Vacation rentals in Annie's Bay

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Top-rated vacation rentals in Annie's Bay

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Guest favorite

Home in Southampton

4.97 out of 5 average rating, 178 reviews

Sea Breeze Mews on the Little Sound

Cozy & compact, this delightful 1 bedroom/2 story waterfront hideaway affords a panoramic view of the Little & Great Sounds. On the water (walk across the lawn and jump in) with a large dock suitable for swimming, snorkeling & spectacular sunsets. "Sea Breeze Mews" is only a 10 minute walk to picturesque Church Bay beach & a short bus ride to all the magnificent South Shore Beaches. Restaurants and award winning Golf courses are only a few minutes away. Public transportation right outside gate.

Guest favorite

Rental unit in St.George's

4.95 out of 5 average rating, 112 reviews

The Windsor, your quaint and cozy getaway.

Nestled just off Turkey Hill, St. George’s, in the UNESCO World Heritage Site, you will find THE WINDSOR. The Windsor is a quaint and cozy vacation rental unit that is within walking distance to the town center, grocery store, restaurants and shops. It is a short walk to public transportation and beaches. The Windsor, which has been tastefully furnished, is non-smoking, comfortable and cozy and can sleep up to 3 persons. This Airbnb is part of Richard Allen AME Church. Be you and enjoy!

Guest favorite

Rental unit in Saint George's

4.97 out of 5 average rating, 104 reviews

Tobacco Bay beachfront Traditional apartment

If you love the beach ,sunsets ,casual walks, fishing , the Beach front apt is for you. the apt is a large lower fully equipped apt . with a beach natacal decor there is also a large upper yard with a picnic table and barbecue there is also a Snow cone stand at the upper yard which is open in the peak season the beach front apt is located at the Entrance of Tobacco Bay Beach with in the historic Town of St Georges walking distance to forts ,beaches ,St Regis 5 forts golf course.

Guest favorite

Rental unit in Ferry Reach

4.98 out of 5 average rating, 168 reviews

"By Faith" Vacation Rental Unit

You’ll love our place because of the coziness. It’s a non-smoking studio unit that is suited for two persons or solo travelers. It is about a 6 minute walk to the bus stop and located about 10 minutes by bus from the UNESCO World Heritage Site, a grocery store and restaurants in St. George's town! We are less than 15 minutes by vehicle to beaches in St. George's! It's a 5 minute walk to (BIOS) Bermuda Institute for Ocean Sciences. We are about a 45 minute bus ride to Hamilton

Guest favorite

Place to stay in St. David's Island

4.99 out of 5 average rating, 186 reviews

Pepper Tree Cottage one bedroom.

This charming newly renovated, one bedroom in Pepper Tree Cottage, is literally a stones throw from beautiful Dolly’s Bay. Your private garden area is the perfect place to enjoy the gorgeous views of the bobbing boats or a paddle in the kayak. The very quaint old town of St. George's where you will find local hangouts and some lovely restaurants, only a 15 minute bus, car or bike ride away. Please note that since Covid, breakfast is no longer available.

Guest favorite

Rental unit in Hamilton Parish

4.97 out of 5 average rating, 143 reviews

"Del-Lita"

This apartment is fully furnished and has a 'Queen' size bed + a 'Foldaway' cot + an Air Bed suitable for an extra person. It is located 2/3 miles from the Airport. Has its own private porch in a garden setting. Nearby is the Crystal Caves, Blue Hole Park, The Swizzle Inn, The Grotto Bay Hotel, The Railway /Walking trail, The Ice Cream Parlor, A Cycle Livery, Nearby convenience store and several Scenic Bus routes to the City of Hamilton and popular Beaches.

Guest favorite

Guest suite in Hamilton

4.96 out of 5 average rating, 315 reviews

Little Arches Studio close to town

The unit is a self-contained studio apartment within my house. It consists of a bedroom and en-suite bathroom and has its own entrance via french doors onto the patio and garden. It has a fridge, microwave and Keurig coffee machine. It is air-conditioned, has WIFI and cable TV. Hamilton is only a five minute walk with shops and restaurants, bus station and ferry terminal. The central location makes it a convenient place from which to explore Bermuda.

Guest favorite

Home in Bermuda

4.99 out of 5 average rating, 256 reviews

Contemporary Oceanfront Apartment with shared pool

A contemporary oceanfront apartment located at the end of a quiet lane on the south shore between Whale Bay and Church Bay. Ideal for those looking to relax, with great ocean views from every room We also have a 3 Bed Contemporary Oceanfront Villa with private horizon pool approximately a mile down the road perfect for larger groups and family gatherings! Can be booked together for groups up to 8! https://www.airbnb.com/rooms/23767162

Guest favorite

Rental unit in St.George's

4.85 out of 5 average rating, 104 reviews

Domiche's Apt - Water Front Paradise

Fully renovated lower-level, water-front apt with stainless steel appliances, all household amenities & out door shower to rinse off after a swim. 12-15 minute drive from airport. Walking distance to small market/liquor store/gas stn & walking distance to Clearwater Beach & Cooper's Island Nature Reserve. Use of BBQ, paddle-board, kayak and other amenities (snorkeling fins/water toys, etc)... are complimentary.

Guest favorite

Rental unit in Pembroke Parish

5 out of 5 average rating, 234 reviews

Paradise Awaits on the water’s edge, walk to town!

Welcome to your piece of Paradise, where you can wine and dine under the stars in your private garden with 180 degree unobstructed water views. Snorkel on your private reef directly in front of your apartment. Hamilton is just a 15 - 20 minute stroll away, or a 5 minute bus or cab ride. A convenience store is only a 2 minute walk. You have a full bathroom, fully equipped kitchen, and a king size bed.

Guest favorite

Rental unit in St. George's

4.94 out of 5 average rating, 166 reviews

Pictures Don’t Do This Chic Boutique Apt. Justice

Revitalize all 5 of your senses immediately upon arrival at your #NearEscape - a beautiful, modern and well appointed holiday rental. The best part - this apartment is a hop, skip and jump from the East Coast, making it ideal for a quick getaway. Inside of 2 hours from an NYC departure, you can be at your Near Escape with airport arrival pick up included with your booking.

Guest favorite

Rental unit in St.George's

4.97 out of 5 average rating, 118 reviews

Charming Apartment with Spectacular Views

Our 2 bedroom apartment enjoys spectacular views over the harbour in the historic town of St. Georges. Public transportation (Bus and Ferry), good shopping, restaurants, the waterfront, museums, churches, segway tours, beautiful beaches (Tobacco Bay, Cooper's Island, Fort St. Catherine’s Beach), pubs, and cafes are all located within walking distance of the property.