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Southwinds Motel — exterior view
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Hotel · Key West

Southwinds Motel

1321 Simonton Street, Key West

About this hotel

Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities, which include bicycles to rent. Additional features at this hotel include concierge services, a picnic area, and a vending machine. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM. Featured amenities include complimentary newspapers in the lo…

Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities, which include bicycles to rent. Additional features at this hotel include concierge services, a picnic area, and a vending machine. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM. Featured amenities include complimentary newspapers in the lobby, a 24-hour front desk, and multilingual staff. Limited parking is available onsite. Make yourself at home in one of the 58 individually decorated guestrooms, featuring refrigerators and microwaves. Your pillowtop bed comes with down comforters and premium bedding. 32-inch LED televisions are provided, with cable programming available. Private bathrooms with showers feature complimentary toiletries and hair dryers. Distances are displayed to the nearest 0. 1 mile and kilometer. Florida Keys Beaches - 0. 1 km / 0. 1 mi- Duval Street - 0. 2 km / 0. 1 mi- Simonton Beach - 0. 2 km / 0. 1 mi- South Beach - 0. 2 km / 0. 2 mi- Key West Butterfly and Nature Conservatory - 0. 3 km / 0. 2 mi- Southernmost Point - 0. 4 km / 0. 2 mi- City Zoo Gallery - 0. 5 km / 0. 3 mi- Tennessee Williams Key West Exhibit - 0. 6 km / 0. 4 mi- MLK Community Pool & Community Center - 0. 7 km / 0. 4 mi- Saint Mary Star of the Sea - 0. 8 km / 0. 5 mi- Key West Lighthouse and Keeper's Quarters Museum - 0. 8 km / 0. 5 mi- Key West Firehouse Museum - 0. 9 km / 0. 5 mi- Ernest Hemingway Home and Museum - 0. 9 km / 0. 5 mi- Clarence S. Higgs Memorial Beach Park - 0. 9 km / 0. 6 mi- Key West Cemetery - 1. 1 km / 0. 7 mi. The preferred airport for Southwinds Motel is Key West Intl. Airport (EYW) - 5. 2 km / 3. 2 miLocated in Key West (Key West Historic District), Southwinds Motel is within a 5-minute walk of Duval Street and South Beach. 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.

Your stay
Check-in
29 Aug 2026
Check-out
01 Sep 2026
Guests
2A · 0C · 1R
3 nights
Location

1321 Simonton Street, Key West

Good to know
Payment at the hotel

When you book through Green Apple, you pay in AED via Paymob — Visa, Mastercard, Amex, Apple Pay, 3DS-secure.

Why book through Green Apple
Same hotel · better price

Net rates negotiated directly with Hotelbeds — often lower than the property's own site, always all-in.

Real humans on WhatsApp

Mid-trip change? Late arrival? Message +971 4 284 6712 — a person replies.

Established 2012

A DTCM-licensed Dubai travel house. IATA TIDS registered. 13+ years of arranging stays.

Guests also considered
Frequently asked

What are the check-in and check-out times at Southwinds Motel?

Most properties check guests in from around 14:00 and check out by around 12:00 — the exact times are set by the hotel and appear on your voucher. Early check-in or late check-out can be requested, subject to availability — message our concierge on WhatsApp and we'll arrange it where the property allows.

Can I cancel my booking at Southwinds Motel?

Cancellation policy is set per rate. Each rate card in the booking widget shows whether it is refundable and the exact deadline. Free-cancellation rates can be cancelled in seconds from your confirmation email. Non-refundable rates are clearly flagged before payment.

Is breakfast included?

Some rates include breakfast and others don't. The board basis (Room Only / Bed & Breakfast / Half Board / Full Board / All Inclusive) is shown on every rate card, so the choice is yours.

Why book through Green Apple Travel?

Green Apple is a Dubai-rooted travel house, established 2012 and IATA TIDS registered. We negotiate net rates directly with global suppliers (Hotelbeds) so you book the same hotel — often at a lower all-in price — and you get a real human on WhatsApp if anything changes mid-trip.
Need a hand?

Talk to a Dubai-based concierge.

Not sure on dates, room type, or rate? A real person replies on WhatsApp — same-day, in English, Arabic, or Russian.

Message on WhatsApp