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
Located in St. Augustine, Grande Villas at World Golf Village is on a lake, a 2-minute drive from King and Bear Golf Course and 10 minutes from Adventure ...
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 AU$284 per night from 8 May to 9 May
AU$284
includes taxes & fees
8 May - 9 May
With a stay at this vacation home in Jacksonville (Northside), you'll be within a 10-minute drive of VyStar Veterans Memorial Arena and Jacksonville Zoo and ...
Coziest House In JAX | 3BR, 7 Minutes To Downtown
Riversides Relaxing Retreat

Riversides Relaxing Retreat

Jacksonville
With a stay at this vacation home in Jacksonville (Northwest), you'll be within a 10-minute drive of VyStar Veterans Memorial Arena and EverBank Stadium.
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
With a stay at this vacation home in Jacksonville (Northwest), you'll be within a 15-minute drive of VyStar Veterans Memorial Arena and Gateway Shopping ...
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
With a stay at this vacation home in Jacksonville (Arlington), you'll be a 5-minute drive from University of North Florida and 7 minutes from St. Johns Town ...
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 AU$300 per night from 2 May to 3 May
AU$300
includes taxes & fees
2 May - 3 May
With a stay at this vacation home in Middleburg, you'll be within a 15-minute drive of Poochie's Park and Camp Blanding Museum and Memorial Park.
Private Loft at a Working Show Barn ~ Pets Welcome!
Mandarin Pearl close to everything

Mandarin Pearl close to everything

Jacksonville
With a stay at this vacation home in Jacksonville (Southside), you'll be within a 15-minute drive of Jacksonville Naval Air Station and Mandarin Park.
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
With a stay at this vacation home in Orange Park, you'll be within a 10-minute drive of Jacksonville Naval Air Station and Orange Park Medical Center.
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
Located in Jacksonville (Avondale), this vacation home is within a 10-minute drive of Jacksonville Naval Air Station and VyStar Veterans Memorial Arena.
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
706 Holiday Homes
Lowest Price
AU$99
Highest Price
AU$324
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 AU$127 per night from 4 May to 5 May
AU$127
includes taxes & fees
4 May - 5 May
Located in Jacksonville (Southside), Wyndham Garden Jacksonville is within a 10-minute drive of St. Johns Town Center and University of North Florida.
Wyndham Garden Jacksonville
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 AU$227 per night from 18 May to 19 May
AU$227
includes taxes & fees
18 May - 19 May
Located in Jacksonville (Southside), Embassy Suites by Hilton Jacksonville Baymeadows is within a 10-minute drive of St. Johns Town Center and University of ...
Embassy Suites by Hilton Jacksonville Baymeadows
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 AU$324 per night from 2 May to 3 May
AU$324
includes taxes & fees
2 May - 3 May
Hyatt Regency Jacksonville is centrally located in Jacksonville, a 4-minute walk from Florida Theatre and 8 minutes by foot from Times-Union Center for the Performing ...
Hyatt Regency Jacksonville
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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 AU$99 per night from 3 May to 4 May
AU$99
includes taxes & fees
3 May - 4 May
A stay at Apm Inn and Suite places you in the heart of Jacksonville, within a 10-minute drive of Prime F. Osborn III Convention Center and Florida Theatre.
Apm Inn and Suite
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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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^Subject to availability and chosen travel dates.