
Holiday rentals in Southend-on-Sea
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Top-rated holiday rentals in Southend-on-Sea
Guests agree: these stays are highly rated for location, cleanliness and more.

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 !

Seaview City Lodge , 2- bedroom flat with Parking
A stylish experience in the centrally located apartment. Superb 2-bedroom, 2-bathroom flat with sea view. Fully equipped kitchen, large dining table, and open plan, secluded balcony. Free allocated parking for one car on-site. This apartment is ideal for single travelers and couples. Maximum occupancy is three guests. Southend City beach is 10 minutes away, and the University of Essex campus and High Street are 5 minutes away. London Southend Airport is the next stop on the Greater Anglia line.

Flat-on-Sea
Perfect location for convenience. The Flat is situated just moments from Airport, Hospital, Roots Hall Stadium and Priory Park. Prittlewell Station is just a 22-minute walk away, and with the A127 nearby, you're well-connected to the rest of Southend and beyond. There are plenty of food shops and restaurants nearby, offering everything from quick bites to sit-down meals. Whether you're visiting for business, leisure, or a quick stopover, our space combines comfort with unbeatable convenience.

Amazing house with sea views in Leigh-on-Sea
Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

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.

Estuary Views Penthouse with Private 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.

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. EV charger available. A small south-facing patio available for guest use. Off-road parking space.

Elegant, Victorian End of Terrace Town House
This stylish and beautifully interior designed three bedroom/2 bathroom, 3 storey Victorian Townhouse has recently been totally refurbished to an exceptionally high standard. It is located in an enviable position and centrally located in the heart of the historic and much sought after Clifftown Conservation Area. A short walk to the picturesque Cliff Gardens, local amenities, delightful eateries, the City Centre, the Seafront and both mainline railway stations.

Thorpe bay beach deluxe apartment
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.

Quiet and cosy self-contained garden lodge.
The Hutch is in Leigh-on-Sea, close to parks, Southend Airport (3.9miles), shops (0.5miles for Leigh-on-Sea & 3.9miles for Southend High Street), the Estuary (1.5miles), Cliffs Pavilion (2.3miles) and the hospital (1.5miles). You’ll love my place because of the location, it's privacy as it's a self-contained lodge with its own access, and courtyard as well as off street parking My place is good for couples, solo adventurers, and business travelers.

Spacious 1 Bed flat. 5 min walk to beach & town.
Newly decorated ,Spacious 1 bed apartment. Less than 5 minute walk to sea-front and town centre. Brand new fitted kitchen and Electric Shower. Dog friendly with green space, ideal for dog walking, on the corner of the road and Southchurch Hall Gardens less than a 10 minute walk. I live above so any issues can be dealt with quickly. Free parking available both off road and permit parking. A perfect base for a seafront holiday.

Stylish One Bedroom Apartment with Sea View
TWL Properties are delighted to bring to the market this outstanding luxury development, offering 13 stunning 1 & 2 bedroom serviced apartments. Located opposite the Cliffs Pavilion and just moments from Westcliff Beach and Chalkwell Park. Westcliff train station for the C2C train, which provides easy access to London via London Fenchurch Street, is only 0.3 miles away. Southend Airport is under 10 minutes drive.
Popular amenities for Southend-on-Sea holiday rentals
Other great holiday rentals in Southend-on-Sea

Relax, Recharge and Unwind in a Lovely Warm Home

Cosy & comfortable urban maisonette near seafront

Then double & local transport on request.

Attic room in central Leigh near seaside & airport

Peace Haven, The Blue Room, Hadleigh, Essex

Comfy Single Room in Hadleigh, Essex

Rosie’s Retreat westcliff Room 3

Single small room in comfy house
When is the best time to visit Southend-on-Sea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 SGD | $153 SGD | $158 SGD | $170 SGD | $177 SGD | $175 SGD | $191 SGD | $201 SGD | $166 SGD | $155 SGD | $151 SGD | $156 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 16°C | 18°C | 18°C | 15°C | 12°C | 8°C | 6°C |
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.
What are the most popular amenities for House Rentals in Southend-on-Sea?
Enhance your stay in our House Rentals with the most popular amenities: over 160 homes with wifi, over 110 homes with free parking, over 150 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in boutique hotel rentals in Southend-on-Sea?
Experience the best of Southend-on-Sea with our boutique hotel rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Southend-on-Sea?
Southend-on-Sea has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there apartment rentals with a dedicated workspace in Southend-on-Sea?
Yes! Work meets play with ease at over 60 apartment rentals in Southend-on-Sea featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Southend-on-Sea have free parking?
Absolutely! We offer over 50 apartment rentals with free parking in Southend-on-Sea. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Southend-on-Sea have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Southend-on-Sea. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Southend-on-Sea have a kitchen?
Absolutely! We offer over 40 condo rentals with a kitchen in Southend-on-Sea. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Southend-on-Sea?
Four-legged friends are welcome in Southend-on-Sea. Choose from more than 30 house rentals for guests traveling with pets.
Quick stats about holiday rentals in Southend-on-Sea

Total holiday rentals
Explore 480 holiday rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 16,140 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
470 of Southend-on-Sea holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southend-on-Sea rentals

4.7 Average rating
Southend-on-Sea stays receive an average rating of 4.7 out of 5 from guests
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- British Museum
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