Vacation Rentals in Southend-on-Sea

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Southend-on-Sea holiday rentals
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721 Holiday rentals and Airbnb 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

Stylish 1br By Luxiety Stays Short Lets & Serviced Accommodation Southend On Sea - Near High St & Southend Beach - Southend-on-Sea
9.2 131 reviews
Southend-on-Sea
10/07 – 13/07
A$227/nighttotal: A$681 (3 )

Stylish 1br By Luxiety Stays Short Lets & Serviced Accommodation Southend On Sea - Near High St & Southend Beach

1 2
apartment , Southend-on-Sea
This modern flat is located in the heart of Southend-on-Sea, just a 5-minute walk from Adventure Island and a short distance from the beach. It has received excellent ratings for location, cleanliness, and user experience.
The flat has one bedroom and one bathroom, comfortably accommodating up to three guests. It is equipped with a fully equipped kitchen, a flat-screen TV, and free Wi-Fi, ensuring a comfortable and convenient stay.
Elegant, Victorian End Of Terrace Town House - Southend-on-Sea
9.9 24 reviews
Southend-on-Sea
30/09 – 12/10
A$394/nighttotal: A$4728 (12 )

Elegant, Victorian End Of Terrace Town House

1 2
house , Southend-on-Sea
This Victorian townhouse is centrally located in Southend-on-Sea's conservation area, within easy walking distance of Cliff Gardens and both Southend Central and Southend Victoria railway stations.
The three-bedroom property, sleeping up to six guests, boasts a master bedroom with ensuite shower room, a south-facing courtyard, and is close to Southend city centre's shops and restaurants.
House ∙ 3 Bedrooms ∙ 5 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
A$442/nighttotal: A$1768 (4 )

House ∙ 3 Bedrooms ∙ 5 Guests

3 2
house , Southend-on-Sea
This 3-bedroom house is located a minute from Southend-on-Sea, offering a 720-meter walk to Southend Central C2C train station for London access and a short drive to Leigh-on-Sea.
This family-friendly property accommodates up to 5 guests, featuring a private garden, free WiFi, Netflix, and off-street parking for two vehicles, with a fully equipped kitchen and 2 bathrooms.
21 Riverview, Allhallows - Southend-on-Sea
8.9 37 reviews
Southend-on-Sea
14/07 – 17/07
A$240/nighttotal: A$720 (3 )

21 Riverview, Allhallows

3 2
apartment , Rochester
This apartment is located in Allhallows, just 15 minutes walk from Allhallows Beach and 10 miles from Rochester Castle, offering a peaceful escape close to local attractions. The property has received excellent ratings for its cleanliness, location and overall experience.
The apartment features 3 bedrooms and 2 bathrooms, providing ample space for up to 8 guests, with a total floor area of 39 square metres. Enjoy a range of amenities including a private terrace, a fully equipped kitchen, air conditioning, a swimming pool, a bar and free parking, making it perfect for a relaxing and enjoyable stay.

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 ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
13/07 – 16/07
A$989/nighttotal: A$2967 (3 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 1
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
28/08 – 31/08
A$498/nighttotal: A$1494 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 3
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.
Newland's - Southend-on-Sea
9.5 19 reviews
Southend-on-Sea
30/09 – 12/10
A$200/nighttotal: A$2400 (12 )

Newland's

2 2
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.
Meadowside Caravan Hire Haven Kent Coast - Southend-on-Sea
8.3 13 reviews
Southend-on-Sea
07/07 – 09/07
A$286/nighttotal: A$572 (2 )

Meadowside Caravan Hire Haven Kent Coast

3 2
house , Allhallows
Meadowside Caravan Hire Haven Kent Coast is situated in Rochester, just 10 km from Rochester Castle and a 15-minute walk from Allhallows Beach, offering a tranquil escape by the coast. This spacious holiday home provides 3 bedrooms, 2 bathrooms, and a 39 square meter living area, accommodating up to 11 guests comfortably. The property features a private pool, on-site restaurant, mini-market, children’s playground, and full-day security, making it perfect for families and groups seeking a relaxing and enjoyable stay.

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

  • What should a first-time visitor not miss in Southend-on-Sea?

