Vacation rentals in Penney Farms

1920 Carriage House on Riverfront Estate- Weddings

1920 Carriage House on lush private estate. Renovated and charming! Situated on secluded, majestic 6 acre riverfront property on the St. John’s River. Enjoy park like grounds filled with azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to hawks and bald eagles overhead! Wake up to a magical sunrise each day! See the manatees lazily grazing! Bass Pro Shop shot their Spring Catalogue here! Owners home is on the property and they are always available

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront

*Water Front* Free Kayaking * Master bed w/private balcony & water views* Come relax with friends, family or have a romantic getaway at this, newly renovated, water front retreat. Enjoy fishing, kayaking, manatee and the most amazing sunsets. Have a glass of wine on the dock, s'mores by the fire pit or throw some steaks on the grill and enjoy the huge back deck The property is beautifully situated on Governors Creek and famous for flat water kayaking. Bring your friends, your family and enjoy!

The Cheswick A I Team Joseph Ellen

Welcome to our charming 2-bedroom retreat in Cheswick Oak, right in the heart of Orange Park, Jacksonville. This cozy space has been lovingly renovated to create an inviting blend of mid-century modern style with a cabin vibe, making it a unique and comfortable escape for up to 4 guests. We’re close to local attractions, shopping, and dining options, so you’ll have everything you need right nearby. Book your stay with us and make this your home base for an unforgettable Jacksonville experience!

Lakefront 4BR in Florahome, FL with private dock!

Beautiful George's Lake- a perfect spot to relax, recharge, and make memories. This home features 4 cozy bedrooms, 2 full baths, and the unique convenience of 2 fully equipped kitchens, making it ideal for large families, two families, or friends traveling together. Tucked away in a quiet, peaceful setting right on the water, you'll love the slow mornings watching the bunnies play in the yard, lake views, and evenings by the firepit. Launch a kayak, cast a fishing pole, or just enjoy the calm.

Modern Green Cove Springs 6 Bed Fence Beach 45 min

New Stylishly renovated home in Green Cove Springs just South of Fleming Island, Orange Park, Middleburg, West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Fenced yard, 65" LED TV, fast internet, front/back porches available up to 10 people. Beaches approx. 45 minutes. Camp Blanding 25min Close to restaurants, grocery stores, banks, gas stations, main hospital 8+miles). There are lakes and rivers locally to fish/boat, parks, and shopping:)

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Haystays Farm-Cozy, Charming, Country, Modern Home

Welcome to our special farm house! The home sits on 1.5 acres that is perfectly located on the Orange Park and Fleming Island line. Our location is ideal to everyone! We have plenty of space that makes our farmhouse so AMAZING! You will experience the feel of country living with all the perks of great restaurants, shopping and convenience of being near everything Jacksonville has to offer. Our home is super clean with many amenities to make you feel at home. We love it here and so will you!

Florida Postcard Getaway

Step into a Florida Postcard! This bright studio in Middleburg, FL is the perfect getaway for two. Enjoy a plush king bed, full bathroom, and kitchenette in a cozy, sun-filled space. Close to cafés, shops, Black Creek, and a short drive to Jacksonville beaches. Relax, explore, and soak up the Florida sunshine—your postcard escape starts here! Amenities include: Plush king bed Fast Wi-Fi and smart TV Kitchenette with fridge, microwave, and stovetop On-site parking Easy self-check-in

Million Dollar Sunset Views by Cabin Coffee

Country living at it's best, enjoy all George's Lake has to offer in this 3 bedroom cottage on the water. Cottage away from home, Our lake house is comfortably furnished and stocked for you to escape from reality. From our country front porch to our backyard view and our picturesque sunsets. Family memories will be made here. For your safety as well as ours, a security camera has been installed. (Outside only - 3 locations) Front porch Front of Garage Back of Garage

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Save my home, click the <3 in the upper corner! NO cleaning fee! No surprise fees! >Lakeside Wonderland - Lake Asbury >Pet friendly with fee and restrictions >2 miles from Old Ferry Boat Ramp >Backyard + patio with stunning lake views >Minutes from St. Johns River >Sleeps 6 >Kayaks + SUP with waiver >Drip Coffee Maker + Nespresso >Wood burning fire pit >Propane BBQ >Washer + Dryer >Nearby restaurants and shopping >3 days of supplies (TP, trash bags, pods, etc.)

Secluded, Cozy Guest Suite on Black Creek

Come down the driveway and escape the world. Situated on the North Prong of Black Creek, this cute studio suite offers rural with benefits. There's something for all outdoor lovers- birdwatching, kayaking, fishing, paddle boarding, wildlife, and more. If you want to just listen to the birds and cicadas, that's ok, too. The apt has a microwave, Keurig, toaster, and small fridge. Wifi is fast for remote working.

Cute Cottage on 85-Acre Farm

Reconnect with nature and your loved ones when you spend a few days on our 85 acre hobby farm in a newly renovated 2 bedroom cottage! The kids will love our free range chickens, mini cows and horses and you are welcome to explore the pastures and surrounding woods, or bring your fishing poles to try for some catfish from our small pond.