Photo by Cindy Simmonds

Middleburg Vacation Rentals

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Browse Select Middleburg Vacation Homes

Bluegreen Vacations Grande Villas at World Golf Village
Outdoor pool
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
Downtown Jacksonville - La Casa De Blues
Terrace/patio
Downtown Jacksonville - La Casa De Blues
9.6 out of 10, Exceptional, (45)
"What can I say except 10/10. Would def recommend to anyone and will definitely be renting this property again for future visits to the area‼️"
The price is CA $136
CA $404 total
includes taxes & fees
Sep 24 - Sep 25
Downtown Jacksonville - La Casa De Blues
Gorgeous circa 1875 Plantation House (in city)
Fridge, microwave, oven, stovetop
Gorgeous circa 1875 Plantation House (in city)
9.8 out of 10, Exceptional, (61)
"Beautiful home in a quiet neighborhood, in a great location. Short distance to supermarket, drug stores, etc... House was stocked with all the needed amenities. I would definitely stay here again."
Gorgeous circa 1875 Plantation House (in city)
Luxurious Home w/ Spectacular Glass Room & Patios
Lobby
Luxurious Home w/ Spectacular Glass Room & Patios
9.8 out of 10, Exceptional, (142)
"Wow what a beautiful home. We enjoyed playing pool in the front room and cards within the back porch area. Everything was very nice and we enjoyed being in the center of the things we needed to do. I would recommend staying here - great for a family."
Luxurious Home w/ Spectacular Glass Room & Patios
Special Fall Savings - Book Today - 5 Night Stays
Pool
Special Fall Savings - Book Today - 5 Night Stays
9.4 out of 10, Exceptional, (46)
"Beautiful home and very clean. Lovely pool/patio area. The downside was the pool was green when we arrived and we lost a day of swimming. The upside was the management company got the pool service out right away - unfortunately we had to give the chemicals 24 hours to work "
Special Fall Savings - Book Today - 5 Night Stays
Northeast Florida Retreat
Fridge, microwave, oven, stovetop
Northeast Florida Retreat
Northeast Florida Retreat
Northeast Florida Retreat
Pool
Northeast Florida Retreat
10.0 out of 10, Exceptional, (4)
"This property is in a quiet neighborhood. Has a nice pool in the fenced backyard. Sreened in porch with TV is were we spent most of our time while the kids played in the pool. 5 bedrooms slept 10 people comfortably. Was about a 20 minute drive to Ice Arena and 35 minutes to beach."
Northeast Florida Retreat
Special Fall Savings - Book Today - 5 Night Stays
Interior
Special Fall Savings - Book Today - 5 Night Stays
10.0 out of 10, Exceptional, (16)
"This is a beautiful house! Was able to relax and have fun!"
Special Fall Savings - Book Today - 5 Night Stays
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Property grounds
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
10.0 out of 10, Exceptional, (16)
"We stayed one night and it was a great place. We were very happy with the neighborhood, especially! There’s a nearby park that was really great too!"
The price is CA $163
CA $351 total
includes taxes & fees
Sep 24 - Sep 25
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Historic Springfield 1 Bedroom 1 Bathroom Near Downtown Jacksonville
Outdoor dining
Historic Springfield 1 Bedroom 1 Bathroom Near Downtown Jacksonville
10.0 out of 10, Exceptional, (5)
"This exceptional property sits on a deceptively quiet neighborhood. It’s beautifully decorated with a modern touch but the owners kept a lot of antique charm. Highly recommended!!"
Historic Springfield 1 Bedroom 1 Bathroom Near Downtown Jacksonville
Northeast Florida Retreat
Pool
Northeast Florida Retreat
9.2 out of 10, Wonderful, (5)
"Great communication from the host! He made sure we were taken care of even with a few hiccups. Would definitely book with him again. "
Northeast Florida Retreat
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
Fridge, microwave, oven, stovetop
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
The price is CA $109
