Vacation rentals in Cross Bay

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Top-rated vacation rentals in Cross 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.

Jan 5 – 12

G$59,221 GYD per night

Guest favorite

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.

Mar 8 – 15

G$43,748 GYD per night

Guest favorite

Guesthouse in Southampton Parish

4.95 out of 5 average rating, 22 reviews

Beachfront Hidden Gem

Studio by the Sea is located at the lower Western end of our property listing name Gemstones. Entry is through French doors which opens onto it's own private patio. Upon entry into the apartment the kitchen is fully equipped with a stove and refrigerator, microwave and a coffee machine. This very large open plan King size bedding area comfortably accommodate 2 guests only. This private and peaceful unit is tucked away in paradise. Only a walk away from the best beaches Bermuda has to offer.

Jan 31 – Feb 7

G$64,639 GYD per night

Superhost

Apartment in Southampton

4.92 out of 5 average rating, 151 reviews

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.

Apr 22 – 29

G$36,395 GYD per night

Guest favorite

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 !

Jan 27 – Feb 3

G$62,091 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.

Mar 28 – Apr 4

G$50,995 GYD per night

Guest favorite

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.

Apr 8 – 15

G$33,716 GYD per night

Guest favorite

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.

Nov 20 – 27

G$24,974 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!

Apr 2 – 9

G$43,177 GYD per night

Guest favorite

Home in Sandys

4.98 out of 5 average rating, 137 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.

Nov 22 – 29

G$35,278 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!

Sep 21 – 28

G$42,155 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 12 – 19

G$118,126 GYD per night