Vacation rentals in Southampton

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Top-rated vacation rentals in Southampton

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Top guest favorite
Guesthouse in Southampton Parish
4.97 out of 5 average rating, 79 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 favorite
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, 230 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 favorite
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.
Apartment in Southampton
5 out of 5 average rating, 84 reviews

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

Guests can choose from the ONE BEDROOM POOL HOUSE (spacious living room) and/or Studio B (new listing). 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 favorite
Apartment in Southampton
4.98 out of 5 average rating, 185 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 favorite
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.
Apartment in Southampton
4.9 out of 5 average rating, 221 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 favorite
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, 179 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 favorite
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
4.89 out of 5 average rating, 176 reviews

Natalia Pool Cottage

This is great for a weekend getaway or even a week or two!! With quick flights from NYC and Boston and East Coast No children under 18 years old and 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 favorite
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, 152 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 favorite
Apartment in Warwick
4.9 out of 5 average rating, 198 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 favorite
Guesthouse in Southampton
5 out of 5 average rating, 10 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.

Guest favorite
A modern living area features a sectional sofa with decorative pillows and a matching ottoman. Wall-mounted shelves display minimal decor. A television is positioned against the wall, complemented by a cabinet. Natural light enters through the window, partially covered by dark curtains.
Apartment in Southampton Parish
5 out of 5 average rating, 32 reviews

Hole in One

Welcome to Hole in One, a modern and newly built 2-bedroom apartment with 1.5 baths! Situated just 200 yards from the prestigious PGA Port Royal Golf Course, this is a golfer's paradise. With the beach, restaurants, a playground, gas station, grocery store, boat marina, and the charming smallest drawbridge attraction within a mile, you're in the perfect location. Transport is a 10-minute walk to the nearest Ferry and the Bus stop is outside of the unit.

Top guest favorite
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.
Apartment in Southampton Parish
4.99 out of 5 average rating, 113 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.

Popular amenities for Southampton Parish vacation rentals

  1. Airbnb
  2. Bermuda
  3. Southampton