    You've got to take a ride on the pier, it's a classic Southend experience. Then head over to the Adventure Island amusement park for some fun. And don't forget to visit the Southend Museum, it's a great way to learn about the town's history.
  • What are the best Airbnb and holiday rentals in Southend-on-Sea?

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

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

    For a central location, you can't beat the area around the pier and the seafront. It's close to all the action and has a great choice of restaurants and pubs. If you're looking for something quieter, try the Leigh-on-Sea area, it's a bit more relaxed and has a charming harbour.
  • 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 top family-friendly attractions in Southend-on-Sea?

    Adventure Island is a must for families, it's got rides for all ages. The Sealife Adventure Centre is another great option, especially for younger kids. And don't forget the Southend Pier, it's a great place to take a stroll and enjoy the sea views.
  • What are the best holiday rentals with a pool in Southend-on-Sea?

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

    The summer months are the busiest, so if you want to book a rental during that time, you'll need to book well in advance. But if you're looking for a quieter time, the shoulder seasons, spring and autumn, are a great option.
  • What are the best rentals for families and kids in Southend-on-Sea?

  • What events or festivals should visitors check out in and around Southend-on-Sea?

    The Southend Airshow is a big one, usually held in August. You'll also find the Southend Carnival in July, it's a colourful and lively event. And if you're a music fan, the Southend Music Festival takes place in September.
  • What are the best rentals or Airbnbs with a jacuzzi in Southend-on-Sea?

    The best holiday 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 best budget-friendly activities in Southend-on-Sea?

    A walk along the seafront is always free and enjoyable. You can also take a free tour of the Southend Pier, it's a great way to see the town. And if you're feeling adventurous, try a spot of fishing off the pier, it's a popular pastime.
  • What are the best restaurants with local dishes in Southend-on-Sea?

    For a taste of fresh seafood, try the 'The Oyster Bar' in Leigh-on-Sea. If you're after something a bit more traditional, 'The Victoria' pub in Southend is a good choice. And for a modern take on British cuisine, 'The Pier' restaurant offers stunning sea views.
  • What are the best walking or cycling routes in Southend-on-Sea?

    The Southend to Leigh-on-Sea cycle path is a popular choice, it's flat and scenic. For a shorter walk, try the promenade along the seafront, it's great for people watching. And if you're feeling adventurous, head inland to the Hadleigh Country Park, it's a great place for a long walk or cycle.
  • Are there pet-friendly attractions in Southend-on-Sea?

    The seafront is generally dog-friendly, and many pubs and cafes welcome dogs too. The Hadleigh Country Park is also a great place to take your dog for a walk. Just remember to keep your dog on a lead and clean up after them.
  • What are the benefits of choosing a vacation rental in Southend-on-Sea?

    Vacation rentals offer more space and privacy than a hotel, and they're often more affordable, especially if you're travelling with a family. You'll also have access to a kitchen, which can save you money on eating out. And many rentals are located in quiet, residential areas, which can be a nice change of pace from the hustle and bustle of the town centre.
  • What are the top sports attractions and facilities in Southend-on-Sea?

    Southend has a great range of sports facilities, including the Southend United Football Club, the Southend-on-Sea Cricket Club, and the Southend Pier, which is popular for fishing. There are also several golf courses in the area.

Destinations nearby

Best Southend-on-Sea holiday rentals with a balcony

Seaside Private Garden - Southend-on-Sea
8.3 18 reviews
Southend-on-Sea
12/07 – 13/07
A$403/nightfor 1 night

Seaside Private Garden

1 2
apartment , Leigh-on-Sea
This apartment is located in Leigh-on-Sea, a 12-minute walk from Bell Wharf Beach and 4 kilometres from London Southend Airport, offering direct access to a private beach area.
This one-bedroom flat spans 65 square meters, accommodates up to three guests, and features a fully equipped kitchen, free WiFi, a garden, a terrace, and an on-site bar.
Elegant, Victorian End Of Terrace Town House - Southend-on-Sea
10 1 review
Southend-on-Sea
30/09 – 12/10
A$419/nighttotal: A$5028 (12 )

