Bailey's Bay Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Bailey's Bay vacation rentals

An infinity pool

Shared Pools & Private Beaches! Room w/Garden View

Shared Pools & Private Beaches! Room w/Garden View
Sandys Parish
The price is ￥87,357
￥117,044 total
includes taxes & fees
May 17 - May 18
Shared Pools & Private Beaches! Room w/Garden View
Outdoor pool

Rosemont Guest Suites

Rosemont Guest Suites
3.5 star property
Pembroke Parish
8.6 out of 10, Excellent, (190 reviews)
"Clean room. Comfortable bed and a good location. Staff are friendly and helpful."
United States
Margaret
The price is ￥58,822
￥69,082 total
includes taxes & fees
Apr 26 - Apr 27
Rosemont Guest Suites
Interior

Cozy 2-bedroom apt in enchanting in Pembroke, minutes walk from the city with AC

Cozy 2-bedroom apt in enchanting in Pembroke, minutes walk from the city with AC
Pembroke Parish
The price is ￥47,366
￥69,912 total
includes taxes & fees
May 4 - May 5
Cozy 2-bedroom apt in enchanting in Pembroke, minutes walk from the city with AC
Property grounds

West End Gem | Homestead at Moresby House | Sleeps 9+

West End Gem | Homestead at Moresby House | Sleeps 9+
Sandys
10.0 out of 10, Exceptional, (1 review)
"Our expectations at the Moresby home in Homestead were exceeded. From the very first day upon our arrival our family was truly blown away at how beautiful the home was with incredible views from every window and door. The accommodations for a family of 9 were very comfortable and we felt there was plenty of space for all. Movie time on the big screen in the theater was a hit along with ping pong tournaments in the living space. We will definitely plan to return."
United States
VernonH
The price is ￥217,032
￥325,995 total
includes taxes & fees
May 14 - May 15
West End Gem | Homestead at Moresby House | Sleeps 9+
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bailey's Bay Hotel Reviews

The St. Regis Bermuda Resort

The St. Regis Bermuda Resort

6/10 Okay
"This resort offers breathtaking, direct oceanfront views and exceptional, friendly service that makes you feel truly welcomed. The dining options are fantastic, providing great food throughout the stay. However, the experience is severely hindered by extremely thin walls; the rooms are very noisy, making it difficult to relax or sleep peacefully. Overall, while the staff and scenery are top-notch, the inability to find peace and quiet in the rooms makes it difficult to fully relax. If you are a light sleeper, this may not be the peaceful getaway you are expecting."
Jewel 3-night trip
Posted 1 hour ago
The St. Regis Bermuda Resort

Find out more about Bailey's Bay

Search for holiday rentals in Bailey's Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Bailey's Bay using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Bailey's Bay?

Yes, you can find vacation rentals near top points of interest in Bailey's Bay, or you can select a more remote option if you're looking for relaxation. Bailey's Bay is known for its beaches and restaurants. Make sure you have time to check out the sporting events and shopping during your trip.

What's the top vacation rental that Bailey's Bay has to offer?

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!: This vacation home rental outside of Bailey's Bay is located by the ocean and has a patio, a selection of games, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Bailey's Bay?

Explore the area and family-friendly sights such as Bermuda Aquarium Museum and Zoo (BAMZ), or get out into nature at a spot like Abbot's Cliff Park. In the larger area, you’ll find Bermuda Perfumery and Crystal Caves.

What’s a vacation rental in Bailey's Bay like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Bailey's Bay. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.