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Search Guest Houses in Middleburg

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Graceful Southern Guesthouse + outdoor living area

10.0 out of 10, Exceptional, (60)
"It was comfortable, very quiet location. The bedroom was large enough for a king bed, but only had a double."
Graceful Southern Guesthouse + outdoor living area

2/1 in historic Riverside w/ porch walk to restaurants and parks

9.0 out of 10, Wonderful, (16)
"Not fancy, but just fine. We felt safe walking to neighborhood bars and restaurants, even in the dark. Enjoyed our stay. "
2/1 in historic Riverside w/ porch walk to restaurants and parks

Luxury Avondale Guest House, Walk to Shops

10.0 out of 10, Exceptional, (27)
"This was our second time staying here and we again had a great stay!"
Luxury Avondale Guest House, Walk to Shops

Riverside Retreat Waterfront, Fishing, Parks Music

10.0 out of 10, Exceptional, (1)
"Property was exactly as listing states. Quiet retreat with beautiful river view."
The price is HK$539
HK$2,972 total
includes taxes & fees
5 Dec - 6 Dec
Riverside Retreat Waterfront, Fishing, Parks Music

NEW! Charming Guest House on Private 5 Acre Riverfront Estate with DOCK

9.8 out of 10, Exceptional, (8)
"Beautiful old Florida feel. "
NEW! Charming Guest House on Private 5 Acre Riverfront Estate with DOCK

Downtown Jacksonville Historic District

6.0 out of 10, (2)
"It was a scam "
The price is HK$496
HK$1,274 total
includes taxes & fees
11 Dec - 12 Dec
Downtown Jacksonville Historic District

HistoricHotspot! walk to bars, resturaunts, shops. GREAT NIGHTLIFE! Pet Friendly

10.0 out of 10, Exceptional, (11)
"Nice place perfect for our little family and convenient to family living nearby. We really enjoyed the apartment and the lovely courtyard! Thank you"
HistoricHotspot! walk to bars, resturaunts, shops. GREAT NIGHTLIFE! Pet Friendly

Cozy, peaceful, very clean, you can work or just get away, weekly or monthly.

10.0 out of 10, Exceptional, (1)
"Needed place to stay for 5 months before out-of-state move. Apartment would require 7 months plus furniture rental. This vrbo was a great alternative, in a quiet safe neighborhood, centrally located...reasonably close to Normandy, Riverside, and just 20 min drive to work (airport). VRBO host a nice guy who immediately took care of any issues that arose during my stay. Would recommend. "
Cozy, peaceful, very clean, you can work or just get away, weekly or monthly.

Beautiful guest house

7.4 out of 10, Good, (3)
"When I contact the host on the checkin details 2 hours before the checkin time, she told me the property was doubled rented and left me with no place to stay."
Beautiful guest house

Secret Garden of Avondale

Secret Garden of Avondale

Private Carriage House in Charming Historic Avondale. Walkable & Quiet.

Private Carriage House in Charming Historic Avondale. Walkable & Quiet.

Dog-friendly guest house with great location, next to park & sports fields

Dog-friendly guest house with great location, next to park & sports fields
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Middleburg

3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ

10.0 out of 10, Exceptional, (17)
"Great home with pool. Smelled like moth balls the first 2 days…which made our bedding smell also. But Overall, we enjoyed the property and safe neighborhood to welcome the arrival of my new grandson . "
3BR Home w/Private Pool |King En Suite w/Soaking Tub |Large Yard |Pet Friendly |Screened Patio |BBQ

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (265)
"My family and I had a blast. It was beautiful. Did not need to travel far for some great food. Will definitely be back. Staff were so friendly, pool closed at 8:30p every night, that was the only disappointment, due to lighting or something. Overall great place! "
Bluegreen Vacations Grande Villas at World Golf Village

New Floating Luxury: Unique Houseboat Retreat

9.4 out of 10, Exceptional, (13)
"We have never been on a houseboat before and was really looking forward to our 3 night stay. The houseboat is really nice with all amenities. The lay out is a bit funky. Bedroom is upstairs with an outside entrance. Couch downstairs is second bed, didn’t sleep on it so don’t know how comfy that would be. We lost all water, through no fault of the owners and only got to stay one night. Owners graciously refunded 2 nights money. I would book again, very close to family. "
New Floating Luxury: Unique Houseboat Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.