75+ Private Villas and Holiday Rentals in Bailey's Bay |
  1. Bermuda
  2. Hamilton Parish
  3. Bailey's Bay

Bailey's Bay Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Bailey's Bay

Discover more than 75 vacation rentals available in Bailey's Bay. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Bailey's Bay.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Bailey's Bay, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Bailey's Bay. On average, places to stay near Bailey's Bay offer 751.49 ft², with nightly prices averaging US $914.

With Casai, finding and comparing holiday rentals in Bailey's Bay is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Bailey's Bay

Type Count
Holiday Apartments 26
Vacation Homes 26
Cottages 9
Villas 7

Use these Quick Filters to Find a Holiday Rental in Bailey's Bay

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Bailey's Bay.

Weather in Bailey's Bay, BM

View the weather forecast for Bailey's Bay before booking your Bailey's Bay Vacation Rentals to confirm your best time to go.

December - February
High 73°F       Low 56°F
March - May
High 74°F       Low 56°F
June - August
High 85°F       Low 72°F
September - November
High 83°F       Low 67°F

Top Attractions Around Bailey's Bay, BM

Casai offers a large selection of top attractions around Bailey's Bay . Research things to do on your vacation before you visit Bailey's Bay.


Bermuda Perfumery
Abbot's Cliff Park
Horseshoe Bay
King's Wharf in Dockyard
Royal Naval Dockyard
Elbow Beach
Fairmont Southampton Golf Club
Warwick Long Bay
City Hall
Bermuda State House at St. George's
Tobacco Bay
Crystal Caves
Fort Hamilton
Clearwater Beach
Mid Ocean Golf Club
Shelly Bay
Bermuda Aquarium Museum and Zoo
Tucker's Point Golf Club
Bermuda Botanical Gardens
St. Catherine's Beach

Other Places to Stay in Bailey's Bay, BM


Bermuda Perfumery 81 Properties
Abbot's Cliff Park 74 Properties

Frequently Asked Questions About Bailey's Bay?

What are the top holiday rentals in Bailey's Bay?

With numerous options available in Bailey's Bay, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Bailey's Bay:

How many holiday rentals have private pools in Bailey's Bay?

Discover a selection of holiday rentals with private pools near Bailey's Bay with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Bailey's Bay are best for families?

If you're searching for a family-friendly holiday home in Bailey's Bay, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Bailey's Bay:

How many Casai.com holiday rentals are available in Bailey's Bay?

As of 2025, Casai boasts over 75 properties listed in the Bailey's Bay area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Bailey's Bay.


People Also Ask

There are 75 Bailey's Bay, BM Holiday Rentals

Recently Booked Holiday Rentals in Bailey's Bay