Vacation rentals in Penney Farms

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Penney Farms

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

1 of 1 pages1 / 1
Guest favorite
The two-story white house features a welcoming entrance with a central door flanked by large windows. Adjacent to the entrance, two armchairs are positioned around a small table on a circular patio, surrounded by lush green grass and decorative potted plants.
Home in Green Cove Springs
4.99 out of 5 average rating, 126 reviews

Enchanted Oaks Estate-Weddings -Carriage House

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

LocationFamilyHospitality

Guest favorite
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!

FamilyLocationBiking

Superhost
Home in OakLeaf Plantation
4.55 out of 5 average rating, 29 reviews

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!

LocationFamilyView

Top guest favorite
Home in St. Augustine
5 out of 5 average rating, 156 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

FamilyValueBiking

Top guest favorite
An outdoor patio area features a wooden table and chairs, providing a relaxing space to enjoy views of the water. A flag flies in the distance, while a covered structure offers shade. Lush green grass surrounds the area, enhancing the natural setting.
Place to stay in Orange Park
4.94 out of 5 average rating, 136 reviews

Beautiful 3 bedroom 2 bathroom waterfront home

Welcome to Cedar house, located on Drs. lake in orange park Fl. Conveniently located to 295 and just 15 mins from N.A.S. Jax ,30 mins from down town Jax, and 30 mins from the shopping at St johns town center, our home has been recently remodeled in 2022 and is a cosy and relaxing escape. With brand new kitchen, bathrooms, and open floor plan and the new dock/ boat house its perfect for getting the boat on the water or relaxing with friends/family and enjoying the fishing under the Florida sun.

LocationFamilyPets

Guest favorite
A welcoming living area features a well-furnished gray sofa and a decorative coffee table. A beautifully decorated Christmas tree stands in the corner, adding a seasonal touch. An open kitchen with modern appliances is visible in the background, complemented by an inviting dining space.
Home in Green Cove Springs
4.96 out of 5 average rating, 135 reviews

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:)

FamilyValueAccuracy

Guest favorite
Farm stay in Middleburg
4.97 out of 5 average rating, 238 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!

ValueFamilyKitchen

Guest favorite
A light-colored tent is situated on a wooden deck surrounded by lush greenery. Two wooden chairs with armrests are positioned on either side of the entrance. Potted plants are placed near the tent, enhancing the natural setting.
Tent in Middleburg
4.95 out of 5 average rating, 166 reviews

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 .

FamilyValueSleep quality

Guest favorite
Home in Middleburg
4.96 out of 5 average rating, 68 reviews

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!

ValueLocationView

Guest favorite
A spacious bedroom features a king-size bed with white bedding and decorative pillows. A bright yellow throw blanket adds a pop of color. Two modern artworks are displayed above the bed, while a large mirror reflects the room's design, enhancing the sense of space.
Guest suite in Southwest Jacksonville
4.94 out of 5 average rating, 199 reviews

Cozy Private Guest Room - Entire Studio Suite

This gorgeous and elegant Suite style room with a great Westside location. Very private, warm and Comfortable large Bedroom where you can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI, and Netflix. Electronic lock door and security measures, safety and friendly neighborhood You'll love this unique and romantic escape.

LocationValueBathroom

Guest favorite
The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.
Home in Southwest Jacksonville
4.92 out of 5 average rating, 168 reviews

Cozy Home with Heated Private Pool and Patio

Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

ValueFamilyLong stay

Superhost
Home in Middleburg
5 out of 5 average rating, 7 reviews

Villa Marita B&B

Come as a guest and leave as a friend. This is a duplex house where only the right-hand (A) unit is available for rent. It includes a living room, dining room, kitchen, bathroom, and two bedrooms with queen beds, ideal for a family of four. Located between Orange Park and Middleburg, it's surrounded by nature and positive energy. We are close to nature parks, museums, St Johns River, beaches and historical sites. If you would like to explore the city check my guidebook.

HospitalityCleanliness

Popular amenities for Penney Farms vacation rentals