CA $200 total
includes taxes & fees
Sep 30 - Oct 1
Charming 2-bedroom house in welcoming Jacksonville with WiFi, Laundry, Sunroom
Special Fall Savings - Book Today - 5 Night Stays
Fridge, microwave, oven, stovetop
Special Fall Savings - Book Today - 5 Night Stays
2.5 star property
10.0 out of 10, Exceptional, (4)
Special Fall Savings - Book Today - 5 Night Stays
Unique Design Bungalow in Jax Riverside Area.
Terrace/patio
Unique Design Bungalow in Jax Riverside Area.
9.8 out of 10, Exceptional, (17)
"Wonderful and charming property centrally located to dining and activities. The fenced in yard was plenty of room for our small dog."
The price is CA $149
CA $361 total
includes taxes & fees
Sep 24 - Sep 25
Unique Design Bungalow in Jax Riverside Area.
Cheerful three bedroom home with a pool
Outdoor pool
Cheerful three bedroom home with a pool
10.0 out of 10, Exceptional, (22)
"Great place to stay!"
The price is CA $271
CA $599 total
includes taxes & fees
Sep 24 - Sep 25
Cheerful three bedroom home with a pool
Cozy house on the river, enjoy the view or fish right off the river bank
Fridge, microwave, oven, stovetop
Cozy house on the river, enjoy the view or fish right off the river bank
10.0 out of 10, Exceptional, (78)
"The property was clean and just the right size for us. It had everything we needed for a two-night stay near the water. We plan to fish and chill right off the back of the property. But unfortunately with rain for two days and the low tides fishing was a bust."
Cozy house on the river, enjoy the view or fish right off the river bank
Enjoy this modern brand-new townhouse located in the heart of Jacksonville.
Fridge, microwave, oven, stovetop
Enjoy this modern brand-new townhouse located in the heart of Jacksonville.
10.0 out of 10, Exceptional, (14)
"Will come back again"
Enjoy this modern brand-new townhouse located in the heart of Jacksonville.
Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi
Fridge, microwave, oven, stovetop
Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi
10.0 out of 10, Exceptional, (9)
"Had a great time with friends! Property was incredible inside and had a ton of amenities. Wynn was very good at communication. Absolute great time."
Bettys Place a Cozy Modern 3BR/2BA SFH w/ Fenced Yard, Inside W/D, Gig WiFi
Gorgeous Waldo Home w/ Dock on Santa Fe Lake!
Fridge, microwave, stovetop, dishwasher
Gorgeous Waldo Home w/ Dock on Santa Fe Lake!
9.8 out of 10, Exceptional, (34)
"Beautiful clean house with amazing waterfront views great amenities and comfy beds"
Gorgeous Waldo Home w/ Dock on Santa Fe Lake!
San Marco Chic Home 2 blocks from San Marco Square
Fridge, microwave, oven, stovetop
San Marco Chic Home 2 blocks from San Marco Square
10.0 out of 10, Exceptional, (19)
"Very nice, spacious home, especially for my husband and I plus two adult kids. Bathrooms were beautiful, clean and updated. Neighborhood was friendly and quiet."
San Marco Chic Home 2 blocks from San Marco Square
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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

Special Fall Savings - Book Today - 5 Night Stays
Interior
Special Fall Savings - Book Today - 5 Night Stays
10.0 out of 10, Exceptional, (16)
"This is a beautiful house! Was able to relax and have fun!"
Special Fall Savings - Book Today - 5 Night Stays
Bluegreen Vacations Grande Villas at World Golf Village
Outdoor pool
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
Mi CASA es su CASA
Outdoor pool, a heated pool
Mi CASA es su CASA
10.0 out of 10, Exceptional, (66)
"It was a beautiful property with exceptional grounds. The pool and hot tub were wonderful! We really enjoyed the stay. If we could change or add anything, it would be safety bars in the tub, a map of the facility telling us if we had access to any of the other areas and much more time to enjoy it! Thanks so much!"
The price is CA $134
CA $311 total
includes taxes & fees
Sep 24 - Sep 25
Mi CASA es su CASA
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.