Holiday Rentals in Bailey's Bay

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
21 Feb - 22 Feb
Tomorrow
22 Feb - 23 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

Holiday Rentals in Bailey's Bay

Wyndham Water Views
Living area

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
Paradise at Limehouse
Fridge, microwave, oven, stovetop

Paradise at Limehouse

9.6 out of 10, Exceptional, (32)
"Loved location. Comfortable "
The price is €200
includes taxes & fees
7 Mar - 8 Mar
Paradise at Limehouse
Rosemont Guest Suites
Outdoor pool

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (163)
"Owner was absolutely wonderful. Checked us in right away even thought we were a bit early. It was pouring rain and he upgraded our room to try and make up for the poor weather--super thoughtful and kind. A few hundred meters from the hotel is a restaurant called Clarabells. It has wonderful pizza. Would stay here again and definitely recommend to others. "
The price is €309
includes taxes & fees
23 Feb - 24 Feb
Rosemont Guest Suites
Seven Arches
Apartment | Dining room

Seven Arches

3.0 star property
9.6 out of 10, Exceptional, (37)
"The place is VERY clean and the bed was comfortable. I stayed here for a quick work visit and it was exactly what I needed. This house is not in an area that has places to eat or entertainment but I did not need any of that for my stay. It was a great place and lower cost than others. I would recommend. "
Seven Arches
Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!
Interior

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!
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Aerial view

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

9.8 out of 10, Exceptional, (146)
"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 ....
All Month of February "VALENTINE SPECIAL of 100 Nightly" at Location! Location!
Beach nearby

All Month of February "VALENTINE SPECIAL of 100 Nightly" at Location! Location!

10.0 out of 10, Exceptional, (132)
"The stunning beauty of the property and the hospitality of Wendell is exactly as you've read in the other reviews. If you want to stay near the beautiful beaches on the South Shore you can't beat it. If you'd like to be within walking distance to shops, restaurants, and nightlife, Hamilton is probably more your speed."
All Month of February "VALENTINE SPECIAL of 100 Nightly" at Location! Location!
Spacious Beachfront and Private Resort living
On the beach, sun-loungers, beach towels

Spacious Beachfront and Private Resort living

9.8 out of 10, Exceptional, (119)
"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
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, (34)
"perfect for a family; lots of space, great, huge porch, easy walk to the beach. Lovely stay unless your idea of perfect is a Four Seasons. Wonderful property manager, lots of helpful information."
Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!
Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath
Terrace/patio

Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath

9.4 out of 10, Exceptional, (6)
"Fantastic holiday, fantastic island, fantastic accommodation, lovely host very very helpful , great people, all in all perfect."
Chateau Getaway 2 Bermy Style SLEEPS 2 1 Bed/Bath
Amazing Property Close To Beaches/Golf Course/Railway Trails
Beach nearby, sun-loungers, beach towels

Amazing Property Close To Beaches/Golf Course/Railway Trails

9.8 out of 10, Exceptional, (82)
"Overall we really enjoyed our stay. In terms of value for money the property was worth what we paid. In terms of location it's close to a bus stop (route 2 - goes to Hamilton where you can catch every other route) and it's walkable to the beach, although not totally straight forward especially after dark. We weren't able to hire a car as we were a party of 5 so we had to do a fair bit of walking to get to shop (10 min walk), beach etc. Not a problem for us but if you have an issue with that...
Amazing Property Close To Beaches/Golf Course/Railway Trails
Lovely private studio apartment in beautiful garden setting
Terrace/patio

Lovely private studio apartment in beautiful garden setting

9.8 out of 10, Exceptional, (16)
"What an awesome place. Very comfortable, clean and well maintained. No complaints at all. Nice location to catch bus, 2 block walk to beach and cliff jumping, and 20 minute walk to Hamilton. The property owners were fantastic. Communicative, helpful and friendly. So enjoyed our stay in Bermuda and so pleased with our accommodations. "
Lovely private studio apartment in beautiful garden setting
3 bedroom home with pool
Beach nearby

