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Search results; Over 1,000 homes in Middleburg

Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds, 1 private bathroom
10–15 Sept
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4.87 out of 5 average rating, 275 reviews
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
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 20 reviews
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.9 out of 5 average rating, 59 reviews
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
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Home in Middleburg
NEW Waterfront Retreat "The Creek House" Sleep 10
4 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
New place to stay
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, 122 reviews
Guest favourite
Home in Middleburg
Creekfront 3BR, Private Boat Ramp, Firepit + Pets
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 68 reviews
Guest favourite
Home in Orange Park
Cozy House mins from NAS JAX & Orange Park Mall
3 bedrooms, 8 beds, 2 bathrooms
8–13 Sept
4.82 out of 5 average rating, 115 reviews
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
Superhost
Home in Orange Park
Modern Open Concept 3/2 Retreat
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
New place to stay
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
Top guest favourite
Home in Middleburg
Charming Southern Country Retreat
6 bedrooms, 8 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Tiny home in Middleburg
The Tiny Great Escape
1 bedroom, 2 single beds, 1 bathroom
9–14 Sept
4.87 out of 5 average rating, 38 reviews
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45min
5 bedrooms, 10 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Orange Park
Large 5 BR 2.5 BA near Fleming Island and 295
5 bedrooms, 12 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Fleming Island
The Flemingo- Game Room 3 Kings
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 206 reviews