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Search results; Over 1,000 homes in Middleburg

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Guest favourite
Apartment in Middleburg
Classic, gated countryside space
1 bedroom, 1 bed, 2 private bathrooms
1–6 Sept
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4.91 out of 5 average rating, 46 reviews
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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, 20 reviews
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Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds, 1 bathroom
9–14 Sept
4.87 out of 5 average rating, 275 reviews
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Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.97 out of 5 average rating, 239 reviews
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Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
4.9 out of 5 average rating, 59 reviews
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Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
4.99 out of 5 average rating, 121 reviews
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Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 13 reviews
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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
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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, 205 reviews
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Superhost
Home in Middleburg
1 Bed | Sunset Views | Perfect For Couples
1 bedroom, 1 bed, 1.5 bathrooms
1–6 Sept
New place to stay
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Guest favourite
Home in Middleburg
Modern Orange Park Home w/6+Beds&Wash/Dryer Fence
3 bedrooms, 5 beds, 2 bathrooms
5–10 Sept
4.96 out of 5 average rating, 138 reviews
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Top guest favourite
Home in Green Cove Springs
Lakeside, Water View, Kayak, BBQ Grill, Fire Pit
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 64 reviews
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Guest favourite
Tent in Middleburg
Tent 2-Relax,Retreat, Revive-boutique camping -A/C
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 167 reviews
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Superhost
Barn in Keystone Heights
Bright and Airy Lofted Barn - rustic retreat
2 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Middleburg
Modern E. Orange Park Home 6 bed Fence Beach 45 Mn
3 bedrooms, 6 beds, 2 bathrooms
3–8 Sept
4.94 out of 5 average rating, 127 reviews
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Guest favourite
Home in Orange Park
Spacious Family Home- In the Heart Of Oakleaf
4 bedrooms, 5 beds, 2.5 bathrooms
7–12 Sept
4.91 out of 5 average rating, 33 reviews
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Top guest favourite
Farm stay in Starke
Cute Cottage on 85-Acre Farm
2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
4.96 out of 5 average rating, 221 reviews
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Superhost
Home in St. Augustine
Hidden Sanctuary | Heated Saltwater Pool | FirePit
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
New place to stay