Vacation rentals in Bailey's Bay

SOUTH SHORE GEM (Beach, Electric Car Charger)

Located above Church Bay on beautiful South Shore (15 miles of the most beautiful coastline) sits a Brand New, modern, delightful studio full of luxuries. Features A/C, king size TEMPURPEDIC bed, Queen size sofa-bed, 55" flat screen with HD Dish Network Satellite, WI-FI(200 Mbps fiber), KOHLER bubble-massage tub, full-size kitchen with VIKING stove and microwave, granite countertops, washer/dryer, private patio, dedicated Electric Car (Twizzy) Charge Point, Electric Fireplace, view of ocean.

Lovely Majestic Waterfront 1 BR Vacation Home

This unique vacation home has a style of its own with panoramic views from one end of the Island to the other all within walking distance to Hamilton and sandy beaches. The grounds of this spacious upper-level vacation home boasts a private dock inside a natural cave to swim, fish and snorkel. This distinctive home has two cozy rooftop balconies and Bermuda cedar throughout. There are plenty of outdoor spaces to enjoy; a BBQ and lounge, whilst watching cruise ships and Bermuda longtails.

Sunset Paradise Ocean view 1-Bedroom Holiday Home

Oceanview Lower 1 Bedroom Vacation Home, your vacation "Home Away From Home". This stylish vacation home provides all the necessary amenities: fully equipped stocked kitchen, Split system AC throughout, Free Local Calls, Free Fast Internet/WIFI 100mb. We offer much more for an amazing relaxing "Bermuda Vacation".  Just a few walking steps from Shelly Bay Beach, the Railway Trail with scenic oceanviews, easy access to Hamilton City. 7-10 min drive to Swizzle Inn or 20 minute walk.

Perfect location with Water Views

In the words of our guests, experiences in the unit have been described as 'Spectacular', 'Incredible', Amazing', 'Awesome', 'Excellent' and we have even had a 'Wow'. The unit is spacious wiith beautiful views as the ocean is in your front yard. Many reviews extoll the location of the unit as it is centrally located. Large families (up to 8) with children, couples, and business travelers have all enjoyed the unit. We have never had anyone complain about this unit.

Harbour views - just outside Hamilton

Great Views over Hamilton Harbour - a bright and funky newly decorated apartment. Walk into town in 5 mins and catch a bus or the ferry or go to one of the many Front Street bars and restaurants. King size loft bed and a pull out (twin) sofa bed. Newly renovated bathroom. Brand new kitchen with stove, sink, refrigerator, microwave and coffee maker. Loads of space outside to just chill out - Hot Tub, hammock - tables and chairs - or just watch Bermuda go by on the water.

'Ripple Waters' - More for Les$ 1 Bdrm Pool House

BOOK NOW! THE ONE BDRM POOL HOUSE (MORE SPACIOUS) HAS REPLACED THE STUDIO! Relax and enjoy 'Ripple Waters' home away from home. This unique and tranquil 'more for le$$' getaway offers a peaceful, relaxing and rejuvenating experience for couples! Wade in the 20' by 40' glistening pool or sunbathe on the semi-panoramic, upper patio deck. Listen to the melodious, chirping birds as you read a book or gaze at the beautiful views of South Shore. Sit back, relax and enjoy!

Breathtaking Private Beach with panoramic views

You have found the vacation property whose name says it all GEMSTONES, located in Southampton, Bermuda. Gemstones is a luxury villa on its very pwn private beach. Upon arrival as you approach the property all you can say is "WOW!". This three bedroom accommodation with a loft serving as a forth bedding area has an open plan design with a large balcony off the dining room. With another balcony off the king size master bedroom.

Townhouse Close To Beaches/Golf Perfect for Groups

The Village Outback :This attractive townhouse style property consists of 2 bedrooms which both contain full en suite bathrooms, it sleeps 6. The vacation home is good for family and group vacations. The property is located minutes away from a variety of wonderful restaurants, the closes golf course is 5 mins away and there is also the near by "railway trail" where you can walk for miles admiring the beautiful island scenery.

Paul's Oceanview Private Cozy Studio+ Twiz Charger

"Newly Renovated" Modern, very private, cozy, quaint, self-catering, self-check-in, fully furnished studio apartment with reverse cycle AC and everything you need for an amazing, relaxing Bermuda vacation! Guest accommodations located downstairs of a private Bermuda home. This tranquil apartment provides all the necessary amenities and more for your home away from home. Look at our pictures! We Speak Spanish!