
Pet-friendly vacation rentals in Middleburg
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Middleburg
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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

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.

Studio Suite in Beautiful Central Neighborhood
Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

Modern Green Cove Springs 7 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:).

Lake View Escape to The Exchange
Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

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!

Unwind. Cozy Creekside Cottage near Ortega/NAS
Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Rustic Owl in Fleming Island with 2 Kings
From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Bright stylish 1bd/1 ba Apt in Historic Avondale.
You'll love this bright stylish second-floor apartment only steps away from the historic Shoppes of Avondale's bars and restaurants. This one bedroom, one bath is so inviting. The open floor plan with windows on all sides provides a bright and airy feel. Amenities such as off-street parking, ensuite washer and dryer, remote workspace, and fully equipped kitchen provide at-home conveniences. Rest and relax in a king-size bed after taking a hot shower or relaxing bath.

Charming lake front cottage
Keep it simple at this peaceful and centrally-located cottage on Little Lake Geneva. Clean and freshly updated interior with canoe and fishing gear for your outdoor enjoyment. This charmer is located near popular springs for diving as well as hiking and biking trails. Jacksonville and Gainesville are within easy driving distance. Come to “get away from it all” and enjoy the peaceful, quiet atmosphere that helps to unwind and recharge.

Lakefront Retreat Apartment Remodeled, Premium Bed
Private lake home on Big Lake Santa Fe is the perfect place to unwind and enjoy gorgeous sunset views. The rental unit is an upstairs separated apartment. It has a cedar interior with a cabin feel that has been renovated with new appliances, flooring and updated bathroom with walk in shower. Bring your boat to cruise the lake or fish and tie up at our dock. Enjoy swimming, water skiing, fishing or just relaxing on the deck.
Popular amenities for Middleburg pet-friendly home rentals
Pet-friendly house rentals

Creek House hideaway NEW HOT TUB !

Beautiful Coastal Home near Mayo. Pet Friendly!

The 1910 General Store - residence

St Augustine Beachside Home - Walk to Beach

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

Driftmark Cabin - RV friendly, Pool + Beach!

921- Sleeps 5 & Pets, Cozy San Marco Home Near Fun

Beach Oasis Jacuzzi
Pet-friendly home rentals with a pool

Private FL Home with Pool, Hot tub & Luxury Master

Private Pool Home • Quiet • Near Beaches & Dining

Gorgeous 2/2 condo in luxury golf community, StAug

Peaceful Oasis Pet Friendly heated Pool & Gameroom

King Bed•Early Check in•Lakefront•Salt Water Pool

Pool Home with Game Room in Heart of Jax Beach!

Spacious 2/1 in historic walkable neighborhood

Welcome to Pink Palms - Heated Pool - Walk to DT
Private, pet-friendly home rentals

~Homey 3/2_near Fleming Island

XL family home, Pool, Pool table, Private 1 acre.

Sweet Historic Charmer

Charming Rustic Boathouse

Riverside Home | Historic 5-pts | Hospital

Country home

Private Retreat at Romantic Villa. Entire House.

Cabin in the woods at Turtle Run
When is the best time to visit Middleburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ433 | ﺩ.ﺇ448 | ﺩ.ﺇ448 | ﺩ.ﺇ444 | ﺩ.ﺇ448 | ﺩ.ﺇ437 | ﺩ.ﺇ448 | ﺩ.ﺇ448 | ﺩ.ﺇ441 | ﺩ.ﺇ378 | ﺩ.ﺇ422 | ﺩ.ﺇ448 |
| Avg. temp | 13°C | 15°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about vacation rentals that are pet-friendly in Middleburg

Total vacation rentals
Explore 10 vacation rentals in Middleburg

Nightly prices starting at
Middleburg vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Middleburg vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Middleburg rentals

4.9 Average rating
Middleburg stays are highly rated by guests—averaging 4.9 out of 5!
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