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Compare 579 Vacation Homes in Middleburg with updated reviews, rates, and availability.

Bluegreen Vacations Grande Villas at World Golf Village
Aerial view

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (267)
"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
Private kitchen

Downtown Jacksonville - La Casa De Blues

9.6 out of 10, Exceptional, (50)
"Great house and location. "
The price is AED 422
AED 1,160 total
includes taxes & fees
7 Jan - 8 January 2025
Downtown Jacksonville - La Casa De Blues
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Exterior

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

2.0 star property
9.0 out of 10, Wonderful, (8)
"Traveling from Virginia to destin Florida. Place was a great pit stop in between road trip for some rest. I would definitely recommend "
The price is AED 264
AED 707 total
includes taxes & fees
26 Dec - 27 Dec
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
Unique Design Bungalow in Jax Riverside Area.
Exterior

Unique Design Bungalow in Jax Riverside Area.

9.8 out of 10, Exceptional, (26)
"The house is very clean with all the amenities, the backyard area is very nice, we enjoyed our stay."
The price is AED 459
AED 1,044 total
includes taxes & fees
30 Dec - 31 Dec
Unique Design Bungalow in Jax Riverside Area.
Spend the Holidays at Sugar Magnolia House. An extraordinarily historic home.
Sugar Magnolia House

Spend the Holidays at Sugar Magnolia House. An extraordinarily historic home.

10.0 out of 10, Exceptional, (28)
"I cannot express how totally wonderful our experience was... From our wonderful host, to the atmosphere of this stunning house, our dreams came to life! "
Spend the Holidays at Sugar Magnolia House. An extraordinarily historic home.
The Oasis in Murray Hill - Centrally Located- sleeps 8- WiFi-Cozy-Free Parking
Room

The Oasis in Murray Hill - Centrally Located- sleeps 8- WiFi-Cozy-Free Parking

8.4 out of 10, Very Good, (8)
"We had a wonderful visit here this weekend! Very clean, wonderfully oriented in Jax, and great communication with our hosts! "
The Oasis in Murray Hill - Centrally Located- sleeps 8- WiFi-Cozy-Free Parking
2 Cozy bedroom house W/ huge patio!
Property grounds

2 Cozy bedroom house W/ huge patio!

9.2 out of 10, Wonderful, (5)
"The property was just as listed. Nothing fancy but it was more than adequate. Very dog friendly with a large fenced yard. The host was easy to communicate with. Had zero issues. "
The price is AED 360
AED 914 total
includes taxes & fees
31 Dec - 1 January 2025
2 Cozy bedroom house W/ huge patio!
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Living Rm: 65” TV, lamps, 2 stools, large chair & wicker box of board games

Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

9.8 out of 10, Exceptional, (22)
"The home was a comfortable stay. Me and my family enjoy the 2 nights there to enjoy my mother’s birthday. There was an electrical issue which caused a later checkin. But the owner was nice enough to treat me and family out for lunch to entire l enjoy while they fixed the problem. The only thing that were a problem was roaches in the kitchen area. We had to kill roaches during the time of stay. I’ll rate the stay a 7/10"
The price is AED 441
AED 946 total
includes taxes & fees
6 Jan - 7 January 2025
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
Cozy 3 Bedroom home in Riverside
Private kitchen

Cozy 3 Bedroom home in Riverside

6.8 out of 10, (3)
"I was escaping a hurricane and got all the way to Jacksonville and after midnight which means you can’t reserve anything else same day and the just emails and says sorry it’s over booked and basically no remorse so my family of 5 and one service dog had to be homeless for a couple days while we waited out the storm. Pathetic of a host and poor communication. "
Cozy 3 Bedroom home in Riverside
Elegant & Upscale 2BR Townhome
Living area

Elegant & Upscale 2BR Townhome

10.0 out of 10, Exceptional, (4)
"It was just as listed, clean and convenient to all kinda of places to eat. "
Elegant & Upscale 2BR Townhome
Peaceful, two bedroom home in lovely Florahome, FL.
Coral Farms Front View

Peaceful, two bedroom home in lovely Florahome, FL.

