
Holiday rentals in Southampton
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Top-rated holiday rentals in Southampton
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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.
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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.
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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.
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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! .
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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.
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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.
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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.
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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
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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.
LocationBeachLong stay

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.
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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.
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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.
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Popular amenities for Southampton holiday rentals
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