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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
1 bedroom, 1 bed, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed, 1 bathroom
13–18 Jul
4.99 out of 5 average rating, 116 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Jul
New place to stay
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
4.9 out of 5 average rating, 59 reviews
Top guest favourite
Home in Fleming Island
Rustic Owl in Fleming Island with 2 Kings
3 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
4.99 out of 5 average rating, 171 reviews
Guest favourite
Camper van/Motorhome in Middleburg
Valhalla Estate Farm
2 bedrooms, 7 beds, 1 bathroom
1–6 Jan
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Green Cove Springs
Lakeside, Water View, Kayak, BBQ Grill, Fire Pit
2 bedrooms, 4 beds, 1 bathroom
30 Jul – 4 Aug
4.92 out of 5 average rating, 61 reviews
Superhost
Home in Orange Park
Game Room + Fenced Backyard | Rococo Retreat | 3BR
3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
4.96 out of 5 average rating, 68 reviews
Guest favourite
Home in Middleburg
Retro Vibe - Modern Tech w/FAST Wi-Fi Quiet & Safe
1 bedroom, 2 beds, 2 bathrooms
1–6 Feb
4.89 out of 5 average rating, 36 reviews
Home in Green Cove Springs
Hidden Oasis | Waterfront Retreat with Boat Dock
1 bedroom, 2 beds, 1 bathroom
10–15 Jul
New place to stay
Superhost
Home in Orange Park
Orange Park for 6 | Game Room | Long Stays Welcome
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Jul
New place to stay
Home in Jacksonville
4bd 2 bth Home in Oakleaf area! W/Tesla Charger
4 bedrooms, 6 beds, 2 bathrooms
20–25 Jul
New place to stay
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4 bedrooms, 7 beds, 3 bathrooms
31 Jul – 5 Aug
4.9 out of 5 average rating, 255 reviews
Superhost
Home in Orange Park
Renovated Modern Retreat • Near Shopping & Dining
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
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
12–17 Jul
4.89 out of 5 average rating, 28 reviews
Rooms in Orange Park
Chill by the water
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Aug
4.77 out of 5 average rating, 53 reviews
Guest favourite
Flat in Orange Park
Sunshine Paradise - Self Check In
2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
4.88 out of 5 average rating, 24 reviews