Villas and Holiday homes in Southend-on-Sea

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Southend-on-Sea holiday homes
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134 Villa rentals in Southend-on-Sea

Best Southend-on-Sea villas and holiday homes with air conditioning

Serene Family Escape - Spacious, Near Thorpe Bay And Southend, Beaches & Amenities - Pass The Keys - Southend-on-Sea
8.7 4 reviews
Southend-on-Sea
27/07 – 31/07
£270/nighttotal: £1080 (4 )

Serene Family Escape - Spacious, Near Thorpe Bay And Southend, Beaches & Amenities - Pass The Keys

4 4
house , Southend-on-Sea
This charming house is situated in Thorpe Bay, Southend-on-Sea, just a short drive from the popular East Beach and Adventure Island amusement park. The property has received excellent user and location ratings, as well as a very good cleanliness rating.
The home offers 149 square metres of space and can accommodate up to six guests. It comes equipped with a fully equipped kitchen, a garden, free Wi-Fi, and parking, making it a comfortable and convenient option for families or groups visiting Southend-on-Sea.

Find the Best Holiday Homes with a Hot Tub in Southend-on-Sea

Returning to a private hot tub after a day outdoors adds a touch of luxury to these holiday homes in Southend-on-Sea.

Honeywood Farm Cabins - Southend-on-Sea
9.8 4 reviews
Southend-on-Sea
25/08 – 29/08
£185/nighttotal: £740 (4 )

Honeywood Farm Cabins

1 2
cabin , Woodham Ferrers
Honeywood Farm Cabins are situated in Woodham Ferrers, just 19 kilometres from Chelmsford Train Station and 24 kilometres from Hylands Park, offering a peaceful retreat in the countryside. The cabins have consistently received excellent ratings for location, cleanliness, and user experience.
The cabins are spacious, with 60 square metres of floor space, comfortably accommodating up to 6 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private hot tub, a terrace, a garden, and free Wi-Fi.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
07/08 – 10/08
£315/nighttotal: £945 (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.
Cottage ∙ 4 Bedrooms ∙ 10 Guests - Southend-on-Sea
Southend-on-Sea
27/07 – 31/07
£433/nighttotal: £1732 (4 )

Cottage ∙ 4 Bedrooms ∙ 10 Guests

4 2
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.
Ocean Breeze Escape - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£375/nighttotal: £1500 (4 )

Ocean Breeze Escape

3 2
house , Rochester
Ocean Breeze Escape is a detached house located in Rochester, 1.8 kilometres from Allhallows Beach and 16 kilometres from Rochester Castle.
This detached house offers accommodation for up to 11 guests, featuring 3 bedrooms, 1 bathroom with a walk-in shower, a fully equipped kitchen with an oven, complimentary Wi-Fi, a garden, a hot tub, and free private parking.

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

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Best Southend-on-Sea villas and holiday homes with a kitchen

74 M² House ∙ 3 Bedrooms ∙ 5 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£205/nighttotal: £820 (4 )

74 M² House ∙ 3 Bedrooms ∙ 5 Guests

3 2
house
This newly refurbished three-bedroom house in Southend is situated a short distance from Southend City Centre, the seafront, and the beaches.
This 74 square meter property accommodates up to five guests and features a fully equipped kitchen, a private garden, and on-street parking, with excellent Wi-Fi throughout.
Spacious 3br House | Weekly/monthly Stay Offer - Southend-on-Sea
Southend-on-Sea
27/07 – 10/08
£233/nighttotal: £3262 (14 )

Spacious 3br House | Weekly/monthly Stay Offer

1 3
house , Southend-on-Sea
This modern three-bedroom house is located in Westcliff-on-Sea, a short 9.3 kilometre drive from Prittlewell train station and a 5-minute walk from the nearest supermarket and restaurants.
The property comfortably accommodates up to seven guests and features a fully equipped kitchen, a garden, free parking, and is conveniently located for exploring Southend-on-Sea and its surrounding attractions.
Airport Reach - Southend-on-Sea
9.7 25 reviews
Southend-on-Sea
27/06 – 04/07
£150/nighttotal: £1050 (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.
The Little Blue House By Sheppey Stays -Cosy 2br Blue House - Near Docks With Parking - Southend-on-Sea
Southend-on-Sea
14/07 – 17/07
£152/nighttotal: £456 (3 )

The Little Blue House By Sheppey Stays -Cosy 2br Blue House - Near Docks With Parking

2 2
house , Sheerness
This cosy two-bedroom cottage is located in Sheerness, offering convenient access to Chatham Train Station and the Historic Chatham Dockyard, both 27 kilometres away.
The 25 square metre property includes a fridge, microwave oven, free WiFi, and a garden, accommodating up to three guests with a check-out time of 10:00 AM.

Compare Holiday Houses with a Swimming Pool in Southend-on-Sea

On-site pool access at your holiday home in Southend-on-Sea makes a refreshing dip the perfect way to complement a day by the water.

