Vacation rentals in Cross Bay

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Top-rated vacation rentals in Cross Bay

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Top guest favorite

The tranquil landscape features a vibrant turquoise lagoon framed by lush greenery. A large tree stands prominently in the foreground, while gentle coastal hills and a clear blue sky create a serene backdrop, inviting visitors to relax and enjoy the natural beauty.

Apartment in Sandys

4.99 out of 5 average rating, 180 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.

Top guest favorite

A vibrant green lawn stretches towards the water, framed by lush trees. A tall palm tree towers above, while the shoreline and ocean are visible in the background under a clear blue sky scattered with fluffy white clouds.

Home in Southampton

4.97 out of 5 average rating, 211 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

A spacious pool area is surrounded by tropical greenery, featuring loungers positioned around a clear blue pool. A shaded pavilion with a pointed roof provides a relaxing space. Views of distant homes and a bright sky enhance the outdoor setting.

Apartment in Southampton

4.98 out of 5 average rating, 171 reviews

Panatola Studio 2 - Pool and Close to Beach

"Panatola Studio 2-The Lookout” Private studio with spectacular vistas of the Great Sound and Jews Bay. An ideal holiday retreat located in a desirable neighbourhood of Southampton, within walking distance to Horseshoe Bay Beach, Lighthouse, Turtle Hill golf course, restaurants and the Fairmont Southampton Hotel. Mini Electric car charger available! If traveling with family or friends and looking for another accommodation nearby, there is also another studio below this one that takes 2 guests.

Guest favorite

A spacious studio layout features a king-size bed with an elegant headboard and soft gray bedding. A comfortable sofa is positioned adjacent to a dark wood nightstand. Art pieces and lamps provide ambient lighting, while windows allow natural light into the room.

Apartment in Southampton

4.91 out of 5 average rating, 203 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 Modern, delightful studio full of luxuries. Features A/C, king size TEMPURPEDIC bed, Queen sofa-bed, 55" TV, WI-FI(fiber), KOHLER bubble-massage tub, full kitchen, granite countertops, washer/dryer, private patio, EV Car Charge Point/Outlets, Electric Fireplace, partial ocean view and in the unlikely event of power loss - full solar/battery backup and full generator backup if all else fails! .

Guest favorite

A spacious outdoor patio area is highlighted, featuring a table with six chairs set under a blue umbrella. Nearby, potted plants add greenery against the light blue walls of the apartment. A white fence provides a sense of privacy, enhancing the tranquil outdoor setting.

Apartment in Warwick

4.93 out of 5 average rating, 107 reviews

Langata Lower a comfortable, spacious, retreat.

Langata Lower is a comfortable, spacious, clean, well maintained, newly refurnished, 2 bedroom, 2 bathroom, 2 living room apartment, with its own private entrance. This lovely accommodation is perfect for couples, families and business travelers. Wifi is available throughout the apartment. Baby sitting services available. Located on Spice Hill Close in Warwick, this places you just a short walk to the magnificent South shore beaches the closest being Warwick Long Bay and the Warwick coves.

Top guest favorite

An aerial view showcases the vibrant turquoise waters of Mangrove Bay, dotted with small islands and scattered boats. The coastline of Somerset Village is visible, with its white buildings contrasting against the azure sea and clear sky, creating a serene coastal landscape.

Apartment in Sandys

4.99 out of 5 average rating, 113 reviews

Modern studio w/beach, kayak & bicycles included

Salt Rock Studio is a historic, award winning property that has been tastefully renovated, filled with many modern features & amenities. An ideal retreat to explore, relax and unwind. Located in Somerset Village and overlooking the beautiful waters of Bermuda, you will enjoy beach access, a private outdoor courtyard and easy access to transportation and nature trails. Bicycles, kayaks, snorkel and beach gear are included! Complete with everything you need for a perfect Bermuda vacation.

Guest favorite

The pool area of Sea Glass Cottage features a sparkling blue pool surrounded by a spacious deck. A lookout tower is positioned nearby, with shaded seating areas under large umbrellas. Lush palm trees and greenery frame the scene against a bright blue sky.

Guesthouse in Warwick Parish

4.95 out of 5 average rating, 172 reviews

Sea Glass Cottage with EV charging station

Your own private pool house + tower on a lush 5-acre estate Sea Glass Cottage—ranked the #6 best Airbnb in Bermuda by Condé Nast, and the #1 spot that’s not right on the water Spacious 1,400 sq. ft. pool house: Open-plan living + dining with exposed beams, soaring ceilings, separate bedroom, with AC + comfy queen bed Well stocked kitchen with full-sized fridge Updated bathroom, walk-in shower. TV, washer/dryer, ceiling fans, dedicated Wi-Fi The only thing you’ll share? The gorgeous pool.

Guest favorite

An aerial view reveals a well-maintained cottage surrounded by lush tropical gardens. A private pool is centrally located, featuring inviting turquoise waters. Lounge chairs are positioned around the pool deck, providing a tranquil space for relaxation among the greenery.

Cottage in Warwick

4.89 out of 5 average rating, 174 reviews

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC and Boston and East Coast No children under 18 years old and those who cannot swim. You can now rent a TWIZY from currentvehicles !! TWIZY – a four wheeled, two seater, battery powered little car – contact them for details and to book. Drive all day – charge it overnight at Natalia!! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. I.E. No Car Parking.

Top guest favorite

A cozy seating area features a blue sectional sofa adorned with striped and text-patterned cushions. Above, framed artwork of a sea turtle is displayed, complemented by a light fixture and a round wall clock. A media console below holds books and decorative items.

Guesthouse in Southampton

4.99 out of 5 average rating, 142 reviews

The Pool House at 'Lemon Tart'

The Pool House at 'Lemon Tart' is the perfect escape in paradise! Set in a private garden near the sea and pink sand beaches, this delightful guest rental is in an excellent location to begin exploring beautiful Bermuda. https://www.gov.bm/coronavirus-travellers-visitors Tourism info, bus route (see # 7) https://www.gotobermuda.com Ask questions on ‘Bermuda Bound’ fb page Grocery delivery: www.dropit.bm Take-out App: Sargasso Public transport app: PinknBlue Taxi app: Hitch

Top guest favorite

A two-story house is surrounded by lush greenery, featuring a covered porch adorned with colorful prayer flags. The outdoor seating area invites relaxation, while tropical plants create a serene atmosphere. The structure’s light green exterior complements the natural setting.

Apartment in Devonshire

4.95 out of 5 average rating, 207 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.

Guest favorite

A welcoming entrance area features a covered patio surrounded by greenery and flowering plants. A wooden door with louvered shutters opens to the interior. A chair and a small table are present, along with a grill nearby. A dog stands on the tiled surface, adding a friendly touch.

Guest suite in Hamilton

4.96 out of 5 average rating, 345 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.

Top guest favorite

Two Adirondack chairs face the ocean, positioned on lush green grass. The vibrant blue water stretches into the horizon under a clear sky, creating a serene and inviting outdoor space.

Home in Bermuda

4.99 out of 5 average rating, 284 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