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Middleburg Holiday Rentals

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47 rentals in Middleburg.
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7387OAKMOSS, holiday rental in Middleburg

7387OAKMOSS

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Come Live on the Farm, holiday rental in Middleburg

Come Live on the Farm

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Home w/ Spectacular Glass Room & Patios- free Wifi, holiday rental in Middleburg

Luxurious Home w/ Spectacular Glass Room & Patios- free Wifi

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Cozy Treetop Hideaway, holiday rental in Middleburg

Cozy Treetop Hideaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous circa 1875 Plantation House (in city), holiday rental in Middleburg

Gorgeous circa 1875 Plantation House (in city)

6 bedrooms
4 bathrooms
Sleeps 14
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Haven in the heart of Jacksonville - SLEEPS 9, holiday rental in Middleburg

Haven in the heart of Jacksonville - SLEEPS 9

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Swim in Large Salt Water Pool, Ride Bikes, Relax On Deck, Enjoy Theater Room, holiday rental in Middleburg

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

3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Rustic Garden Cottage - No Cleaning Fees, holiday rental in Middleburg

Rustic Garden Cottage - No Cleaning Fees

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Soulshine Cottage on the white sandy shores of Crystal Lake!, holiday rental in Middleburg

Soulshine Cottage on the white sandy shores of Crystal Lake!

1 bedroom
2 bathrooms
Sleeps 6
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'Love Shack' place of peace n love, holiday rental in Middleburg

'Love Shack' place of peace n love

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Fabulous Florida Vacation Home 3/2 With Private Pool & Hot Tub, holiday rental in Middleburg

Fabulous Florida Vacation Home 3/2 With Private Pool & Hot Tub

3 bedrooms
2 bathrooms
Sleeps 6
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Modern 3/2.5 home + perfect location in Mandarin, holiday rental in Middleburg

Modern 3/2.5 home + perfect location in Mandarin

3 bedrooms
3 bathrooms
Sleeps 7
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Awesome 5 star 4 BR home in historic Avondale 'Families, Work, Groups**, holiday rental in Middleburg

Awesome 5 star 4 BR home in historic Avondale 'Families, Work, Groups**

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Views On A Pristine Lake, holiday rental in Middleburg

Spectacular Views On A Pristine Lake

3 bedrooms
2 bathrooms
Sleeps 6
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Luxurious and Spacious (westside) single family house-Special 10% discount., holiday rental in Middleburg

Luxurious and Spacious (westside) single family house-Special 10% discount.

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Cute Poolside Cottage in Historic District, holiday rental in Middleburg

Cute Poolside Cottage in Historic District

0 bedrooms
1 bathroom
Sleeps 2
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Super Host 5 Star 4 BR Home In Historic Avondale **Families, Work, Groups**, holiday rental in Middleburg

Super Host 5 Star 4 BR Home In Historic Avondale **Families, Work, Groups**

4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful home with pool, holiday rental in Middleburg

Beautiful home with pool

3 bedrooms
2 bathrooms
Sleeps 4
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Cozy Garage Apartment with Lovely Yard and Off Street Parking, holiday rental in Middleburg

Cozy Garage Apartment with Lovely Yard and Off Street Parking

1 bedroom
1 bathroom
Sleeps 2
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Artsy Cozy Garden Retreat, holiday rental in Middleburg

Artsy Cozy Garden Retreat

1 bedroom
1 bathroom
Sleeps 2
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Dog-Friendly Riverfront Home w/ Private Pool, Deck to River, & Private Gas grill, holiday rental in Middleburg

Dog-Friendly Riverfront Home w/ Private Pool, Deck to River, & Private Gas grill

3 bedrooms
3 bathrooms
Sleeps 10
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Cozy House Close to N.A.S. JAX & Orange Park Mall, holiday rental in Middleburg

Cozy House Close to N.A.S. JAX & Orange Park Mall

3 bedrooms
2 bathrooms
Sleeps 8
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Historic Avondale private guest suite in quiet neighborhood, walk to Boone Park!, holiday rental in Middleburg

Historic Avondale private guest suite in quiet neighborhood, walk to Boone Park!

