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Search results; Over 1,000 homes in Middleburg

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Guest favourite
Home in Middleburg
~Homey 3/2_near Fleming Island
3 bedrooms, 6 beds, 2 private bathrooms
19–24 Sept
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4.94 out of 5 average rating, 32 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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Home in Middleburg
WaterfrontHiddenCreekHouse Sleep10 KAYAK PoolTable
4 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
New place to stay
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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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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
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
2–7 Sept
4.9 out of 5 average rating, 59 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 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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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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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
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
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 98 reviews
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Guest favourite
Home in Green Cove Springs
CozyHome Near Jacksonville&St.Augustine
3 bedrooms, 3 beds, 1 bathroom
14–19 Oct
4.9 out of 5 average rating, 104 reviews
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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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Guest favourite
Home in Middleburg
Country living at its Best!
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.89 out of 5 average rating, 47 reviews
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Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
3 bedrooms, 3 king beds, 2 bathrooms
5–10 Sept
4.9 out of 5 average rating, 71 reviews