Vacations Close To Fort Jefferson

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Fort Jefferson Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $3,177, price is now $2,428 per person
$2,428
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $4,389, price is now $2,989 per person
$2,989
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!

Reviewed on Oct 29, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was $3,888, price is now $2,879 per person
$2,879
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
The bed, pillows and bedding were very nice. Perfect.

Reviewed on Nov 9, 2026

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was $3,350, price is now $2,569 per person
$2,569
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was $3,377, price is now $2,658 per person
$2,658
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Very nice property and location. Our room was a little older but clean and had everything needed. We will be back!

Reviewed on Nov 9, 2026

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House

2 out of 5
Save 100% on your flight
Price was $31,564, price is now $25,101 per person
$25,101
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)

Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool

2 out of 5
Save 100% on your flight
Price was $28,373, price is now $22,591 per person
$22,591
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)

Floralee House in Key West

Floralee House in Key West

2 out of 5
Save 100% on your flight
Price was $20,482, price is now $16,400 per person
$16,400
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)

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Best Lodging Options Near Fort Jefferson

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
3.02 km from Fort Jefferson
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
4.45 km from Fort Jefferson
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
5.11 km from Fort Jefferson
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
5.29 km from Fort Jefferson
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
3.64 km from Fort Jefferson
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
5.26 km from Fort Jefferson
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
1.43 km from Fort Jefferson
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
0.93 km from Fort Jefferson
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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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.