Vacation rentals in Crawl Island

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Top-rated vacation rentals in Crawl Island

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

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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.

Mar 28 – Apr 4

R5,332 ZAR per night

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.

Nov 10 – 17

R3,632 ZAR per night

Guest favorite

Apartment in Boaz Island

4.86 out of 5 average rating, 59 reviews

Upnor House North - 1 Bedroom Boaz Isle Apartment

My place is a simple, casual apartment w/ lovely high ceilings & eclectic island decor. The apartment is a renovated portion of a century-old British officer's residence built as a part of the Royal Naval Dockyard ecosystem. It is close to the main road and to bus stops going east and west, Watford Bridge Ferry, and minutes from The Royal Naval Dockyard. WIFI 250MB Upnor House North is good for couples and solo adventurers. It is about 50 minutes by the Number 7 or 8 bus to the City of Hamilton.

Aug 27 – Sep 3

R2,309 ZAR 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 !

Sep 6 – 13

R5,630 ZAR per night

Guest favorite

Apartment in Sandys

4.98 out of 5 average rating, 64 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.

Dec 14 – 21

R4,074 ZAR 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.

Dec 4 – 11

R2,077 ZAR per night

Guest favorite

Apartment in Pembroke

4.96 out of 5 average rating, 28 reviews

Royal Views

Enjoy easy access to everything from this perfectly located studio. Offering, lovely over land and water views in a peaceful neighborhood. Bus stops are at entrance, Admiralty House beach is across the street, and Pontoon’s beach is a short 15 min walk. A 5 min drive will have you at Hamilton Princess Hotel and in the heart of the City of Hamilton in 7 mins. There’s a comfortable queen bed and guest are NOT permitted to smoke or vape! Come, relax & enjoy!

Sep 15 – 22

R2,727 ZAR 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.

Dec 14 – 21

R2,273 ZAR 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!

Mar 4 – 11

R3,930 ZAR per night

Guest favorite

Home in Sandys

4.98 out of 5 average rating, 135 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

R3,211 ZAR 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 9 – 16

R10,751 ZAR per night

Guest favorite

Apartment in Pembroke

4.95 out of 5 average rating, 132 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.

Mar 13 – 20

R2,802 ZAR per night