Holiday Rentals in Southend-on-Sea

721 available vacation rental offers

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Southend-on-Sea holiday rentals
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Best Holiday rentals and Airbnb offers in Southend-on-Sea

Best family friendly Southend-on-Sea holiday rentals

Among the 721 accommodations in Southend-on-Sea, here are the 4 best family friendly rentals

The Wedge - Southend-on-Sea
Southend-on-Sea
26/06 – 27/06
SG$384/nightfor 1 night

The Wedge

1 2
house , Southend-on-Sea
Vacation rental listing. You will be based in Southend-on-Sea.
Facilities and services: a kitchen, an iron and a fridge. This house is very convenient for families.
Southend Homes | Ideal For Families & Groups - Southend-on-Sea
Southend-on-Sea
27/06 – 04/07
SG$508/nighttotal: SG$3556 (7 )

Southend Homes | Ideal For Families & Groups

7 4
apartment , Southend-on-Sea
This seven-bedroom Southend-on-Sea house, less than 1.6km from the beach, offers ample space for large groups.
Sleeping twelve guests comfortably, this property boasts two kitchens, two bathrooms, two lounges, private gardens, and free on-street parking; discounted rates are available for business stays.
10% Off |7 Nights |Family Lsleep 9 |Parking |Wifi - Southend-on-Sea
9.5 16 reviews
Southend-on-Sea
13/07 – 16/07
SG$621/nighttotal: SG$1863 (3 )

10% Off |7 Nights |Family Lsleep 9 |Parking |Wifi

5 1
apartment , Southend-on-Sea
This spacious 5-bedroom house in Westcliff-on-Sea offers excellent access, located just 500 meters from Westcliff Beach and 2 minutes from Westcliff Train Station, providing convenient transport links for exploring Southend-on-Sea.
This family-friendly property accommodates up to 9 guests, featuring a fully equipped kitchen, a large garden, a dedicated games room for entertainment, and free on-site parking, ensuring a comfortable stay with amenities including internet and a dishwasher.
Cosy Flat In Leigh | Sea View - Southend-on-Sea
9.9 36 reviews
Southend-on-Sea
28/08 – 31/08
SG$342/nighttotal: SG$1026 (3 )

Cosy Flat In Leigh | Sea View

1 3
apartment , Southend-on-Sea
This Leigh-on-Sea apartment, a short walk from the Old Leigh fishing village and offering easy access to Southend-on-Sea’s pier and beaches, provides a perfect base for exploring the area.
The self-catering flat sleeps four in two double bedrooms, boasts a modern kitchen with fridge-freezer and microwave, a private balcony with sea views, free Wi-Fi, and a smart TV; parking is also available.

Best Southend-on-Sea holiday rentals with a pool

Among the 721 accommodations in Southend-on-Sea, here are the 4 best rentals with a pool

Beautiful Caravan At Kent Coast With Wrap Around Decking And Free Wifi Sleeps 6 - Southend-on-Sea
9.8 5 reviews
Southend-on-Sea
30/09 – 12/10
SG$238/nighttotal: SG$2856 (12 )

Beautiful Caravan At Kent Coast With Wrap Around Decking And Free Wifi Sleeps 6

2 2
apartment , Allhallows
This Allhallows apartment, suitable for families or groups of up to 11 guests, offers a self-catering stay with two bedrooms, two bathrooms, a terrace, parking, and is pet-friendly.
The property includes a fully equipped kitchen, a flat-screen TV and unfortunately, the precise location within Allhallows and its proximity to landmarks are not specified.
Skye Breaks - Southend-on-Sea
9.4 26 reviews
Southend-on-Sea
13/07 – 16/07
SG$271/nighttotal: SG$813 (3 )

Skye Breaks

2 1
glamping , Sheerness
Skye Breaks is a mobile home situated in Sheerness, a coastal town in Kent, England, approximately 21 miles from Leeds Castle and 23 miles from Rochester Castle. The mobile home has received very good user ratings and is considered very good in terms of location and excellent in cleanliness.
The mobile home has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a range of amenities, including a garden, a swimming pool, a bar, and free Wi-Fi, providing a relaxing and enjoyable stay.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
07/07 – 09/07
SG$585/nighttotal: SG$1170 (2 )

