Vacation rentals in Crawl Island

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.

Family · Value · Parks

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.

Value · Location · Beach

2 Bedroom Escape, Walk to Beach - 5 Min to city

Welcome to La Casa Orchid, a beautifully appointed two-bedroom retreat where comfort, convenience, and Bermuda's natural beauty come together to create an unforgettable island experience. Just moments from your door lies Admiralty House Beach, Deep Bay Beach, and Pontoons Beach, which are some of Bermuda's most intimate destinations in Pembroke. Book your stay at La Casa Orchid and experience Bermuda the way it was meant to be enjoyed—comfortable, convenient, and unforgettable with the locals.

Location · Walkability · Getting around

BayView Serenity

Fully appointed one-bedrm apt conveniently located in close proximity to the pristine area of Spanish Point Park with its beautiful views of the Atlantic Ocean. Directly across from the Spanish Point Beach, better known as Pontoons. Short walk away from the Spanish Point Boat Club. Bus stop at your doorstep. Includes a full appointed kitchen, living, dining area, queen size bed and full bath. TV in livingrm and bedrm with full internet access. Beautiful lawn area and washer and dryer access.

Value · Location · Parks

Cozy Studio across from beach

This Cozy studio is located directly across from one of Bermudas most family friendly beaches. There is a large field with a walking track and an outdoor basketball court across the street, and bus stops are easily accessible. Eve's pond nature reserve is a two-minute walk away and you can get there along scenic walking trails. A mile away is Flatts Village which is home to restaurants, and the Bermuda Aquarium and Zoo. A mile in the opposite direction are restaurants and a large supermarket.

Value · Location · Quiet

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! .

Family · Value · Heating

NorthStar AirBnb - Island Breeze & Ocean Views

Welcome to Northstar - your ideal Bermuda escape. Enjoy a private beach just across the street and a short 2-minute walk to Admiralty House Beach and Park. You’re only 5 minutes from town by car or a scenic 15-minute walk, with a bus stop (pink pole) conveniently located right outside. The home is comfortable and fully equipped for a relaxing stay. Airport pickup and drop-off are available upon request—please inquire for pricing. Experience the best of island living and unwind in paradise.

Location · Family · Getting around

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.

Family · Value · Accuracy

Oceanfront "Dock of the Bay" Retreat

Escape to the stunning island of Bermuda and experience a truly tranquil getaway at our exquisite oceanfront property nestled in the picturesque Somerset, one of Bermuda's most charming and peaceful villages. Immerse yourself in the beauty of nature and the soothing rhythm of the waves at our Dock of the Bay Retreat – an idyllic haven where relaxation and rejuvenation become a way of life. Relax with the whole family at this hidden gem that promises a serene escape from the bustling world.

Value · Family · Condition

Sea View Contemporary Upper 3Bed - 7A

Upper apartment on the water's edge. Relax with the whole family at this peaceful place to stay.Self check in. Additional safety measures and deep clean professionally. All high touch areas sanitized. High speed wifi. Located in a private enclave with a dock and ocean swimming and snorkeling access. Dedicated Concierge. Spectacular views of Bermuda’s Great Sound clear turquoise waters. Rent mopeds, bikes or ride the ferry in Dockyard. Twizy (2 seater car) charger on site.

Family · Location · Comfort

Breezy Hideaway

Breezy Hideaway offers 2 queen bedrooms, 1 bath, a fully equipped kitchen, a futon for an extra guest, air conditioning in every room, and a washer/dryer. Recently renovated, everything is modern and fresh. Just a 3-min walk to a gorgeous beach and 1-min to a bus stop, it's perfectly located near restaurants in Dockyard and a grocery store less than a mile away. Ideal for business travelers, families, or couples, it’s your comfortable and convenient Bermuda retreat!

Location · Family · Walkability

Private Beachfront Estate

In the quiet west end of the island is idyllic Mangrove Bay, Somerset. At the end of a gated long private beach lined drive is a majestic waterfront Bermudian estate called Blue Flag, Circa 1750. Blue Flag is set on 1.5 Acres of private terraced tropical gardens and boasts over 500 feet of shoreline and multiple private beaches and docks. The exterior of the house has multiple shaded and unshaded porches on the upper and lower level for outdoor dining and lounging.

Location · Family · Outdoor spaces