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  3. Naples
  4. Immokalee
  5. Winter Rental

Immokalee Winter Rental

New
10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $512/Night For 7 Nights US $3,587
10.0
Exceptional
(1 Review)
1797.57 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Oceanfront
  • Hot Tub
  • Spa
US $153/Night For 7 Nights US $1,071
10.0
Exceptional
(3 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Fireplace/Heating
  • Pool
US $367/Night For 7 Nights US $2,571
New
2238.89 ft² 6 Guests 3 Bedrooms 3 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $300/Night For 7 Nights US $2,100
10.0
Exceptional
(3 Reviews)
5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $265/Night For 7 Nights US $1,854
New
1905.21 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $200/Night For 7 Nights US $1,400
10.0
Exceptional
(3 Reviews)
1154 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $172/Night For 7 Nights US $1,207
New
1280.91 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $168/Night For 7 Nights US $1,176
10.0
Exceptional
(2 Reviews)
1154 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $140/Night For 7 Nights US $978
10.0
Exceptional
(1 Review)
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $310/Night For 7 Nights US $2,171
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $217/Night For 7 Nights US $1,516
10.0
Exceptional
(1 Review)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $188/Night For 7 Nights US $1,313

Why Choose Rent By Owner for your Immokalee Winter Rental?

What makes our Winter Rental 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 Immokalee

When should you plan your Winter Rental stay?

Choosing the optimal time to visit here can enhance your experience, as the region offers ideal conditions for enjoying your winter rentals when the weather is pleasantly cool and the crowds are smaller, making it a perfect escape for those seeking a relaxing getaway in this destination.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you can enjoy mild temperatures and sunny skies, making it the perfect time for outdoor activities and exploring local attractions in the area.

Average Temperature Daytime: 75°F - Nighttime: 50°F
spring
Spring (March to May)

Spring offers warm weather and blossoming landscapes, ideal for enjoying the region's natural beauty and participating in outdoor events.

Average Temperature Daytime: 80°F - Nighttime: 55°F

Off-Season Highlights

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Summer (June to August)

In summer, the region experiences higher temperatures and increased humidity, which might be less favorable for those seeking cooler, more comfortable conditions.

Average Temperature Daytime: 90°F - Nighttime: 70°F
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Fall (September to November)

Fall sees a slight decrease in tourist activity as the weather remains warm but begins to cool, offering a quieter experience in this destination.

Average Temperature Daytime: 85°F - Nighttime: 60°F

Weekly Weather Forecast for Immokalee

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 access to a private or shared outdoor swimming pool to relax during your stay.
  • Take advantage of well-maintained outdoor grilling areas for preparing meals al fresco.
  • Make use of spacious patios or decks ideal for outdoor dining and gatherings.
  • Benefit from landscaped gardens or green spaces that add to the scenic beauty of your rental.
  • Utilize shaded sitting areas to unwind while soaking in the warm Florida sunshine.
  • If available, explore nearby walking trails or nature paths to enjoy the area's natural surroundings.
  • Some properties offer outdoor sports facilities like tennis courts or mini-golf for active recreation.
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Family Activities

  • Immokalee Historic Downtown: Explore the charming streets filled with unique shops, local galleries, and family-friendly dining options that highlight the area's rich history.
  • Nature Walks at Big Cypress National Preserve: Discover scenic trails where your family can enjoy wildlife viewing and immerse in the natural beauty of this protected area.
  • Everglades Adventure Tours: Experience an exciting airboat ride through the Everglades, perfect for family members interested in exploring Florida’s diverse ecosystems.
  • Local Farmers Market: Visit this vibrant market to sample fresh produce and handcrafted goods, offering a delightful outing for all ages in the region.
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Adult Activities

  • Golfing at Immokalee Golf and Country Club: You can enjoy a round of golf on well-maintained courses that offer scenic views and challenging play, perfect for a relaxing day here.
  • Exploring local wildlife preserves: Discover the area's native flora and fauna by visiting nearby wildlife preserves that provide opportunities for birdwatching and nature photography.
  • Fishing in local waters: Try your luck fishing in the region's lakes and waterways, where numerous species thrive, offering a peaceful outdoor activity for enthusiasts.
  • Visiting cultural attractions: Immerse yourself in the local heritage and arts scene through visits to museums, galleries, or cultural centers that highlight the area's history and community.

