Holiday rentals in Southampton

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Top-rated holiday rentals in Southampton

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

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Top guest favourite
Guest house in Southampton Parish
4.97 out of 5 average rating, 91 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
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, 244 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
Flat in Southampton
4.98 out of 5 average rating, 197 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.
Flat in Southampton
4.9 out of 5 average rating, 228 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.
Guest house in Warwick Parish
4.95 out of 5 average rating, 185 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.

Guest favourite
Flat in Southampton
4.93 out of 5 average rating, 30 reviews

Shangri-la

This large studio apartment is located just 15 minutes from the City of Hamilton. It offers the perfect space for a couple or a small family. Including a queen-size bed and two sofa chairs that convert into twin beds, ideal for your little ones. Includes all the amenities of home. You will be very close to some of the best Bermuda beaches, walking trails, golf courses, restaurants, grocery stores and pharmacies. There is an EV charger on site and a bus stop at the bottom of the drive.

Guest favourite
An aerial view reveals a well-maintained cottage surrounded by lush tropical gardens. A private pool is centrally located, featuring inviting turquoise waters. Lounge chairs are positioned around the pool deck, providing a tranquil space for relaxation among the greenery.
Cottage in Warwick
4.9 out of 5 average rating, 182 reviews

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC, Boston, and the East Coast No children under 18 years old or those who cannot swim. You can now rent a TWIZY from currentvehicles !! TWIZY – a four-wheeled, two-seater, battery-powered little car – contact them for details and to book. Drive all day – charge it overnight at Natalia!! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. i.e., No Car Parking.

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.
Guest house in Southampton
4.99 out of 5 average rating, 157 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
A comfortable living area features a light-colored sofa adorned with patterned cushions. A matching armchair complements the seating arrangement. Natural light filters through red curtains, and a mirror reflects the space. The dining area is visible in the background, enhancing the open layout.
Apartment in Southampton
4.86 out of 5 average rating, 21 reviews

Apartment with dock to swim, close to beach/golf

Escape to Seaside Dreams, a charming 2-bedroom retreat where bedroom 2 converts from twin beds to a luxurious king-size. Nestled among lush gardens and fruit trees, this private oasis features a semi-private waterfront with dock access, allowing for tranquil days by the water. Enjoy a leisurely stroll to the beach, drive your e-car to the city, or take advantage of convenient public transportation. Experience the perfect blend of relaxation and island charm at this hidden gem.

Top guest favourite
Flat in southampton
5 out of 5 average rating, 11 reviews

400 Steps to Golf (Closest Stay to Golf)

Welcome to your home away from home in beautiful Bermuda. Just 400 steps from the world-famous PGA , Port Royal Golf Course & Club House , Fairway #10 and the adventure of one of Bermuda’s historic naval fort, this cozy and comfortable retreat is the perfect getaway for golfers and travelers alike. Whether you’re here to tee off on Bermuda’s best greens or simply relax and unwind, this charming abode offers everything you need for a restful, memorable stay on the island.

Guest favourite
Flat 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
Guest house in Southampton
5 out of 5 average rating, 23 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 Southampton holiday rentals

  1. Airbnb
  2. Bermuda
  3. Southampton