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Search results; Over 1,000 homes in Middleburg

Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds, 1 private bathroom
9–14 Aug
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4.87 out of 5 average rating, 272 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds, 1 bathroom
9–14 Aug
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
14–19 Aug
4.9 out of 5 average rating, 59 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.96 out of 5 average rating, 68 reviews
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 235 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
New place to stay
Top guest favourite
Room in Orange Park
Oakleaf Healing House on Private Lake.
1 double bed, 1.5 bathrooms
1–6 Aug
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Home in Orange Park
⭐️Stylish 3/2 🏡 fully renovated in Orange Park⭐️
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
4.97 out of 5 average rating, 58 reviews
Superhost
Home in Middleburg
1 Bed | Sunset Views | Perfect For Couples
1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.99 out of 5 average rating, 117 reviews
Superhost
Home in Orange Park
Orange Park for 6 | Game Room | Long Stays Welcome
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
3 bedrooms, 3 king beds, 2 bathrooms
4–9 Aug
4.9 out of 5 average rating, 69 reviews
Guest favourite
Home in Middleburg
~Homey 3/2_near Fleming Island
3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Farm stay in Starke
Cute Cottage on 85-Acre Farm
2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 217 reviews
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45 min
5 bedrooms, 10 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Middleburg
Spacious 4Br/2BA 5TV Home FL Room Fence Beach45Mn
4 bedrooms, 7 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Orange Park
Spacious Family Home- In the Heart Of Oakleaf
4 bedrooms, 5 beds, 2.5 bathrooms
17–22 Aug
4.9 out of 5 average rating, 30 reviews