Photo by Cindy Simmonds

Search Condo Rentals in Middleburg

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 126 Condo Rentals in Middleburg with updated reviews, rates, and availability.

Beautiful fully furnished condo with gorgeous pool on historic golf course

9.8 out of 10, Exceptional, (105)
"Everything was as advertised/shown and check-in was very efficient. The view is really pretty and the unit is super quiet and private! Small point but the only thing I would add is a few large trays to put beverages on so the padded "coffee table" is more usable! "
Beautiful fully furnished condo with gorgeous pool on historic golf course

Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub

9.8 out of 10, Exceptional, (26)
"Spent a couple of days in st Augustine. A little far from the the downtown of course but the place was lovely"
The price is AED 496
AED 626 total
includes taxes & fees
29 Jan - 30 Jan
Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub

Adorable Condo - 2 blocks from San Marco Square!!!

10.0 out of 10, Exceptional, (35)
"Wonderful host and a great location. "
Adorable Condo - 2 blocks from San Marco Square!!!

Luxury Studio Condo Laterra World Golf Village/King and Bear St Augustine

9.2 out of 10, Wonderful, (53)
"Location is very good…unit is in an older project but has very nice amenities including tv, fridge with ice maker, microwave and coffee maker. Very clean with linens, iron and ironing board and blow dryer. Perfect for our stay (close to the wedding venue) and half the price of a comparable motel room."
Luxury Studio Condo Laterra World Golf Village/King and Bear St Augustine

Relaxing & charming home

9.4 out of 10, Exceptional, (30)
"We stayed for my sisters brain surgery at the Mayo Clinic. We need to add an additional night and that was easily taken care of! "
The price is AED 404
AED 1,002 total
includes taxes & fees
24 Jan - 25 Jan
Relaxing & charming home

Relaxing Oasis Studio w Resort Pool/Hottub on Golf Course

9.0 out of 10, Wonderful, (19)
"Golf course community with multiple condos. Lovely surroundings, close shopping and restaurants, just the right distance from interstate "
Relaxing Oasis Studio w Resort Pool/Hottub on Golf Course

The Sleepy Manatee

9.8 out of 10, Exceptional, (6)
"Perfect getaway for my now fiancé for the two of us. Nice quiet place on the river with screened in patio to sit and relax . We went into historic downtown full of people ( which was beautiful with lights for Christmas ) but was nice to retreat to the river. The unit has everything you need to feel at home . We really enjoyed the long weekend here and will come back for future trips to Saint Augustine. "
The Sleepy Manatee

Grande Villas at World Golf Village® - St. Augustine - 1 Bedroom

8.0 out of 10, Very Good, (1)
Grande Villas at World Golf Village® - St. Augustine - 1 Bedroom

Charming City Center Condo with Pool - Cozy Retreat for Two, Close to everything

Charming City Center Condo with Pool - Cozy Retreat for Two, Close to everything

Mi CASA es su CASA

10.0 out of 10, Exceptional, (74)
"I will say, it’s a Beautiful place, clean, beautiful view and the bed is super comfortable my son loved. I recommend Mi Casa es su Casa 100%. Thank you."
Mi CASA es su CASA

Cozy1 bedroom condo with addtl sofa bed. 5 minutes away from EVERYTHING you need

2.0 out of 10, (1)
"This was not a true listing. It put my husband and I in a terrible position. VRBO made us find our own arrangements the day that we arrived in the city. We were there for six nights and we’re out of pocket all six nights. VRBO did nothing to help us Tonya Nelson at Event One Pageants is a scammer. Do not do anything with her."
Cozy1 bedroom condo with addtl sofa bed. 5 minutes away from EVERYTHING you need

Nature Retreat: Your Gateway to Tranquility in Jax, 1mi to St Johns Town Center

9.4 out of 10, Exceptional, (9)
"Great stay. The property was as advertised and close to many places to go and things to see/do. Our host was awesome in her responsiveness and always helpful in answering our questions."
The price is AED 511
AED 1,204 total
includes taxes & fees
24 Jan - 25 Jan
Nature Retreat: Your Gateway to Tranquility in Jax, 1mi to St Johns Town Center

Cheery Condo w/ Community Pool & Waterslide!

9.6 out of 10, Exceptional, (24)
"The condo had everything we needed. It was convenient to all of our needs. It was beautifully decorated with every detail well thought out. We enjoyed our stay and our family were thrilled with the experience!"
Cheery Condo w/ Community Pool & Waterslide!

