Book Holiday Homes in Middleburg

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Featured Holiday Homes in Middleburg

Bluegreen Vacations Grande Villas at World Golf Village

Bluegreen Vacations Grande Villas at World Golf Village

3.5 out of 5
100 Front Nine Dr, St. Augustine, FL
Stay at this 3.5-star golf vacation home in St. Augustine. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our ...
Bluegreen Vacations Grande Villas at World Golf Village
Coziest House In JAX | 3BR, 7 Minutes To Downtown

Coziest House In JAX | 3BR, 7 Minutes To Downtown

Jacksonville
The price is NZ$368 per night from 18 Apr to 19 Apr
NZ$368
includes taxes & fees
18 Apr - 19 Apr
Stay at this vacation home in Jacksonville. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.
Coziest House In JAX | 3BR, 7 Minutes To Downtown
Riversides Relaxing Retreat

Riversides Relaxing Retreat

Jacksonville
Stay at this vacation home in Jacksonville. Enjoy free WiFi. Popular attractions VyStar Veterans Memorial Arena and Daily's Place are located nearby.
Riversides Relaxing Retreat
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Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room

Jacksonville
Stay at this vacation home in Jacksonville. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room
Modern 4 bedroom with Patio and Pool -- Sleeps 10

Modern 4 bedroom with Patio and Pool -- Sleeps 10

Jacksonville
Stay at this vacation home in Jacksonville. Enjoy free WiFi, private pools, and a garden. Popular attractions St. Johns Town Center and Daily's Place are located ...
Modern 4 bedroom with Patio and Pool -- Sleeps 10
Private Loft at a Working Show Barn ~ Pets Welcome!

Private Loft at a Working Show Barn ~ Pets Welcome!

Middleburg
The price is NZ$331 per night from 9 Apr to 10 Apr
NZ$331
includes taxes & fees
9 Apr - 10 Apr
Stay at this vacation home in Middleburg. Enjoy an in-room coffeemaker and air conditioning. Popular attraction Ronnie Van Zant Park is located nearby.
Private Loft at a Working Show Barn ~ Pets Welcome!
Mandarin Pearl close to everything

Mandarin Pearl close to everything

Jacksonville
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and patios. Popular attractions Mandarin Museum and Mandarin Park are located nearby.
Mandarin Pearl close to everything
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes

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

Orange Park
Stay at this vacation home in Orange Park. Enjoy free WiFi, private pools, and patios. Popular attractions bestbet Orange Park and Orange Park Mall are located ...
Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

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

Jacksonville
Stay at this vacation home in Jacksonville. Enjoy free WiFi, a garden, and patios. Popular attractions VyStar Veterans Memorial Arena and Daily's Place are located ...
Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit
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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.

Middleburg Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Middleburg vacation homes are the perfect way for you to wing it.

Holiday houses in Middleburg let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Middleburg in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Middleburg adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Middleburg with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Middleburg vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Middleburg Holiday Homes essential information

Accommodation
707 Holiday Homes
Lowest Price
NZ$106
Highest Price
NZ$368
Popular accommodation
Bluegreen Vacations Grande Villas at World Golf Village, Coziest House In JAX | 3BR, 7 Minutes To Downtown, Riversides Relaxing Retreat, Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room, Modern 4 bedroom with Patio and Pool -- Sleeps 10 , Private Loft at a Working Show Barn ~ Pets Welcome!, Mandarin Pearl close to everything , Private Pool |1/2 Acre Wooded Lot |Feels Like an Authentic English Cottage |Fenced |Dogs Ok |3 Bikes, Private Paradise in a Pristine Neighborhood - Fenced back yard, patio & firepit

Top trending hotels in Middleburg

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road, I-95 Exit 344 (Butler Boulevard), Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 4 May to 5 May
NZ$153
includes taxes & fees
4 May - 5 May
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Wyndham Garden Jacksonville
Apm Inn and Suite

Apm Inn and Suite

2 out of 5
510 Lane Ave S, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is NZ$106 per night from 4 May to 5 May
NZ$106
includes taxes & fees
4 May - 5 May
Stay at this hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Apm Inn and Suite
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 4 May to 5 May
NZ$248
includes taxes & fees
4 May - 5 May
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Jacksonville Baymeadows
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Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr, Jacksonville, FL
Fully refundableReserve now, pay when you stay
The price is NZ$321 per night from 18 Apr to 19 Apr
NZ$321
includes taxes & fees
18 Apr - 19 Apr
Stay at this 4-star eco-certified hotel in Jacksonville. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hyatt Regency Jacksonville
Don't see what you're looking for?
See all available properties in Middleburg
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.