Big Pine Resort Cottages - Vacation Rentals in Penney Farms

Rural Retreat! Florida Cottage w/Screened Patio From US $237
         

10.0 (15 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
The Poolside Cottage -Wifi Pool From US $335
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Rural Retreat! Florida Cottage w/Screened Patio From US $309
         

Tiny Lake House Oasis From US $126
         

9.6 (11 Reviews)
Cottage
  • Air Conditioner
  • Security/Safety
  • Barbecue/Outdoor Cooking
Rural Retreat! Florida Cottage w/Screened Patio From US $224
         

Luxury Places to Stay in Penney Farms

Over 205+ Luxury Places to Stay in or Near Penney Farms
A Home Away From Home From US $1,918
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Saint Johns Oasis - Pool, Hot Tub, Grill From US $1,397
         

8.0 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Saint Johns Oasis - Pool Hot Tub Grill From US $1,078
         

Lake View Retreatpool10qn Beds From US $950
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Penney Farms

Over 46+ Top-Rated Vacation Rentals with a Pool in or Near Penney Farms
The Manor St Johns - Heated Pool + Lanai! From US $440
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Pool Home Gym RV Hookup Pet Friendly Florida Retreat From US $323
         

STYLISH VILLA, W Saltwater Pool and Fenced in Yard From US $315
         

Cottage on River From US $307
         

9.8 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Penney Farms

Over 103+ Pet-Friendly Vacation Rentals in or Near Penney Farms
Rustic Owl w/2Kings In Fleming Island From US $432
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Lakeside Lilypad Wonderland Kayak Grill Firepit From US $266
         

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9.5 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Country home From US $129
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Waterfront 3BR Home w/Private Boat Ramp & Firepit From US $273
         

9.8 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
3BR Dog-Friendly Home w/Firepit & EV Charger Orange Park From US $240
         

9.8 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Penney Farms

Over 39+ Large Vacation Homes & Villas in or Near Penney Farms
Rococo Retreat From US $234
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Security/Safety
The Whitehouse. From US $375
         

9.8 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Penney Farms

Over 12+ Wheelchair Accessible Vacation Homes in or Near Penney Farms
TownePlace Suites by Marriott Middleburg From US $147
         

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9.5 (23 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
TownePlace Suites by Marriott Middleburg From US $125
         

9.8 (105 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Modern Apartment in Prime Location (ID8935X42) From US $97
         

Hampton Inn & Suites Middleburg, Fl From US $123
         

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9.1 (220 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites Middleburg From US $137
         

9.4 (684 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Modern Apartment in Prime Location (ID8934X57) From US $81
         

Modern Apartment in Prime Location (ID8375X72) From US $77
         

Penney Farms Varoom and Airbnb Places to Stay Under $200

Over 55+ Penney Farms Varoom and Airbnb Places to Stay Under $200
Cozy Charming Country Farm Home From US $197
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Holiday Inn Express & Suites Fleming Island by IHG From US $133
         

Quaint Mr Rogers Home near Fleming Island From US $164
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Waterfront Retreat-Dock, Fishing & More! From US $177
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Villa Marita B&B in Middleburg From US $149
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Instantly Bookable Vacation Homes in Penney Farms

Over 81+ Instantly Bookable Vacation Homes in or Near Penney Farms
Creekfront 4BR Home w/Hot Tub, Dock & Firepit From US $326
         

*The Poolside Studio*-Lounge, Pool, Wifi From US $224
         

9.8 (10 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Lakeside, Water View, Kayak, BBQ Grill, Fire Pit From US $218
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunset Pass Private Pool Home - Screened Patio + Yard From US $330
         

9.6 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
1BR Rustic Treehouse on 30 Acres w/Black Creek Access, Firepit From US $211
         

About Penney Farms Vacation Rentals

With more than 7 Penney Farms vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bigpineresortcottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Penney Farms.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bigpineresortcottages Penney Farms, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Penney Farms. Places to stay near Penney Farms are 620.88 ft² on average, with prices averaging US $223 a night.

Bigpineresortcottages makes it easy and safe to find and compare vacation rentals in Penney Farms with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Penney Farms

Type Count
Cottages 5
Vacation Homes 2

Use these Quick Filters to Find a Vacation Rental in Penney Farms

Pro Tip: Bigpineresortcottages makes it easy to compare the best listings on Bigpineresortcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bigpineresortcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Penney Farms.

Weather in Penney Farms

View the weather forecast for Penney Farms before booking your Penney Farms Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Penney Farms Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Penney Farms?

There are a lot of options in Penney Farms. If you plan on staying in the Penney Farms area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Penney Farms:

How many vacation rentals are available in Penney Farms?

Currently, the total number of properties listed in 2026 is over 7 in the Penney Farms area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Penney Farms.