Westwinds Inn

Hotel with 2 outdoor pools, near Duval Street

Choose dates to view prices

Fri 19 Dec
Sat 20 Dec
December 2025
17
January 2026
Lobby sitting area - Westwinds Inn (Key West)
King Suite | View from property - Westwinds Inn (Key West)
Deluxe King Patio | Free WiFi, bed sheets - Westwinds Inn (Key West)
Free daily continental breakfast  - Westwinds Inn (Key West)
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Garden view - Westwinds Inn (Key West)
Located near Duval Street, Westwinds Inn offers a charming retreat with continental breakfast and a serene garden. Unwind by one of the 2 outdoor pools or get lost in a book from the library, and enjoy helpful staff who have left previous guests impressed.
Exceptional

Popular amenities

  • Laundry facilities
  • Non-smoking
  • Free WiFi

Main amenities (12)

  • Daily housekeeping
  • Near the beach
  • 2 outdoor pools
  • Air conditioning
  • Garden
  • Library
  • Vending machine
  • Self-serve laundry
  • Concierge services
  • Barbecue grills
  • Free newspapers in the lobby
  • Luggage storage

Feel at home (6)

  • Private bathroom
  • Television
  • Garden
  • Daily housekeeping
  • Laundry facilities
  • Bath or shower

Room options

Showing 9 of 9 rooms
Deluxe Room, 1 King Bed | Garden view
Deluxe Room, 1 King Bed | Free WiFi, bed sheets
Deluxe Room, 1 King Bed | Free WiFi, bed sheets
Deluxe Room, 1 King Bed | Free WiFi, bed sheets

Deluxe Room, 1 King Bed

Wonderful

Highlights

Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • 23 sq m
  • Sleeps 2
  • 1 King Bed
Standard Room, 1 Queen Bed | Garden view
Standard Room, 1 Queen Bed | Free WiFi, bed sheets
Standard Room, 1 Queen Bed | Free WiFi, bed sheets
Standard Room, 1 Queen Bed | Free WiFi, bed sheets

Standard Room, 1 Queen Bed

Wonderful

Highlights

Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • 19 sq m
  • Sleeps 2
  • 1 Queen Bed
Deluxe King Patio | Garden view
Deluxe King Patio | Free WiFi, bed sheets
Deluxe King Patio | Free WiFi, bed sheets
Deluxe King Patio | Free WiFi, bed sheets

Deluxe King Patio

Wonderful

Highlights

Balcony or patio
Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • 23 sq m
  • Sleeps 2
  • 1 King Bed
Deluxe Queen | Garden view
Deluxe Queen | Free WiFi, bed sheets
Deluxe Queen | Free WiFi, bed sheets
Deluxe Queen | Free WiFi, bed sheets

Deluxe Queen

Excellent

Highlights

Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • 19 sq m
  • Sleeps 2
  • 1 Queen Bed
Junior Suite, 1 King Bed | Bathroom | Free toiletries, hair dryer, towels
Junior Suite, 1 King Bed | View from room
Junior Suite, 1 King Bed | Free WiFi, bed sheets
Junior Suite, 1 King Bed | Free WiFi, bed sheets

Junior Suite, 1 King Bed

Wonderful

Highlights

Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • 28 sq m
  • Sleeps 2
  • 1 King Bed
Junior King, Sleeper Sofa, 2nd Floor - no elevator | Microwave
Junior King, Sleeper Sofa, 2nd Floor - no elevator | Free WiFi, bed sheets
Junior King, Sleeper Sofa, 2nd Floor - no elevator | Free WiFi, bed sheets
Junior King, Sleeper Sofa, 2nd Floor - no elevator | Free WiFi, bed sheets

Junior King, Sleeper Sofa, 2nd Floor - no elevator

Exceptional

Highlights

Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Microwave
Cable channels
Daily housekeeping
  • 30 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Garden view
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Free WiFi, bed sheets
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Free WiFi, bed sheets
Premium Suite 1 Queen Bed - 2nd Floor, no elevator | Free WiFi, bed sheets

Premium Suite 1 Queen Bed - 2nd Floor, no elevator

Exceptional

Highlights

Air conditioning
Kitchenette
Flat-screen TV
Separate bedroom
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • 37 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 Queen Bed and 1 Queen Sofa Bed
King Suite | View from property
King Suite | Free WiFi, bed sheets
King Suite | Free WiFi, bed sheets
King Suite | Living area | 40-inch flat-screen TV with cable channels, TV