Other Places to Stay in Immokalee, FL

Immokalee Pioneer Museum
Immokalee Sports Complex
Panther Run Golf Club
Twin Palms Island
Seminole Casino Immokalee

Immokalee Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's authentic dining options to experience regional flavors and support local businesses during your stay.
  • Visit Outdoor Markets: Visit the vibrant outdoor markets to enjoy fresh produce, handmade crafts, and a taste of the local community atmosphere.
  • Engage in Community Events: Check out community calendars for events that showcase the region's culture and traditions, enriching your visit with memorable experiences.
  • Plan Scenic Drives: Discover the natural beauty of the surrounding area by planning scenic drives that highlight the region’s unique landscapes and hidden gems.

Transportation Options

  • Immokalee Area Bus Service This reliable public transportation option provides convenient routes throughout the region, making it easy to explore your surroundings without the need for a car.
  • Rental Car Services Numerous rental agencies operate in the area, offering flexible vehicle options perfect for getting around during your stay in this destination.
  • Taxi and Rideshare Services Taxis and popular rideshare apps are readily available here, providing quick and comfortable transportation for short trips or airport transfers.
  • Private Shuttle Services For more personalized travel needs, private shuttles can be arranged, offering direct routes between your winter rentals and key local destinations.

Local Customs Options

  • Hispanic Cultural Heritage: Embrace vibrant local traditions by participating in community festivals that celebrate the rich Hispanic roots of this area.
  • Cattle Ranching Customs: Experience the region’s history through cattle ranching practices, which remain an integral part of the local economy and cultural identity.
  • Traditional Southern Hospitality: Enjoy warm welcomes and friendly interactions as locals take pride in their courteous and welcoming demeanor.
  • Local Cuisine Practices: Savor authentic dishes that reflect the region’s agricultural bounty and cultural influences, often shared during community gatherings.

Immokalee Winter Rental Frequently Asked Questions

2. How many Winter Rentals are available in Immokalee?

Currently, the total number of properties listed by RBO in 2026 is over 58 in the Immokalee area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Immokalee. 

3. What is the cancellation policy for winter rentals in this area?

Cancellation policies vary depending on the property owner. It is recommended to review the specific listing details or contact the host directly to understand the terms and any applicable fees.

4. How do I secure my booking for a winter rental here?

You can reserve your stay by completing the booking process through the listing page, which typically involves providing your details and payment information. For any special requests or questions, reaching out to the property owner is advised.

5. Are there any age restrictions or requirements for booking winter rentals in this destination?

Age restrictions may differ by property; some require guests to be of a certain age or to have an adult present. Check the individual listing’s policies or contact the host to confirm eligibility before booking.

6. What amenities are included with the winter rentals in this region?

The amenities offered depend on each property. You should review the specific listing details for information on features like Wi-Fi, kitchen facilities, heating, and other conveniences available during your stay.

7. What should I know about check-in and check-out procedures for winter rentals here?

Check-in and check-out times are set by the property owner and can vary. Details are provided on the listing page or upon confirmation of your reservation. Contacting the host directly can help clarify any specific instructions.

More Rentals You May Like Near Immokalee

10.0
Exceptional
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4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $115/Night For 7 Nights US $808
9.8
Exceptional
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5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $123/Night For 7 Nights US $859
9.6
Exceptional
(28 Reviews)
1154 ft² 4 Guests 2 Bedrooms 2 Bathrooms
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  • Hot Tub
  • Spa
  • Pool
US $340/Night For 7 Nights US $2,377
New
4 Guests 2 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $444/Night For 7 Nights US $3,108
New
1154 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $361/Night For 7 Nights US $2,528
New
6 Guests 2 Bedrooms 2 Bathrooms
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  • Hot Tub
  • Fireplace/Heating
  • Pool
US $328/Night For 7 Nights US $2,294
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4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $274/Night For 7 Nights US $1,919
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1366 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $252/Night For 7 Nights US $1,766
New
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $251/Night For 7 Nights US $1,757
New
1154 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $238/Night For 7 Nights US $1,669
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Pool
  • Pet Friendly
US $236/Night For 7 Nights US $1,654
New
6 Guests 2 Bedrooms 2 Bathrooms
Pet Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $233/Night For 7 Nights US $1,632