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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, 270 reviews
Guest favourite
Apartment in Middleburg
Classic, gated countryside space
1 bedroom, 1 king bed
6–11 Jul
4.9 out of 5 average rating, 42 reviews
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds
7–12 Jul
4.9 out of 5 average rating, 59 reviews
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds
16–21 Jul
4.97 out of 5 average rating, 233 reviews
Top guest favourite
Home in Green Cove Springs
Lakeside, Water View, Kayak, BBQ Grill, Fire Pit
2 bedrooms, 4 beds
30 Jul – 4 Aug
4.92 out of 5 average rating, 61 reviews
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed
13–18 Jul
4.99 out of 5 average rating, 115 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds
6–11 Jul
4.93 out of 5 average rating, 14 reviews
Home in Green Cove Springs
Hidden Oasis | Waterfront Retreat with Boat Dock
1 bedroom, 2 beds
9–14 Jul
New place to stay
Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
3 bedrooms, 4 beds
7–12 Jul
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Orange Park
Renovated Modern Retreat • Near Shopping & Dining
3 bedrooms, 4 beds
13–18 Jul
New place to stay
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds
20–25 Jul
4.96 out of 5 average rating, 67 reviews
Home in Jacksonville
4bd 2 bth Home in Oakleaf area! W/Tesla Charger
4 bedrooms, 6 beds
20–25 Jul
New place to stay
Guest favourite
Tent in Middleburg
Tent 1-Rest, Relax, Revive-boutique camping-A/C,HT
1 bedroom, 1 bed
6–11 Jul
4.96 out of 5 average rating, 91 reviews
Superhost
Home in Middleburg
Sunset Pass Pool Home - Screened Patio + Yard
3 bedrooms, 5 beds
11–16 Jul
4.81 out of 5 average rating, 21 reviews
Guest favourite
Home in Middleburg
Country living at its Best!
3 bedrooms, 3 beds
20–25 Jul
4.89 out of 5 average rating, 47 reviews
Superhost
Home in Orange Park
Orange Park for 6 | Game Room | Long Stays Welcome
3 bedrooms, 3 beds
18–23 Jul
New place to stay
Guest house in Green Cove Springs
Country home
1 bedroom, 2 beds
11–16 Jul
4.78 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
12–17 Jul
4.99 out of 5 average rating, 171 reviews
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4 bedrooms, 7 beds
12–17 Jul
4.9 out of 5 average rating, 255 reviews