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Search results; Over 1,000 homes in Middleburg

Superhost
Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds, 1 private bathroom
21–26 Jul
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4.87 out of 5 average rating, 269 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
4.99 out of 5 average rating, 115 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Jul
Home in Green Cove Springs
Hidden Oasis | Waterfront Retreat with Boat Dock
New place to stay, 1 bedroom, 2 beds, 1 bathroom
9–14 Jul
Top guest favourite
Home in Green Cove Springs
Lakeside, Water View, Kayak, BBQ Grill, Fire Pit
4.92 out of 5 average rating, 61 reviews, 2 bedrooms, 4 beds, 1 bathroom
8–13 Jul
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
12–17 Jul
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
4.97 out of 5 average rating, 233 reviews, 3 bedrooms, 3 beds, 2 bathrooms
16–21 Jul
Superhost
Home in Orange Park
Renovated Modern Retreat • Near Shopping & Dining
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Camper van/Motorhome in Middleburg
Valhalla Estate Farm
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 7 beds, 1 bathroom
1–6 Jan
Top guest favourite
Home in Fleming Island
Rustic Owl in Fleming Island with 2 Kings
4.99 out of 5 average rating, 171 reviews, 3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4.9 out of 5 average rating, 255 reviews, 4 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
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
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
4.96 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
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
6–11 Jul
Top guest favourite
Home in Fleming Island
The Flemingo- Game Room 3 Kings
4.96 out of 5 average rating, 197 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Superhost
Barn in Keystone Heights
Bright and Airy Lofted Barn - rustic retreat
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
4.93 out of 5 average rating, 14 reviews, 1 bedroom, 5 beds, 1 bathroom
5–10 Jul
Guest favourite
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
4.92 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Home in Orange Park
✨ Comfy 4br/2bath near 295, Jax, and Orange Park ✨
4.9 out of 5 average rating, 42 reviews, 4 bedrooms, 7 beds, 2 bathrooms
5–10 Jul