Bailey's Bay Vacation Rentals, Hamilton Parish: homes, house rentals & more

Scroll through and select from vacation rentals in Bailey's Bay to find one that's perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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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

Top rated rentals - Bailey's Bay

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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 vacation 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

Do you want to discover attractions to see while you're in town? Venture out of your vacation home and experience everything that makes Bailey's Bay a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

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 appreciate the scenery, Bailey's Bay is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

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)

Transportation to and around Bailey's Bay

Fly into L.F. Wade Intl. Airport (BDA), the closest airport, located 1.5 mi (2.4 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Baileys Bay?

The average price for a vacation rental 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 traveling. All you have to do is enter your travel dates into Vrbo 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 vacation rental in Baileys Bay?

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

How long can I rent a vacation rental in Baileys Bay for?

The amount of time you can rent a Baileys Bay vacation 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 Vrbo vacation properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.