Discover Your Perfect Jennings Vacation Homes

Best Vacation Homes in Jennings

House
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like-icon10.0
Exceptional
(32 Reviews)
2 Bedrooms 1 Bath 6 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $488/Night 7 Nights - CA $3,416
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House
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like-icon9.9
Exceptional
(11 Reviews)
4 Bedrooms 3 Baths 8 Guests 2852.44 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $564/Night 7 Nights - CA $3,946
Hotel
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like-icon9.0
Exceptional
(919 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $157/Night 7 Nights - CA $1,101
Cottage
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like-icon10.0
Exceptional
(14 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $560/Night 7 Nights - CA $3,923
Cabin
Map-icon
like-icon7.6
Very Good
(217 Reviews)
76 Bedrooms 1 Bath 8 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
CA $53/Night 7 Nights - CA $371
Condo
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like-icon9.6
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $239/Night 7 Nights - CA $1,671
House
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like-icon8.0
Excellent
(1 Review)
1 Bedroom 1 Bath 10 Guests 400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $174/Night 7 Nights - CA $1,214
House
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like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 2 Baths 8 Guests 2691 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $505/Night 7 Nights - CA $3,535

Jennings Luxury Rentals

New
House
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4 Bedrooms 3 Baths 9 Guests 2827 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,053/Night 7 Nights - CA $7,370
House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $774/Night 7 Nights - CA $5,421
House
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4 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $739/Night 7 Nights - CA $5,171
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 9 Guests 2200 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $720/Night 7 Nights - CA $5,037
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 9 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $600/Night 7 Nights - CA $4,199
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Ocean View
    Ocean View
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $575/Night 7 Nights - CA $4,024
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $527/Night 7 Nights - CA $3,687
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $460/Night 7 Nights - CA $3,221

Jennings Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $377/Night 7 Nights - CA $2,641
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House
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2 Bedrooms 1 Bath 4 Guests 818.06 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $252/Night 7 Nights - CA $1,762
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 7 Guests 1350 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $253/Night 7 Nights - CA $1,773
Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests 355.21 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $155/Night 7 Nights - CA $1,088
House
Map-icon
like-icon9.8
Exceptional
(40 Reviews)
3 Bedrooms 2 Baths 7 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $263/Night 7 Nights - CA $1,839
Cabin
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
2 Bedrooms 1 Bath 6 Guests 1300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $291/Night 7 Nights - CA $2,036
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $337/Night 7 Nights - CA $2,357
House
Map-icon
2 Bedrooms 1 Bath 4 Guests 814 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $197/Night 7 Nights - CA $1,382

Jennings Large Vacation Homes

House
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like-icon8.8
Fabulous
(5 Reviews)
3 Bedrooms 2 Baths 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $382/Night 7 Nights - CA $2,672
House
Map-icon
like-icon9.8
Exceptional
(39 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $620/Night 7 Nights - CA $4,341
House
Map-icon
like-icon9.0
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $476/Night 7 Nights - CA $3,333
House
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4 Bedrooms 2 Baths 12 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $346/Night 7 Nights - CA $2,420

Why Choose Rent By Owner for your Jennings 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 Jennings

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal weather patterns and local events in Jennings, Florida, influence the best periods for enjoying your stay.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the area sees an influx of visitors seeking pleasant weather and outdoor activities, making it a vibrant time to visit. Booking your vacation rentals early ensures you find the perfect spot to enjoy this lively season.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
autumn
Fall (September to November)

Fall offers comfortable temperatures and fewer crowds, attracting travelers looking for a peaceful retreat. Secure your vacation rentals in advance to experience the region’s natural beauty during this popular time of year.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F

Off-Season Highlights

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Summer (June to August)

In summer, the region experiences higher temperatures and humidity, which can be ideal for water activities. Take advantage of lower rental prices by planning your trip during this quieter time.

Average Temperature Daytime: 85°F - 95°F - Nighttime: 65°F - 75°F
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Winter (December to February)

During winter, cooler temperatures and less tourist traffic create a relaxed atmosphere. It’s a great opportunity to book affordable vacation rentals and enjoy a tranquil getaway here.

Average Temperature Daytime: 60°F - 70°F - Nighttime: 40°F - 50°F

Weekly Weather Forecast for Jennings

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 dining with a fully equipped barbecue grill and picnic area
  • Relax by a private or shared swimming pool, perfect for warm Florida days
  • Explore the scenic surroundings with well-maintained walking trails or nature paths
  • Take advantage of spacious yard areas for outdoor games and activities
  • Make use of outdoor furniture to unwind while soaking up the sunshine
  • Benefit from available boat docks or access to nearby lakes for water adventures
  • Experience the serenity of landscaped gardens or lush lawns surrounding your rental
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Family Activities

