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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
17–22 Jul
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4.97 out of 5 average rating, 234 reviews
Guest favourite
Apartment in Middleburg
Classic, gated countryside space
1 bedroom, 1 king bed, 2 bathrooms
15–20 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, 3 bathrooms
15–20 Jul
4.9 out of 5 average rating, 59 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds, 2.5 bathrooms
14–19 Jul
New place to stay
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.99 out of 5 average rating, 116 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach 45min
5 bedrooms, 10 beds, 2 bathrooms
14–19 Jul
5.0 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
Modern Orange Park Home w/6+Beds&Wash/Dryer Fence
3 bedrooms, 5 beds, 2 bathrooms
14–19 Jul
4.96 out of 5 average rating, 136 reviews
Guest favourite
Home in Middleburg
Country living at its Best!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
4.89 out of 5 average rating, 47 reviews
Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
3 bedrooms, 3 king beds, 2 bathrooms
21–26 Jul
4.9 out of 5 average rating, 67 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
Guest favourite
Home in Middleburg
Spacious 4Br/2BA 5TV Home FL Room Fence Beach45Mn
4 bedrooms, 7 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 16 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
Top guest favourite
Home in Fleming Island
Rustic Owl in Fleming Island with 2 Kings
3 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
4.99 out of 5 average rating, 171 reviews
Guest favourite
Home in Orange Park
✨ Comfy 4br/2bath near 295, Jax, and Orange Park ✨
4 bedrooms, 7 beds, 2 bathrooms
14–19 Jul
4.88 out of 5 average rating, 43 reviews
Guest favourite
Home in Middleburg
~Homey 3/2_near Fleming Island
3 bedrooms, 6 beds, 2 bathrooms
29 Jul – 3 Aug
4.93 out of 5 average rating, 30 reviews
Home in Green Cove Springs
Creek Home in Middleburg
3 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
4.83 out of 5 average rating, 6 reviews