Vacation rentals in Cross Bay

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Top-rated vacation rentals in Cross Bay

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

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Top guest favourite
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
5 out of 5 average rating, 201 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 favourite
Guesthouse in Southampton Parish
4.97 out of 5 average rating, 92 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.

Top guest favourite
Apartment in Southampton
5 out of 5 average rating, 26 reviews

'Ripple Waters' More 4 Les$ Studio B!

HAPPY BOOKING! Enjoy this cozy and vibrant 'more for le$$' studio. It may be small, BUT it mostly has it all! This unit is stocked with most of your essential needs! Relax in the refreshing 20'x40', salt water pool (shared) after a long day of exploring the island. Directly above the studio, on the upper patio deck, there's a separate BBQ grill, loungers & dining area for studio guests. Chill whilst basking in the sun or watching the beautiful sunset! Your suntan will look fantastic!

Top guest favourite
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
4.98 out of 5 average rating, 245 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.

Top guest favourite
Apartment in Southampton
4.98 out of 5 average rating, 198 reviews

Panatola Studio 2 - Amazing View, 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 favourite
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
4.9 out of 5 average rating, 229 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! .

Top guest favourite
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, 187 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, BBQ Updated bathroom, walk-in shower. TV, washer/dryer, ceiling fans, dedicated Wi-Fi The only thing you’ll share? The gorgeous pool.

Top guest favourite
A cozy sleeping area is presented, featuring a spacious bed adorned with a white quilt. Two bedside lamps with turquoise bases illuminate the space. Above the bed, a triptych of a beach scene with the words 'I LOVE YOU' is displayed. A vibrant green throw is draped across the foot of the bed.
Apartment in Southampton
4.95 out of 5 average rating, 40 reviews

AMOUR Lighthouse Views & Island Charm Meet

At AMOUR AMOUR AMOUR, hospitality is about creating warm, lasting memories. Inspired by island life and a lifelong love of welcoming others, this peaceful hilltop retreat offers comfort, beauty, and care in every detail. Enjoy views of Gibb's Hill Lighthouse, the south shore, and Great Sound, with easy access to Horseshoe Bay Beach and nearby dining rooms. Feel the warmth of Bermudian hospitality from, Claudette, every stay is designed to feel like home. FOLLOW YOUR PASSION… “AMOUR” ❤️

Top guest favourite
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, 158 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 favourite
Cottage in Pembroke
5 out of 5 average rating, 104 reviews

Palmberry Oceanfront Cottage

Take it easy at this unique and tranquil getaway. Find yourself waking up to a view of the ocean and taking a morning swim from your private dock. The cottage offers cosy accommodation with indoor and outdoor seating areas right on the water. Palmberry is located in the beautiful neighbourhood of Fairylands. It is the ideal location for a fantastic stay in Bermuda and is in close proximity to the city of Hamilton. We look forward to welcoming you for a memorable stay.

Guest favourite
Apartment in Warwick
4.9 out of 5 average rating, 203 reviews

Private apt walk to Bermuda's Best Beaches

Private studio in a quiet residential neighbourhood across from the entrance to Warwick Long Bay Beach. Full kitchen, private patio, and garden. Walking distance to South Shore beaches, dunes, and trails, including Horseshoe Bay. Note: Bermuda is hilly. All South Shore beaches are accessed via steep hills, and there is a steep hill in and out of the neighbourhood. Not an easy walk to a grocery store. Ideal for guests comfortable with hills and a quiet setting.

Top guest favourite
Guesthouse in Southampton
5 out of 5 average rating, 25 reviews

Seaside | Snorkel, Paddle Boards, Fire Pit + BBQ

Escape to this stunning oceanfront retreat, where serenity meets sophistication. With private beach access, upscale interiors, and a fully equipped kitchen, you’ll enjoy every modern comfort. Fast WiFi keeps you connected, while kayaks and paddle boards invite adventure on the water. Unwind by the cozy fire pit after a day of sun and sea. Ideal for couples or solo travellers craving a peaceful, elegant coastal escape, your private slice of paradise awaits.

Popular amenities for Cross Bay vacation rentals

  1. Airbnb
  2. Bermuda
  3. Cross Bay