Photo by Gary-Heather Kobza

Southwest holiday lettings

We found 200 holiday rentals — enter your dates for availability

Discover a selection of 30 homes and other holiday rentals in Southwest that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Southwest

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Find out more about Southwest

Find out more about Southwest

Why visit Southwest

  • Family-friendly activities: Southwest West Palm Beach offers numerous attractions perfect for families.
  • Tropical excursions: Enjoy the beautiful beaches and outdoor adventures available in the area.
  • Cultural experiences: Engage with vibrant urban parks and lively streets filled with events.
  • Charming accommodation: Choose from delightful holiday cottages, stylish condos, and comfortable apartments.
  • Exploration opportunities: Discover nearby neighbourhoods and enjoy a vibrant atmosphere for getaways.

Popular types of accommodation around Southwest

If you're pondering the best accommodation options for your getaway in the Southwest, look no further. Our most sought-after choices include charming holiday cottages, stylish condos, and comfortable apartments. Whether you're after a quaint south west holiday cottage or a modern flat for your stay, we have a variety of holiday lettings to suit your needs. Enjoy your holiday in Southwest England with the reassurance of finding the perfect place to unwind.

  • Houses: The top choice for visitors in Southwest, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option, these self-contained units provide a convenient blend of home comforts and resort amenities.
  • Apartments: Perfect for solo travellers or couples, apartments offer a homely feel in the heart of the city.
  • Cottages: These quaint, charming retreats are ideal for a peaceful getaway surrounded by nature.
  • Villas: Luxurious and spacious, villas provide the ultimate in relaxation for those seeking an upscale experience.**

Top attractions near Southwest

Southwest, West Palm Beach, offers a delightful mix for families and outdoor enthusiasts alike. With its vibrant urban parks, lively streets, and engaging event venues, this area caters to those seeking cultural experiences and city adventures. Whether you're travelling with family or friends, you'll find plenty to explore and enjoy during your holiday.

  • Palm Beach County Convention Center: A hub for events and conferences, this venue exudes a professional atmosphere, making it perfect for business gatherings and exhibitions. Its modern facilities cater to a range of events.
  • Clematis Street: This vibrant street is the heart of downtown West Palm Beach, bustling with shops, eateries, and nightlife. Its lively city vibe is perfect for leisurely strolls and enjoying local culture.
  • Lake Worth Beach: A picturesque beach destination, offering stunning ocean views and soft sandy shores. Ideal for relaxation, swimming, and soaking up the sun, it captures the quintessential beach experience.

Things to do recommended for couples

For a romantic getaway in Southwest West Palm Beach, indulge in the luxury of Mar-a-Lago, just 1.6km away. For adventure, try Paddle Away Sports, five miles off, or enjoy the upscale ambience at Sailfish Club Marina, six miles away. Perfect for couples seeking memorable experiences!

Things to do recommended for families

Families can explore the sporting atmosphere at CACTI Park of the Palm Beaches, unwind at South Olive Park's tranquil surroundings, or embark on an adventure at Playmobil Fun Park, all within a short drive from Southwest.

Things to do recommended for groups

Groups visiting Southwest, West Palm Beach can indulge in shopping and dining at CityPlace, enjoy a round of golf at the nearby Municipal Golf Course, or immerse themselves in culture and entertainment at Harriet Himmel Theater, all contributing to a vibrant local experience.

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

When planning your trip, whether you're travelling with a group, with family, bringing along pets, or seeking extended stays, it's essential to apply the appropriate filters that align with your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Southwest with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Southwest with young kids: Travelling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Southwest: For many families, a holiday wouldn’t feel complete without their furry companion. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Southwest: If you're in search of holiday rentals offering discounts 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. You might also want to consider including amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Southwest

Southwest in West Palm Beach, Florida, offers a delightful blend of family-friendly activities, tropical excursions, and city-themed adventures. Visitors can explore nearby neighbourhoods and cities, enjoying a vibrant atmosphere perfect for romantic getaways or relaxing beach holidays. From charming holiday cottages to spacious family homes, there's a perfect retreat for everyone looking to unwind in this sunny paradise.

