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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
6–11 Aug
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4.87 out of 5 average rating, 270 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 5 beds, 1 bathroom
5–10 Aug
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
4.9 out of 5 average rating, 59 reviews, 3 bedrooms, 4 beds, 3 bathrooms
1–6 Aug
Superhost
Home in Middleburg
1 Bed | Sunset Views | Perfect For Couples
New place to stay, 1 bedroom, 1 bed, 1.5 bathrooms
2–7 Aug
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
4.97 out of 5 average rating, 234 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
4.96 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
4.99 out of 5 average rating, 116 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Home in Jacksonville
4bd 2 bth Home in Oakleaf area! W/Tesla Charger
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
4.9 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
New place to stay, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
Guest favourite
Home in Orange Park
Spacious Family Home- In the Heart Of Oakleaf
4.89 out of 5 average rating, 28 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Green Cove Springs
NEW! LARGE 4BR home in Golf Community with POOL
4.9 out of 5 average rating, 51 reviews, 4 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Guest favourite
Tent in Middleburg
Tent 1-Rest, Relax, Revive-boutique camping-A/C,HT
4.96 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Room in Middleburg
Peaceful private room in Middleburg.
1 single bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Orange Park
⭐️Stylish 3/2 🏡 fully renovated in Orange Park⭐️
4.97 out of 5 average rating, 58 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Middleburg
Retro Vibe - Modern Tech w/FAST Wi-Fi Quiet & Safe
4.89 out of 5 average rating, 36 reviews, 1 bedroom, 2 beds, 2 bathrooms
1–6 Feb
Superhost
Home in Orange Park
Renovated Modern Retreat • Near Shopping & Dining
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug