
Holiday houses in Southampton
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Top-rated holiday rentals in Southampton
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

PANATOLA STUDIO- Breathtaking Views Close to Beach
Panatola Studio is your own charming home away form home. Consistently been the most highly recommended vacation rental in beautiful Bermuda! Located in a desirable neighbourhood of Southampton with a breathtaking view! Conveniently located within walking distance to Horseshoe Bay beach, the lighthouse, a golf course and wonderful restaurants. Fully furnished with all the amenities you need for a relaxing vacation. Mini Electric car charger available! *Another studio above for other 2 guests.

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.

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! .

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.

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

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.

'Ripple Waters' - More for Les$ 1 Bdrm Pool House
ONE BEDROOM POOL HOUSE (spacious living room) NO PARTIES OR GATHERINGS ALLOWED! 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!

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. Rent an Electric Car and charge while you sleep, all included and charging Onsite! Please note there is no Available Parking - other than for Scooters or Electric Vehicles. i.e., No Car Parking. Please note that the 'HOST FEES' are actually AIRBNB FEES and do not go to me, the host!

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.

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

Scenic Southampton Stay w/ Pool + Views
Welcome to Riddlesview, a beautifully situated upper-level home nestled in Bermuda’s sought-after Southampton Parish. With sweeping views of the Great Sound and a location just moments from iconic landmarks like the Gibbs Hill Lighthouse and Church Bay Beach. Outdoors, enjoy your own private pool, complete with a lounge deck, BBQ area, and small backyard space. This is your gateway to island adventure and restful retreat.
Popular amenities for Southampton holiday rentals
Other great holiday rentals in Southampton

400 Steps to Golf (Closest Stay to Golf)

Island Studio Near Golf Course

Seaside | Snorkel, Paddle Boards, Fire Pit + BBQ

Shangri-la

Stunning Two Bedroom with Private Dock near Golf

The Bungalow at Cedar Brae - Cozy and Bright

2 bed cottage short walk 2 beach

R&R Studio





