Southend holiday lettings

We found 181 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Southend that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Southend

Showing deals for:21 Nov - 28 Nov
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Find out more about Southend

Find out more about Southend

Why visit Southend

  • Iconic Southend Pier: A must-visit landmark, perfect for leisurely strolls and stunning views of the coastline.
  • Family-Friendly Beaches: Enjoy Jubilee Beach and other picturesque spots, ideal for a relaxing day by the sea.
  • Vibrant Street Life: Experience the lively atmosphere with shops, cafés, and local events that cater to all ages.
  • Charming Cottages: Explore the quaint architecture, adding to the neighbourhood's allure and character.
  • Diverse Accommodation Options: Choose from private holiday homes to stylish apartments, ensuring a comfortable stay.

Popular types of accommodation around Southend

Planning a getaway to Southend? The next step is selecting the perfect accommodation. From houses to convenient condos and stylish apartments, Southend offers a variety of holiday rentals to suit every preference. Explore the finest holiday accommodation in Southend, ensuring a memorable stay filled with comfort and convenience. Discover your ideal home away from home and enjoy all that this vibrant seaside destination has to offer.

  • Houses: The top choice for holidaymakers in Southend, offering spacious and comfortable lodgings perfect for families or groups.
  • Condos: A popular selection for those seeking modern amenities and a community vibe, ideal for couples or small families.
  • Apartments: A convenient option for visitors wanting self-catering facilities and easy access to local attractions.
  • Cottages: Quaint and charming, these provide a delightful retreat for those looking for a peaceful escape.
  • Villas: Luxurious accommodations that offer a private and upscale experience, perfect for a lavish getaway.**

Top attractions near Southend

Southend is ideal for family beach holidays, offering a variety of attractions such as the iconic Southend Pier, Jubilee Beach, and a delightful seaside adventure. Visitors can enjoy the vibrant street life and cultural experiences in and around Southend, making it a perfect destination for those seeking outdoor fun and memorable family experiences.

  • Palm Beach County Convention Center: This vibrant event venue offers a dynamic atmosphere for conferences and exhibitions, featuring modern facilities and a professional ambiance, perfect for business travellers.
  • Lake Worth Beach: A beautiful sandy beach that exudes a relaxed, casual vibe, ideal for sunbathing, swimming, and enjoying beachside activities with stunning ocean views.
  • Worth Avenue: An elegant shopping street lined with upscale boutiques and charming cafes, capturing the essence of city life with a luxurious touch, perfect for leisurely strolls.

Things to do recommended for couples

For a romantic getaway in Southend, indulge in the luxury of Mar-a-Lago, just 1.6km away. For adventure, try paddleboarding at Paddle Away Sports, six miles from your base. Don’t forget to enjoy a fun-filled mini golf date at Adventure Mini Golf, seven miles away!

Things to do recommended for families

Your family will love South Olive Park, just 497m away for relaxation and wellness. For a bit of sport, head to the National Croquet Center, 1.2km away. Don't miss the fun at AMF Boynton Beach Lanes, 6.2km away, offering adventure for all ages.

Things to do recommended for groups

Enjoy a delightful day at CityPlace, a vibrant shopping hub just 1.9km from Southend, or challenge your mates to a round of golf at the Palm Beach Par 3 Golf Course, located 1.2km away. For a touch of culture, catch a show at the Harriet Himmel Theater, also 1.9km away.

What do I need to keep in mind when booking a vacation around Southend

When you're planning a trip—whether it's with friends, family, or even your pets, or if you're seeking longer accommodation options—it's essential to apply the right filters to suit your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Southend with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Southend with young kids: Travelling with little ones can be quite demanding. It’s important to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southend: For many families, a holiday wouldn’t feel quite right without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southend: If you’re in search of holiday rentals with offers for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Southend

Southend, a charming neighbourhood in West Palm Beach, Florida, offers a delightful mix of family-friendly activities and relaxing beach vibes. Explore the picturesque cottages and enjoy the stunning Southend beaches, perfect for a tropical getaway. Nearby, you’ll find a vibrant atmosphere that caters to both romantic escapades and leisurely family outings. Whether you're visiting Southend for its coastal beauty or the welcoming community spirit, this destination promises an unforgettable experience.

  • West Palm Beach: Located a mere 2.5km from Southend, West Palm Beach is a vibrant city that offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can explore the bustling shopping mall centre and numerous boutique shops, making it ideal for those looking to indulge in retail therapy. The city's beautiful beaches are perfect for sunbathing and family outings, while the theatre scene provides entertainment for culture enthusiasts. Don't miss the scenic tourist precinct, which is a hub for dining and leisure, providing a perfect backdrop for a relaxing day out.
  • Palm Beach: Just 1.9km from Southend, Palm Beach is synonymous with luxury and leisure. This picturesque city attracts families and outdoor lovers with its stunning beaches and lush landscapes. Visitors can enjoy a variety of shopping experiences, from high-end boutiques to charming local shops. The exclusive private country clubs offer a taste of the opulent lifestyle, while the inviting beach areas are perfect for a day of fun in the sun. The family-friendly atmosphere and proximity to the tourist precinct make Palm Beach a must-visit destination for all.
  • Lake Worth: Situated 1.9km from Southend, Lake Worth is a charming city known for its laid-back vibe and outdoor activities. Ideal for families, it boasts beautiful beaches and a range of recreational options, including golf courses for enthusiasts. The local shopping mall centre provides a diverse selection of shops, perfect for leisurely browsing. Lake Worth's vibrant arts scene and welcoming community atmosphere make it an attractive spot for visitors looking to unwind and enjoy a taste of local culture. The scenic beaches and tourist precinct offer ample opportunities for memorable family outings.

Best time to go to Southend

If you're planning a trip to Southend, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January68.2°F (20.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
February70.3°F (21.3°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
March71.8°F (22.1°C)Light RainMostly SunnyModerately HighSlightly High
April75.4°F (24.1°C)Light RainMostly SunnyAverageAverage
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June81.3°F (27.4°C)Moderate RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Moderate RainMostly SunnyAverageAverage
August83.5°F (28.6°C)Moderate RainMostly SunnyModerately LowSlightly Low
September82.0°F (27.8°C)Moderate RainMostly SunnyModerately LowSlightly Low
October79.0°F (26.1°C)Light RainMostly SunnyModerately LowSlightly Low
November74.5°F (23.6°C)Light RainMostly SunnyAverageAverage
December71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save money on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or view and organise your travel arrangements. You can easily find the properties you've saved and booked categorised under Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Southend?
Prices for holiday rentals in Southend vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Southend to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Southend holiday house rentals?
You can find great discounts on house rentals in Southend on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Southend holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southend with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Southend?
A long-stay holiday rental in Southend is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
How early should I book a Southend holiday rental?
Book your Southend holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Southend home rental booking on Vrbo?
To find Southend holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Southend holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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