Guesthouse holiday rentals in Bermuda

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Bermuda

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the studio features a bright yellow facade, complemented by white balustrades. French doors open to a small patio area with two chairs and potted plants, while steps lead to a garden path. The house is surrounded by greenery.
Guesthouse in Southampton Parish
4.97 out of 5 average rating, 75 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.

Guest favourite
A pool area is featured with a clear blue water pool surrounded by a spacious patio. A charming pool house is visible with large glass doors, complemented by vibrant flowers and greenery. Sun loungers are set nearby, inviting relaxation in the tranquil outdoor space.
Guesthouse in SMITHS
4.97 out of 5 average rating, 136 reviews

Pool house in a garden setting (+ EV chargers)

The pool house has a queen bed and its own bathroom + shower. It is next to our house in a spacious yard in a quiet residential neighbourhood. Bus stop is a 3 minute walk, John Smith's Bay beach 5 minutes and grocery store 12 minutes away. We also have a Labrador that roams the property. There's cable tv (includes HBO and Showtime) free wifi. Please see our other rental on the property "Las Brisas apartment with a pool" as an alternative (has a full stove) or if you are travelling with friends.

Top Guest favourite
An inviting pool area features a refreshing water surface reflecting the sky, surrounded by palm trees. A subtle nautical design is visible on the pool's bottom. The expansive ocean stretches in the background, providing a serene coastal view.
Guesthouse in Sandys
5 out of 5 average rating, 13 reviews

Paradise

Welcome to Paradise, a stunning waterfront retreat on Bermuda’s pristine coastline. Enjoy breathtaking ocean views, luxurious comfort, and ultimate relaxation. This spacious unit features floor-to-ceiling windows, an open-concept living area, and a fully equipped kitchen. Outside, relax by the pool, enjoy meals on the deck, or explore the crystal-clear waters with complimentary paddle boards. Paradise offers easy access to Bermuda’s Railway Trail and amenities. Your dream vacation starts here!

Guest favourite
An outdoor pool area is highlighted by a sparkling blue pool surrounded by tiled flooring. Two lounge chairs with vibrant blue patterns are positioned beside the pool, complemented by potted plants. The area is shaded by an awning, creating a relaxed atmosphere.
Guesthouse in Paget
4.97 out of 5 average rating, 66 reviews

Hibiscus Cottage- Poolhouse

The pool house at Hibiscus Cottage is a cozy, self contained, studio type apartment with a small kitchenette. Our central location affords easy access to the ferry, buses, bike/car rentals the gas station and the grocery store. Five minutes to Hamilton by taxi, for shopping, restaurants etc...five minute taxi ride to Elbow Beach, fifteen to Horseshoe Bay, about the same to Flatts Village, and the Aquarium. Also convenient to both ends of the Island, reachable in approximately 30 -40 minutes.

Top Guest favourite
The aerial view showcases the cottage's scenic waterfront property, featuring landscaped gardens that gently slope toward the water. Lounge chairs are positioned on the grass, inviting relaxation, while the calm waters reflect the surrounding greenery and stone walls, enhancing the serene outdoor space.
Guesthouse in Sandys
4.99 out of 5 average rating, 192 reviews

Hakuna 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 !

Superhost
A bright bedroom features a spacious bed with decorative pillows and a tropical-patterned throw. Natural light fills the room through large windows framing water views. A wooden dresser and a dining table with blue glassware are also visible, creating an inviting space for relaxation.
Guesthouse in Smiths
5 out of 5 average rating, 23 reviews

Oleander Pool House

The pool house is a private place to stay, with beautiful views and a pool steps from your door. It offers an en-suite with a kitchenette, Wi-Fi, and a smart TV. The unit also has A/C, heating, and a fan. Pictures truly don't do it justice. Additionally, the property provides an EV charging port for various vehicles (please inquire for more details). The property is a 5-minute drive from the nearest beach (John Smiths Bay) and a 15-minute drive from the airport and the main town, Hamilton

Top Guest favourite
The exterior of a large, light blue residence is depicted, featuring multiple windows and a central entrance. A small patio with outdoor seating is visible in front of the house. Lush green grass surrounds the property, creating a bright, welcoming environment under a clear blue sky.
Guesthouse in Paget Parish
4.97 out of 5 average rating, 63 reviews

Centrally located New Large One Bedroom Apartment

Contemporary large one bedroom apartment, with large living/dining room, centrally located in beautiful Paget Parish. Quiet residential area with trees all-around. Close to Elbow Beach (15 minute walk away) and the Railway Trail (5 minute walk away) which is perfect for long walks. Main bus route conveniently located at the bottom of the driveway. Restaurants, grocery stores and pharmacy all located close-by. BBQ, Air-conditioning, Wifi, dedicated Twizi car power outlet and parking space.

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, 174 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.

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, 145 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

Guest favourite
Guesthouse in Southampton
5 out of 5 average rating, 5 reviews

1 Bed - Private Beach, Dock, Bbq, Firepit, Kayaks

Escape to this stunning luxury oceanfront retreat, where serenity meets sophistication. With private beach access, upscale designer 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.

Top Guest favourite
A spacious outdoor area features a private swimming pool surrounded by a tiled patio. An orange-colored wall and a white roof add brightness, while patio furniture is arranged under a sheltered area. Lush plants and views of the sky complement the tranquil setting.
Guesthouse in Somerset Village
4.99 out of 5 average rating, 124 reviews

“Long Bay” Studio Overlooking Bermuda

Nestled in the heart of Somerset Village, our contemporary studio offers breathtaking views of Long Bay from one of Bermuda's highest point. Wake up to serene ocean vistas and enjoy your morning coffee on the private balcony. The studio features a comfortable queen-sized bed, a fully equipped kitchenette, and modern bathroom facilities. Just a short walk away, explore scenic walks on the trail ways, restaurants and the pristine beaches Bermuda is renowned for.

Guest favourite
A bright bedroom is equipped with a spacious bed adorned with textured bedding. A ceiling fan offers air circulation. Natural light filters through sliding glass doors, leading to a private outdoor area. A small table with two chairs and a wall-mounted television are visible.
Guesthouse in Hamilton
4.94 out of 5 average rating, 49 reviews

A Quiet Oasis at Havannah Night

Relax and reconnect in this charming Bermuda studio. Escape the hustle and bustle at this peaceful studio retreat, just 4 minutes from the airport! Immerse yourself in the charm of Bermuda with a private haven featuring a spacious outdoor area, perfect for unwinding with a glass of wine. Explore the nearby beaches, caves, and restaurants, all within a walking distance. This cozy studio is ideal for those seeking a getaway. Book your peaceful escape today!

Popular amenities for Bermuda guesthouses