Bailey's Bay Vacation Rentals

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Check prices for these dates

Tonight
Jun 28 - Jun 29
Tomorrow
Jun 29 - Jun 30
Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13

Vacation Rentals in Bailey's Bay

Paradise at Limehouse
Fridge, microwave, oven, stovetop

Paradise at Limehouse

9.6 out of 10, Exceptional, (35)
"It was good location not far from the airport and a great fish sandwich spot"
The price is ￥18,949
￥29,942 total
includes taxes & fees
Jun 29 - Jun 30
Paradise at Limehouse
Rosemont Guest Suites
Outdoor pool

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (173)
"-Great views of the water -The owner gave us a ride when we couldn’t get a cab -Nice relaxing place"
The price is ￥46,121
￥54,577 total
includes taxes & fees
Jul 6 - Jul 7
Rosemont Guest Suites
Seven Arches
Apartment | Dining room

Seven Arches

3.0 star property
9.6 out of 10, Exceptional, (42)
"Wonderful spot! Highly recommend "
Seven Arches
Windsong Guest Apartments
Property entrance

Windsong Guest Apartments

3.0 star property
8.8 out of 10, Excellent, (92)
"Properties great but away from the area I was having meetings. "
Windsong Guest Apartments
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Exterior

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

9.8 out of 10, Exceptional, (157)
"This was my husband and my second time at the rental and, once again, it did not disappoint! The location was beautiful, the amenities perfect, and the host extremely helpful and communicative. We can’t wait to come again! "
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
3 bedroom home with pool
Fridge, microwave, oven, stovetop

3 bedroom home with pool

10.0 out of 10, Exceptional, (5)
"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
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........
Interior

Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........

9.8 out of 10, Exceptional, (9)
"Highly recommend. The location was central so the commute to any destination wasn't long. Very very clean and neat. A comfortable and enjoyable stay"
Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
On the beach, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (37)
"Overall a very nice property. We like to be off the beaten track and it certainly was."
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
Property grounds

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

9.8 out of 10, Exceptional, (90)
"Convenient to Dockyard and bus, comfy bed, nice kitchen and bath. Host was great, arranged for airport pickup and even gave a lift out one night."
Private and Dreamy.....Balcony, Wine, Sunset, Upstairs with its own entrance!
LOCATION! LOCATION! on Bermuda's famous Gold Coast of Beaches and Restaurants
Property grounds

LOCATION! LOCATION! on Bermuda's famous Gold Coast of Beaches and Restaurants

10.0 out of 10, Exceptional, (141)
"⭐️💌TOP HOST & LOCATION⭐️💌Perfect 4 Couples Looking for Serenity & a Secure Sanctuary💌⭐️40+YEAR HOST Hospitality & Guidance if Needed💌⭐️PRIVATE ACCESS TO THE BEST SOUTH SHORE~CROSS BAY BEACH⭐️💌Full Amenities on Property w/Transportation Available⭐️💌KINDNESS MATTERS as this is what Host Wendell & his family are all about💓Lynn&Mark, June 2025"
LOCATION! LOCATION! on Bermuda's famous Gold Coast of Beaches and Restaurants
[A]MOUR AMOUR HEART OF HOSPITALITY!
Exterior

[A]MOUR AMOUR HEART OF HOSPITALITY!

10.0 out of 10, Exceptional, (35)
"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!
Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!
Interior

Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!

10.0 out of 10, Exceptional, (109)
"We loved our stay here. The place was very clean and conveniently located. The host even arranged pick up and drop-off to airport for us which that was super nice and convenient. Jody picked us up hes a great guy aho gave us good recommendations. We really enjoyed our stay. "
Welcome To Paradise 'AAA' - OCEANFRONT Private Romantic Getaway!
Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches
Terrace/patio

Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches

9.6 out of 10, Exceptional, (11)
"A pleasant stay, the unit is nice. Shower stall is a bit small, but quite comfortable over all."
Sunset Paradise Oceanview 1Bedroom Lower Holiday Home Near Beaches
Two Bedroom with Private Dock near Golf and Beach
Property grounds

Two Bedroom with Private Dock near Golf and Beach

10.0 out of 10, Exceptional, (33)
"We had an absolutely fantastic stay at Roselyn’s place! The home was even better than the pictures—clean, cozy, and beautifully decorated. The location was perfect, close to the whale bay and everything we needed was just a short walk/drive away."
Two Bedroom with Private Dock near Golf and Beach
Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
Property grounds

Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!

10.0 out of 10, Exceptional, (71)
"This was by far the best property we have ever stayed at while in Bermuda!"
Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 4
Pool

Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 4

9.4 out of 10, Exceptional, (8)
"The property is a bit dated. Bed was comfortable. Linens clean. Beach a few minute walk away. Good location for many activities "
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - APARTMENT 4
Pool House Studio In A Garden Setting + EV chargers
Outdoor pool

Pool House Studio In A Garden Setting + EV chargers

10.0 out of 10, Exceptional, (118)
"Hosts were very accommodating and proactively helpful. Location was quiet and located near lovely beach and a nature preserve. Bus stops down the hill and short walk to grocery store. We plan to return some time!"
Pool House Studio In A Garden Setting + EV chargers
Charming 1-bedroom apartment in Southampton Parish near Horseshoe Beach
Private kitchen

Charming 1-bedroom apartment in Southampton Parish near Horseshoe Beach

Charming 1-bedroom apartment in Southampton Parish near Horseshoe Beach
Blue Horizons Guest House - Studio # 11
Outdoor pool

Blue Horizons Guest House - Studio # 11

8.4 out of 10, Very Good, (5)
"It's a paradise."
Blue Horizons Guest House - Studio # 11
Spacious Beachfront and Private Resort living
Outdoor dining

Spacious Beachfront and Private Resort living

9.8 out of 10, Exceptional, (128)
"Lorna was a great host, very responsive with communications and provided transportation tips to/from airport. We basically had a private beach during our stay, easy walk to eat and other beaches, room nice and comfortable for our stay."
Spacious Beachfront and Private Resort living
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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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?

Two Bedroom with Private Dock near Golf and Beach: This vacation home rental outside of Bailey's Bay is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.