Bailey's Bay Vacation Rentals

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Oct 3 - Oct 5
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Oct 17 - Oct 19
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Dec 12 - Dec 14

Vacation Rentals in Bailey's Bay

Our top choices for Bailey's Bay vacation rentals

Rosemont Guest Suites
Outdoor pool

Rosemont Guest Suites

3.5 star property
8.6 out of 10, Excellent, (181)
"Great little quaint local property, clean, a quiet and walkable to Front street shops and restaurants. "
The price is ₩444,578
₩526,093 total
includes taxes & fees
Sep 19 - Sep 20
Rosemont Guest Suites
Seven Arches
Apartment | Dining room

Seven Arches

3.0 star property
9.4 out of 10, Exceptional, (49)
"Nice property "
Seven Arches
Windsong Guest Apartments
Property entrance

Windsong Guest Apartments

3.0 star property
8.8 out of 10, Excellent, (93)
"Place was really clean and big, Roslyn was very caring and helpful. Great place to stay!!!!"
Windsong Guest Apartments
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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Top Bailey's Bay Hotel Reviews

St George's Club Hotel

St George's Club Hotel

10/10 Excellent
"We stayed at the St.Georges Club 8/23/25-8/30/25 in the Harbor View Cottage #33. Perfect in everyway. Updated,comfortable furnishings, clean and amazing views. The kitchen with coffee maker, stove, microwave, blender, toaster and electric kettle was convenient. The sliders from the kitchen to outdoor patio was perfect for morning coffee or even dinner. The view from the upstairs bedroom balcony is simply beautiful. The pool was beautiful and most day we had it all to ourselves. If staying for a week a car rental is a must to explore the island as St Georges is on the quiet part of the Island. A few restaurants are Three Kings, excellent food and The Wharf, beautiful setting and great food, large menu. St Georges is a beautiful place to visit full of history and beauty. Many beachs to choose from, but definately check out Clearwater Beach on St. Davids Island only a ten minute drive. "
JANE 7-night trip
Posted 5 days ago
St George's Club Hotel

Find out more about Bailey's Bay

Find out more about Bailey's Bay

Search for Vacation rentals in Bailey's Bay on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Bailey's Bay using one of the methods below:

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Look no further and take a look at our great range of rental properties in Bailey's Bay!

Frequently asked questions

Can I find vacation rentals in Bailey's Bay?

Yes, you can find vacation rentals near top points of interest in Bailey's Bay, or you can select a more remote option if you're looking for relaxation. 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’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 larger area, you’ll find Bermuda Perfumery and Crystal Caves.

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

Vacation rentals are privately owned properties where you can stay for a long or short time in Bailey's Bay. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.