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, 87 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
4.97 out of 5 average rating, 238 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, 193 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
Flat in Southampton
4.9 out of 5 average rating, 224 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, 184 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.

Top guest favourite
A comfortable living area is presented with two navy blue sofas, complemented by decorative cushions. A rustic wooden coffee table sits in the center, on a textured blue area rug. Wall art and plants add a touch of character, while natural light enters through a window.
Home in Warwick
4.98 out of 5 average rating, 43 reviews

2 bed cottage short walk 2 beach

Cute, 2bed cottage, bus stops to both Hamilton and Dockyard are at the end of the road. Car charger for mini rental car. 5 minute walk to Jobson Cove, Warwick Long Bay and Horseshoe Beach. Private, quiet. Fully airconditioned. 2 queen beds, private patio. The cottage has been recently refurbished. With a new walk in shower, new flooring throughout and furniture. It's very pretty home, perfect for your Bermuda visit, especially if you want easy access to the best beaches Bermuda has to offer!

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, 156 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
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, 16 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.

Top guest favourite
A bright living area showcases a comfortable seating arrangement with a beige sofa and armchair. A dining table for four is positioned near the window, framed by patterned curtains. Natural light floods the space, accentuating the polished wooden floor.
Flat in Southampton Parish
4.99 out of 5 average rating, 119 reviews

Relaxed Bermuda Cottage - 1 bedroom, sleeps 2

Cottage is a lovely 1 bedroom apartment with full kitchen, bathroom and living / dining room as well as a private patio area. Nearest beach is a 5-10 minute walk and the bus stop a similar distance. 2 restaurants are within walking distance (The Reefs and Henry VIII). Personal laundry also by arrangement with host in next door house. We have a charging station for the new Current Vehicle - TWIZY. For details see Current Vehicles website.

Top guest favourite
A clear view of the glistening pool is presented, surrounded by lounge chairs and colorful umbrellas. The expansive lawn leads to scenic ocean views, framed by coastal vegetation and nearby homes under a blue sky.
Flat in Southampton
5 out of 5 average rating, 86 reviews

'Ripple Waters' - More for Les$ 1 Bdrm Pool House

ONE BEDROOM POOL HOUSE (spacious living room) Relax and enjoy 'Ripple Waters' home away from home. 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 spacious 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!

Top guest favourite
Two Adirondack chairs face the ocean, positioned on lush green grass. The vibrant blue water stretches into the horizon under a clear sky, creating a serene and inviting outdoor space.
Home in Bermuda
4.99 out of 5 average rating, 295 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

Popular amenities for Southampton holiday rentals

  1. Airbnb
  2. Bermuda
  3. Southampton