Cottage ∙ 3 Bedrooms ∙ 8 Guests

3 2
cottage , Minster on Sea
This three-bedroom lodge, Ashcroft Coast Holiday Park, is located on the Isle of Sheppey, offering convenient access to Minster Leas beach, approximately 500 meters away, and scenic coastal walks.
This pet-friendly holiday home accommodates up to eight guests with three bedrooms, a well-equipped kitchen, and on-site amenities including indoor and outdoor swimming pools and children's play areas.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
21/08 – 28/08
SG$195/nighttotal: SG$1365 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage , Minster on Sea
This ABI Arizona static caravan is situated within Ashcroft Coast Holiday Park on the Isle of Sheppey, offering direct access to Minster Leas beaches and coastal walking routes within 500 meters.
This family-friendly accommodation sleeps up to six guests in three bedrooms and includes a kitchen, Wi-Fi, parking for one car, and access to on-site park facilities such as swimming pools and play areas, with pets welcome.

Frequently asked questions about holiday rentals in Southend-on-Sea

  • Which neighborhood in Southend-on-Sea should you consider for a vacation rental?

    For a classic seaside experience, choose a vacation rental in Southend-on-Sea's town centre, near the pier and the beach. If you prefer a quieter stay, consider the residential areas of Thorpe Bay or Westcliff-on-Sea.
  • What are the best Airbnb and vacation rentals in Southend-on-Sea?

    Hartland 2-bedroom Apartments With Bfast And Parking, Meridian Apartment Suites and Seafront Apartment are the most popular Airbnb and vacation rentals in Southend-on-Sea among travelers.

  • When is the best time to book a vacation rental in Southend-on-Sea?

    To secure the best deals and availability, book your vacation rental in Southend-on-Sea at least a few months in advance, especially during peak season, which runs from June to August.
  • What are the most popular Airbnbs in Southend-on-Sea?

    Among the Airbnbs in Southend-on-Sea, Seafront Apartment, Billet Wharf House and Estuary Views Penthouse Beachfront With Parking are the most popular ones.

  • What are the best restaurants with local dishes in Southend-on-Sea?

    For a taste of fresh seafood, head to the The Oyster Bar on the seafront. If you're looking for a more traditional pub atmosphere, try the The Anchor pub, which has a great menu of classic British dishes.
  • What are the best vacation rentals with a pool in Southend-on-Sea?

  • What are the best walking or cycling routes in Southend-on-Sea?

    The Southend to Leigh-on-Sea coastal path is a lovely walk, offering stunning views of the Thames Estuary. For a more challenging cycle route, try the Southend to Canvey Island cycle route, which takes you through the countryside and along the coast.
  • What are the best rentals for families and kids in Southend-on-Sea?

  • Are there pet-friendly attractions in Southend-on-Sea?

    Yes, many of the beaches in Southend-on-Sea are dog-friendly, especially during the off-season. The Southend Pier is also dog-friendly, so you can bring your furry friend along for a stroll.
  • What are the best rentals or Airbnbs with a jacuzzi in Southend-on-Sea?

    The best vacation rentals or Airbnb with a jacuzzi in Southend-on-Sea are Beach House Hot Tub Getaway, Peaceful Entire Property With Luxury Jacuzzi Pool and Beach House Hot Tub Getaway.

  • What are the benefits of choosing a vacation rental in Southend-on-Sea?

    Vacation rentals offer more space and privacy compared to a hotel room. They're also often more affordable, especially for families or groups. And you can often find vacation rentals in great locations, close to the beach or other attractions.
  • What are the top sports attractions and facilities in Southend-on-Sea?

    The Southend United Football Club is the local football team, and you can catch a match at their home ground, Roots Hall. For other sports, there are several gyms and fitness centres in Southend-on-Sea, as well as swimming pools and tennis courts.

Destinations nearby

Best Southend-on-Sea holiday rentals with a balcony

Haven Holiday Park, Kent Coast - Southend-on-Sea
8.8 44 reviews
Southend-on-Sea
14/07 – 17/07
SG$207/nighttotal: SG$621 (3 )

Haven Holiday Park, Kent Coast

3 2
apartment , Allhallows
This Allhallows apartment, a seven-minute walk from Allhallows Beach and 60km from London City Airport, offers convenient access to the Kent coast.
Sleeping up to 11 guests, this one-bedroom flat boasts a fully equipped kitchen, free Wi-Fi, private parking, and a terrace; enjoy self-catering and explore the local area.
Finest Retreats - Kings Wharf - Luxury Riverside Home - Southend-on-Sea
9.0 7 reviews
Southend-on-Sea
11/09 – 14/09
SG$531/nighttotal: SG$1593 (3 )

