Holiday houses in Annie's Bay

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Top-rated holiday rentals in Annie's Bay

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Guest favourite

Home in Southampton

4.96 out of 5 average rating, 158 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.

11 – 18 Feb

$2,458 AUD total

Guest favourite

Guesthouse in Sandys

4.99 out of 5 average rating, 167 reviews

No Matata Cottage

Welcome ! Come, relax and enjoy our lovely studio cottage, ideally located on the waterside of beautiful Westside road. The property has 140 ft of easily accessible waterfront, perfect for a swim and is also within a 2 minute walk to a secluded beach. The cottage is quiet, airy and is finished to a high standard, offering a very casual luxury. Transportation is easy and the amenities are many. This is a slice of old Bermuda charm, perfect for relaxing and taking in all that is Bermuda !

13 – 20 Aug

$3,822 AUD total

Guest favourite

Guesthouse in SMITHS

4.97 out of 5 average rating, 112 reviews

Pool house in a garden setting (+ Twizy charger)

The pool house has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighbourhood. Bus stop is a 3 minute walk, John Smith's Bay beach 5 and grocery store 12 minutes away. We also have a Labrador that roams the property. There's cable tv (includes HBO and Showtime) free wifi. Please see our other rental on the property "Las Brisas apartment with a pool" as an alternative (has a full stove) or if you are travelling with friends.

5 – 12 Mar

$1,624 AUD total

Guest favourite

Apartment in Ferry Reach

5.0 out of 5 average rating, 140 reviews

"By Faith" Vacation Rental Unit

You’ll love our place because of the coziness. It is 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. We are located about 10 minutes by bus from the UNESCO World Heritage Site, a grocery store and restaurants in the town of St. George's! For walkers you can get there on foot. 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.

6 – 13 Jan

$1,526 AUD total

Guest favourite

Apartment in Paget Parish

5.0 out of 5 average rating, 100 reviews

Centrally Located 2BED Apartment Close To Beaches

Located in a quiet residential neighborhood our cozy apartment is perfectly positioned between the capital of Hamilton and stunning South Shore beaches. It's a 25 minute taxi drive from the airport, 5 minute walk to a grocery store/bus stop and 15 minute walk to stunning Elbow Beach. The apartment features 2 bedrooms, 1 bath with tub/shower, full kitchen with new stainless appliances and washer/dryer. There are air conditioners in both bedrooms and living room for your comfort.

7 – 14 Dec

$1,926 AUD total

Guest favourite

Apartment in Devonshire

4.95 out of 5 average rating, 175 reviews

Spirit House Bermuda

We are a small spiritual community center in the middle of the island of Bermuda. Our cosy bedroom (which consists of a queen bed and two bunk beds, plus desk and love seat) will be solely yours unless you bring friends or family with you. It offers a comfortable retreat where you can choose to spend time on your own or join in and become part of the community if there is an event going on. You are also welcome to attend classes upstairs for a fee directly to the teachers.

14 – 21 Jan

$1,295 AUD total

Guest favourite

Place to stay in St. David's Island

4.99 out of 5 average rating, 167 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.

25 Mar – 1 Apr

$1,410 AUD total

Guest favourite

Apartment in Hamilton Parish

4.98 out of 5 average rating, 122 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.

3 – 10 Jan

$1,657 AUD total

Guest favourite

Home in Bermuda

4.99 out of 5 average rating, 233 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

14 – 21 Dec

$6,422 AUD total

Guest favourite

Apartment in Pembroke Parish

5.0 out of 5 average rating, 202 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.

11 – 18 Mar

$2,248 AUD total

Guest favourite

Apartment in St. George's

4.94 out of 5 average rating, 150 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.

6 – 13 Feb

$3,462 AUD total

Guest favourite

Home in Flatt's Village

4.95 out of 5 average rating, 286 reviews

Your Own Beautiful Bermuda Cottage

WE'RE OPEN! Dean Hall Nursery is your own charming and welcoming home away from home. Perfectly appointed, stocked full of complimentary extras and well-situated, discover for yourself why this open-plan cottage has consistently been the most highly recommended vacation rental in beautiful Bermuda!

26 Jan – 2 Feb

$2,151 AUD total