Holiday Rentals in Bailey's Bay

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Holiday Rentals in Bailey's Bay

Paradise at Limehouse

9.6 out of 10, Exceptional, (36)
"The room clean and comfortable."
The price is €182
includes taxes & fees
21 Jul - 22 Jul
Paradise at Limehouse

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (174)
"-Great views of the water -The owner gave us a ride when we couldn’t get a cab -Nice relaxing place"
The price is €322
includes taxes & fees
26 Jul - 27 Jul
Rosemont Guest Suites

Seven Arches

3.0 star property
9.6 out of 10, Exceptional, (43)
"We loved this property! Clean, tranquil, great neighborhood within walking distance of pharmacy, convenience store, and bus stop. Would recommend and stay again!"
Seven Arches

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

9.8 out of 10, Exceptional, (157)
"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 ....

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.........

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

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!

LOCATION! LOCATION! on Bermuda's famous Gold Coast of Beaches - ONLY 200 Daily

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 - ONLY 200 Daily

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

9.8 out of 10, Exceptional, (124)
"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)
"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!

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

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

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

9.2 out of 10, Wonderful, (9)
"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

Petite & Peaceful Studio by the Beach

2.0 star property
10.0 out of 10, Exceptional, (1)
"We cannot wait to return. We didn’t even wanna go to the wedding that we were there for because we enjoyed our host. The recommendations are host gave us the beach probably the only negative thing we could say is we didn’t understand the coffee pot and would like to have more coffee whenever we wake up because we drink a lot of coffee at the beach, but other than that, this is the only place that we will stay every single time we return and we hope that the host will keep our numbers in their...
Petite & Peaceful Studio by the Beach

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!

[A]MOUR AMOUR HEART OF HOSPITALITY!

9.8 out of 10, Exceptional, (36)
"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!

[A]MOUR AMOUR AMOUR The Heart of Hospitality

10.0 out of 10, Exceptional, (12)
"I would recommend this AMOUR. Great service! Claudette is the best Host 😊. AMOUR has everything "
[A]MOUR AMOUR AMOUR The Heart of Hospitality

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

Sound Winds 5 bedroom waterfront estate w tennis court

9.6 out of 10, Exceptional, (10)
"The property was beautiful! We spent our mornings on the large veranda enjoying the gorgeous view of Harrington Sound. The house is a bit tired, but you can not beat the location and the privacy. The house was large and accommodated our party of 8 easily. Location was central and easy to get to both St. George and Hamilton by bus, with the stop right at the end of the drive. We even were able to walk to John Smith Beach. The information packet included detailed information about the house,...
Sound Winds 5 bedroom waterfront estate w tennis court

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

10.0 out of 10, Exceptional, (72)
"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!
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 holiday rentals in Bailey's Bay?

Yes, there are holiday rentals close to the most popular sights in Bailey's Bay, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Bailey's Bay has to offer?

3 bedroom home with pool: This holiday home rental outside of Bailey's Bay is located next to a golf course, and has a balcony, a garden and a BBQ 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 that 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 wider area, you’ll find Bermuda Perfumery and Crystal Caves.

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

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bailey's Bay. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.