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Search results; Over 1,000 homes in Middleburg

Guest favourite
Home in Middleburg
Modern Orange Park Home w/6+Beds&Wash/ Dryer Fence
3 bedrooms, 5 beds, 2 private bathrooms
30 Sept – 5 Oct
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4.96 out of 5 average rating, 138 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds
20–25 Sept
4.96 out of 5 average rating, 24 reviews
Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds
27 Sept – 2 Oct
4.87 out of 5 average rating, 277 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed
21–26 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
17–22 Sept
4.9 out of 5 average rating, 59 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds
9–14 Oct
4.97 out of 5 average rating, 240 reviews
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed
12–17 Oct
4.99 out of 5 average rating, 122 reviews
Guest favourite
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 king bed
20–25 Sept
4.91 out of 5 average rating, 99 reviews
Guest favourite
Home in Middleburg
Creekfront 3BR, Private Boat Ramp, Firepit + Pets
3 bedrooms, 4 beds
18–23 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Home in Orange Park
Large 5 BR 2.5 BA near Fleming Island and 295
5 bedrooms, 12 beds
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds
18–23 Sept
4.96 out of 5 average rating, 68 reviews
Home in Middleburg
NEW Waterfront Retreat "The Creek House" Sleep 10
4 bedrooms, 6 beds
20–25 Sept
New place to stay
Guest favourite
Home in Orange Park
Cozy House mins from NAS JAX & Orange Park Mall
3 bedrooms, 8 beds
30 Sept – 5 Oct
4.82 out of 5 average rating, 116 reviews
Guest favourite
Home in Middleburg
Spacious 4Br/2BA 5TV Home FL Room Fence Beach45Mn
4 bedrooms, 7 beds
15–20 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Home in Middleburg
Modern E. Orange Park Home 6 bed Fence Beach 45Mn
3 bedrooms, 6 beds
15–20 Sept
4.94 out of 5 average rating, 127 reviews
Guest favourite
Home in Middleburg
Country living at its Best!
3 bedrooms, 3 beds
21–26 Sept
4.89 out of 5 average rating, 47 reviews
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45 min
5 bedrooms, 10 beds
17–22 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Orange Park
Spacious Family Home- In the Heart Of Oakleaf
4 bedrooms, 5 beds
20–25 Sept
4.91 out of 5 average rating, 34 reviews