Grande Villas at World Golf Village® - 1 Bedroom

7.0 out of 10, Good, (2)
"I booked a single bedroom condo for a few days golfing at the World Golf Village. The condo was perfect for my golf trip! After an easy check-in I was in a very comfortable room conveniently located within walking distance to the WGV Proshop. The room was exactly as advertised complete with an efficiency kitchen, refrigerator, stove, microwave, and coffee maker. There's a very nice swimming pool, an outdoor hot tub, pickleball courts and more! My host did an excellent job communicating with me...
Grande Villas at World Golf Village® - 1 Bedroom

RESORT LIVING: Golf, Beaches and St Augustine

10.0 out of 10, Exceptional, (59)
"Madonna is an absolutely wonderful hostess! She made our stay super personalized and her attention to detail was fantastic! The property was beautifully maintained and the room was immaculate. We will definitely stay here again! "
RESORT LIVING: Golf, Beaches and St Augustine

Upscale Studio ~ 15 Mi to Dtwn St Augustine!

10.0 out of 10, Exceptional, (5)
"Convenient to golf resort, spa and very nice pool/hot tub. "
Upscale Studio ~ 15 Mi to Dtwn St Augustine!

Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine

9.6 out of 10, Exceptional, (25)
"It was a nice stay "
The price is AED 349
AED 1,128 total
includes taxes & fees
29 Jan - 30 Jan
Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine

Magnificent Grande Villas at World Golf Village, 1 Bedroom Standard

10.0 out of 10, Exceptional, (4)
"Convenient to both Old World Golf courses. The unit was clean. The staff was courteous. I confirmed that we were renting a unit with 2 queens beds, but when we arrived only units with king beds were available. beds and were"
Magnificent Grande Villas at World Golf Village, 1 Bedroom Standard

Charming & Cozy 3 bedroom condo 15mn to Jacksonville beaches!

9.6 out of 10, Exceptional, (19)
"Nice property and great location. Having said that, the unit lacked decent cleaning. The floors were dirty, we found a plastic fork and a used diabetic tester in the dining area. Also, the dishes were filthy and the coffee mug's still had residues along with the utensils. The unit wasn’t stocked with dishwasher supplies so we "
Charming & Cozy 3 bedroom condo 15mn to Jacksonville beaches!

Jacksonville Downtown Living : Near FSCJ

7.4 out of 10, Good, (6)
"This property was $100 more than the hotels I was looking at and SO much worse, we ended up leaving and staying at a hotel anyway. 1. There were roaches…. EVERYWHERE. If I wanted to have so many roommates, I’d go to a hostel. 2. It said AC and it does… kind of. What’s not pictured is the big, loud stand alone AC units in the living room and RIGHT next to the bed. 3. It smelled strongly of cigarette smoke even though it says no smoking. 4. The area isn’t good… at all. It made it sound like a...
Jacksonville Downtown Living : Near FSCJ
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.
Don't see what you're looking for?
See all available properties in Middleburg
Save an average of 15% on thousands of hotels when you're signed in

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, (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

3.5 star property
8.6 out of 10, Excellent, (269)
"The accommodations were awesome. The bed was the most comfortable. Would definitely stay again"
Bluegreen Vacations Grande Villas at World Golf Village

New Floating Luxury: Unique Houseboat Retreat

9.6 out of 10, Exceptional, (14)
"Tony & I and CoCo Chanel enjoyed looking out over the lake.....and the birds! Location was nice and easy to get to Great restaurants and shops and stores. Went to St. Augustine and enjoyed all day there! Went to Jacksonville Beach and had lunch! Nice realxing Christmas celebration for just the three of us! I want to go back in the Summer and rent a jet ski!"
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.

Frequently asked questions

Why book your condo in Middleburg with Expedia?
Reserving a condo in Middleburg is as simple as deciding on your travel dates and picking the option that meets your needs. Looking for something upscale or budget friendly, or a stay that also includes a kitchenette? Use Expedia’s search filters to narrow your results even further and find your dream fit.
How can I find cheap condos in Middleburg?
The best way to locate cheap condos in Middleburg is with Expedia’s filter tool. Narrow down your search by star rating, budget and amenities to grab unbeatable deals with only a few clicks.