Holiday rentals in Penney Farms

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Top-rated holiday rentals in Penney Farms

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Two wooden chairs are placed beside a calm body of water, creating a serene setting. A small table holds a bottle of red wine and two glasses, accompanied by a plate of grapes. A light blanket drapes over one chair, enhancing the cozy atmosphere.
Home in Green Cove Springs
4.91 out of 5 average rating, 57 reviews

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!

Top guest favourite
The back patio features a cozy seating arrangement with a modern sofa and a small table. Twinkling string lights illuminate the area as evening approaches, providing a warm ambiance. A dining table for four is visible on the patterned outdoor rug, amidst a spacious fenced yard with trees.
Home in Fleming Island
4.96 out of 5 average rating, 204 reviews

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

Top guest favourite
Two charming guest houses are surrounded by well-maintained landscaping filled with colorful azaleas. Mature trees provide shade, and sunlight filters through, creating a serene outdoor space. The residences feature distinct architectural styles, showcasing a harmonious blend with the lush surroundings.
Cottage in Green Cove Springs
4.98 out of 5 average rating, 157 reviews

Guest House-Enchanted Oaks Estate-Weddings-Dock

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.

Guest favourite
A modern living area features a spacious gray sofa and a festive Christmas tree adorned with decorations. Stockings hang from the fireplace, while a large TV is mounted on the wall. Natural light floods the space through nearby windows, enhancing the welcoming atmosphere.
Home in Green Cove Springs
4.96 out of 5 average rating, 135 reviews

Modern Green Cove Springs 6 Bed Fence Beach 45min

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:)

Guest favourite
Farm stay in Middleburg
4.97 out of 5 average rating, 239 reviews

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!

Superhost
An open-concept living area features light wood flooring and neutral-colored walls. A spacious sectional sofa faces a large television. The kitchen showcases wooden cabinets and modern appliances, with a breakfast bar that includes several stools. Natural light enters through multiple windows.
Home in Green Cove Springs
4.86 out of 5 average rating, 146 reviews

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.

Guest favourite
An open living space features a light-colored sofa adorned with pillows and a round rug beneath a wooden coffee table. A large wall mural depicting trees creates a serene backdrop, and various plants enhance the natural ambiance. A comfortable chair completes the inviting arrangement.
Apartment in Middleburg
4.91 out of 5 average rating, 45 reviews

Classic, gated countryside space

Escape to Tranquility: Your Gated one bedroom country retreat awaits. Nestled within a private, gated community, this fully furnished retreat offers an unparalleled escape from the everyday. Immerse yourself in the serenity of country living while enjoying the convenience of modern comforts. A Unique Vibe: This isn't just a house; it's an experience. The carefully curated decor blends rustic charm with contemporary elegance, creating a unique ambiance that's both inviting and inspiring.

Guest favourite
The brick house features a welcoming façade with a front porch and large windows, surrounded by lush greenery. A small sitting area is set up to the right of the entrance. The driveway leads gently to the home, providing ample parking space.
Home in Green Cove Springs
4.93 out of 5 average rating, 113 reviews

Country Cove - 3 Bedroom Cottage on 2 Acres!

Awesome little brick house in the country close to downtown GCS, Clay County Fairgrounds and Green Cove Marine. House has been renovated with hardwood floors, GAS stove, dishwasher, ice maker with lots of counter space in kitchen! Farmhouse style decor with smart tv. Has Wifi. Has coin operated washer and dryer in a separate shared unfinished laundry room. Shared carport set up as a sitting area with a gas grill. House sits on over 2 acres! Other units on the property.

Guest favourite
Home in Green Cove Springs
4.94 out of 5 average rating, 17 reviews

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.

Top guest favourite
A spacious outdoor deck features comfortable seating arrangements with plush cushions and a dining table. Lush greenery surrounds the area, with views of Lake Asbury in the background. Strands of lights hang above, creating a relaxed atmosphere perfect for enjoying the scenery.
Home in Green Cove Springs
4.92 out of 5 average rating, 64 reviews

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.)

Top guest favourite
A serene view of the North Prong of Black Creek is depicted, showcasing calm water reflecting lush greenery. Trees frame the scene, creating a peaceful atmosphere. Wooden docks are visible in the background, inviting moments of exploration and relaxation.
Guest suite in Middleburg
4.99 out of 5 average rating, 120 reviews

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.

Top guest favourite
A wooden dock extends over calm water, leading towards a vibrant sunset. Tree silhouettes frame the scene, while soft, warm colors reflect off the water's surface, creating a serene atmosphere that enhances the natural beauty of the waterfront.
Cottage in St. Augustine
4.99 out of 5 average rating, 109 reviews

Cozy River Retreat w/ Hot Tub and an Amazing View

Cozy Waterfront Retreat with Stunning Sunsets Near Downtown St. Augustine Welcome to your perfect getaway! This fully renovated one-bedroom, one-bathroom home offers breathtaking water views and unforgettable sunsets. Perfect for honeymooners, anniversaries, or a quiet couples getaway where time slows down. Located just 20 minutes from the historic charm and vibrant culture of downtown St. Augustine.

Popular amenities for Penney Farms holiday rentals