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

2 Bed In Heart Of Leigh-on-sea, With Piano&parking - Southend-on-Sea
9.3 30 reviews
Southend-on-Sea
27/07 – 31/07
SG$336/nighttotal: SG$1344 (4 )

2 Bed In Heart Of Leigh-on-sea, With Piano&parking

1 4
apartment , Southend-on-Sea
This Alice in Wonderland-themed flat is located directly on Leigh-on-Sea High Street, a short (approx. 1.6km) walk from Leigh-on-Sea seafront and a 10-15 minute train journey from Southend-on-Sea.
The two-bedroom property sleeps four, boasts a fully equipped kitchen including a washing machine, and features a living room with a piano and WiFi, close to Southend Pier and Adventure Island.
3 Bed Family House Free Parking - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$398/nighttotal: SG$1592 (4 )

3 Bed Family House Free Parking

3 2
apartment , Southend-on-Sea
This Westcliff-on-Sea house, a minute from Southend-on-Sea and a 1.44-km walk from Southend Central C2C station (providing a 52-minute train journey to London Fenchurch Street), offers convenient access to local attractions.
Sleeping up to five guests across three bedrooms (one king, one double, one single) and boasting a fully equipped kitchen, private garden, free parking for two cars, and amenities including WiFi and Netflix, this stylish property ensures a comfortable Southend-on-Sea stay.
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.
52 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$226/nighttotal: SG$904 (4 )

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.

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

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$603/nighttotal: SG$2412 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
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.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
SG$746/nighttotal: SG$2984 (4 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 4
cottage
The Cart Lodge, a four-bedroom property, is located in the Rochford countryside, approximately 1.6km from Apton Hall and a 15-minute walk (approx 1.5km) from Rochford town centre, offering easy access to Southend-on-Sea by car.
This self-catering lodge boasts a private one-acre garden with a hot tub, a games room with table tennis, four ensuite kingsize bedrooms sleeping eight guests, plus a swimming pool, jacuzzi, and ample parking including an electric car charging point.
Stylish 3-bedroom Bungalow With Pool - Southend-on-Sea
10 1 review
Southend-on-Sea
27/07 – 10/08
SG$466/nighttotal: SG$6524 (14 )

Stylish 3-bedroom Bungalow With Pool

3 3
bungalow , Southend-on-Sea
This charming bungalow is just a short walk from Southend Pier and a few minutes' drive from Adventure Island, making it ideal for exploring the best of Southend-on-Sea. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The home has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy the convenience of a swimming pool, garden, parking, and internet access, as well as a fully equipped kitchen, perfect for preparing meals during your stay.
Newland's - Southend-on-Sea
9.5 19 reviews
Southend-on-Sea
28/08 – 31/08
SG$266/nighttotal: SG$798 (3 )

Newland's

2 3
apartment , Rochester
This apartment is located in Rochester, just a short walk from Allhallows Beach and about 16 kilometres from Rochester Castle. It has received excellent ratings for its location, cleanliness, and overall experience.
The property offers 2 bedrooms and 2 bathrooms, spanning 520 square metres and accommodating up to 6 guests. Enjoy a private garden and terrace, a fully equipped kitchen, and on-site amenities like a restaurant, bar, and swimming pool.

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

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
27/06 – 04/07
SG$283/nighttotal: SG$1981 (7 )

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.
Airport Reach - Southend-on-Sea
9.7 25 reviews
Southend-on-Sea
27/06 – 04/07
SG$258/nighttotal: SG$1806 (7 )

Airport Reach

4 2
house , Southend-on-Sea
This 4-bedroom house is located in Victoria, Southend-on-Sea, close to the airport and within easy reach of the town centre. It has consistently received excellent ratings for cleanliness, location, and user experience.
The property spans 140 square metres and comfortably accommodates up to 6 guests. It features a fully equipped kitchen with a fridge and microwave, a terrace or balcony, a garden, parking, and internet access.
Basildon Everlight Villa - Southend-on-Sea
Southend-on-Sea
27/06 – 28/06
SG$710/nightfor 1 night

Basildon Everlight Villa

2 9
apartment , Basildon
Basildon Everlight Villa offers a spacious two-bedroom apartment in Basildon, conveniently located 19km from Chelmsford Train Station and 12km from London Southend Airport.
This 120 square metre flat boasts five bathrooms, parking, a terrace, and sleeps up to 19 guests, with amenities including a fully equipped kitchen and free Wi-Fi.
56 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
10 3 reviews
Southend-on-Sea
25/08 – 29/08
SG$306/nighttotal: SG$1224 (4 )

56 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

2 2
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.

Best Southend-on-Sea holiday rentals with parking

The Cart Shed - Southend-on-Sea
9.7 32 reviews
Southend-on-Sea
27/07 – 31/07
SG$273/nighttotal: SG$1092 (4 )

The Cart Shed

2 4
house , High Halstow
The Cart Shed is a holiday home located in High Halstow, a short drive from Chatham Train Station and the historic Chatham Dockyard, and just 29 km from Bluewater shopping centre. This property has received excellent ratings for location, cleanliness, and overall user experience.
The home has two bedrooms and can accommodate up to four guests. It offers a fully equipped kitchen with a dishwasher, a washing machine, free Wi-Fi, and a private garden with parking.
Hadleigh Hideout - Modern Apartment With Parking - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
SG$214/nighttotal: SG$856 (4 )

Hadleigh Hideout - Modern Apartment With Parking

1 2
apartment , Hadleigh
This newly refurbished one-bedroom flat in Benfleet offers convenient access to Hadleigh Castle Country Park, located 1.2 kilometers away, and is a short walk to local shops and restaurants.
This stylish apartment accommodates two guests and features a modern kitchen with a fridge and microwave, a rainfall shower, free WiFi, and on-site parking, with Hadleigh Castle and Hadleigh Country Park within easy reach for outdoor pursuits.
3 Bedroom Home Near Seafront | Sleeps 5 - Pass The Keys - Southend-on-Sea
Southend-on-Sea
10/07 – 13/07
SG$317/nighttotal: SG$951 (3 )

3 Bedroom Home Near Seafront | Sleeps 5 - Pass The Keys

3 2
apartment , Southend-on-Sea
This newly refurbished 3-bedroom house is situated in Southend-on-Sea, just minutes from the City Centre and seafront, placing you within easy reach of shops, restaurants, nightlife, and attractions such as Sealife Adventure and Adventure Island.
Offering 74 square meters of space for up to 5 guests, this property features a private garden, on-street parking, a fully equipped kitchen with a fridge and microwave, and excellent Wi-Fi, all managed with 24/7 guest support.
Westcliff Seaside 3br Apt 3 King Size Beds Garden - Southend-on-Sea
Southend-on-Sea
27/06 – 04/07
SG$424/nighttotal: SG$2968 (7 )

Westcliff Seaside 3br Apt 3 King Size Beds Garden

3 4
apartment , Southend-on-Sea
This ground-floor flat in Westcliff-on-Sea offers step-free access and is situated a short 500-meter walk from the seafront and Cliffs Pavilion, with Prittlewell Priory and Southchurch Hall also in close proximity.
This 83 square meter apartment accommodates up to six guests across three bedrooms, featuring on-site parking for one car, a private garden with outdoor dining, a large 85-inch UHD Smart TV, and a dedicated workspace.
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