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Bailey's Bay Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Bailey's Bay vacation rentals

Pool

1. Rosemont Guest Suites

Rosemont Guest Suites
3.5 star property
Pembroke Parish
8.6 out of 10, Excellent, (205 reviews)
"Clean and spacious room. Good for price and good access to main shopping area/ city center. Wish we could’ve stayed longer!"
United States
RIO
The price is ￥56,682
￥66,568 total
includes taxes & fees
Oct 3 - Oct 4
Rosemont Guest Suites
Private kitchen

2. Charming 2-bedroom apartment with WiFi and AC in Devonshire

Charming 2-bedroom apartment with WiFi and AC in Devonshire
Devonshire
9.2 out of 10, Wonderful, (15 reviews)
"Liked our host and the property"
United States
Keith
The price is ￥33,026
￥66,925 total
includes taxes & fees
Oct 10 - Oct 11
Charming 2-bedroom apartment with WiFi and AC in Devonshire
Terrace/patio

3. Tranquil, Roomy Getaway - Close to City of Hamilton

Tranquil, Roomy Getaway - Close to City of Hamilton
Pembroke
10.0 out of 10, Exceptional, (13 reviews)
"Great location near Hamilton. Spacious, clean, well equipped efficiency with very comfortable bedrooms. Brian is a delightful host. Excellent value. Highly recommend."
United States
Joseph
The price is ￥65,284
￥102,938 total
includes taxes & fees
Sep 15 - Sep 16
Tranquil, Roomy Getaway - Close to City of Hamilton
Living area

4. Cozy 1-bedroom apartment in delightful Devonshire just a walk to the city.

Cozy 1-bedroom apartment in delightful Devonshire just a walk to the city.
Devonshire
The price is ￥30,722
￥62,519 total
includes taxes & fees
Sep 28 - Sep 29
Cozy 1-bedroom apartment in delightful Devonshire just a walk to the city.
Pool

5. Shared Pools & Private Beaches! Room w/Garden View

Shared Pools & Private Beaches! Room w/Garden View
Sandys Parish
The price is ￥92,012
￥124,774 total
includes taxes & fees
Oct 4 - Oct 5
Shared Pools & Private Beaches! Room w/Garden View
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

Rosedon Hotel

Rosedon Hotel

10/10 Excellent
"Rosemont Hotel is lovely. Staff are wonderful and good is great. A very relaxing smaller hotel in Bermuda."
Valerie 8-night trip
Posted 1 day ago
Rosedon Hotel

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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Look no further and take a look at our great range of rental properties in Bailey's Bay!

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 a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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 Crystal Caves and Blue Hole Park.

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.