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2 adults, 1 room

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Southwinds Motel

1321 Simonton StreetSee map

US$ 140.13per night

This is the cheapest price in 30 days, based on the rates on 14 Sep

Top reasons for booking
With a stay at Southwinds Motel in Key West (Old Town Key West), you'll be steps from South Beach and 3 minutes by foot from Duval Street. This hotel is 0.2 mi (0.3 km) from Southernmost Point and 0.6 mi (0.9 km) from Ernest Hemingway Home and Museum.
Popular facilities
Bar
24-hour front desk
Luggage storage
4.3/5Great 1K+ reviews
Reviews summary
Excellent location near attractions and beaches. Friendly, helpful staff. Clean rooms with essential amenities. Relaxed atmosphere with pools and live music. Good value.
Exploring the area
Key West International Airport, 3.8km, About 7 mins from hotel by car
South Beach, 200m, About 3 mins from hotel by foot
Nancy Forrester's Secret Garden, 200m, About 4 mins from hotel by foot
6
Standard Room, 1 Queen Bed
1 double bed or bigger

23.0 m²

10
Deluxe Room
2 beds

28.0 m²

16
Standard Room, 1 King Bed
1 double bed or bigger

28.0 m²

11
Standard Room, 2 Queen Beds
2 beds

37.0 m²

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Reviews

Read all reviews
4.3/5.0

Great

1K+ reviews
Location
0.0
Services offered
4.5
Cleanliness
4.1
Atmosphere & facilities
4.2
Reviews summary
From real reviews, powered by AI
Overall impression
Excellent location near attractions and beaches. Friendly, helpful staff. Clean rooms with essential amenities. Relaxed atmosphere with pools and live music. Good value.
Location
Walking distance to Duval Street, beaches, Southernmost Point. Quiet yet convenient area. Close to bus loop, shopping, and local eateries.
Services offered
Friendly, helpful, and accommodating staff. Free laundry, beach passes, and basic breakfast. On-site bar with live music. Scooter rentals arranged.
Cleanliness
Consistently clean rooms and well-maintained property. Comfortable beds. Clean pools and outdoor areas. Serviceable fridge, microwave, and coffee pot.
Atmosphere & facilities
Relaxed atmosphere with multiple pools, including heated option. On-site bar with live music. Outdoor seating. Free refreshments. Charming vintage motel vibe.
All
4.5+
3.0+
Erik
Reviewed: 13 Jun 2026

4.0/5.0

Great
The room was very comfy, and the bedding/pillows were great. The only downside to me is that the center parking lot floods, and you might have to talk through inches deep water to get across it. And the pools feel like you are in a concrete jungle in an urban surrounding, as opposed to a tropical feeling.
Paul
Reviewed: 12 Jun 2026

3.0/5.0

Good

Stayed with partner

Plan on spending more for amenities! We were hit with an additional charge at checkin! Nowhere in our reservation were we told about the additional charge
Kimberly
Reviewed: 11 Jun 2026

4.0/5.0

Great

Stayed with family

Property was close to everything
Caridad
Reviewed: 9 Jun 2026

5.0/5.0

Fantastic

Stayed with partner

Clean and cozy pool area.
David
Reviewed: 8 Jun 2026

4.0/5.0

Great

Stayed with partner

It is a bit antiquated but clean. The pool was very nice and warm. The selection in the liquor store was pretty good. The bar and live entertainment were good as well. Really liked the vibe of the whole place.
Wendi
Reviewed: 7 Jun 2026

5.0/5.0

Fantastic

Stayed with partner

A beautiful Key West Motel! Will definitely stay there again!
Dmytro
Reviewed: 6 Jun 2026

5.0/5.0

Fantastic

Stayed with kids

Older but remodeled inside hotel. Very clean and fresh. A bit noisy AC. Decent breakfast. Sweet spot. Extremely close to everything. Will book again
Erin
Reviewed: 5 Jun 2026

5.0/5.0

Fantastic

Stayed with friends

It was a good stay. Close to the ocean and restaurants.
Robert
Reviewed: 5 Jun 2026

4.0/5.0

Great

Stayed with friends

Basic bare bones room, not new, its a motel but what else do you need in Key West, place to sleep and shower, this is a place to crash and isnt fancy but location is great, market across the street, bar and liquor store in front of motel, 5 min walk to Duvall and 1 block from beach. It does the job and has a pool too and parking!!!
Trudy
Reviewed: 3 Jun 2026

4.0/5.0

Great

Stayed with family

The rooms are nice. We like the continental breakfast before we head to the close by beach. You can get passes for a beach chair and towels. We like the convenience of the location. The only thing we didn't like is that the pool closest to our room was locked before the actual time, but we were able to go to the other pool. There was also an very early morning truck that emptied a dumpster. The staff was nice and we were able to leave our luggage after check out, because we had a late ferry trip.

Overview

Southwinds Motel

Rooms:58
Floors:1
Star rating:

With a stay at Southwinds Motel in Key West (Old Town Key West), you'll be steps from South Beach and 3 minutes by foot from Duval Street. This hotel is 0.2 mi (0.3 km) from Southernmost Point and 0.6 mi (0.9 km) from Ernest Hemingway Home and Museum.

Description

With a stay at Southwinds Motel in Key West (Old Town Key West), you'll be steps from South Beach and 3 minutes by foot from Duval Street. This hotel is 0.2 mi (0.3 km) from Southernmost Point and 0.6 mi (0.9 km) from Ernest Hemingway Home and Museum.

See all

Exploring the area

Transport

Key West International Airport

Airports
3.8km

Attractions

South Beach

200m

Nancy Forrester's Secret Garden

200m

Simonton Beach

300m

Southernmost Point of the Continental U.S.A.

400m

Conch Train Tour

500m

Key West Lighthouse and Keeper's Quarters Museum

600m

Ernest Hemingway Home and Museum

700m

Key West Snorkeling Tours

1.0km
See map

Facilities & services

Popular facilities
Bar
24-hour front desk
Luggage storage
General
Parking (additional charge)
Designated smoking area
Housekeeping
Vending machine
Cleaning services
Laundry service
Reception services
Concierge
Tourist info desk
Multilingual staff
Health & fitness
Outdoor Swimming pool
Food & drink
Free breakfast
See all facilities

Property policies

Check-in/out Time

Earliest check-in time:After 16:00 - Before 00:00

Latest check-out time:Before 11:00

Check-in policy

The guest responsible for check-in must be aged 18 or above

Special check-in instructions

Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.

Check-in descriptions

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

Minimum Spring Break check-in age is 18 years old

The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation

This property accepts credit cards, debit cards, and cash

Safety features at this property include a carbon monoxide detector and a smoke detector

Note: Check-in policies vary by property. Please check carefully before booking

Child Policy

Children at all ages are welcome to stay at this property

Mandatory fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

Resort fee: USD 33.75 per accommodation, per night

The resort fee includes:

Additional inclusions

Beach access

Beach loungers

Beach towels

Concierge service

In-room coffee

Internet access

Laundry facilities

Partner property beach club access

Phone calls

Pool access

We have included all charges provided to us by the property.

Other fees

Self parking fee: USD 22.50 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

Food & drinks

Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.

See all policies

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