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Search results; Over 1,000 homes in Middleburg

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Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds, 1 private bathroom
1–6 Nov
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4.87 out of 5 average rating, 277 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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Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 24 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
1–6 Oct
4.9 out of 5 average rating, 59 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
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 king bed, 1 bathroom
9–14 Oct
4.91 out of 5 average rating, 99 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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Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 122 reviews
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Guest favourite
Home in Middleburg
Creekfront 3BR, Private Boat Ramp, Firepit + Pets
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Tiny home in Middleburg
The Tiny Great Escape
1 bedroom, 2 single beds, 1 bathroom
1–6 Oct
4.87 out of 5 average rating, 38 reviews
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Superhost
Home in Orange Park
Modern Open Concept 3/2 Retreat
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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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
1–6 Oct
4.93 out of 5 average rating, 67 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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Top guest favourite
Room in Orange Park
Oakleaf Healing House on Private Lake.
1 double bed, 1.5 bathrooms
1–6 Oct
4.88 out of 5 average rating, 26 reviews
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Top guest favourite
Room in Green Cove Springs
Updated Master Bedroom & Bath w/ Private Entrance
1 king bed, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 321 reviews
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Superhost
Home in Fleming Island
Doctor's Lake 5th Wheel Shaded Stay
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 21 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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Top guest favourite
Farm stay in Starke
Cute Cottage on 85-Acre Farm
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 223 reviews