly and nice to work with!
Top guest favorite
A sandy beach stretches alongside clear blue waters, framed by palm trees. Colorful kayaks are visible on the shore, and gentle waves lap at the coastline. A pathway leads from the villa to the beach, enhancing easy access to the ocean.
Condo in Savannah
4.96 out of 5 average rating, 85 reviews

Beachfront walkout with amazing patio & view

KathleenRating, 5 stars1 week ago
Heavenly! Best Airbnb experience ever. Private beach, amazing snorkeling, comfortable furniture, beds, & pillows. Everything you need is in unit or a very short drive away. Only drawback is hearing upstairs neighbors footsteps BUT not a big deal if you spend most of your time outside. Loved how well this unit was stocked (cooking supplies, laundry detergent, etc.). Lin was extremely helpful & lovely. The design & ambience within the unit are well thought through; charming. Our daughter is in medical school here & we will definitely come back!
Superhost
The beachfront complex is depicted from the water, showcasing two buildings with red-tiled roofs surrounded by palm trees. Lounge chairs are arranged on the sandy shore, offering a relaxed atmosphere by the ocean.
Villa in Bodden Town
4.85 out of 5 average rating, 26 reviews

A Beach Villa in Paradise

PelegRating, 5 stars1 month ago
The property is perfectly positioned on the island, everything is within a 20 minute drive. The beach at the property was very quiet and convenient when you want to relax and pause the island exploration. The house is equipped with everything you may need. If you like to cook they provide everything. If you want to eat out there are plenty of options in a 5-10 minute radius. I’d highly recommend this property if you want to both explore and take advantage of a beach/pool combo. Lastly, Ann was very responsive before, during and after our stay. She was very helpful when we had questions.
Top guest favorite
A clear, blue pool is surrounded by lush greenery and palm trees, offering a serene setting. White lounge chairs are arranged along the pool's edge, inviting relaxation. The area is well-maintained, with a staircase leading into the water and a gentle slope for easy access.
Apartment in Rum Point
5 out of 5 average rating, 7 reviews

The Retreat at Rum Point Beach

TonyRating, 5 stars2 weeks ago
It was such a nice stay I had with my family. Joyceann was great and very responsive. The place was great with a nice view of the beach as being on the 3rd floor despite not right ocean front. In fact, it was better for privacy. It was spacious and everything was great. There is a dryer (and washer) although not well described. Joyceann took actions immediately for our needs upon request. Communication was great and always prompt. BTW, we loved snorkeling everyday, and there is a nice coral area out about 30-50 yards. Many boats come everyday for snorkelers. If you enjoy being relaxed without too much crowds, this place is a great option.

Private beachfront home rentals

Top guest favorite
An aerial view showcases the layout of a tropical beachfront property featuring clusters of buildings with blue roofs surrounded by landscaped gardens. The sandy beach meets the clear turquoise waters, with a stretch of palm trees lining the shoreline in a serene setting.
Condo in West Bay
4.99 out of 5 average rating, 94 reviews

Next to Ritz | Oceanview 1BR on Seven Mile Beach

ReneeRating, 5 stars3 weeks ago
Loved having two Adirondack chairs on porch! Communication was fantastic as we needed a couple items that were part of the Airbnb and they were right on it and got it to us very quickly. The place was very clean, which is important to us. We met the housekeeper and she was an added bonus! She let us in and made us feel very comfortable to change as we got there early and we were able to get on the beach to enjoy the rest of our afternoon!!That was an extra top bonus! Loved having some great restaurants walkable. Though we had a car, we did taxi to a few places just because it was so hot and we were dressed up. Tillys was fabulous for sunset, Yoshi‘s across the street for amazing sushi and a great locals place down at Heritage Kitchen near cemetery Beach. It’s a little tiny hole in the wall, but incredible and amazing food and people! They were awesome! Definitely affordable but fresh and delicious.
Top guest favorite
A serene balcony view features a round glass table surrounded by two black wicker chairs. Lush palm trees sway gently against the backdrop of the vibrant Caribbean Sea and sandy beach, with clear blue skies dotted with fluffy clouds.
Condo in Cayman Islands
4.97 out of 5 average rating, 70 reviews

