
Holiday rentals in Penney Farms
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Top-rated holiday rentals in Penney Farms
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The Flemingo- Game Room 3 Kings
Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

Charming Guest House on Riverfront Estate
Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

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:).

Casandra House - Peaceful / Salt Pool and Hot Tub
Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

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!

Cozy 3 bedroom house in town, bikes included!
Welcome to the Sunny Side Up Villa in charming Green Cove Springs! This private home is centrally located in historic downtown and includes bicycles for you to tour the city and visit all the sights. Spring Park and the St. John's River are just a mile down the road. The three bedroom home sleeps eight and features a brand new king bed in the master suite. The open concept living room and kitchen are great for entertaining and the backyard is completely fenced in for your four-legged pals.

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!

Moon Tree Hideaway
Get away from it all when you stay under the stars. Escape to our peaceful farm retreat! Stay in a cozy RV tucked behind the main house, on the edge of the trees, with all the comforts of home—kitchen, bathroom, Wi-Fi, AC/heat. Enjoy morning coffee by the large fire pit, stroll scenic walking trails, and spot local wildlife. About 20 minutes from town, it is private and quiet. Perfect for couples, solo travelers, or a small family looking for a unique getaway with nature at your doorstep.

Tent 2-Relax,Retreat, Revive-boutique camping -A/C
-Experience nature with all the comforts of home-A/C keeps you cool! Heater keeps you warm! - Casper King size bed, deck,fire pit, coffee maker, -Private bathhouse - Located on Black Creek - Large above ground pool with deck - Grill - Less than 15 min from grocery stores/local restaurants - 40 min from downtown Jax - 50 min to St. Augustine If having difficulty booking your preferred date or you have a group, message us for more info on 1 additional tent and cabin on property .

Picturesque Middleburg Creek-View Vacation Home!
Serene tranquil retreat with lovely panoramic water-front views, plus onsite water access from a 100 ft. long beach area. There is a boat dock, equipped with mooring connections - so you may bring your boat if you have one. A public boat ramp is located nearby. An elevated screened porch extends 2/3 of the way around the house and contains a fire-pit, lounge chairs, platform rockers, and an outside dining table for 6. Ideal for socialising, gazing at the water, or simply dreaming!

Private Pool Home Gym RV Hookup Pet Friendly
Charming single-story home in peaceful Green Cove Springs (30 min S of Jax). Private backyard pool + covered patio w/ceiling fans, outdoor TV, rocking chairs & gas grill. Garage gym: cardio, weights, power rack. Primary: king bed, dedicated workspace w/smart TV, private bath. Other beds: queen + bunk. Equipped kitchen, open living w/fireplace & large smart TV. Rare RV parking (50-amp + water/sewer) + fish from backyard lake! Serene retreat for families/groups.

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.)
Popular amenities for Penney Farms holiday rentals
Other great holiday rentals in Penney Farms

Space Camp

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Dock House

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Country home

Anchored sailboat stay in beautiful St. Augustine

Rustic 1 BR Treehouse, Firepit, Black Creek Access

Family-Friendly Weston House with Fenced Backyard
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- EverBank Stadium
- University of Florida
- St Augustine Amphitheatre
- Paynes Prairie Preserve State Park
- VyStar Veterans Memorial Arena
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Fountain of Youth Archaeological Park
- Saint Augustine Town Plan Historic District
- Depot Park
- St Johns Town Center
- TPC Sawgrass
- Adventure Landing Jacksonville Beach
- Ravine Gardens State Park
- University of North Florida
- Vilano Beach Fishing Pier
- St. Augustine Alligator Farm Zoological Park
- Memorial Park
- Lochloosa Lake
- Florida Museum of Natural History
- Little Talbot
- Guana Reserve Middle Beach
- Anastasia State Park




