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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
23–28 Aug
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4.97 out of 5 average rating, 235 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed
1–6 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds
9–14 Aug
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds
1–6 Aug
4.96 out of 5 average rating, 68 reviews
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds
14–19 Aug
4.9 out of 5 average rating, 59 reviews
Top guest favourite
Room in Orange Park
Oakleaf Healing House on Private Lake.
1 double bed
1–6 Aug
4.86 out of 5 average rating, 21 reviews
Superhost
Home in Middleburg
1 Bed | Sunset Views | Perfect For Couples
1 bedroom, 1 bed
2–7 Aug
New place to stay
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed
10–15 Aug
4.99 out of 5 average rating, 118 reviews
Guest favourite
Home in Middleburg
Waterfront 3BR Home w/ Private Boat Ramp & Firepit
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds
3–8 Aug
New place to stay
Guest favourite
Home in Orange Park
✨ Comfy 4br/2bath near 295, Jax, and Orange Park ✨
4 bedrooms, 7 beds
3–8 Aug
4.89 out of 5 average rating, 44 reviews
Superhost
Home in Orange Park
Orange Park for 6 | Game Room | Long Stays Welcome
3 bedrooms, 3 beds
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4 bedrooms, 7 beds
1–6 Aug
4.9 out of 5 average rating, 259 reviews
Top guest favourite
Room in Jacksonville
Cardinal's Cove- private bedroom/bath
1 single bed
10–15 Aug
4.98 out of 5 average rating, 602 reviews
Guest favourite
Home in Middleburg
~Homey 3/2_near Fleming Island
3 bedrooms, 6 beds
2–7 Aug
4.93 out of 5 average rating, 30 reviews
Guest favourite
Home in Orange Park
Spacious Family Home- In the Heart Of Oakleaf
4 bedrooms, 5 beds
17–22 Aug
4.9 out of 5 average rating, 30 reviews
Superhost
Home in Orange Park
Renovated Modern Retreat • Near Shopping & Dining
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45 min
5 bedrooms, 10 beds
8–13 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Orange Park
Lux Family Home Sleeps 8+ | Near NAS JAX
3 bedrooms, 6 beds
1–6 Aug
4.88 out of 5 average rating, 41 reviews