Westwinds Inn: from $332 for Nov 21–22, 2026, 2 adults (1 night)

From $332 total for Nov 21–22, 2026, 2 adults at Westwinds Inn on Axel (1 night), checked Nov 1, 2026.

Westwinds Inn is a small, historic 3-star inn in Old Town Key West in Key West, United States.

Address: 914 Eaton St, Key West. Property ID: 1269238. Canonical property page: https://helloaxel.com/en/hotels/key-west/westwinds-inn-1269238

Source: https://helloaxel.com/en/hotels/key-west/westwinds-inn-1269238/2026-11-21/2-adults

Axel vs Expedia and Booking.com

Same hotel, same dates, 2 adults, 1 room, USD stay totals. Axel's total is this page's price for those dates; the other total is what that site listed for the same stay on the day shown.

Prices change daily; the Select link opens Westwinds Inn with those dates and guests and shows the current rooms.

Axel private rates — common stay lengths

Based on recent rates. Prices refresh when you view rooms.

1 night

Total price: $332 USD

2026-11-21 to 2026-11-22 · 1 night · 2 adults · 1 room.

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2 nights

Total price: $584 USD

2026-11-21 to 2026-11-23 · 2 nights · 2 adults · 1 room.

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3 nights

Total price: $833 USD

2026-11-21 to 2026-11-24 · 3 nights · 2 adults · 1 room.

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4 nights

Total price: $1,075 USD

2026-11-21 to 2026-11-25 · 4 nights · 2 adults · 1 room.

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5 nights

Total price: $1,361 USD

2026-11-21 to 2026-11-26 · 5 nights · 2 adults · 1 room.

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6 nights

Total price: $1,689 USD

2026-11-21 to 2026-11-27 · 6 nights · 2 adults · 1 room.

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7 nights

Total price: $2,088 USD

2026-11-21 to 2026-11-28 · 7 nights · 2 adults · 1 room.

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8 nights

Total price: $2,414 USD

2026-11-21 to 2026-11-29 · 8 nights · 2 adults · 1 room.

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9 nights

Total price: $2,644 USD

2026-11-21 to 2026-11-30 · 9 nights · 2 adults · 1 room.

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10 nights

Total price: $2,857 USD

2026-11-21 to 2026-12-01 · 10 nights · 2 adults · 1 room.

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11 nights

Total price: $3,074 USD

2026-11-21 to 2026-12-02 · 11 nights · 2 adults · 1 room.

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12 nights

Total price: $3,293 USD

2026-11-21 to 2026-12-03 · 12 nights · 2 adults · 1 room.

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13 nights

Total price: $3,508 USD

2026-11-21 to 2026-12-04 · 13 nights · 2 adults · 1 room.

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14 nights

Total price: $3,895 USD

2026-11-21 to 2026-12-05 · 14 nights · 2 adults · 1 room.

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Choose other dates

#8 of 9 hotels in Mallory Square & Historic Seaport by Axel's take. Mallory Square & Historic Seaport is #2 of 6 places to stay in Key West. The best hotels in Mallory Square & Historic Seaport, ranked · Where to stay in Key West

Axel's take: 8.3/10

A welcoming Old Town base with lovely pools, but check renovation status before booking. a small, historic 3-star inn in Old Town Key West, scored for what it is.

Westwinds Inn is a small, historic 3-star inn whose strongest selling points are its tropical grounds and walkable Old Town location. We'd pick it for a car-free couples' break: the seaport and Duval Street are within walking distance, and two pools, included continental breakfast and weekday happy hour add real appeal. Expedia and Booking.com guests repeatedly praise cleanliness, helpful staff and the garden setting.

The rooms are less consistent: some guests describe fresh renovations, while others report compact layouts and tired bathrooms. More importantly, Tripadvisor and Expedia guests report on-site construction, including stays in September and October 2026; confirm what work remains before committing. There's no on-site parking or elevator, and the hotel welcomes children only from age 12. We'd skip it for guaranteed quiet during renovations, step-free access without advance arrangements, or a full-service resort experience.

• Best for: couples exploring Old Town; car-free sightseeing breaks; travelers who enjoy garden pools

• Watch out for: on-site construction reported through October 2026; compact rooms and uneven bathroom condition; no on-site parking or elevator

• Location: Walkable Historic Seaport District base near restaurants and Duval Street; not beachfront.

• Rooms: Room sizes and condition vary; some recent renovations, but recurring bathroom maintenance comments.

• Cleanliness: Strong overall cleanliness feedback across Booking.com and Expedia, despite occasional exceptions.

• Service: Helpful staff earn frequent praise, though some Tripadvisor guests describe an indifferent reception.

• Amenities: Two pools, one seasonally heated; free continental breakfast, weekday happy hour and Wi-Fi.

• Fees and surprises: Hotel says no resort or credit-card processing fees; deposits and cancellation penalties apply, and construction completion is unconfirmed.

Axel's opinion of Westwinds Inn, from the hotel's website and recent guest reviews. Sources: Hotel website · Booking.com · Expedia · Tripadvisor. Reviewed Oct 20, 2026.

