Vacations Close To Southernmost Point

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Southernmost Point Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
Old Town Key West
Price was $1,403, price is now $1,167 per person
$1,167
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
Loved this hotel and location. Would definitely stay again.

Reviewed on Sep 14, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $3,218, price is now $2,327 per person
$2,327
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,253, price is now $1,700 per person
$1,700
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was $1,983, price is now $1,551 per person
$1,551
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
The beach area was closed during our stay. The door to our room did not close properly and was left unlocked by housekeeper on two occasions. The air conditioner left a puddle of water on the floor three days which maintenance had to clean up but did not fix the problem. The thermostat to the air conditioning did not work. Staff was not that friendly.

Reviewed on Sep 14, 2026

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was $1,510, price is now $1,239 per person
$1,239
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)

Springtide House by Brightwild Waterfront Pool

Springtide House by Brightwild Waterfront Pool

2 out of 5
Save 100% on your flight
Price was $6,611, price is now $5,437 per person
$5,437
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)

Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2 out of 5
Save 100% on your flight
Price was $7,057, price is now $5,810 per person
$5,810
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
Key West Historic District
Price was $1,640, price is now $1,365 per person
$1,365
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)

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Best Lodging Options Near Southernmost Point

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
0.23 km from Southernmost Point
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 ...
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
0.31 km from Southernmost Point
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
0.74 km from Southernmost Point
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 ...
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
0.35 km from Southernmost Point
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 ...
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
0.36 km from Southernmost Point
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
0.28 km from Southernmost Point
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. ...
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
1400 Duval Street Key West FL
0.12 km from Southernmost Point
Book a stay at this beach hotel in Key West. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the property ...
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
0.75 km from Southernmost Point
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 ...
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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.