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Search results; Over 1,000 homes in Middleburg

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Guest favourite
Tiny home in Middleburg
The Tiny Great Escape
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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4.87 out of 5 average rating, 38 reviews
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Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 25 reviews
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Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
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
1–6 Nov
4.87 out of 5 average rating, 277 reviews
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Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Home in Middleburg
NEW Waterfront Retreat "The Creek House" Sleep 10
4 bedrooms, 6 beds, 4 bathrooms
4–9 Oct
New place to stay
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Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
10–15 Oct
4.9 out of 5 average rating, 59 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
1–6 Oct
4.91 out of 5 average rating, 35 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
13–18 Oct
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45min
5 bedrooms, 10 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Home in Middleburg
Spacious 4Br/2BA 5TV Home FL Room Fence Beach45Mn
4 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 19 reviews
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Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.97 out of 5 average rating, 240 reviews
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Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.96 out of 5 average rating, 68 reviews
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Guest favourite
Home in Middleburg
Country living at its Best!
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.89 out of 5 average rating, 47 reviews
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Guest favourite
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 king bed, 1 bathroom
9–14 Oct
4.9 out of 5 average rating, 100 reviews
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Guest favourite
Home in Jacksonville
Cozy Jacksonville Retreat, family comfort.
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.75 out of 5 average rating, 32 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
2–7 Oct
4.93 out of 5 average rating, 67 reviews
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Superhost
Home in Orange Park
Sunshine Paradise - Self Check In
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.81 out of 5 average rating, 36 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
4–9 Oct
4.9 out of 5 average rating, 59 reviews