1 bedroom
1 bathroom
Sleeps 3
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Beautiful 1940’s Bungalow, holiday rental in Middleburg

Beautiful 1940’s Bungalow

3 bedrooms
2 bathrooms
Sleeps 6
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A private apartment for a vacation or work, holiday rental in Middleburg

A private apartment for a vacation or work

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Van Zant House - The Cradle of Southern Rock (Lynyrd Skynyrd, .38 Special), holiday rental in Middleburg

The Van Zant House - The Cradle of Southern Rock (Lynyrd Skynyrd, .38 Special)

3 bedrooms
2 bathrooms
Sleeps 6
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Charming large home, Family Friendly, Crystal Clear Kingsley Lake, Kayaks, Wifi, holiday rental in Middleburg

Charming large home, Family Friendly, Crystal Clear Kingsley Lake, Kayaks, Wifi

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Historic One Bedroom Apt in the Heart of Avondale/Riverside, holiday rental in Middleburg

Historic One Bedroom Apt in the Heart of Avondale/Riverside

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Affordable comfy home that sleeps 9 people. Convenient to Jacksonville Events, holiday rental in Middleburg

Affordable comfy home that sleeps 9 people. Convenient to Jacksonville Events

3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Perfect SW Jacksonville Location! Quiet Neighborhood, Fenced Yard, 2 Bikes Avail, holiday rental in Middleburg

Perfect SW Jacksonville Location! Quiet Neighborhood, Fenced Yard, 2 Bikes Avail

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Jacksonville Gem - Ideal Location to Beaches!, holiday rental in Middleburg

NEW! Jacksonville Gem - Ideal Location to Beaches!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Large Jacksonville Home w/Patio, 12 Mi to Downtown, holiday rental in Middleburg

Large Jacksonville Home w/Patio, 12 Mi to Downtown

5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Furnished, Nice & Peaceful 2 bm. House on acreage; Central High Demand Location!, holiday rental in Middleburg

Furnished, Nice & Peaceful 2 bm. House on acreage; Central High Demand Location!

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Relax in Comfort - Fenced in Back Yard w/ Grill-Close to Golf & Dining - Pet Fri, holiday rental in Middleburg

Relax in Comfort - Fenced in Back Yard w/ Grill-Close to Golf & Dining - Pet Fri

East Mandarin
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Modern 3/2.5 home + perfect location in Mandarin, holiday rental in Middleburg

Modern 3/2.5 home + perfect location in Mandarin

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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GETAWAY FROM IT ALL; WE ARE OPEN, COME AND ENJOY THE WATER / FISHING / SUN / FUN, holiday rental in Middleburg

GETAWAY FROM IT ALL; WE ARE OPEN, COME AND ENJOY THE WATER / FISHING / SUN / FUN

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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South Hampton Saint Augustine Luxury Home in Golf Course Community, holiday rental in Middleburg

South Hampton Saint Augustine Luxury Home in Golf Course Community

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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South Hampton Saint Augustine Golf Club Pool Golf Course View, holiday rental in Middleburg

South Hampton Saint Augustine Golf Club Pool Golf Course View

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Feel like camping in comfort 3/2 wooded 1 acre cozy home - close to dine,golf,sh, holiday rental in Middleburg

Feel like camping in comfort 3/2 wooded 1 acre cozy home - close to dine,golf,sh

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Charming Historic Home - Walk to Waterfront!, holiday rental in Middleburg

NEW! Charming Historic Home - Walk to Waterfront!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New designer gated w/lakeview modern near Cecil field, holiday rental in Middleburg

New designer gated w/lakeview modern near Cecil field

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Oak St Getaway - WIFI - SMART TV - Small Dog Friendly - Walkable - Town Pool  (s, holiday rental in Middleburg

Oak St Getaway - WIFI - SMART TV - Small Dog Friendly - Walkable - Town Pool (s

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oak St Hideaway - WIFI - SMART TV - Small Dog Friendly - Walkable - Town Pool (s, holiday rental in Middleburg

Oak St Hideaway - WIFI - SMART TV - Small Dog Friendly - Walkable - Town Pool (s

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 BR Pool Home-Great for Families-Outdoor BBQ-3 Bikes-Fenced Yard- Small Dog Fri, holiday rental in Middleburg

3 BR Pool Home-Great for Families-Outdoor BBQ-3 Bikes-Fenced Yard- Small Dog Fri

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Oak St Refuge-WIFI-SMART TV-Small Dog Friendly-Walkable-Town Pool (seasonal)- Br, holiday rental in Middleburg

Oak St Refuge-WIFI-SMART TV-Small Dog Friendly-Walkable-Town Pool (seasonal)- Br

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Jax Home w/ Yard: 10 Mi to Adventure Landing!, holiday rental in Middleburg

NEW! Jax Home w/ Yard: 10 Mi to Adventure Landing!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Luxury Jacksonville Home w/ Screened Porch!, holiday rental in Middleburg

NEW! Luxury Jacksonville Home w/ Screened Porch!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Guesthouse, holiday rental in Middleburg

Beautiful Guesthouse

1 bedroom
1 bathroom
Sleeps 1
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