Skip to content

Vacation rentals in Middleburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middleburg

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

Marie's Creekside Retreat
SUPERHOST
Entire townhouse · 6 guests · 3 beds · 2.5 baths

Marie's Creekside RetreatRelax in this newly remodeled townhouse overlooking fishing Creek. Bring your water toys and enjoy boating, kayaking,water skiing. This is an amazing place to fish. Two large king sized bedrooms offer on suites and beautiful hardwood floors separated by barn doors. Additional sleeping downstairs in a comfortable library Murphy bed. Play board games and watch your favorite movies with our DVD/VCR and lots of family friendly movies. A screened in deck and garden retreat also included.

Minutes No of St Augustine in Saint John's 5star
SUPERHOST
Entire house · 4 guests · 2 beds · 1 bath

Minutes No of St Augustine in Saint John's 5starFEEL LIKE YOUR IN A RESORT STYLE PARADISE! GOLFING*FISHING*BOATING*SHOPPING*MUSEUMS*BEACHES just to name a few. Beautiful 2 BR Poolside with brand new remodel completed. Beautiful property overlooking Pool, Hot Tub, Sauna & beautiful Koi pond. Relax on a beautiful Swing Bed or enjoy private massage poolside. Spend the eve by the fire pit. Enjoy your breakfast in our new complimentary coffee bar area. A true couples paradise♡♡ Minimum age requirement is 28. SORRY NO EVENTS

★Modern S. Orange Park Home7+Beds Wash&Dry Fence★
SUPERHOST
Entire house · 11 guests · 7 beds · 2 baths

★Modern S. Orange Park Home7+Beds Wash&Dry Fence★New Stylishly renovated home in North Middleburg, South of Orange Park/ West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Big fenced yard, LED 4K TVs, front/back porches available up to 11 people. Modern home in a small neighborhood. The home is close to local restaurants, grocery stores, banks, gas stations, main hospital (.8-2+miles). There are lakes and rivers locally to fish/boat, parks, malls, shopping, and trails. Beaches approx 45 mins

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Middleburg vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Middleburg

SUPERHOST
  1. Private room
  2. Jacksonville
Serene Riverfront Guest Suite
SUPERHOST
  1. Entire guest suite
  2. Jacksonville
Modern Boho Style Getaway | Relax and Adventure
SUPERHOST
  1. Entire house
  2. Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
SUPERHOST
  1. Private room
  2. Jacksonville
Cardinal's Cove- private bedroom/bath
SUPERHOST
  1. Entire house
  2. Orange Park
Immaculate Home with Private Pool and Patio
SUPERHOST
  1. Entire guesthouse
  2. Jacksonville
Boone Park Guesthouse
SUPERHOST
  1. Private room
  2. Orange Park
Entire 1st floor/2 story home. Long stays welcome
  1. Entire house
  2. Jacksonville
Nature Lovers Sanctuary on the River, pool, kayaks
SUPERHOST
  1. Entire house
  2. Jacksonville
Private In Law Suite
SUPERHOST
  1. Barn
  2. Middleburg
A Private Loft at Grand Landings Equestrian Center
  1. Entire house
  2. Middleburg
Black Creek Cabin-Kayak SUP Boat-Military% Pets :)
  1. Entire townhouse
  2. Jacksonville
Luxury River House 3/3.5 - Great for fishing/kayak

Nearby destinations