Vacation rentals in Annie's Bay

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Top-rated vacation rentals in Annie's Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Sandys

4.99 out of 5 average rating, 139 reviews

Charming Beachfront chill spot

Welcome to our beautiful beachside studio, the Ledges. It’s located on over an acre of property in the rustic west of Bermuda. Take strolls on our country road to the local farm. The bus stop is steps away to take public transportation to Dockyard or to Hamilton. Or spend your days on the property at one of 2 private beaches. The Ledges studio is an architectural gem with exposed beamed ceilings, a cozy fireplace for chilly evenings, and a modern fully equipped kitchen. The studio has its own private, large upper deck for entertaining or relaxing where the sunsets are just stupendous!!! Airport pick-ups and island tours can be arranged through your host.

Jan 30 – Feb 6

$243 per night
Guest favorite

Home in Southampton

4.96 out of 5 average rating, 154 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.

Dec 1 – 8

$166 per night
Guest favorite

Apartment in Hamilton Parish

4.88 out of 5 average rating, 124 reviews

Great Relaxing Pool and Ocean View With Kayaks

Welcome to 'Neston'! Picture yourself on 2 acres of lush property nestled in a serene, tucked-away neighborhood. Immerse yourself in the breathtaking views of Harrington Sound, one of Bermuda's most enchanting inlets. Step into your private paradise with access to a dock – swim to secluded islands or paddle away on kayaks at your leisure. Savor the tranquility as you bask in the beauty of the crystal-clear azure waters. Wander along the longest, safest trail just 8 minutes away from your haven.

Oct 27 – Nov 3

$175 per night

Popular amenities for Annie's Bay vacation rentals

Other great vacation rentals in Annie's Bay

Guest favorite

Apartment in St.George's

4.96 out of 5 average rating, 103 reviews

Charming Apartment with Spectacular Views

Dec 28 – Jan 4

$218 per night
Guest favorite

Apartment in St.George's

4.83 out of 5 average rating, 81 reviews

Domiche's Apt - Water Front Paradise

Jan 30 – Feb 6

$116 per night
Guest favorite

Apartment in St.George's

4.98 out of 5 average rating, 45 reviews

Roxbury Studio - in St. George

Nov 5 – 12

$100 per night
Guest favorite

Apartment in St.George's

4.96 out of 5 average rating, 48 reviews

Hibiscus Suite

Nov 16 – 23

$86 per night
Guest favorite

Cottage in St.George's

5.0 out of 5 average rating, 35 reviews

Narrows Edge Cottage

Nov 18 – 25

$160 per night
Guest favorite

Apartment in St.George's

4.94 out of 5 average rating, 93 reviews

The Windsor, your quaint and cozy getaway.

Sep 25 – Oct 2

$114 per night
Guest favorite

Apartment in Hamilton

4.88 out of 5 average rating, 33 reviews

Newly Renovated Studio Apt. Full Kitchen and Bath

Feb 2 – 9

$107 per night
Guest favorite

Cottage in Smith's

4.97 out of 5 average rating, 73 reviews

Cow Polly: Oceanfront luxury with stunning views

Aug 19 – 26

$585 per night
Guest favorite

Cottage in St.George's

5.0 out of 5 average rating, 32 reviews

KC Retreat

Dec 14 – 21

$261 per night
Guest favorite

Apartment in Saint George's

4.96 out of 5 average rating, 83 reviews

Tobacco Bay beachfront Traditional apartment

Feb 8 – 15

$168 per night
Guest favorite

Home in Town of St. George

4.98 out of 5 average rating, 58 reviews

The Beach House at Tobacco Bay + Twizzy Charger

Dec 19 – 26

$250 per night
Superhost

Home in St.George's

4.97 out of 5 average rating, 29 reviews

Relaxing One Bedroom with Patio Ocean Views

Mar 7 – 14

$246 per night
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