  • Jennings Wildlife Management Area: Experience family-friendly outdoor adventures through guided nature tours and wildlife viewing opportunities in this expansive natural preserve.
  • Lake Jennings Boat Tours: Enjoy a relaxing boat tour on the region’s scenic lakes, offering a fun and educational way for your family to explore aquatic life and local landscapes.
  • Local Nature Trails: Discover the area's family-friendly hiking trails that wind through lush scenery, perfect for connecting with nature and spotting regional flora and fauna.
  • Picnic at Jennings Park: Spend quality time together in this family-oriented park, featuring picnic facilities and open spaces ideal for outdoor play and relaxation.
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Adult Activities

  • Fishing at Lake Jennings: Enjoy a relaxing day casting your line in the tranquil waters that surround this area, known for its abundant fish species.
  • Exploring local parks and nature reserves: Discover scenic trails and lush landscapes within nature preserves nearby, perfect for unwinding or outdoor adventures.
  • Wildlife viewing: Observe native animals and bird species in their natural habitat, a popular activity for those seeking an authentic outdoor experience here.
  • Hunting excursions: Participate in guided hunting trips in designated areas of the region, offering an immersive way to connect with the local landscape.

Other Places to Stay in Jennings, FL

Jennings Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the region’s natural surroundings by visiting surrounding parks and outdoor spaces to enjoy scenic views and outdoor activities during your stay.
  • Plan Your Activities: Research nearby recreational opportunities and local events to make your trip more engaging and tailored to your interests here.
  • Choose the Right Property: Opt for a well-rated vacation rental that offers comfort and convenience, ensuring a relaxing experience in this destination.
  • Stay Connected: Utilize reliable Wi-Fi options available at your rental to stay connected and plan your daily excursions effortlessly in the area.

Transportation Options

  • Jennings Regional Airport: A convenient local option for air travelers, offering quick access to the region’s scenic surroundings.
  • Rental Car Services: Numerous rental agencies operate nearby, providing flexible transportation to explore the area at your own pace.
  • Taxi and Ride-Sharing Services: Reliable options like taxis and ride-sharing apps are readily available for short trips within Jennings and beyond.
  • Public Transportation: Limited but accessible bus services connect you to surrounding towns, making it easier to navigate this part of Florida's nature-rich region.

Local Customs Options

  • Southern Hospitality: Residents here take pride in their welcoming attitude, often greeting visitors with friendly smiles and warm conversation.
  • Traditional Barbecue: Local gatherings frequently feature classic Southern-style barbecue, allowing you to experience authentic regional flavors.
  • Community Festivals: The area hosts annual festivals that celebrate local culture and traditions, offering a glimpse into the area's vibrant heritage.
  • Respect for Nature: There is a strong emphasis on outdoor activities and conservation efforts, reflecting the community's connection to its natural surroundings.

Frequently Asked Questions About Jennings?

2. Which vacation homes in Jennings are best for families?

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

3. How many Rentbyowner vacation rentals are available in Jennings?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 61 in the Jennings 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 Jennings. 

4. What is the cancellation policy for vacation rentals in Jennings, Florida?

Cancellation policies vary depending on the property listing. You should review the specific cancellation terms outlined in the listing details or contact the property owner directly to understand the conditions and any applicable fees.

5. How do I secure my reservation at a vacation rental in Jennings, Florida?

Reservations are typically confirmed through the booking platform once you complete the required payment process. For additional security, verify the property's policy on deposits and ensure all communication is conducted through the official booking system.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or local taxes may apply. These charges are usually detailed during the booking process or in the listing description, so review them carefully before confirming your reservation.

7. What amenities can I expect in vacation rentals in Jennings, Florida?

The available amenities are listed on each property page. Be sure to check the specific amenities included, such as Wi-Fi, kitchen facilities, parking, or outdoor spaces, to ensure the rental meets your needs.

8. How can I contact the host or property owner if I have questions about my stay?

You can reach out to the host or property owner through the messaging platform provided by the booking website. It’s recommended to clarify any concerns or special requests before finalizing your reservation to ensure a smooth stay.

Jennings Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(120 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $181/Night 7 Nights - CA $1,264
Hotel
Map-icon
like-icon8.4
Excellent
(978 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $184/Night 7 Nights - CA $1,290
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Hotel
Map-icon
like-icon8.3
Excellent
(167 Reviews)
10 Baths 301.39 ft²
  • Pool
    Pool
  • Parking
    Parking
More amenities
CA $184/Night 7 Nights - CA $1,290
Hotel
Map-icon
like-icon7.8
Very Good
(1014 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $101/Night 7 Nights - CA $705
star-icons-3
Hotel
Map-icon
like-icon7.1
Very Good
(527 Reviews)
7 Baths 301.39 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $118/Night 7 Nights - CA $826
Hotel
Map-icon
like-icon7.0
Very Good
(1001 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $97/Night 7 Nights - CA $680
Hotel
Map-icon
like-icon6.6
Good
(771 Reviews)
1 Bath
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
CA $114/Night 7 Nights - CA $795
Hotel
Map-icon
like-icon6.4
Good
(300 Reviews)
9 Baths 290.63 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $92/Night 7 Nights - CA $643