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£165/nighttotal: £660 (4 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
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.
Meadowside Caravan Hire Haven Kent Coast - Southend-on-Sea
8.3 13 reviews
Southend-on-Sea
25/08 – 29/08
£170/nighttotal: £680 (4 )

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.
Stylish 3-bedroom Bungalow With Pool - Southend-on-Sea
10 1 review
Southend-on-Sea
27/07 – 10/08
£270/nighttotal: £3780 (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.
Cottage ∙ 3 Bedrooms ∙ 8 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£281/nighttotal: £1124 (4 )

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.

Find the Best Seaside Holiday Homes in Southend-on-Sea

Walk along beautiful coastal trails from comfortable shoreside holiday homes in Southend-on-Sea near the shore.

Hawkwell Hideaway Large 4 Bedroom Home Hockley - Pass The Keys - Southend-on-Sea
9.0 2 reviews
Southend-on-Sea
25/08 – 29/08
£369/nighttotal: £1476 (4 )

Hawkwell Hideaway Large 4 Bedroom Home Hockley - Pass The Keys

1 2
house , Hawkwell

Popular 5-Star Holiday Houses in Southend-on-Sea

Sophistication and a prime location define these luxury holiday homes in Southend-on-Sea, offering premium amenities for a superior stay.

186 M² House ∙ 6 Bedrooms ∙ 14 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£429/nighttotal: £1716 (4 )

186 M² House ∙ 6 Bedrooms ∙ 14 Guests

6 2
house , Southend-on-Sea

Our Favourite Family-Friendly Holiday Houses in Southend-on-Sea

Choosing the right holiday home makes all the difference for a family trip to Southend-on-Sea, offering ample room.

Luxury Retreat Beach House - Sleeps 6 - Southend-on-Sea
9.3 85 reviews
Southend-on-Sea
25/08 – 29/08
£263/nighttotal: £1052 (4 )

Luxury Retreat Beach House - Sleeps 6

2 2
house , Southend-on-Sea
Spacious 4 Bed, 1 Bath Bungalow, Southend, Essex - Southend-on-Sea
10 1 review
Southend-on-Sea
26/06 – 28/06
£304/nighttotal: £608 (2 )

Spacious 4 Bed, 1 Bath Bungalow, Southend, Essex

4 4
house , Southend-on-Sea
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
14/07 – 17/07
£168/nighttotal: £504 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Althorne
Rayleigh Weir - Luxury 3 Bedroom House With Games Room - Southend-on-Sea
9.3 4 reviews
Southend-on-Sea
30/09 – 12/10
£261/nighttotal: £3132 (12 )

Rayleigh Weir - Luxury 3 Bedroom House With Games Room

3 2
house , Rayleigh

Explore Dog-Friendly Holiday Houses in Southend-on-Sea

Your dog-friendly holiday home in Southend-on-Sea ensures stress-free beach days with dedicated pet-washing areas.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Southend-on-Sea
Southend-on-Sea
25/08 – 29/08
£165/nighttotal: £660 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , Althorne
Stunning Cottage In The Heart Of Old Leigh - Pass The Keys - Southend-on-Sea
8.0 2 reviews
Southend-on-Sea
25/08 – 29/08
£310/nighttotal: £1240 (4 )

Stunning Cottage In The Heart Of Old Leigh - Pass The Keys

3 2
house , Southend-on-Sea
Cottage ∙ 7 Bedrooms ∙ 16 Guests - Southend-on-Sea
8.0 1 review
Southend-on-Sea
25/08 – 29/08
£547/nighttotal: £2188 (4 )

Cottage ∙ 7 Bedrooms ∙ 16 Guests

7 2
cottage , Eastchurch
Carey - Southend-on-Sea
9.5 2 reviews
Southend-on-Sea
25/08 – 29/08
£546/nighttotal: £2184 (4 )

Carey

1 2
house , Eastchurch

Guest-Favourite Holiday Homes with Parking in Southend-on-Sea

Free on-site parking at these holiday homes near the water in Southend-on-Sea allows you to focus entirely on enjoying the coast.

Rayleigh House - Southend-on-Sea
9.6 36 reviews
Southend-on-Sea
27/07 – 31/07
£199/nighttotal: £796 (4 )

Rayleigh House

3 4
house , Rayleigh
Station Heights - Southend-on-Sea
9.7 3 reviews
Southend-on-Sea
27/07 – 31/07
£199/nighttotal: £796 (4 )

Station Heights

3 4
house , Rayleigh
Seaside Cottage Opposite Beach Sleeps 6 Pets Ok - Southend-on-Sea
9.0 2 reviews
Southend-on-Sea
30/09 – 12/10
£100/nighttotal: £1200 (12 )

Seaside Cottage Opposite Beach Sleeps 6 Pets Ok

2 2
house , Southend-on-Sea
92 M² House ∙ 3 Bedrooms ∙ 5 Guests - Southend-on-Sea
Southend-on-Sea
26/06 – 28/06
£165/nighttotal: £330 (2 )

92 M² House ∙ 3 Bedrooms ∙ 5 Guests

3 4
house
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