Vacation rentals in Southend-on-Sea

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Top-rated vacation rentals in Southend-on-Sea

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Guest favorite

Guest suite in Southend-on-Sea

4.91 out of 5 average rating, 526 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Jul 10 – 17

$53 per night

Guest favorite

Apartment in Southend-on-Sea

4.89 out of 5 average rating, 135 reviews

SEA VIEW apartment - 3 min walk from Old Leigh

The apartment is perfectly positioned with Old Leigh cockle sheds and pubs a 3-minute walk down the hill and the shops & cafes of Leigh just 3 minutes walk up the hill. The apartment has a splendid view of the estuary from the main living area. There are 2 bedrooms, one of which has a view of the sea too! Being a ground floor flat there is easy access to the shared lawn outside. There is a designated car-parking space. Leigh station is a 15-minute walk away and 55 mins from London Fenchurch st.

May 5 – 12

$116 per night

Guest favorite

Apartment in Southend-on-Sea

4.97 out of 5 average rating, 62 reviews

Spacious g/f one bedroom annexe - Leigh on Sea

This spacious ground floor one bedroom annexe is situated in the charming town of Leigh-on-Sea. The annexe is joined to the main building by a locked acoustic door. A two minute walk to Bonchurch Park and a short walk to Belfairs Nature Reserve. Plenty of local shops within a 5-15 minute walk and a 20-30 minute walk to Leigh broadway, Old Leigh/beach and Leigh station. We are a 12 minute drive to Southend Airport. A small south-facing patio available for guest use. Off-road parking space.

Nov 14 – 21

$100 per night

Guest favorite

Guest suite in Southend-on-Sea

4.92 out of 5 average rating, 197 reviews

Light and Airy. En-suite with own private access.

Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

Nov 17 – 24

$56 per night

Guest favorite

Condo in Thorpe Bay

4.99 out of 5 average rating, 273 reviews

Estuary Views Penthouse with Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Dec 6 – 13

$167 per night

Guest favorite

Cottage in Southend-on-Sea

4.9 out of 5 average rating, 52 reviews

Bright modernised cottage with Estuary views

A fisherman's cottage set in a tucked away corner of Old Leigh with its many pubs and restaurants, just a short walk up the hill to the Broadway with its bustle of shops and coffee bars. Double bedroom, shower room, fully equipped kitchen with oven, hob, Smeg fridge, dishwasher and washing machine. Comfortable lounge setee and 42" smart TV. A large patio with table and benches, steps leading to lawn. Estuary view from shower room, kitchen and sitting room.

Aug 28 – Sep 4

$135 per night

Guest favorite

Condo in Southend-on-Sea

4.98 out of 5 average rating, 199 reviews

Seashells - Thorpe Bay beach apartments

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

Jun 24 – Jul 1

$145 per night

Superhost

Apartment in Southend-on-Sea

4.84 out of 5 average rating, 62 reviews

Cozy brand new serviced apartment

A beautifully designed one bedroom apartment, recently refurbished to a high standard. Dream Yard is situated in the heart of the vibrant Hamlet Court Road with immediate access to cafes, restaurants and shops. Less than five minutes to the Westcliff train station and less than 10 min to the beach. The flat is self catered comprising bedroom, shower, kitchen and living room with access to the Chéri’s Cafe. Guests enjoy 10% discount on food.

Jun 2 – 9

$85 per night

Guest favorite

Condo in Southend-on-Sea

4.98 out of 5 average rating, 105 reviews

Bright, cosy & spacious central studio w/ parking

Cosy and comfortable studio, located in a flat in town center, in a quiet cul de sac. !Please note there is a second bedroom in the unit, which will be locked and inaccessible to guests during their stay! Parking is available with a permit (supplied by me) - please mention you need parking, when booking. Longer stays are subjected to different rates and discounts, feel free to send me a message to discuss this before booking.

Jul 1 – 8

$68 per night

Guest favorite

Condo in Southend-on-Sea

4.89 out of 5 average rating, 44 reviews

Amazing City Lodge Central Southend,2-Bedroom Flat

Spacious, lovely 2-bedroom, 2 -bathroom flat, in an enviable Central Southend location. The flat is a 5-minute walk from Southend Victoria Central train station, High Street, University of Essex, City Beach, and Adventure Island. London Southend Airport is 10 minutes away. Ideal for families or corporate visitors to Southend, this apartment can accommodate 1-4 people. Free parking for one car in the on-site car park.

Dec 11 – 18

$108 per night

Guest favorite

Condo in Southend-on-Sea

4.92 out of 5 average rating, 66 reviews

Two bedroom ground-floor flat, off-street parking

Enjoy a stylish experience at this centrally-located place. With two good sized double bedrooms, living space with a large table and a long conservatory, you are perfectly situated for all of Southend’s shopping and attractions. Close to transport with free off-street parking. Free fast wi-Fi. You’ll get all the flavour of the city of Southend in a clean and tranquil setting. Some plant care required.

Jul 16 – 23

$108 per night

Guest favorite

Apartment in Leigh-on-Sea

4.9 out of 5 average rating, 313 reviews

Billet Wharf House

My place is at the heart of Leigh-on-Sea Old Town, with its cockle boats, waterside pubs and restaurants, sea birds and beach. You’ll love my place because of the location, the views, and being at the cosy centre of a lively seaside village. My place is good for couples, solo adventurers, business travellers, and families (with kids).

