Vacation rentals in Riddell's Bay

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Top-rated vacation rentals in Riddell's Bay

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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.

Feb 17 – 24

G$59,184 GYD per night

Guest favorite

Home in Southampton

4.96 out of 5 average rating, 156 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 2 – 9

G$39,880 GYD per night

Guest favorite

Guesthouse in Sandys

4.99 out of 5 average rating, 166 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 !

Dec 8 – 15

G$62,052 GYD per night

Guest favorite

Guesthouse in Warwick Parish

4.95 out of 5 average rating, 129 reviews

Sea Glass Cottage with Twizy/Yoyo charging station

Sea Glass Cottage is your own private, exclusive pool house on a 10 acre estate. Open plan living, dining, with a long bar, exposed beams, soaring ceilings and a separated bedroom with a queen sized bed all in a 1400 sf space with concrete floors, ceiling fans, brand new AC, W/D, TV, + dedicated internet. A fully stocked kitchen with a full sized refrigerator, tiled floors & bathroom with a new shower which sits below the lookout tower. The ONLY shared element is the pool itself.

Apr 12 – 19

G$54,022 GYD per night

Guest favorite

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.

Jan 10 – 17

G$22,806 GYD per night

Guest favorite

Place to stay in St. David's Island

4.99 out of 5 average rating, 166 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.

Mar 9 – 16

G$24,959 GYD per night

Guest favorite

Guest suite in Southampton

4.95 out of 5 average rating, 347 reviews

PANATOLA STUDIO- Breathtaking Views Close to Beach

Panatola Studio is your own charming home away form home. Consistently been the most highly recommended vacation rental in beautiful Bermuda! Located in a desirable neighbourhood of Southampton with a breathtaking view! Conveniently located within walking distance to Horseshoe Bay beach, the lighthouse, a golf course and wonderful restaurants. Fully furnished with all the amenities you need for a relaxing vacation. Mini Electric car charger available!

Feb 27 – Mar 6

G$43,150 GYD per night

Guest favorite

Home in Sandys

4.98 out of 5 average rating, 136 reviews

The Pool House

Take a step back in time for a refreshingly sophisticated island holiday at the Ledgelets Cottage Collective. The serene atmosphere instantly lulls you into a soothing, restful state of relaxation. Wake to the chirping birds, and fall asleep to the choral tree frogs. The refurbished cottage interiors and pool terrace have been created with a modern vintage, boho-luxe vibe. To us, nostalgia is a very cool thing. Welcome, Pool House cottage awaits.

Dec 5 – 12

G$35,256 GYD per night

Guest favorite

Apartment in Southampton

5.0 out of 5 average rating, 9 reviews

Beautiful Views of Heron Bay

Beautiful views of the Heron Bay. Relax and enjoy this serene sea environment with herons, ducks, fish, turtles, rays and other marine life to look at and enjoy. The most spectacular beaches of South Shore Bermuda are only a 10-15 minute walk away or a short distance on an electric scooter or other rental. Grocery store, restaurant, bakery and ice cream parlor are all within a couple minutes walk. There is a main bus line a minute walk away.

Dec 6 – 13

G$34,699 GYD per night

Guest favorite

Guest suite in Southampton

4.95 out of 5 average rating, 251 reviews

Peace and Tranquility in Bermuda!

Let the soothing sounds of flowing water of the lovely salt water pool and the gentle songs of tiny tree frogs provide the backdrop for your Bermuda escape. This tranquil studio apartment provides all the necessary amenities for a home away from home. It is the perfect place to chill or work remotely. You can really decompress here - leaving your worries and stresses far away! There is a relaxed, laid back vibe here that you will love!

Aug 23 – 30

G$46,886 GYD per night

Guest favorite

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

Dec 10 – 17

G$118,053 GYD per night

Guest favorite

Apartment in Pembroke Parish

5.0 out of 5 average rating, 200 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.

Nov 2 – 9

G$35,888 GYD per night