Book a hotel near Southernmost Point, Old Town Key West
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Hotels near Southernmost Point

Southernmost House - Adult Exclusive
1400 Duval Street Key West FL
0.12 km from Southernmost Point
The price is CA $299 per night
CA $299
CA $517 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Breakfast included

Beachfront Key West + Free Breakfast, Pool & Spa
Key West FL
0.19 km from Southernmost Point
The price is CA $32,842 per night
CA $32,842
CA $39,112 total
Dec 13 - Dec 14
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, a fitness center, and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free cancellation
Reserve now, pay when you stay
0.23 km from Southernmost Point
The price is CA $301 per night
CA $301
CA $448 total
Nov 30 - Dec 1
includes taxes & fees
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 reviews. Popular attractions Duval Street and South Beach are located nearby.
Pool
Spa

The Southernmost Inn - Adults Only
525 United Street Key West FL
Free cancellation
Reserve now, pay when you stay
0.28 km from Southernmost Point
The price is CA $217 per night
CA $217
CA $308 total
Nov 18 - Nov 19
includes taxes & fees
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. Popular attractions Duval Street and South Beach are located nearby.
Pool
Hot tub

Southwinds Motel
1321 Simonton Street Key West FL
0.31 km from Southernmost Point
The price is CA $220 per night
CA $220
CA $296 total
Dec 1 - Dec 2
includes taxes & fees
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. Popular attractions Duval Street and South Beach are located nearby.
Pool
Breakfast included

Santa Maria Suites
1401 Simonton St Key West FL
0.31 km from Southernmost Point
The price is CA $487 per night
CA $487
CA $644 total
Nov 29 - Nov 30
includes taxes & fees
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

H2O Suites - Adults Only
1212 Simonton Street Key West FL
0.34 km from Southernmost Point
The price is CA $509 per night
CA $509
CA $669 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Free cancellation
Reserve now, pay when you stay
0.35 km from Southernmost Point
The price is CA $332 per night
CA $332
CA $470 total
Dec 15 - Dec 16
includes taxes & fees
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 property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
On private beach
Pool

Douglas House - Adults Only
419 Amelia St Key West FL
0.36 km from Southernmost Point
The price is CA $277 per night
CA $277
CA $400 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Mallory Square are located nearby.
Pool
Pet-friendly

Wicker Guesthouse
913 Duval Street Key West FL
0.61 km from Southernmost Point
The price is CA $320 per night
CA $320
CA $360 total
Dec 15 - Dec 16
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Pool
Breakfast included

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free cancellation
Reserve now, pay when you stay
0.74 km from Southernmost Point
The price is CA $326 per night
CA $326
CA $463 total
Nov 23 - Nov 24
includes taxes & fees
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 are located nearby.
On private beach
Pool

Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Free cancellation
Reserve now, pay when you stay
0.75 km from Southernmost Point
The price is CA $285 per night
CA $285
CA $393 total
Nov 17 - Nov 18
includes taxes & fees
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 attractions Duval Street and Mallory Square are located nearby.
Pool
Pet-friendly
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See all available properties in Southernmost Point
View all propertiesLowest 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.
About Southernmost Point Hotels Near Attractions
Do you have a full travel itinerary while visiting Southernmost Point? Don't waste your time commuting too far from Southernmost Point area attractions.
Southernmost Point hotels essential information
Accommodation | 2,596 hotels |
|---|---|
Lowest Price | CA $296 |
Highest Price | CA $39,112 |
Popular hotels | Southernmost Beach Resort and Guesthouses, The Southernmost Inn - Adults Only, The Reach Key West, Curio Collection by Hilton, Casa Marina Key West, Curio Collection by Hilton, Southwinds Motel, Douglas House - Adults Only, Winslow's Bungalows - Key West Historic Inns, Southernmost House - Adult Exclusive, Santa Maria Suites, H2O Suites - Adults Only, Wicker Guesthouse, Beachfront Key West + Free Breakfast, Pool & Spa |
Recent Southernmost Point hotel reviews by fellow wanderers

Southwinds Motel
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"We love staying at Southwinds. Since we have been traveling to Key West for the past 9 years, we have stayed at Southwinds 7 of the 9 times. We love the location. The rooms are always clean. Maybe a bit outdated, but for the little bit of time we spend in the room it's not an issue. I do wish the showers were a little larger but it's something I look past. We love the Tipsy Rooster being on location. It's a great added benefit. We usually go out to breakfast but being able to grab something from the lobby if needed for breakfast is also a nice bonus. In addition, being able to use the beach/towels/chairs at Southernmost Beach Resort is great also. We look forward to our stay at Southwinds each year!"
A verified traveller stayed at Southwinds Motel





