Vacation rentals in Cross Bay

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Top-rated vacation rentals in Cross Bay

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Guest favorite

Home in Southampton

4.96 out of 5 average rating, 155 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 5 – 12

$181 per night

Guest favorite

Guesthouse in Southampton Parish

4.95 out of 5 average rating, 21 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.

Aug 6 – 13

$293 per night

Superhost

Apartment in Southampton

4.92 out of 5 average rating, 150 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.

Dec 30 – Jan 6

$154 per night

Guest favorite

Apartment in Southampton

5.0 out of 5 average rating, 43 reviews

More for Le$$ - Studio - Spectacular Views & Pool

Relax and enjoy 'Ripple Waters' newest listing (began July 2022). You'll be pleasantly surprised at what awaits you! This unique and tranquil 'more for le$$' getaway offers a peaceful, relaxing and rejuvenating experience for couples! Wade in the 20' by 40' glistening pool or sunbathe on the semi-panoramic, upper patio deck. Listen to the melodious, chirping birds as you read a book or gaze at the beautiful views of South Shore. Sit back, relax and enjoy! NO PARTIES OR GATHERINGS ALLOWED.

Jul 18 – 25

$158 per night

Guest favorite

Guesthouse in Sandys

4.99 out of 5 average rating, 165 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 !

Nov 18 – 25

$259 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.

Jul 10 – 17

$315 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.

Sep 18 – 25

$104 per night

Guest favorite

Guest suite in Southampton

4.95 out of 5 average rating, 346 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 22 – Mar 1

$180 per night

Guest favorite

Cottage in paget

4.91 out of 5 average rating, 271 reviews

Beach cottage: 3 min. walk to Elbow beach

It is literally a 3 minute walk to the Elbow Beach! Perfect for the honeymooner and traveller wanting privacy but centrally located in Paget, with all the local amenities to hand, the stand alone cottage has a fully kitted out kitchen BBQ ac wifi outdoor dining and electric car charger included. Have a look at this video at the Pharrel Williams video Happy on YouTube for a taste of Bermuda; Washer dryer available for guests of more than 7 days

Jan 8 – 15

$165 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

$195 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

Feb 18 – 25

$495 per night

Guest favorite

Apartment in Pembroke

4.95 out of 5 average rating, 134 reviews

Chequers - ocean views at the edge of Hamilton.

Chequers Upper Ocean unit offers a comfortable room with glimpses of the North Shore and the combination of a garden and pool setting on the edge of Hamilton City. The pool is shared with 2 guest units and the owners who live in the main house. The entrance to Chequers Upper is seperate, to the side of the main house. Come and stay where the tree frogs sing you to sleep and the birds serenade you awake.

Aug 19 – 26

$128 per night