Finest Retreats - Kings Wharf - Luxury Riverside Home

3 2
apartment , Burnham-on-Crouch
Kings Wharf - Luxury Riverside Home is located in Burnham-on-Crouch, a charming coastal town, just 21 miles from Chelmsford Train Station and 25 miles from Freeport Braintree. The apartment has received excellent user and location ratings, along with a good cleanliness rating.
This spacious 3-bedroom, 2-bathroom dwelling, covering 135 square meters, comfortably accommodates up to 5 guests. The property boasts a fully equipped kitchen, a private balcony with sea views, free Wi-Fi, and access to a sun terrace, making it an ideal choice for families or groups seeking a relaxing getaway.
56 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
10 3 reviews
Southend-on-Sea
28/08 – 31/08
SG$338/nighttotal: SG$1014 (3 )

56 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 3
apartment , Southend-on-Sea
This Leigh-on-Sea flat is centrally located, a short walk from Old Leigh's fishing village and within easy reach of Southend-on-Sea's pier and beaches.
The 56 square metre self-catering apartment features two bedrooms, one bathroom, sleeps four, and includes a balcony with sea views, free Wi-Fi, and on-street parking.
Welcome To Northview House Stylish 4 Bedroom Home In Southend By Jesswood Properties Contractors Corporates Relocation Stays Long Stays Welcome - Southend-on-Sea
10 3 reviews
Southend-on-Sea
11/09 – 14/09
SG$344/nighttotal: SG$1032 (3 )

Welcome To Northview House Stylish 4 Bedroom Home In Southend By Jesswood Properties Contractors Corporates Relocation Stays Long Stays Welcome

4 2
house , Southend-on-Sea
This charming house is conveniently located in Southend-on-Sea, just 4.3 kilometres from Adventure Island and 4 kilometres from London Southend Airport. The surrounding area offers a mix of residential streets and easy access to the town's attractions and amenities.
This spacious property spans 86 square metres and comfortably accommodates up to 15 guests across its four bedrooms. The house is equipped with a fully equipped kitchen, washing machine, flat-screen TV, free Wi-Fi, air conditioning, a terrace, a garden, and parking.

Best Southend-on-Sea holiday rentals with parking

Apartment ∙ 1 Bedroom ∙ 2 Guests - Southend-on-Sea
10 1 review
Southend-on-Sea
27/06 – 04/07
SG$313/nighttotal: SG$2191 (7 )

Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Thorpe Bay
This Thorpe Bay flat is located a short walk from prominent restaurants, shops, and public transport links, offering convenient access to local amenities.
This modern one-bedroom flat accommodates two guests and features a fully equipped kitchen with a fridge, freezer, and microwave, alongside Wi-Fi and parking.
52 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
11/09 – 14/09
SG$219/nighttotal: SG$657 (3 )

52 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment
This Southend-on-Sea flat is conveniently located 0.5km from Southend Central station, offering easy access to Southend Jubilee Beach (1.8km), Southchurch Beach (2.8km), and Adventure Island (1.4km).
The 52 square metre apartment features two bedrooms, one bathroom, and accommodates up to four guests, including amenities such as free Wi-Fi, parking, and a fully equipped kitchen.
Meridian Apartment Suites - Southend-on-Sea
8.4 993 reviews
Southend-on-Sea
27/07 – 31/07
SG$189/nighttotal: SG$756 (4 )

Meridian Apartment Suites

2 4
apartment , Southend-on-Sea
The Meridian Apartment Suites are located in Prittlewell, a short distance from Southend town centre, a 7-minute walk from Prittlewell Rail Station, and a mile and a half from Southend Pier. The apartments have consistently received very good ratings for location, cleanliness, and user experience.
The accommodation offers spacious, modern open-plan living areas and comes equipped with a kitchen, a private bathroom, bed linen, and towels. Guests can enjoy free Wi-Fi, private parking, and access to a nearby fitness facility.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
SG$542/nighttotal: SG$1626 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 6
cottage , Allhallows
Ocean Breeze Escape, a holiday home in Allhallows, Kent, offers estuary views and is 500 meters from Allhallows Beach, with Slough Fort and the Allhallows Marshes Trail nearby.
This dog-friendly lodge accommodates up to six guests in three bedrooms and features a well-equipped kitchen, enclosed decking with a hot tub, and a swimming pool.
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