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

DonovanRating, 5 stars3 weeks ago
This condo is a slice of heaven. From the moment you open the door you are greeted with a stunning view of the ocean and Seven Mile beach. The condo is very clean and has a breezy, beach feel throughout. The balcony overlooks the beach and a lovely grass area, with a romantic corner off to the side which is perfect for enjoying your favourite champagne and strawberries. The beach itself is pristine with lovely loungers (no plastic here). The water is crystal clear and while there are some rocky areas (which offer great snorkelling), you can walk smoothly into the ocean and immerse yourself for hours in the water. The condo grounds are beautiful kept, with tropical flowers and shrubbery. Jayne was a wonderful host and always quick to reply. Fosters grocery store and Jacques Scott liquor shop offered everything we needed during our stay. We look forward to returning to this Grand Cayman paradise.
Guest favorite
The logo features a vibrant sun setting over stylized waves, with birds flying across a gradient sky of orange and blue. The name 'SunCoast Apts. Grand Cayman' is displayed prominently in a modern font below the graphic.
Apartment in Bodden Town
4.85 out of 5 average rating, 127 reviews

Suncoast Apartments Grand Cayman - Unit # 1

JerryRating, 5 stars5 months ago
2nd time we've stayed at Suncoast. Great accomodations. Friendly host and easy to locate. Another great experience. Looking forward to our next stay!
Guest favorite
A sandy pathway is framed by lush greenery and swaying palm trees, leading to a beachfront property. Sunlight filters through the leaves, and lounge chairs are visible near the shoreline, inviting relaxation by the ocean.
Home in KY
5 out of 5 average rating, 22 reviews

Sea Cove

PeteRating, 5 stars1 month ago
Nice spacious place for two people. We only had one minor issue with an unintentionally locked door and Shellie was immediately responsive and had it fixed within an hour. the place was well equipped with everything needed. Weather was windy while we were there but that's not their fault. Great communication!
Guest favorite
An expansive view of the serene beach is captured, showcasing soft white sand meeting clear turquoise waters. Gentle waves can be observed rolling in the distance, while patches of darker water reveal unique underwater features. A bright blue sky with a few scattered clouds completes the tranquil scene.
Condo in Savannah
4.92 out of 5 average rating, 62 reviews

Seaing Spotts: Beachfront Seaside retreat! Cayman

Dawn Rating, 5 stars1 month ago
This condo is spacious and beautiful. A quick walk to the beach with a beautiful view. We didn’t see as much snorkeling but that’s ok. The home decor is so cute! The only thing I’ve had in every other Airbnb is hand soap to wash your hands after going to the bathroom. This place has none. Just an FYI. Everything else was perfect.
Guest favorite
A spacious living area is shown with a dining table featuring rattan chairs and a nearby comfortable sofa. Natural light enters through large windows, illuminating the warm tones of the walls. A cozy entertainment area is visible, enhancing the inviting ambiance.
Townhouse in Old Man Bay
4.91 out of 5 average rating, 58 reviews

Your Oceanside Retreat Awaits!

BarbaraRating, 5 stars3 months ago
Clean, comfortable villa with amazing views overlooking pool and beach. After a slight hiccup with broken lock on arrival, nearby property manager quickly responded and got things squared away with a new lock. We had a wonderful stay and would definitely return to this beautiful villa! Ernie’s instructions on surrounding area were spot on. We shopped at the market in Savannah on the way in from the airport and enjoyed dinners at Over the edge and Tukka. Pro tip – use the shopping carts under the stairwell when arriving with groceries and bring everything up via elevator. Thanks for a wonderful stay!
Guest favorite
A sparkling blue pool is surrounded by lounge chairs and palm trees, with a shaded cabana featuring a roofed area. The Caribbean Sea stretches in the background under a clear blue sky, creating a serene atmosphere for relaxation.
Home in Patricks Island
4.93 out of 5 average rating, 27 reviews

Oceanfront condo renovated w/pool & boardwalk

SuRating, 5 stars4 weeks ago
We had a wonderful stay at Gill's. The accommodation and amenities matched the description perfectly. The quality of the crockery, glasses, cutlery etc. was lovely. So many little things included that made the trip easier- eg sun cream, mosquito spray , fins etc. Location is good, not far from the airport or shops as well as great sightseeing spots. Gill was very responsive and helpful. We will definitely be back !!!
Guest favorite
A view of a tranquil whirlpool surrounded by tropical palm trees and vibrant flowers. The scene is complemented by the clear blue ocean in the background, enhancing the serene landscape of the resort grounds.
Apartment in George Town
4.89 out of 5 average rating, 38 reviews

Regal Beach Club #411

DavidRating, 5 stars3 weeks ago
A very nice condo. Ceiling fans everywhere so that the AC did not have to be set very low. Comfortable king bed in the main bedroom. Fully equipped kitchen. 2 nice pools a short stroll away. Plenty of parking. Close enough to walk to Camana Bay and nice restaurants. The beach is narrow but at that end of 7 mile beach, all of it is like that from storms. There is enough room to sit in the sand and go in the ocean unlike some nearby places that have a rocky beach. We would be happy to stay there again.

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