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Search results; Over 1,000 homes in Middleburg

Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds, 2 private bathrooms
13–18 Jul
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4.97 out of 5 average rating, 234 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
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
13–18 Jul
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
New place to stay, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Superhost
Home in Orange Park
Game Room + Fenced Backyard | Rococo Retreat | 3BR
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 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
Flat in Green Cove Springs
Waterfront Retreat-Dock, Fishing & More!
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Home in Green Cove Springs
Hidden Oasis | Waterfront Retreat with Boat Dock
New place to stay, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
Superhost
Home in Orange Park
Renovated Modern Retreat • Near Shopping & Dining
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
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
20–25 Jul
Guest favourite
Flat in Orange Park
Sunshine Paradise - Self Check In
4.88 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 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
13–18 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
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
30 Jul – 4 Aug
Guest favourite
Room in Orange Park
Oakleaf Healing House on Private Lake.
4.83 out of 5 average rating, 18 reviews, 1 double bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Home in Orange Park
⭐️Stylish 3/2 🏡 fully renovated in Orange Park⭐️
4.96 out of 5 average rating, 57 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 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
Superhost
Home in Jacksonville
Jax Waterfront Retreat at Winchester Ridge
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Guest favourite
Home in Orange Park
✨ Comfy 4br/2bath near 295, Jax, and Orange Park ✨
4.88 out of 5 average rating, 43 reviews, 4 bedrooms, 7 beds, 2 bathrooms
12–17 Jul