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Middleburg Vacation Packages

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Middleburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Price was $415, price is now $330 per person
$330
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Jacksonville (JAX)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Genovar Park and Falling Waters Pond are located nearby.

Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $4,245, price is now $2,681 per person
$2,681
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this condo in Fernandina Beach. Enjoy free WiFi, free parking, and balconies. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was $1,385, price is now $1,010 per person
$1,010
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Jacksonville (JAX)
Book a stay at this luxury resort in Palm Coast. Enjoy free WiFi, free parking, and 9 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hammock Beach Ocean Course and Old Salt Park Beach are located nearby.
The staff were all very kind and helpful, the room was clean, grounds were clean and well maintained, amenities were in abundance. We ate dinner at the Italian restaurant and it was delicious but took a long time, start to finish, it took 2.5 hours for us to finish a meal. We ate breakfast at the Atlantic Grill and that was good, but not special. We also ordered pizza from the Pizza parlor and that was very good. I'm also Celiac, and all the gluten free options across these places were great. The only place that didn't seem to have much of anything safe for celiac was the pool bar.

Reviewed on Nov 9, 2026

Seaside Amelia Inn

Seaside Amelia Inn

3 out of 5
Price was $598, price is now $456 per person
$456
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this beach hotel in Fernandina Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fernandina Beach Main Beach Park and Amelia Island Lighthouse are located nearby.

Amelia by the South

Amelia by the South

4.5 out of 5
Price was $4,766, price is now $3,643 per person
$3,643
per person
Dec 26 - Dec 29
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this luxury condo in Fernandina Beach. Enjoy free WiFi, free parking, and private pools. Popular attractions Omni Amelia Island Resort Golf and Fernandina Beach are located nearby.

Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was $745, price is now $571 per person
$571
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Book a stay at this business-friendly apartment in Jacksonville. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions St. Johns Town Center and TPC Sawgrass are located nearby.
not really clean bugs no internet first day

Reviewed on Sep 18, 2026

The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $504, price is now $390 per person
$390
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Jacksonville (JAX)
Book a stay at this beach vacation home in Fernandina Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Omni Amelia Island Resort Golf and Amelia Island State Park are located nearby.

Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Price was $617, price is now $489 per person
$489
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Stay at this apartment in Jacksonville. Enjoy free parking, an outdoor pool, and a 24-hour fitness center. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium are located nearby.
Lovely Stay! Brand new, super secure, and right on top of all the major stadiums/ballpark, gorgeous property!

Reviewed on Nov 9, 2026

Middleburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Seaside Amelia Inn

Seaside Amelia Inn

3 out of 5
Price was $598, price is now $456 per person
$456
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $4,245, price is now $2,681 per person
$2,681
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Amelia by the South

Amelia by the South

4.5 out of 5
Price was $4,766, price is now $3,643 per person
$3,643
per person
Dec 26 - Dec 29
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Landing Furnished Apartments near UNF

Landing Furnished Apartments near UNF

4 out of 5
Price was $745, price is now $571 per person
$571
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)

Middleburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments near Downtown Jacksonville

Landing Apartments near Downtown Jacksonville

3 out of 5
Downtown Jacksonville
Price was $884, price is now $655 per person
$655
per person
Jan 18 - Jan 25
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Price was $1,385, price is now $1,010 per person
$1,010
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Jacksonville (JAX)
Amelia by the Sea

Amelia by the Sea

4 out of 5
Price was $10,085, price is now $7,470 per person
$7,470
per person
Dec 26 - Jan 2
found 3 hours ago
Roundtrip flight included
Hartford (BDL) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $977, price is now $737 per person
$737
per person
Jan 19 - Jan 26
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Dec 9 - Sat, Dec 12
BWI
Baltimore Washington Intl. Thurgood Marshall
JAX
Jacksonville Intl.
$114 Roundtrip, found 21 hours ago
$114
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Baltimore Washington Intl. Thurgood Marshall to Jacksonville Intl., returning Sat, Dec 12, priced at $114 found 21 hours ago
Frontier Airlines
Sat, Dec 12 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Dec 12 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Wed, Dec 16, priced at $139 found 1 day ago
Frontier Airlines
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
JAX
Jacksonville Intl.
$155 Roundtrip, found 23 hours ago
$155
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 9, priced at $155 found 23 hours ago
Frontier Airlines
Wed, Nov 18 - Sat, Dec 5
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$158 Roundtrip, found 1 hour ago
$158
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Philadelphia Intl. to Jacksonville Intl., returning Sat, Dec 5, priced at $158 found 1 hour ago