Discover Your Perfect Wellington Vacation Homes

Best Vacation Homes in Wellington

Wellington Luxury Rentals

Wellington Pet Friendly Vacation Rentals

Wellington Large Vacation Homes

Why Choose Rent By Owner for your Wellington Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Wellington

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, as the region offers different attractions and weather patterns throughout the year that are ideal for planning your perfect getaway.

Peak Season Highlights

winter
Winter (December to February)

During this time, the region experiences its peak visitor influx as travelers seek warm escapes and enjoy the pleasant climate. The area becomes lively with outdoor activities and community events.

Average Temperature Daytime: 75°F - Nighttime: 55°F
spring
Spring (March to May)

Spring marks a popular period for visitors wanting to experience mild weather and blooming scenery. This season attracts those interested in outdoor recreation and local festivities.

Average Temperature Daytime: 78°F - Nighttime: 60°F

Off-Season Highlights

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Summer (June to August)

The summer months tend to see fewer travelers due to hotter temperatures and humidity, making it an ideal time to find more private and affordable vacation rentals.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

Autumn is a quieter time here, characterized by cooler temperatures and less crowded attractions, perfect for those seeking a relaxing getaway.

Average Temperature Daytime: 80°F - Nighttime: 65°F

Weekly Weather Forecast for Wellington

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor living with a private swimming pool at your rental in this destination.
  • Relax on spacious patios or decks that are perfect for soaking up the sunshine.
  • Take advantage of well-maintained gardens to add charm and tranquility to your stay.
  • Experience outdoor dining with covered or open-air barbecue grills available in many rentals.
  • Browse through lush green lawns ideal for outdoor games and activities.
  • Stay active with access to tennis courts, golf courses, or walking trails nearby.
  • Unwind in shaded sitting areas designed for quiet moments amidst nature.
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Family Activities

  • Wellington Environmental Preserve: Explore a variety of walking trails and observe local wildlife in this natural oasis ideal for family outings.
  • Wellington Green Market: Enjoy a vibrant outdoor market where you can sample fresh local produce and handmade crafts, perfect for a family morning activity.
  • Wellington Aquatics Complex: Swim, splash, and relax at this state-of-the-art facility designed for family fun and water safety education.
  • Wellington Skate Park: Experience outdoor recreation with skateboarding and rollerblading that caters to all skill levels in a safe environment.
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Adult Activities

  • Wellington Environmental Preserve: Discover the region's natural beauty through scenic walking trails and wildlife viewing opportunities in this peaceful outdoor space.
  • Wellington Green Market: Visit this vibrant local market to enjoy fresh produce, artisan goods, and a taste of the area's community spirit.
  • Big Blue Baddest Fishing Charters: Experience an exciting day on the water by booking a fishing charter that takes you into the nearby waters renowned for their abundant marine life.
  • Wellington Regional Park: Engage in outdoor activities such as tennis, volleyball, or simply relax in this versatile park located conveniently within the region.

Wellington Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Golf Courses: Take advantage of the region's renowned golf courses to enjoy a relaxing day on the fairways during your stay.
  • Visit Community Events: Check out seasonal events and festivals that showcase the vibrant local culture, offering authentic experiences in this destination.
  • Discover Nature Spots: Spend time at nearby parks and nature preserves to appreciate the area's scenic beauty and outdoor recreational opportunities.
  • Sample Regional Cuisine: Indulge in local dining experiences by trying regional favorites at nearby restaurants or eateries surrounding your vacation rental.

Transportation Options

  • Wellington Green Taxi: Reliable taxi services are available here, providing convenient transportation for exploring the area around your vacation rental.
  • Wellington Local Bus Service: This affordable public transportation option connects key parts of the region, making it easy to get around without a car.
  • Private Car Rentals: Several rental agencies in the area offer personal vehicle options, giving you flexibility during your stay in this destination.
  • Rideshare Services: The region is well-served by rideshare apps that provide quick and easy transportation directly from your vacation rental.

Local Customs Options

  • Traditional Floridian Hospitality: You’ll notice a warm and welcoming attitude that reflects the region’s friendly community spirit in Wellington.
  • Local Golf Etiquette: Respect for the numerous golf courses here involves maintaining pace of play and honoring course rules, which are an integral part of life in this destination.
  • Celebration of Equestrian Culture: Participating in or observing local events often highlights the region’s deep-rooted equestrian traditions and respect for animals.
  • Community Festivities: Engaging in neighborhood parades, markets, and festivals showcases the area's vibrant social customs and helps you experience local camaraderie firsthand.

Frequently Asked Questions About Wellington?

2. How many vacation rentals have private pools in Wellington?

There are 99 vacation rentals with private pools near Wellington. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Wellington are best for families?

If you are looking for a family-friendly vacation home in Wellington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wellington:

4. How many Rentbyowner vacation rentals are available in Wellington?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 336 in the Wellington area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wellington. 

5. What is the cancellation policy for vacation rentals in Wellington, Florida?

Cancellation policies vary by listing, so it's important to review the specific terms outlined in each property’s description. For detailed information and possible flexibility options, reach out directly to the property owner or check the listing's cancellation policy before booking.

6. Are there any amenities included with vacation rentals in Wellington, Florida?

Amenities vary depending on the property you choose. To ensure your stay meets your needs, review the amenities section of each listing and contact the owner if you have specific requirements or questions about available features.

7. How do I find the best rates for vacation rentals in the region?

To secure the most competitive prices, compare multiple listings on this destination, adjust your travel dates, and consider booking well in advance. Special discounts or deals may also be available directly through property owners or during promotional periods.

8. What should I know about the check-in and check-out process in Wellington, Florida?

Check-in and check-out procedures are outlined in each listing. Contact the property owner beforehand if you need assistance with early or late arrangements, and review any specific instructions provided to ensure a smooth arrival and departure.

9. Is it safe to book vacation rentals in this area during peak season?

This destination maintains a high standard of safety, but it's recommended to read reviews and verify the credentials of each property. For added peace of mind, communicate directly with owners and confirm all safety measures are in place prior to booking.

Wellington Top Rated Vacation Rentals