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Search results; Over 1,000 homes in Middleburg

Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds, 2 private bathrooms
6–11 Sept
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4.97 out of 5 average rating, 240 reviews
Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds, 1 bathroom
10–15 Sept
4.87 out of 5 average rating, 275 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 20 reviews
Home in Orange Park
The Trail & Tide House | Beaches | Trails | Hikes
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
New place to stay
Guest favourite
Home in Orange Park
Spacious family hangout spot
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Fleming Island
The Flemingo- Game Room 3 Kings
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 206 reviews
Guest favourite
Home in Clay County
The Cheswick Escape - Team Joseph Ellen
3 bedrooms, 3 beds, 3 bathrooms
19–24 Sept
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
3 bedrooms, 3 king beds, 2 bathrooms
13–18 Sept
4.9 out of 5 average rating, 71 reviews
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed, 1 bathroom
15–20 Sept
4.99 out of 5 average rating, 121 reviews
Guest favourite
Home in Fleming Island
Rustic Owl in Fleming Island with 2 Kings
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.99 out of 5 average rating, 173 reviews
Top guest favourite
Home in Jacksonville
4bd 2 bth Home in Oakleaf area! W/Tesla Charger
4 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Orange Park
SKY Vacation Home, Private resort for your family
5 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Place to stay in Orange Park
Beautiful 3 bedroom 2 bathroom waterfront home
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.94 out of 5 average rating, 136 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 68 reviews
Superhost
Home in Fleming Island
Doctor's Lake 5th Wheel Shaded Stay
1 bedroom, 1 bed, 1 bathroom
6–11 Sept
4.9 out of 5 average rating, 20 reviews
Guest favourite
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 98 reviews
Guest favourite
Home in Jacksonville
Beautiful Home with plenty of parking space.
4 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Townhouse in Orange Park
New 3BR Townhome, King Suite + Small Dogs
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 7 reviews