Jan 19 – 26

$122 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southend-on-Sea vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Southend-on-Sea's top sights

Cliffs Pavilion29 locals recommend

Southend Pier9 locals recommend

Palace Theatre12 locals recommend

The Royals Shopping Centre9 locals recommend

Primark9 locals recommend

SeaFront Southend On Sea7 locals recommend

Other great vacation rentals in Southend-on-Sea

Guest favorite

Apartment in Southend-on-Sea

5.0 out of 5 average rating, 26 reviews

Stunning New Penthouse Apartment

Aug 2 – 9

$144 per night

Guest favorite

Apartment in Southend-on-Sea

4.96 out of 5 average rating, 54 reviews

The Alvaros Apartment

Dec 23 – 30

$115 per night

Guest favorite

Home in Southend-on-Sea

4.87 out of 5 average rating, 23 reviews

Spacious House by the sea

Nov 22 – 29

$154 per night

Guest favorite

Apartment in Southend-on-Sea

5.0 out of 5 average rating, 13 reviews

Homely flat just off Leigh Broadway

Aug 26 – Sep 2

$111 per night

Guest favorite

Condo in Southend-on-Sea

4.89 out of 5 average rating, 96 reviews

Peep o’ the Sea - Seaside Apartment

Oct 17 – 24

$157 per night

Guest favorite

Apartment in Southend-on-Sea

4.94 out of 5 average rating, 54 reviews

Richmond Luxury flat,Perfect location, Garden

May 30 – Jun 6

$89 per night

Guest favorite

Condo in Southend-on-Sea

4.95 out of 5 average rating, 39 reviews

Sunflower Apartment - Cliffside near Pavilion

Mar 24 – 31

$146 per night

Superhost

Apartment in Southend-on-Sea

5.0 out of 5 average rating, 4 reviews

Hamlet Court Apartments Flat 1A

Feb 10 – 17

$119 per night

Show all

Quick stats about vacation rentals in Southend-on-Sea

Total rentals
490 properties
Wifi availability
470 properties include access to wifi
Rentals with dedicated workspaces
230 properties have a dedicated workspace
Pet-friendly rentals
120 properties allow pets
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
14K reviews

Frequently Asked Questions

How is the weather in Southend-on-Sea?
Southend-on-Sea experiences a temperate maritime climate. Summers are typically warm and dry with temperatures averaging around 66°F (19°C), while winters are cooler and often see temperatures drop to around 39°F (4°C). Rainfall is relatively evenly distributed throughout the year.
What are some of the best things to do in Southend-on-Sea?
In Southend-on-Sea, popular activities include strolling along the Southend Pier, exploring the Southend Central Museum and Planetarium, visiting the bountiful seafront gardens, or enjoying the thrill rides at Adventure Island. The town also boasts beautiful beaches perfect for a relaxing day by the sea.
What is the best time of year to visit Southend-on-Sea?
Summer is the most popular time to visit Southend-on-Sea, particularly from June to August. During this period, the town hosts numerous events such as the Southend Carnival and the Village Green Arts & Music Festival, drawing visitors for their vibrant displays and performances.
What are the best places to stay in Southend-on-Sea?
Popular areas to stay in Southend-on-Sea include the central City Centre, known for its lively atmosphere and proximity to attractions, and the tranquil Thorpe Bay, admired for its grand houses and beautiful beachfront. Westcliff-on-Sea is also a favoured spot, with its mix of culture, dining, and shopping.
What are the best places to visit in Southend-on-Sea?
Visitors to Southend-on-Sea often enjoy the Southend Pier, the world's longest pleasure pier, the vibrant Sea-Life Adventure aquarium, and the beautiful Prittlewell Priory, a historic house set in picturesque gardens. The Beecroft Art Gallery and Southchurch Hall are also frequently suggested locations.
What are some hiking trails in Southend-on-Sea?
Southend-on-Sea is home to several scenic hiking trails. The Thames Estuary Path, which takes you along the estuary's edge, and the Prittle Brook Greenway, with its lush greenery and water views, are frequently suggested for their natural beauty.
What are some family activities to do in Southend-on-Sea?
Southend-on-Sea has many family-friendly activities. Explore the educational Adventure Island theme park, enjoy marine life at Sea-Life Adventure, visit the Southend Pier Museum, or have a relaxing day at one of the sandy beaches such as Jubilee Beach or Three Shells Beach.
What are some of the best day trip ideas in Southend-on-Sea?
Day trips from Southend-on-Sea can include visiting the historic town of Colchester 50 miles (80 km) away, exploring the lively seaside resort of Clacton-on-Sea 40 miles (64 km) away, or discovering the natural beauty of Epping Forest about 27 miles (43 km) away.
Are there family-friendly apartment rentals in Southend-on-Sea?
Southend-on-Sea has more than 80 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What types of vacation rentals are available in Southend-on-Sea?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Southend-on-Sea. From over 190 apartment rentals to over 160 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

Vacation rentals in Southend-on-Sea

Top-rated vacation rentals in Southend-on-Sea

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Southend-on-Sea vacation rentals

Stay near Southend-on-Sea's top sights

Other great vacation rentals in Southend-on-Sea

Apartment in Southend-on-Sea

Apartment in Southend-on-Sea

Home in Southend-on-Sea

Apartment in Southend-on-Sea

Condo in Southend-on-Sea

Apartment in Southend-on-Sea

Condo in Southend-on-Sea

Apartment in Southend-on-Sea

Quick stats about vacation rentals in Southend-on-Sea

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

How is the weather in Southend-on-Sea?

What are some of the best things to do in Southend-on-Sea?

What is the best time of year to visit Southend-on-Sea?

What are the best places to stay in Southend-on-Sea?

What are the best places to visit in Southend-on-Sea?

What are some hiking trails in Southend-on-Sea?

What are some family activities to do in Southend-on-Sea?

What are some of the best day trip ideas in Southend-on-Sea?

Are there family-friendly apartment rentals in Southend-on-Sea?

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

Destinations to explore