Photo by Cindy Simmonds

Search Middleburg Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul
In one month
8 Aug - 10 Aug
In two months
5 Sept - 7 Sept

Featured Condo Rentals in Middleburg and around

Golf, Pool & Leisure at Golfer's Retreat
Fridge, microwave, oven, stovetop

Golf, Pool & Leisure at Golfer's Retreat

2.0 star property
10.0 out of 10, Exceptional, (6)
"great property"
The price is €389
includes taxes & fees
15 Jul - 16 Jul
Golf, Pool & Leisure at Golfer's Retreat
1 Bedroom Luxury Condo St Augustine
Property grounds

1 Bedroom Luxury Condo St Augustine

"I enjoyed the condo location and property. I’ve stayed at other condos in the Laterra area for golf and recommend the location. I gave this property an overall rating of only 3 stars, okay, as the bed and sofa are very uncomfortable. A disappointment when you want to feel your best for golf. "
The price is €261
includes taxes & fees
4 Aug - 5 Aug
1 Bedroom Luxury Condo St Augustine
Mi CASA es su CASA
Outdoor pool, a heated pool

Mi CASA es su CASA

10.0 out of 10, Exceptional, (84)
"The property is just two comfortable places to set short of receiving a 5 star rating. "
The price is €190
includes taxes & fees
20 Jul - 21 Jul
Mi CASA es su CASA
Poolside Paradise
Outdoor pool, a heated pool

Poolside Paradise

9.2 out of 10, Wonderful, (5)
"I’ve stayed at LaTerra and w/ this host once before. The condo is beautifully appointed & fully equipped. Great vacation spot. I’ll be back next year! "
The price is €186
includes taxes & fees
13 Jul - 14 Jul
Poolside Paradise
Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine
A heated pool

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

9.4 out of 10, Exceptional, (30)
"It was a nice stay "
The price is €263
includes taxes & fees
14 Jul - 15 Jul
Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine
Golfers Getaway Pool, Jacuzzi & Spa in WGV
Pool

Golfers Getaway Pool, Jacuzzi & Spa in WGV

9.0 out of 10, Wonderful, (4)
"Very nice area of St Augustine! Condo was large with the 2 bed, 2 bath option. Suited our needs for what we were doing in the area. "
The price is €350
includes taxes & fees
17 Jul - 18 Jul
Golfers Getaway Pool, Jacuzzi & Spa in WGV
Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub
Property grounds

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

9.6 out of 10, Exceptional, (34)
"I primarily play golf during my stay so the location puts me near several GC 's. I've stayed at this complex many times and this has been the best unit I've stayed in. "
The price is €135
includes taxes & fees
14 Jul - 15 Jul
Golf & Spa Resort Immaculate Paradise - St. Augustine w/ pools & hot tub
Relaxing & charming home
Fridge, microwave, oven, stovetop

Relaxing & charming home

9.4 out of 10, Exceptional, (41)
"Our stay was great."
The price is €246
includes taxes & fees
14 Jul - 15 Jul
Relaxing & charming home
Condo with high rise views
Living area

Condo with high rise views

The price is €157
includes taxes & fees
14 Jul - 15 Jul
Condo with high rise views
Downtown Condo living & a short hop from Jaguars stadium
Exterior detail

Downtown Condo living & a short hop from Jaguars stadium

9.4 out of 10, Exceptional, (3)
"Great communications from host.Nice and clean. Well stocked kitchen tools.The SOFTEST towels.Was attending a conference downtown and everything was easy walking distance.I’m from an urban area so used to downtown type scenario. There were unhoused people around but everyone was very nice. Didn’t feel unsafe walking around but if you are not used to being in a city center you would want to keep on your toes.Would stay again."
The price is €178
includes taxes & fees
16 Jul - 17 Jul
Downtown Condo living & a short hop from Jaguars stadium
Luxury Skyrise Condo Downtown Jax
Living area

Luxury Skyrise Condo Downtown Jax

6.0 out of 10, (1)
"The unit was overall clean and there were some nice features like water and snacks, the building itself is a bit run down and the neighborhood felt iffy for a woman traveling alone. The unit was very hot when I arrived so I turn the temp down. When I returned after my meetings, it was 89 degrees. I had dinner meetings and couldn’t risk coming back to a blistering apartment, so I made other arrangements and left. The walls are thin and I could hear conversation and TV from neighboring unit. There...
The price is €222
includes taxes & fees
13 Jul - 14 Jul
Luxury Skyrise Condo Downtown Jax
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your condo in Middleburg with Expedia?
Getaways should be a piece of cake, so if you're in search of condos at an affordable rate, Expedia delivers. Keep the budget under control and pick something cheap and cheerful, or splurge on a high-end condo and pamper your loved ones. Use our handy search filters to secure a property in Middleburg that suits your style.
How can I find cheap condos in Middleburg?
The best way to get cheap condos in Middleburg is with Expedia's user-friendly filter tool. Tailor your search results by budget, star rating and amenities to access unbeatable prices in a few clicks.