Vacations Close To Saint Mary Star of the Sea

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Saint Mary Star of the Sea 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)

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)

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 Saint Mary Star of the Sea

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
0.09 km from Saint Mary Star of the Sea
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
0.57 km from Saint Mary Star of the Sea
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 ...
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
0.51 km from Saint Mary Star of the Sea
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
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
0.82 km from Saint Mary Star of the Sea
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 ...
Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes

3.5 out of 5
830 Truman Ave Key West FL
0.08 km from Saint Mary Star of the Sea
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular ...
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
0.66 km from Saint Mary Star of the Sea
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Mermaid & Alligator

The Mermaid & Alligator

3.5 out of 5
729 Truman Ave Key West FL
0.04 km from Saint Mary Star of the Sea
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
0.87 km from Saint Mary Star of the Sea
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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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.