United States
USD

Southend-on-Sea vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in Southend-on-Sea

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Southend-on-Sea vacation rentals

These are the best prices for Oct 10 - 11.
Sunny Beachside Apt with Free Parking - Southend-on-Sea - Dining room
Sunny Beachside Apt with Free Parking
Southend-on-Sea, ENG, United Kingdom
8.5Very good(53)
Apartment
$186+
Check availability
Pier View Self Catering Apartments - Southend-on-Sea - Bedroom
Pier View Self Catering Apartments
Southend-on-Sea, ENG, United Kingdom
9.6Wonderful(253)
Apartment
$178+
Check availability
Chic & Modern 1br Apt - City Centre! By Luxiety Stays Serviced Accommodation - Southend-on-Sea - Bedroom
Chic & Modern 1br Apt - City Centre! By Luxiety Stays Serviced Accommodation
Southend-on-Sea, ENG, United Kingdom
8.7Very good(47)
Apartment
$138+
Check availability
Hill Grove 2 Bedroom Apartment - Southend-on-Sea - Living room
Hill Grove 2 Bedroom Apartment
Southend-on-Sea, ENG, United Kingdom
8.2Very good(110)
Apartment
$134+
Check availability
Wynnstay Studio Apartments - Southend-on-Sea
Wynnstay Studio Apartments
Southend-on-Sea, ENG, United Kingdom
8.1Very good(374)
Apartment
$112+
Check availability
The Alvaros Apartment - Southend-on-Sea
The Alvaros Apartment
Southend-on-Sea, ENG, United Kingdom
9.7Wonderful(118)
Apartment
$195+
Check availability
The Westcliff Room - Southend-on-Sea
The Westcliff Room
Southend-on-Sea, ENG, United Kingdom
8.0Very good(32)
Homestay
$89+
Check availability
Breeze on Southend in Essex - Southend-on-Sea
Breeze on Southend in Essex
Southend-on-Sea, ENG, United Kingdom
8.6Very good(36)
Apartment
$161+
Check availability
493 Little Wakering Road - Southend-on-Sea
493 Little Wakering Road
Southend-on-Sea, ENG, United Kingdom
8.1Very good(12)
Cottage
$155+
Check availability
Herbies Stay - Southend-on-Sea
Herbies Stay
Southend-on-Sea, ENG, United Kingdom
8.4Very good(127)
Apartment
$126+
Check availability
Bright & Modern - City Centre -Perfect for Contractors & Families By Luxiety Stays Serviced Accommodation Southend on Sea - Southend-on-Sea
Bright & Modern - City Centre -Perfect for Contractors & Families By Luxiety Stays Serviced Accommodation Southend on Sea
Southend-on-Sea, ENG, United Kingdom
9.0Wonderful(32)
Apartment
$132+
Check availability
Sea Leigh - Leigh-on-Sea
Sea Leigh
Leigh-on-Sea, ENG, United Kingdom
9.0Wonderful(1)
House
$344+
Check availability
Stylish and Chic Seaside Apartment - Southend-on-Sea
Stylish and Chic Seaside Apartment
Southend-on-Sea, ENG, United Kingdom
9.3Wonderful(60)
Apartment
$176+
Check availability
Melal Hotel Apartments - Westcliff-on-Sea
Melal Hotel Apartments
Westcliff-on-Sea, ENG, United Kingdom
8.0Very good(133)
House
$152+
Check availability
The Wedge, Seaside Beach House - Sleeps 6 - Southend-on-Sea
The Wedge, Seaside Beach House - Sleeps 6
Southend-on-Sea, ENG, United Kingdom
9.0Wonderful(71)
House
$226+
Check availability
leigh Penthouse Apartment - Leigh-on-Sea
leigh Penthouse Apartment
Leigh-on-Sea, ENG, United Kingdom
9.8Wonderful(93)
Apartment
$193+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Southend-on-Sea

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

What is the cheapest day of the week to book a vacation rental in Southend-on-Sea?

Monday offers the lowest rates in Southend-on-Sea, with an average nightly price of $59. The highest prices are found on Saturday, with average rates at $166.

How much is a vacation rental in Southend-on-Sea for tonight by property type?

The best deal for a vacation rental in Southend-on-Sea found by KAYAK users in the last 5 days was $65 in a Apartment. Homestay prices start at $126.

How much is a vacation rental in Southend-on-Sea for this weekend by property type?

The best deal for a vacation rental in Southend-on-Sea found by KAYAK users for the upcoming weekend was $82 in a Apartment. Homestays prices start at $126 and Houses at $274.

How early should you book a vacation rental in Southend-on-Sea?

Book at least 48 days before your stay begins to get the best price for your Southend-on-Sea vacation rental.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
August
$71
$121
Cheapest month to stay with an average 22% drop in price.
Most expensive month to stay with an average 44% 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 Southend-on-Sea vacation rental deals

  • Vacation rentals in Southend-on-Sea are around 249% cheaper than hotels on average. Search here to compare prices for all accommodation types in Southend-on-Sea.
  • The best vacation rental properties in Southend-on-Sea are leigh Penthouse Apartment (9.8, 93 reviews), The Alvaros Apartment (9.7, 118), and Pier View Self Catering Apartments (9.6, 253), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Southend-on-Sea, you should consider visiting during the low season. The cheapest vacation homes in Southend-on-Sea can be found in June and September.
  • The cheapest night for renting a vacation home in Southend-on-Sea is Wednesday. 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 Southend-on-Sea for 20 days.

FAQs when booking a vacation home in Southend-on-Sea

  • How much is a vacation rental for a week in Southend-on-Sea?

    The average price for a weekly Southend-on-Sea vacation rental found by KAYAK users in the last 2 weeks is $560.

  • How much is a vacation rental for a month in Southend-on-Sea?

    The average price for a monthly Southend-on-Sea vacation rental found by KAYAK users in the last 2 weeks is $2,400.

  • What types of vacation rentals are available in Southend-on-Sea?

    There are loads of different property types that you can make your vacation home in Southend-on-Sea. You’ll find apartments, cottages, houses, homestays and hotels.

  • Are there any pet-friendly vacation rentals in Southend-on-Sea?

    There are a number of dog and pet-friendly Southend-on-Sea vacation rentals, with around 4% allowing you to bring your pet along with you.

  • How much is a vacation rental in Southend-on-Sea for tonight?

    In the last 72 hours, users have found Southend-on-Sea vacation rentals for tonight for as low as $65. Search here for similar prices

  • How much is a vacation rental in Southend-on-Sea for this weekend?

    In the last 72 hours, users have found Southend-on-Sea vacation rentals for this weekend for as low as $73 per night. Search here for similar prices

  • How can I find vacation rentals near me in Southend-on-Sea?

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

Where to stay in Southend-on-Sea?

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

More options for your stay in Southend-on-Sea

Complete your trip to Southend-on-Sea

Car rentals in Southend-on-Sea