Vacation rentals in Southhampton

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 2 - Pool and 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.

The Bungalow at Cedar Brae - Cozy and Bright

The Bungalow at Cedar Brae is a 1-bedroom, 1-bath home located on our quiet Cedar Brae property which is just a 10-minute scooter ride to Horseshoe Bay and a 3-minute walk to the closest bus stop. This is a place for couples and small families to rest and relax. We hope that you appreciate every part of your stay; from sipping a cup of coffee on the patio to enjoying a nice meal at the outdoor dining table under a clear blue sky. Check out our Instagram for a better view: @thebermudabungalow

Langata Lower a comfortable, spacious, retreat.

Langata Lower is a comfortable, spacious, clean, well maintained, newly refurnished, 2 bedroom, 2 bathroom, 2 living room apartment, with its own private entrance. This lovely accommodation is perfect for couples, families and business travelers. Wifi is available throughout the apartment. Baby sitting services available. Located on Spice Hill Close in Warwick, this places you just a short walk to the magnificent South shore beaches the closest being Warwick Long Bay and the Warwick coves.

'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.

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.

1 Bed - Private Beach, Dock, Bbq, Firepit, Kayaks

Escape to this stunning luxury oceanfront retreat, where serenity meets sophistication. With private beach access, upscale designer 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.

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

Gorgeous views of Heron Bay

Picture yourself looking out the tranquil views of Heron Bay, calming your mind and spirit. Relax watching the sunset with it's beautiful pinks and orange skies. There will always be plenty of fish, turtles, rays and ducks to spy. This spot is unique in it's beauty and wonder. When I look out it just makes me smile and say this is me my bliss, my life. We will always be here for whatever you need. Mandy & Barry