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Search results; Over 1,000 homes in Middleburg

Guest favourite
Tent in Middleburg
Tent 2-Relax,Retreat, Revive-boutique camping -A/C
1 bedroom, 1 bed, 1 private bathroom
21–26 Sept
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4.95 out of 5 average rating, 167 reviews
Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds
13–18 Sept
4.87 out of 5 average rating, 275 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed
14–19 Sept
4.95 out of 5 average rating, 20 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds
13–18 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Middleburg
Charming Southern Country Retreat
6 bedrooms, 8 beds
10–15 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Farm stay in Middleburg
Haystays Farm-Cozy, Charming, Country, Modern Home
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 240 reviews
Top guest favourite
Place to stay in Green Cove Springs
Waterfront Sanctuary
2 bedrooms, 2 queen beds
18–23 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Room in Jacksonville
Cardinal's Cove- private bedroom/bath
1 single bed
13–18 Sept
4.98 out of 5 average rating, 609 reviews
Guest favourite
Home in Orange Park
Spacious family hangout spot
3 bedrooms, 3 beds
11–16 Sept
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed
15–20 Sept
4.99 out of 5 average rating, 122 reviews
Top guest favourite
Home in Jacksonville
4bd 2 bth Home in Oakleaf area! W/Tesla Charger
4 bedrooms, 6 beds
10–15 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4 bedrooms, 7 beds
20–25 Sept
4.9 out of 5 average rating, 263 reviews
Guest favourite
Home in Orange Park
Game Room + Fenced Backyard | Rococo Retreat | 3BR
3 bedrooms, 3 beds
14–19 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Cabin in Middleburg
Rest, relax, revive-lovely 1 bedroom cabin
1 bedroom, 1 king bed
13–18 Sept
4.91 out of 5 average rating, 98 reviews
Room in Middleburg
Peaceful private room in Middleburg.
1 single bed
10–15 Sept
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45min
5 bedrooms, 10 beds
10–15 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Orange Park
Large 5 BR 2.5 BA near Fleming Island and 295
5 bedrooms, 12 beds
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Superhost
Holiday home in Orange Park
Casandra House - Peaceful / Salt Pool and Hot Tub
3 bedrooms, 3 queen beds
11–16 Sept
4.85 out of 5 average rating, 123 reviews