Southampton vacation rentals

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Best Southampton vacation rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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$122 - $687$687 - $1,252$1,252 - $1,817$1,817 - $2,381$2,381+ per night

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ApartmentCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Southampton

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Bermuda Connections Guest House - Southampton - Patio
Bermuda Connections Guest House
Southampton, Bermuda
8.4Very good(143)
Parking
Free Wi-Fi
Pool
$246+
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Brand New, modern, light, delightful small apartment packed with luxuries - Southampton
Brand New, modern, light, delightful small apartment packed with luxuries
Southampton, Bermuda
8.5Very good(14)
$206+
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Spacious Beachfront and Private Resort living - Southampton - Patio
Spacious Beachfront and Private Resort living
Southampton, Bermuda
9.7Wonderful(58)
Free Wi-Fi
$335+
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Palmsprings Accommodations - 1 Bedroom Apt., Near Horseshoe Bay - Southampton - Beach
Palmsprings Accommodations - 1 Bedroom Apt., Near Horseshoe Bay
Southampton, Bermuda
9.7Wonderful(9)
Free Wi-Fi
$228+
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Charming , Comfortable Cottage Near Amenities - Southampton - Living room
Charming , Comfortable Cottage Near Amenities
Southampton, Bermuda
9.9Wonderful(36)
Free Wi-Fi
$253+
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Location! Location! On Bermuda's Gold Coast Of Beautiful Beaches & Restaurants - Southampton - Beach
Location! Location! On Bermuda's Gold Coast Of Beautiful Beaches & Restaurants
Southampton, Bermuda
9.9Wonderful(25)
Free Wi-Fi
Spa
$253+
Check availability
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - Apartment 7 - Southampton - Bedroom
Clairfont, Jobson's Cove / Warwick Long Bay/ Horseshoe Beach - Apartment 7
Southampton, Bermuda
9.5Wonderful(4)
Pool
$288+
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Large studio apartment w/ views. Close to beaches - Southampton - Beach
Large studio apartment w/ views. Close to beaches
Southampton, Bermuda
10Wonderful(23)
Free Wi-Fi
Pool
$243+
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Private studio cottage with pool near beaches - Southampton - Room amenity
Private studio cottage with pool near beaches
Southampton, Bermuda
8.5Very good(4)
Pool
$295+
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A Charming Bermuda Gem - Southampton - Balcony
A Charming Bermuda Gem
Southampton, Bermuda
10Wonderful(26)
Free Wi-Fi
$350+
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Southern Views - Southampton - Living room
Southern Views
Southampton, Bermuda
10Wonderful(40)
Parking
Free Wi-Fi
Pool
Spa
$1,505+
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Stunning Views Of Horseshoe Bay Beach. Enjoy The Sounds Of The Lapping Waves! - Southampton
Stunning Views Of Horseshoe Bay Beach. Enjoy The Sounds Of The Lapping Waves!
Southampton, Bermuda
9.9Wonderful(34)
Free Wi-Fi
Spa
$1,851+
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Less than 5-Minute Walk to Popular Beaches, Restaurants, Golf, & More! - Southampton
Less than 5-Minute Walk to Popular Beaches, Restaurants, Golf, & More!
Southampton, Bermuda
10Wonderful(2)
$317+
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Amour - Southampton
Amour
Southampton, Bermuda
7.9Good(11)
$166+
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[A]mour Amour Heart Of Hospitality! - Southampton
[A]mour Amour Heart Of Hospitality!
Southampton, Bermuda
9.9Wonderful(17)
$231+
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Come relax at the Whale Bay Getaway - Southampton
Come relax at the Whale Bay Getaway
Southampton, Bermuda
$122+
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Booking Insights

KAYAK’s insights for vacation rentals in Southampton

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Southampton with confidence.

What is the cheapest day of the week to book a vacation rental in Southampton?

Tuesday offers the lowest rates in Southampton, with an average nightly price of $749. The highest prices are found on Saturday, with average rates at $1,555.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
July
$1,093
$1,233
Cheapest month to stay with an average 48% drop in price.
Most expensive month to stay with an average 93% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Southampton vacation rental deals

  • Vacation rentals in Southampton are around 60% more expensive than hotels on average. Search here to compare prices for all accommodation types in Southampton.
  • The best vacation rental properties in Southampton are Southern Views (10.0, 40 reviews), Large studio apartment w/ views. Close to beaches (10.0, 23), and A Charming Bermuda Gem (10.0, 26), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Southampton, you should consider visiting during the low season. The cheapest vacation homes in Southampton can be found in January and March.
  • The cheapest night for renting a vacation home in Southampton is Tuesday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Southampton for 4 days.

FAQs when booking a vacation home in Southampton

  • How much is a vacation rental for a week in Southampton?

    The average price for a weekly Southampton vacation rental found by KAYAK users in the last 2 weeks is $8,479.

  • How much is a vacation rental for a month in Southampton?

    The average price for a monthly Southampton vacation rental found by KAYAK users in the last 2 weeks is $36,337.

  • What types of vacation rentals are available in Southampton?

    There are loads of different property types that you can make your vacation home in Southampton. You’ll find apartments, cottages and houses.

  • What are some of the most-loved vacation rentals available in Southampton?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Bermuda Connections Guest House.

  • How can I find vacation rentals near me in Southampton?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Southampton?

Our map will help you find the perfect place to stay in Southampton by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Southampton

Hotels near airports in Southampton

Hotels near Hamilton L.F Wade Intl Airport

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