Bailey's Bay Vacation Rentals

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Vacation Rentals in Bailey's Bay

Paradise at Limehouse

9.6 out of 10, Exceptional, (32)
"Loved location. Comfortable "
The price is CA $182
CA $281 total
includes taxes & fees
Apr 16 - Apr 17
Paradise at Limehouse

Wyndham Water Views

9.8 out of 10, Exceptional, (6)
"I really enjoyed my stay at Wyndham Water Views. The location was ideal for exploring the island and it was very clean. I gave 4 stars because it had the bare minimum, for example there were no blankets and it was cold the nights I was there for. "
Wyndham Water Views

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (166)
"It was great for my birthday "
The price is CA $443
CA $525 total
includes taxes & fees
Apr 17 - Apr 18
Rosemont Guest Suites

Seven Arches

3.0 star property
9.6 out of 10, Exceptional, (39)
"We had a lovely 5 night stay here in March. We were in room 1. It was so clean and quiet, cozy yet there was ample room! The apartment is very cool—there’s a fun little upstairs nook (up a spiral staircase) and the most place has everything we needed. There’s a grocery store, pharmacy, and liquor store within 5 minutes. We rented a scooter and parked it on the property without any issue. The host was very responsive but also super thorough so I didn’t really need to reach out to them for...
Seven Arches

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

9.8 out of 10, Exceptional, (119)
"Property was great - great access - beautiful view."
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

10.0 out of 10, Exceptional, (37)
"We just spent five days at Ben's house in Somerset and had a magnificent time celebrating my mother's 85th birthday. We were a group of 12 of all ages coming from different countries and the house fit us perfectly with everyone having their own rooms and bathrooms. Comfortable bedding and towels for all. There were perfect gathering spaces (veranda, indoor dining, outdoor dining and living room) for every type of weather and activity and we had room to be together and also to read and relax on...
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!

9.8 out of 10, Exceptional, (84)
"We had a great time here! The apartment is very comfortable, has a lovely view and a great shower. We made good use of the kitchen, too. Jody was always friendly and responsive, and helped us set up rides to and from the airport. We had an excellent time and absolutely recommend this place!"
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!

Less than 5-Minute Walk to Popular Beaches, Restaurants, Golf, & More!

8.0 out of 10, Very good, (3)
"Great place to stay in bermuda walking distance to a great beach and excellent hosts"
The price is CA $139
CA $198 total
includes taxes & fees
Apr 29 - Apr 30
Less than 5-Minute Walk to Popular Beaches, Restaurants, Golf, & More!

Welcome To Paradise 'AAA' - Private Romantic Getaway!

10.0 out of 10, Exceptional, (103)
"Quite small but perfect for the two of us. Small balcony overlooking the local bay. Bus station 30 yards away, extremely convenient. Host was wonderful."
Welcome To Paradise 'AAA' - Private Romantic Getaway!

[A]MOUR AMOUR AMOUR The Heart of Hospitality

10.0 out of 10, Exceptional, (9)
"I would recommend this AMOUR. Great service! Claudette is the best Host 😊. AMOUR has everything "
[A]MOUR AMOUR AMOUR The Heart of Hospitality

3 bedroom home with pool

10.0 out of 10, Exceptional, (4)
"Charming family home kept extremely clean with fantastic kitchen & utensils. Very comfortable beds, great AC, large rooms with fabulous storage. Lovely host / family."
3 bedroom home with pool

Charming , Comfortable Cottage Near Amenities

10.0 out of 10, Exceptional, (85)
"We wanted a reasonably priced cottage with outdoor space. Coral Point is not on the water but you can enjoy the private dock and kayaks just across the street on Jews Bay. It's a beautiful place to watch the sunset."
Charming , Comfortable Cottage Near Amenities

[A]MOUR AMOUR HEART OF HOSPITALITY!

9.8 out of 10, Exceptional, (30)
"We stayed for 8 nights as 2 adults and 2 young kids. Hostess was friendly and available on property for questions and assistance. Easy walk to bus #7, a restaurant and a convenience store. "
[A]MOUR AMOUR HEART OF HOSPITALITY!

Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

9.8 out of 10, Exceptional, (149)
"We had a WONDERFUL stay and can't wait to go back. It is such a beautiful spot and we were so happy to discover that the fishing (and swimming) is excellent right from the rocks on the property. The hosts were wonderful and gave some great fishing tips as well!"
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath

9.6 out of 10, Exceptional, (7)
"Highly recommended experience. The property was just what I had hoped for. "
Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath

Locust Hall - Historic Farmhouse in Private Garden Setting

Locust Hall - Historic Farmhouse in Private Garden Setting

Spacious Beachfront and Private Resort living

9.8 out of 10, Exceptional, (122)
"We had a fabulous stay at Lorna's property! First trip to Bermuda and couldn't have asked for anything better. Beautiful view of ocean, easy beach access, bus stop at the "top a de hill", great location, excellent host! Accommodations were wonderful, comfortable bed, ocean view and sounds of nature....had everything we needed. Several restaurants within walking distance. Henry's pantry has the best chicken leg and egg roll, perfect to eat while watching whales from the deck house patio! Lorna...
Spacious Beachfront and Private Resort living

Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 5

9.8 out of 10, Exceptional, (12)
"Resturants all excellent! Expensive! Transportation with in the island was difficult. Hitch taxi service was almost a scam . The price for a specific trip was listed as $14-16 . When it came time to pay they added an Extra $8 fee. $24 for a 5minute drive . Just didn’t seem right "
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 5

Brand New, modern, light, delightful small apartment packed with luxuries

9.0 out of 10, Wonderful, (22)
"Nice, very clean. Provides everything you need. Great for physically fit people because there is a hill you have to walk down to the bus stop and back up when you come back. No problem for us but some would think it’s too much. Of course that’s not an issue if you’re renting scooters or taking a taxi everywhere. Highly recommend. "
Brand New, modern, light, delightful small apartment packed with luxuries

Pool House Studio In A Garden Setting + EV chargers

10.0 out of 10, Exceptional, (115)
"We really enjoyed our stay at the Pool House. The bed was extremely comfortable, the shower strong and the outside space particularly nice. Although the kitchen area is small with basic facilities the new plug in cooking ring is a game changer for preparing simple meals. It was really appreciated. A couple of slightly larger saucepans and a bread knife would be great too!Both Chris and Gail were very friendly and helpful and made us feel so comfortable. They offered advice on restaurants and...
Pool House Studio In A Garden Setting + EV chargers
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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Other types of properties in Bailey's Bay you may be interested in

Paradise at Limehouse

9.6 out of 10, Exceptional, (32)
"Loved location. Comfortable "
The price is CA $182
CA $281 total
includes taxes & fees
Apr 16 - Apr 17
Paradise at Limehouse

Wyndham Water Views

9.8 out of 10, Exceptional, (6)
"I really enjoyed my stay at Wyndham Water Views. The location was ideal for exploring the island and it was very clean. I gave 4 stars because it had the bare minimum, for example there were no blankets and it was cold the nights I was there for. "
Wyndham Water Views

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Hotel is well located. The beach shuttle is very convenient. Beach club amenities were very good. "
The price is CA $777
CA $951 total
includes taxes & fees
Apr 18 - Apr 19
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
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.

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.