Elegant, Victorian End Of Terrace Town House

3 2
house , Southend-on-Sea
This Victorian house in Southend-on-Sea is an 8-minute walk from Three Shells beach and 0.8km from Adventure Island, offering easy access to Southend's attractions.
The 111 square metre property boasts two bedrooms, three bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, private terrace, free Wi-Fi, and private parking with an electric vehicle charging point.
Richmond Luxury Flat Fabulous Location - Southend-on-Sea
9.6 153 reviews
Southend-on-Sea
28/06 – 29/06
A$248/nightfor 1 night

Richmond Luxury Flat Fabulous Location

1 2
apartment , Southend-on-Sea
This apartment is located in Southend-on-Sea, just 2.1 kilometres from Thorpe Bay Beach and Southend Jubilee Beach, offering a peaceful retreat close to the seaside. It has received excellent user ratings for location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, covering 46 square metres and comfortably accommodating two guests. It comes equipped with a kitchen, a terrace, a garden, free Wi-Fi, a fireplace, a washing machine, and satellite TV, providing everything you need for a comfortable stay.
Hartland 2-bedroom Apartments With Bfast And Parking - Southend-on-Sea
8.7 3166 reviews
Southend-on-Sea
14/07 – 17/07
A$255/nighttotal: A$765 (3 )

Hartland 2-bedroom Apartments With Bfast And Parking

1 2
apartment , Southend-on-Sea
Ilfracombe House Hotel is ideally located in central Southend, just a stone's throw from the beach and a short walk to the Cliffs Pavilion. The hotel has received consistently high ratings for its cleanliness, location and overall experience.
The hotel offers a range of comfortable rooms, some with sea views, and features a restaurant, bar and terrace. Amenities include free parking, Wi-Fi, a breakfast buffet and room service, making it a convenient choice for families and couples alike.

Best Southend-on-Sea holiday rentals with parking

111 M² House ∙ 5 Bedrooms ∙ 14 Guests - Southend-on-Sea
9.3 3 reviews
Southend-on-Sea
07/08 – 10/08
A$721/nighttotal: A$2163 (3 )

111 M² House ∙ 5 Bedrooms ∙ 14 Guests

5 6
house , Hawkwell
This spacious five-bedroom house, sleeping up to 14 guests, is situated in Hockley, a short distance from Hawkwell.
The 111 square metre property boasts a fully equipped kitchen, two bathrooms, a large garden with BBQ, ample off-street parking for three cars, and is professionally managed by Pass the Keys.
56 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
10 3 reviews
Southend-on-Sea
28/08 – 31/08
A$374/nighttotal: A$1122 (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.
Spacious 3 Bedroom Home, Sleeps 7, Perfect For Families & Contractors, Long-stay Friendly, Hosted By Clark Property Estates - Southend-on-Sea
9.4 9 reviews
Southend-on-Sea
27/06 – 04/07
A$605/nighttotal: A$4235 (7 )

Spacious 3 Bedroom Home, Sleeps 7, Perfect For Families & Contractors, Long-stay Friendly, Hosted By Clark Property Estates

3 4
house , Southend-on-Sea
This charming house is situated in Westcliff-on-Sea, just 2.8 km from the Southend Jubilee beach and 3.7 km from Adventure Island, offering a peaceful retreat from the town centre. It has received excellent ratings for user experience, location, and cleanliness.
This three-bedroom property spans 1029 square meters and can comfortably accommodate up to 11 guests. It boasts a fully equipped kitchen, a private terrace with a garden view, and modern amenities like free Wi-Fi and a fireplace, making it perfect for families or groups of friends.
Luxury Apartment- Beach 10mins - Southend-on-Sea
Southend-on-Sea
27/06 – 04/07
A$352/nighttotal: A$2464 (7 )

Luxury Apartment- Beach 10mins

1 2
apartment , Thorpe Bay
This Thorpe Bay apartment, in Southend-on-Sea, is a 15-minute walk from Thorpe Bay beach and an 8-minute walk from the Southend-on-Sea Pier Museum.
The 200 square metre (approx. 0.2km²) self-catering flat offers one bedroom, one bathroom, sleeps two, and includes free Wi-Fi, on-site parking, and a fully equipped kitchen with appliances including an oven, hob, refrigerator, and microwave.
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