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Search results; Over 1,000 homes in Middleburg

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Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 private bathrooms
1–6 Sept
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4.9 out of 5 average rating, 59 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, 21 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
Apartment in Middleburg
Classic, gated countryside space
1 bedroom, 1 king bed, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 47 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
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, 240 reviews
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Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 13 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
15–20 Sept
4.99 out of 5 average rating, 121 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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Guest favourite
Home in Middleburg
Spacious 4Br/2BA 5TV Home FL Room Fence Beach45 Mn
4 bedrooms, 7 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 19 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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Top guest favourite
Farm stay in Starke
Cute Cottage on 85-Acre Farm
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 221 reviews
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Guest favourite
Home in Green Cove Springs
NEW! LARGE 4BR home in Golf Community with POOL
4 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 55 reviews
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Guest favourite
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 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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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
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Home in Jacksonville
Nice 3BR Home | 18 Mins Downtown | 20 Mins Airport
3 bedrooms, 3 queen beds, 2.5 bathrooms
1–6 Sept
New place to stay
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Top guest favourite
Home in Middleburg
Charming Southern Country Retreat
6 bedrooms, 8 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 10 reviews