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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
23–28 Aug
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4.97 out of 5 average rating, 235 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
4.94 out of 5 average rating, 17 reviews, 1 bedroom, 5 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
4.9 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 3 bathrooms
14–19 Aug
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
4.96 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
4.99 out of 5 average rating, 117 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
New place to stay, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
Top guest favourite
Room in Orange Park
Oakleaf Healing House on Private Lake.
4.86 out of 5 average rating, 21 reviews, 1 double bed, 1.5 bathrooms
1–6 Aug
Superhost
Home in Middleburg
1 Bed | Sunset Views | Perfect For Couples
New place to stay, 1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Home in Orange Park
⭐️Stylish 3/2 🏡 fully renovated in Orange Park⭐️
4.97 out of 5 average rating, 58 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
4.9 out of 5 average rating, 69 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Guest favourite
Home in Middleburg
~Homey 3/2_near Fleming Island
4.93 out of 5 average rating, 30 reviews, 3 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Orange Park
Orange Park for 6 | Game Room | Long Stays Welcome
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Aug
Top guest favourite
Farm stay in Starke
Cute Cottage on 85-Acre Farm
4.96 out of 5 average rating, 217 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Aug
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45 min
5.0 out of 5 average rating, 18 reviews, 5 bedrooms, 10 beds, 2 bathrooms
8–13 Aug
Guest favourite
Home in Middleburg
Spacious 4Br/2BA 5TV Home FL Room Fence Beach45Mn
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 7 beds, 2 bathrooms
10–15 Aug
Guest favourite
Home in Orange Park
✨ Comfy 4br/2bath near 295, Jax, and Orange Park ✨
4.89 out of 5 average rating, 44 reviews, 4 bedrooms, 7 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Orange Park
Spacious Family Home- In the Heart Of Oakleaf
4.9 out of 5 average rating, 30 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
17–22 Aug