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
[A]MOUR AMOUR AMOUR The Heart of Hospitality
Beach towels

[A]MOUR AMOUR AMOUR The Heart of Hospitality

10.0 out of 10, Exceptional, (8)
"Ms. Claudette welcomed me as I arrived. She showed me all the amenities and gave instructions on how to use AC and TV. This was a most pleasant stay with outside partial views of the ocean on 2 sides. I would definitely stay here again."
[A]MOUR AMOUR AMOUR The Heart of Hospitality
Welcome To Paradise 'AAA' - Private Romantic Getaway!
Interior

Welcome To Paradise 'AAA' - Private Romantic Getaway!

10.0 out of 10, Exceptional, (101)
"I cannot say enough nice things about the great and friendly hospitality we experienced! Jody, he is the nicest man EVER and was so helpful in so many ways! Kenny, who he recommended to pick us up at the airport, made our 45 min. ride so enjoyable as he discussed a lot of the sights and scenery along the way. Very comfortable space, felt more at home with every passing day. Even had 2 bottles of wine waiting for me, to start my bday! Great location, gym and liquor store, across the street and...
Welcome To Paradise 'AAA' - Private Romantic Getaway!
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, (83)
"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!
Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches
3 bedrooms, iron/ironing board, travel cot, free WiFi

Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches

9.6 out of 10, Exceptional, (36)
"Great clean property, felt safe, good location to bus pick ups. About 15 min walk to a beach, but the bus system is easy to get you any of the amazing beaches. Few minute walk to the grocery store was also great, and the kitchen was great to help keep costs down. "
Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches
Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style
Property grounds

Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style

9.4 out of 10, Exceptional, (33)
"The beach house was in a fabulous location. Directly acoss the street from the beach and bus stop. The house was well equipped and very clean. Unfortunately we did not have very nice weather and were a little chilly. I would definitely stay there again"
Beach House Chateau West SLEEPS 5- 2 Bed 1Bath Bermy Style
Historic Belfield Beach Estate on Long Bay Beach-Close to Everything
On the beach, sun-loungers, beach towels

Historic Belfield Beach Estate on Long Bay Beach-Close to Everything

9.8 out of 10, Exceptional, (30)
"Loved the house. The guest house. The location. All the beach toys they have. You could hit a golf ball into the ocean from the yard. You walk through a little park that has a big playground for little kids on that beach the most crowded it was were eight people Down to none. Right down the street from a convenience store and the grocery store which is by the bus stop. It is far from the airport, but other than that the location is great not far from the ferry. Only one problem and that’s the...
Historic Belfield Beach Estate on Long Bay Beach-Close to Everything
#4 Laurel - Bermuda Cottage
Fridge, microwave, oven, stovetop

#4 Laurel - Bermuda Cottage

10.0 out of 10, Exceptional, (5)
"Every thing was at hand plenty of bathroom towels and also beach towels coffee and tea at the property on our arrival all and all a very enjoyable stay and we will be visiting again"
#4 Laurel - Bermuda Cottage
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.
Don't see what you're looking for?
See all available properties in Bailey's Bay
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Bailey's Bay you may be interested in

Wyndham Water Views
Living area

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
Paradise at Limehouse
Fridge, microwave, oven, stovetop

Paradise at Limehouse

9.6 out of 10, Exceptional, (32)
"Loved location. Comfortable "
The price is €200
includes taxes & fees
7 Mar - 8 Mar
Paradise at Limehouse
Grotto Bay Beach Resort
Couples treatment room(s), body treatments, aromatherapy

Grotto Bay Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Renovated common areas, safe and friendly, good bus transportation to and from airport, St George’s and Hamilton. Good local restaurants close to hotel. Great caves, good breakfast buffet, friendly and attentive staff in restaurants and concierge. Rooms are tired, beds are soft, pillows not too comfortable (but I’m picky on pillows!) and snorkelling isn’t great around the hotel. "
The price is €376
includes taxes & fees
23 Feb - 24 Feb
Grotto Bay Beach Resort
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 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?

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!: This holiday 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 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.