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
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, 224 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, 179 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
4.91 out of 5 average rating, 217 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
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
5 out of 5 average rating, 32 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
Flat in Southampton
5 out of 5 average rating, 14 reviews

'Ripple Waters' More 4 Les$ New Studio B Special!

HAPPY BOOKING! Enjoy this chic experience within a very cozy and vibrant-looking studio. The full kitchen area is stocked with seasonings, pots, pans, coffee, tea, condiments, etc. In addition, the shower bathroom has most of your bathroom needs! A separate BBQ grill is placed on the upper patio deck. Dine there or relax on the loungers whilst basking in the sun or watching the sunset! Your suntan will look fantastic! Relax in the refreshing pool after a long day of exploring the island.

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, 177 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.
Guest house in Southampton
4.99 out of 5 average rating, 150 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
Guest house in Southampton
5 out of 5 average rating, 8 reviews

Private Beach, Paddle Boards, Snorkel - BBQ

Discover island living at its finest with a private beach, perfect for swimming and snorkeling! Your own oceanfront patio, a BBQ grill, fire pit and stunning sea views. Whether you want to relax or explore, we’ve got you covered with complimentary kayaks, paddleboards, and snorkel gear. A 10 minute walk to the famous Church Bay and right on the railway trail. This beautifully designed unit offers all the comforts of home and everything you need for an unforgettable island escape.

Guest favourite
The image showcases a serene beach with soft pink sand and calm turquoise waters. Lush green plants with spiky leaves frame the foreground, while gentle waves lap at the shoreline. A clear blue sky with a few scattered clouds completes the tranquil coastal scene.
Flat in Warwick
4.9 out of 5 average rating, 193 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
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, 112 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
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, 290 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

Top guest favourite
A crystal-clear pool is surrounded by lush greenery, featuring lounge chairs positioned nearby for relaxation. A shaded dining area with a table and chairs is visible under a large umbrella, enhancing the outdoor space's inviting atmosphere.
Flat in Warwick
4.86 out of 5 average rating, 274 reviews

Natalia Studio & Pool

We offer a low cost alternative to Bermuda's hotels. By staying here you can choose to eat in or dine out at the nearby 5 star restaurants and still play golf on our world class courses and visit all the tourist attractions across the island. No children under 18 years old. Please note there is no Available Parking - other than for Scooters or Electric Vehicles. I.E. No Car Parking.

Popular amenities for Southampton holiday rentals

  1. Airbnb
  2. Bermuda
  3. Southampton