  • West Palm Beach: Situated a mere 1.9km from Southwest, West Palm Beach is a vibrant city known for its family-friendly atmosphere and outdoor pursuits. Visitors can enjoy a plethora of activities, from shopping at the bustling mall centre to catching a show at the local theatre. The stunning beaches and the lively tourist precinct offer ample opportunities for sunbathing and relaxation. With its scenic waterfront and recreational parks, West Palm Beach is ideal for families looking to unwind and have fun.
  • Palm Beach: Just 1.2km away from Southwest, Palm Beach is an upscale city that caters to families and beach lovers alike. Known for its luxurious shopping mall centre and exclusive private clubs, this area offers a sophisticated yet relaxed travel experience. The pristine beaches and family-friendly areas invite visitors to enjoy a day of sun and surf. The charming tourist precinct is perfect for leisurely strolls, shopping, and dining, making Palm Beach a delightful destination for all ages.
  • Lake Worth: Located 2.5km from Southwest, Lake Worth is a picturesque city that combines beach life with outdoor adventure. Families can engage in various activities, from exploring the local golf courses to spending the day at the beach. The vibrant shopping mall centre provides ample shopping opportunities, while the inviting atmosphere of the family beach and tourist precinct ensures a memorable visit. Lake Worth is perfect for those seeking a blend of relaxation and recreation.

Best time to go to Southwest

If you're planning a trip to Southwest, 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 a breeze

Are you keen to save some pounds on your upcoming journey? It may be worthwhile to remain flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, refine your travel arrangements, or manage your existing bookings. Your saved or reserved properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Southwest?
In Southwest Florida, holiday houses are the most popular type of rental, with about 25 available throughout the region. These spacious properties often come with multiple bedrooms, fully equipped kitchens, and private outdoor areas such as patios or pools, making them ideal for families or groups looking to enjoy the warm climate. Additionally, several apartments and cottages can be found, offering more compact accommodations for those seeking a simpler, home-like experience. These rentals typically feature essential amenities like kitchen facilities and living spaces, superb for unwinding after a day spent exploring local attractions such as the beautiful beaches or nearby nature reserves.
Are there any beach house rentals in Southwest?
In Southwest Florida, there are approximately 66 beach house rentals available, primarily situated in picturesque coastal neighbourhoods such as Fort Myers Beach and Sanibel Island. These beach houses typically offer spacious rooms with multiple bedrooms, fully equipped kitchens for home-cooked meals, and inviting living areas ideal for relaxation after a day by the beach. Many properties also feature outdoor spaces like patios or balconies, allowing guests to enjoy the stunning views of the Gulf of Mexico.
How much does it cost to rent a holiday home in Southwest?
Prices for holiday rentals in Southwest 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 Southwest 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 Southwest holiday house rentals?
You can find great discounts on house rentals in Southwest 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 Southwest holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southwest 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 Southwest?
A long-stay holiday rental in Southwest 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.
When is the best time to visit Southwest for a holiday rental?
The best time to visit Southwest Florida for a holiday rental is during the peak season from February to April. This vibrant period attracts sun-seekers eager to escape the colder climates, offering a delightful blend of warm weather and exciting outdoor activities. Expect temperatures in the mid to high 20s Celsius, superb for beach outings, water sports, and exploring the stunning natural parks in the area.

March stands out as a particularly popular month, bustling with tourists enjoying the region's beautiful beaches and engaging in local festivals. The pleasant weather creates ideal conditions for sightseeing and adventure, making it a prime time to experience the rich culture and natural beauty of Southwest Florida.

For those looking for a more budget-friendly option, consider visiting in October. While the atmosphere is quieter, this month still offers plenty of sunshine and opportunities to explore the scenic coastline and indulge in outdoor activities without the crowds. It's a great time to enjoy the local wildlife and take advantage of lower rental rates.
Are there any remote work holiday rentals in Southwest?
In Southwest Florida, there are numerous options for remote work holiday rentals, with around 32 properties available to cater to your needs. These rentals often come equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, desks, desk chairs, and even computer monitors to ensure a productive work environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Southwest holiday rental?
Book your Southwest 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.
What are the top attractions in Southwest?
In Southwest Florida, visitors can enjoy a variety of attractions across several charming locales. Naples is renowned for its beautiful beaches and the vibrant shopping scene along Fifth Avenue South, where holiday rentals offer easy access to both the shore and numerous dining options. Nearby, the Naples Botanical Garden provides a lovely escape into lush landscapes and diverse plant life.

Fort Myers is another key destination, with attractions such as the Edison and Ford Winter Estates, where guests can explore the historical homes and gardens of these famous inventors. The area also offers proximity to the Caloosahatchee River, ideal for boating and fishing enthusiasts.

Sanibel Island, known for its shell-covered beaches and wildlife refuge, is superb for those looking for a more tranquil escape. Holiday homes here often feature direct beach access and stunning sunset views. The J.N. "Ding" Darling National Wildlife Refuge is a must-visit for nature lovers, offering opportunities for birdwatching and cycling along scenic trails.
Can I change or cancel my Southwest home rental booking on Vrbo?
To find Southwest 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 Southwest 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.

More holiday ideas

More holiday ideas