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Search results; Over 1,000 homes in Middleburg

Guest favourite
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
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4.91 out of 5 average rating, 98 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
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds, 1 bathroom
13–18 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.97 out of 5 average rating, 240 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
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Place to stay in Green Cove Springs
Waterfront Sanctuary
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
4.9 out of 5 average rating, 261 reviews
Guest favourite
Home in Orange Park
Spacious family hangout spot
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Orange Park
Game Room + Fenced Backyard | Rococo Retreat | 3BR
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 19 reviews
Room in Middleburg
Peaceful private room in Middleburg.
1 single bed, 1 bathroom
4–9 Sept
Guest house in Green Cove Springs
Country home
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.73 out of 5 average rating, 64 reviews
Guest favourite
Home in Clay County
The Cheswick Escape - Team Joseph Ellen
3 bedrooms, 3 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.9 out of 5 average rating, 59 reviews
Guest favourite
Home in Orange Park
Large 5 BR 2.5 BA near Fleming Island and 295
5 bedrooms, 12 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 15 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
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
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