9.6 out of 10, Exceptional, (4)
"The house was perfect for what we needed, it’s very cozy and comfortable. "
Peaceful, two bedroom home in lovely Florahome, FL.
Single house: 12guests,4bds/2baths,large backyard.
Living area

Single house: 12guests,4bds/2baths,large backyard.

10.0 out of 10, Exceptional, (23)
"This home is beautiful, it has plenty of living space, two living room areas a large kitchen and plenty of space for dining! The beds are comfortable and there was plenty of room for our large party to stay. There are a ton of toys to keep the kids busy which was a plus! The kitchen is stocked with all cooking ware you need and the bathrooms are all stocked nicely. The host is great with communication and super nice! We enjoyed our stay here and will definitely stay again when we come back to...
The price is AED 415
AED 1,381 total
includes taxes & fees
13 Jan - 14 January 2025
Single house: 12guests,4bds/2baths,large backyard.
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
Large Sunken Relaxing Family Room - Smart TV

Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

9.4 out of 10, Exceptional, (50)
" Just like in the description. You'll enjoy it"
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
Exquisite Waterfront Retreat by RedAwning
"Outdoors","Lake","Nature","Water","Scenery"

Exquisite Waterfront Retreat by RedAwning

9.4 out of 10, Exceptional, (3)
"Nice, clean, and just what we were looking for."
Exquisite Waterfront Retreat by RedAwning
The Kayakers Retreat, Waterfront,King Bed w/Waterviews, Kayaks & bikes Included
Property grounds

The Kayakers Retreat, Waterfront,King Bed w/Waterviews, Kayaks & bikes Included

10.0 out of 10, Exceptional, (24)
"Spent a long weekend with family "
The Kayakers Retreat, Waterfront,King Bed w/Waterviews, Kayaks & bikes Included
Northeast Florida Retreat
Pool

Northeast Florida Retreat

9.4 out of 10, Exceptional, (15)
"Attended UGA vs FL game, had a great time."
Northeast Florida Retreat
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
Our homey bungalow is located on a quiet, tree lined street.

Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

9.4 out of 10, Exceptional, (10)
"Comfy. Easy. My my best friend and her family stayed for a weekend and loved it! Perfect for kids, plenty of space and located right by a park! We made memories on French St!"
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL
2147 Trailwood Dr · Fleming Island Retreat~Spacious Home~Pet Friendly
Entertain guests in the open kitchen and family room area.

2147 Trailwood Dr · Fleming Island Retreat~Spacious Home~Pet Friendly

9.0 out of 10, Wonderful, (14)
"Amazing host!"
2147 Trailwood Dr · Fleming Island Retreat~Spacious Home~Pet Friendly
In Green Cove Springs, Fenced Bikes, Boat/RV Parking, Near Public Ramp, Seasonal Pool, Dogs Ok
Smart TV with ROKU Stick / VCR and assortment of DVD's

In Green Cove Springs, Fenced Bikes, Boat/RV Parking, Near Public Ramp, Seasonal Pool, Dogs Ok

9.6 out of 10, Exceptional, (24)
"We used this home for our post-wedding retreat due to the location of the venue. It was perfect. Clean, plenty of room, large quiet back yard with more outdoor seating. The kids were very comfortable and everyone slept well. "
In Green Cove Springs, Fenced Bikes, Boat/RV Parking, Near Public Ramp, Seasonal Pool, Dogs Ok
Trendy Jax Home Near Downtown, 30-mins to Beach
Living Room

Trendy Jax Home Near Downtown, 30-mins to Beach

9.6 out of 10, Exceptional, (10)
"The house was well decorated and plenty of room. Note, only 1 full bath. We made it work with 6 of us. Make sure to fully read description. House is older so A/C didn't cool well. Host added window and standing units which was nice. Neughborhood is.....not the greatest."
Trendy Jax Home Near Downtown, 30-mins to Beach
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

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

10.0 out of 10, Exceptional, (18)
"The property was very nice - exactly as advertised. Great rental property "
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
Aerial view

Bluegreen Vacations Grande Villas at World Golf Village

3.5 star property
8.6 out of 10, Excellent, (267)
"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

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. "
The price is AED 808
AED 1,678 total
includes taxes & fees
1 Jan - 2 January 2025
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.