Bailey's Bay, Hamilton Parish holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Bailey's Bay to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find the best place to stay - Bailey's Bay

Ariel View of Tobacco Bay and our Beach House.
(Dark Blue House)

Modern Beach House @ Tobacco Bay + Twizzy Charger

Sleeps 5 · 2 bedrooms · 2 bathrooms

Leamington Caves is a stunning, private retreat for families and friends

Extraordinary Bermuda retreat w/private caves, panoramic pool and viewing deck.

Sleeps 16 · 8 bedrooms · 6+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The beachside setting of Bailey's Bay is ready to explore

Enjoy the museums and other features of Bailey's Bay. This romantic city is known for its beaches, restaurants and sporting events. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Bailey's Bay

Are you hoping to find attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Bailey's Bay a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

Tucker's Point Golf Club (1.5 mi / 2.5 km)
Bermuda Aquarium Museum and Zoo (BAMZ) (1.9 mi / 3.1 km)
Mid Ocean Golf Club (2 mi / 3.3 km)
Fairmont Southampton Golf Club (9 mi / 14.4 km)
Port Royal Golf Course (10.7 mi / 17.2 km)
St. George Golf Course (3.7 mi / 5.9 km)

Exploring the natural landscape of Bailey's Bay

Whether you're looking for adventure or just want to spend some time taking in the scenery, Bailey's Bay is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Crystal Caves (0.4 mi / 0.7 km)
Blue Hole Park (0.7 mi / 1 km)
Windsor Beach (2.6 mi / 4.1 km)
Frick's Beach (2.8 mi / 4.4 km)
Clearwater Beach (3.7 mi / 6 km)
Cooper's Island (3.8 mi / 6.1 km)

Transport to and around Bailey's Bay

Book a flight to St. George's (BDA-L.F. Wade Intl.), the closest airport, located 1.5 mi (2.4 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Baileys Bay?

The average price for a holiday home in Baileys Bay can vary based on factors like length of stay, property type and season. Whether you're in search of a sprawling villa with a pool or an apartment for you and your other half, just add your travel dates to see stays with fantastic value.

How much does it cost to rent a beach house in Baileys Bay?

Prices for beach houses in Baileys Bay may vary depending on the style and size of the property and time of year you're travelling. All you have to do is enter your travel dates into Stayz and the number of guests to see available options and prices. From there you can use our filter tool to tailor your search by ratings, amenities, nearby activities and more.

What are the top attractions for families in Baileys Bay?

There are tons of exciting things to do and see with the family in Baileys Bay, such as:

Bermuda Aquarium Museum and Zoo
Crystal Caves
Blue Hole Park

How old do you have to be to rent a holiday home in Baileys Bay?

The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Stayz, so check the rules of your preferred Baileys Bay holiday home before booking your stay.

How long can I rent a holiday home in Baileys Bay for?

The amount of time you can rent a Baileys Bay holiday home for varies depending on the property. Simply enter your dates of travel to see available options that offer long-term stays. They come with everything you need to make your extended getaway more enjoyable such as kitchens and backyards. Some Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.