
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.

Beach Getaway with Outdoor Space. Steps to Sand
30secs walk to the beach! This modern beach house is exactly the getaway you need! Easy 15 mins walk to both JAX Beach downtown and Beaches Town Center restaurants, but quiet neighborhood & access to less crowded part of the beaches 1 block away. Completely renovated with luxurious, modern and chic decor. Private entrance to UPSTAIRS of a beach duplex with private balcony and yard w/outdoor shower. No shared space. 2 dedicated parking spaces. Dogs ok, NO cats. No longer offer fire pit for safety

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.

Lakeshore Leisure Club
This charming cottage in historic Lake Shore neighborhood close to downtown offers farmhouse charm with a modern/boho flare and spacious fenced in backyard. Enjoy views of the Ortega River on your morning walk. Dedicated dry bar, coffee bar, and fully stocked kitchen are perfect to elevate your stay. King and Queen beds. Just minutes away from historic Five Points, Riverside, Avondale, and NAS Jax. Here you can enjoy all of the shops, dining, and eclectic spaces that Jacksonville has to offer.

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!

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!

Relaxing Waterfront Cottage. Come Work or Play!
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.

Paradise Palms Estate
Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

4BR w/ Pool • Sleeps 8 • Spacious Family Home
Spacious 4BR home with a private solar-heated pool, ideal for families and small groups. Features 2 king beds, 1 queen, and 2 twins, sleeping up to 8 guests. Thoughtfully styled with subtle British-inspired design touches, offering a unique and comfortable stay. Located in a quiet Panther Creek community with a fenced backyard, grill, hammock lounge, fast Wi-Fi, and smart TVs throughout. Pool is solar heated and temperature varies with weather and season.
Popular amenities for Middleburg pet-friendly home rentals
Pet-friendly house rentals

Beautiful Coastal Home near Mayo. Pet Friendly!

Charming, majestic view Lane

Cozy Florida Getaway-4 bedroom

Private oasis, heated pool, exceeds expectations

Sante Fe Lakehouse with Canal for your Boat

Spacious 3BR Home w/ Private Backyard • Parking

New Luxury Riverside • Walk to Dining • Sleeps 6

Oasis in the Hill
Pet-friendly home rentals with a pool

Entire Fabulous Home with Inground Pool & Jacuzzi

Renovated Beach House w/ Pool and Outdoor Oasis

Private Pool Home • Quiet • Near Beaches & Dining

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

The House. Private Pool. Pet Friendly.Quiet area.

Condo near Downtown St Augustine/beach/golf

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

San Marco Home • Pool, Hot Tub, Grill
Private, pet-friendly home rentals

Premium House fireplace, Mini Golf and Large Patio

3BR Near NAS JAX | Ideal for Military & Work Stays

Unique Spanish Style Lake Home! Kayak-Paddle Boat

Lake Santa Fe House Amazing Views Sunrise Sunset

Zen Flamingo: Poolside Peace Near Beaches and TPC

Cozy Retreat & Canopy King Bed/Fireplace/Pool View

Low Tide Lounge | Coastal Retreat w/ Hot Tub

KAYAKERS RETREAT~King Bed Sleeps 8~Waterfront
When is the best time to visit Middleburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 CAD | $160 CAD | $201 CAD | $164 CAD | $166 CAD | $162 CAD | $166 CAD | $166 CAD | $163 CAD | $166 CAD | $160 CAD | $160 CAD |
| 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 $109 CAD per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Wifi availability
10 of Middleburg vacation rentals include wifi 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!
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Atlanta Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Destin Vacation rentals
- Crescent Beach
- EverBank Stadium
- University of Florida
- St Augustine Amphitheatre
- VyStar Veterans Memorial Arena
- Paynes Prairie Preserve State Park
- Lightner Museum
- Summer Haven st. Augustine FL
- Kathryn Abbey Hanna Park
- Saint Augustine Town Plan Historic District
- Fountain of Youth Archaeological Park
- Depot Park
- TPC Sawgrass
- St Johns Town Center
- Adventure Landing Jacksonville Beach
- University of North Florida
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Lochloosa Lake
- Guana Reserve Middle Beach
- Fort Clinch State Park
- Vilano Beach Fishing Pier
- Florida Museum of Natural History
- Memorial Park