About Westwinds Inn

• Property type: Hotel
• 3-star hotel
• 914 Eaton St, Key West
• Guest rating: 4.2/5 on Google from 382 reviews (location 4.4/5)
• Getting around (travel times from Google's hotel listing): Key West Ferry Terminal: 5 min walk · Key West International Airport: 14 min by taxi · Clarence S.Higgs Memorial Beach: 7 min by taxi · Fort Zachary Taylor Historic State Park Beach: 8 min by taxi · Smathers Beach: 8 min by taxi · Fort Zachary Taylor Beach Weddings: 12 min by taxi
• Hotel policies: Parking (off site): $48 per room per night
• Amenities: Outdoor pool, Breakfast (free), Parking, Pet-friendly, Wi-Fi (free)
• Check-in from: 15:00
• Check-out by: 11:00
• City page: Hotels in Key West

Room types

Room types and selected features reported for this hotel. Check your dates for availability.

Source: ETG room descriptions.

Standard room

• Room features: Microwave
• Standard room — room photo 1
• Standard room — room photo 2
• Standard room — room photo 3

Standard Single room

• Room features: Microwave
• Standard Single room — room photo 1
• Standard Single room — room photo 2
• Standard Single room — room photo 3

Standard Double room (full double bed)

• Beds: full double bed
• Room features: Microwave
• Standard Double room (full double bed) — room photo 1
• Standard Double room (full double bed) — room photo 2
• Standard Double room (full double bed) — room photo 3

Standard Twin room (twin beds)

• Beds: twin beds
• Standard Twin room (twin beds) — room photo 1
• Standard Twin room (twin beds) — room photo 2
• Standard Twin room (twin beds) — room photo 3

Standard room (sofa)

• Beds: sofa
• Standard room (sofa) — room photo 1
• Standard room (sofa) — room photo 2
• Standard room (sofa) — room photo 3

Deluxe room

• Room features: Patio
• Deluxe room — room photo 1
• Deluxe room — room photo 2
• Deluxe room — room photo 3

Deluxe Single room

• Room features: Patio
• Deluxe Single room — room photo 1
• Deluxe Single room — room photo 2
• Deluxe Single room — room photo 3

Deluxe Double room (full double bed)

• Beds: full double bed
• Room features: Patio
• Deluxe Double room (full double bed) — room photo 1
• Deluxe Double room (full double bed) — room photo 2
• Deluxe Double room (full double bed) — room photo 3

Deluxe Double room with garden view (full double bed)

• Beds: full double bed
• Deluxe Double room with garden view (full double bed) — room photo 1
• Deluxe Double room with garden view (full double bed) — room photo 2
• Deluxe Double room with garden view (full double bed) — room photo 3

Deluxe Double room with balcony (full double bed)

• Beds: full double bed
• Room features: Balcony
• Deluxe Double room with balcony (full double bed) — room photo 1
• Deluxe Double room with balcony (full double bed) — room photo 2
• Deluxe Double room with balcony (full double bed) — room photo 3

Grand room

Grand Double room (full double bed)

• Beds: full double bed

Junior Suite

• Junior Suite — room photo 1
• Junior Suite — room photo 2
• Junior Suite — room photo 3

Single Junior Suite

• Single Junior Suite — room photo 1
• Single Junior Suite — room photo 2
• Single Junior Suite — room photo 3

Double Junior Suite (full double bed)

• Beds: full double bed
• Double Junior Suite (full double bed) — room photo 1
• Double Junior Suite (full double bed) — room photo 2
• Double Junior Suite (full double bed) — room photo 3

Double Junior Suite with garden view (full double bed)

• Beds: full double bed
• Double Junior Suite with garden view (full double bed) — room photo 1
• Double Junior Suite with garden view (full double bed) — room photo 2
• Double Junior Suite with garden view (full double bed) — room photo 3

Junior Suite (sofa)

• Beds: sofa
• Junior Suite (sofa) — room photo 1
• Junior Suite (sofa) — room photo 2
• Junior Suite (sofa) — room photo 3

Grand Junior Suite

Suite

• Room features: Kitchen; Microwave
• Suite — room photo 1
• Suite — room photo 2
• Suite — room photo 3

Double Suite (full double bed)

• Beds: full double bed
• Double Suite (full double bed) — room photo 1
• Double Suite (full double bed) — room photo 2
• Double Suite (full double bed) — room photo 3

Suite (sofa)

• Beds: sofa
• Suite (sofa) — room photo 1
• Suite (sofa) — room photo 2
• Suite (sofa) — room photo 3

Deluxe Suite

Deluxe Suite with view

Deluxe Suite (sofa)

• Beds: sofa

Deluxe Suite with view (sofa)

• Beds: sofa

Premier Suite

• Premier Suite — room photo 1
• Premier Suite — room photo 2
• Premier Suite — room photo 3

Premier Suite (sofa)

• Beds: sofa
• Premier Suite (sofa) — room photo 1
• Premier Suite (sofa) — room photo 2
• Premier Suite (sofa) — room photo 3

Premium Double Suite with garden view (full double bed)

• Beds: full double bed

Premium Quadruple Suite

• Beds: Multiple beds (configuration not supplied)

Premium Suite (sofa)

• Beds: sofa

Grand Suite

Grand Double Suite (full double bed)

• Beds: full double bed

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