King Suite

Exceptional

Highlights

Air conditioning
Kitchenette
Flat-screen TV
Separate bedroom
Hairdryer
Private bathroom
Microwave
Cable channels
  • 26 sq m
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 King Sofa Bed
Suite | Bathroom | Free toiletries, hair dryer, towels
Suite | Free WiFi, bed sheets
Suite | Free WiFi, bed sheets
Suite | Free WiFi, bed sheets

Suite

Wonderful

Highlights

Air conditioning
Flat-screen TV
Hairdryer
Private bathroom
Cable channels
Daily housekeeping
  • Sleeps 2
  • 1 Queen Bed

Similar properties

Exterior
  • Pool
  • Free breakfast
  • Free WiFi
  • Air conditioning
9.6
Exceptional
464 reviews
£135
includes taxes & fees
18 Dec - 19 Dec
Coco Plum Inn
Cigar House King Suite w/ Poolside porch | Balcony view
  • Pool
  • Parking available
  • Free WiFi
  • Air conditioning
9.6
Exceptional
1,000 reviews
£173
includes taxes & fees
18 Dec - 19 Dec
Island City House Hotel
3 outdoor pools, a heated pool, pool loungers
  • Pool
  • Free breakfast
  • Free WiFi
  • Air conditioning
9.4
Exceptional
1,001 reviews
£199
includes taxes & fees
18 Dec - 19 Dec
Ambrosia Key West
Bicycling
  • Pool
  • Free breakfast
  • Pet-friendly
  • Free WiFi
8.8
Excellent
517 reviews
£204
includes taxes & fees
18 Dec - 19 Dec
Fitch Lodge - Key West Historic Inns
Studio Suite | Terrace/patio
  • Pool
  • Parking available
  • Free WiFi
  • Restaurant
9.0
Wonderful
1,005 reviews
£187
includes taxes & fees
18 Dec - 19 Dec
Eden House
Property grounds
  • Pool
  • Free breakfast
  • Pet-friendly
  • Parking available
8.8
Excellent
1,003 reviews
£159
includes taxes & fees
18 Dec - 19 Dec
The Palms Hotel
Exterior
  • Pool
  • Free breakfast
  • Pet-friendly
  • Free WiFi
9.0
Wonderful
847 reviews
£230
includes taxes & fees
18 Dec - 19 Dec
Lighthouse Hotel - Key West Historic Inns
Room 28A - Signature Room - King Bed - Adults Only 21+ | View from room
  • Pool
  • Free breakfast
  • Free WiFi
  • Air conditioning
9.8
Exceptional
325 reviews
Bishop Hotel Key West
Front of property
  • Pool
  • Free breakfast
  • Pet-friendly
  • Parking available
9.2
Wonderful
1,076 reviews
£255
includes taxes & fees
18 Dec - 19 Dec
Winslow's Bungalows - Key West Historic Inns
Exterior
  • Pool
  • Free breakfast
  • Pet-friendly
  • Free WiFi
9.2
Wonderful
857 reviews
£239
includes taxes & fees
18 Dec - 19 Dec
Ridley House - Key West Historic Inns
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!

About the area

Map
914 Eaton St, Key West, FL, 33040

What's nearby

  • Key West Historic Seaport - 4 min walk - 0.4 km
  • Key West Cemetery - 5 min walk - 0.4 km
  • Duval Street - 9 min walk - 0.8 km
  • Mallory Square - 13 min walk - 1.1 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Kermit's Key West Key Lime Shoppe - ‬8 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬4 min walk
  • ‪Schooner Wharf Bar - ‬7 min walk
  • ‪Half Shell Raw Bar - ‬4 min walk
  • ‪Square Grouper Key West - ‬4 min walk

About this property

Westwinds Inn

Westwinds Inn puts you in a great location, within a 15-minute walk of Duval Street and Florida Keys Beaches. Guests looking to stay active can experience the nearby kayaking, scuba-diving and snorkelling, and free perks include WiFi and continental breakfast daily between 8:00 AM and 10:00 AM. Also, Mallory Square and Ernest Hemingway Home and Museum are a short five-minute drive away. Fellow travellers love the pool and helpful staff.

At a glance

Hotel size

    • 26 rooms

Arriving/Leaving

    • Check-in start time: 3 PM; check-in end time: 7:00 PM
    • Late check-in subject to availability
    • Minimum check-in age – 21
    • Check-out time is 11 AM

Special check-in instructions

    • The front desk is open daily from 8 AM - 7:00 PM
    • Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours
    • To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
    • If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation
    • Information provided by the property may be translated using automated translation tools

Required at check-in

    • Credit card, debit card or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 21

Children

    • Children (11 years old and younger) are not allowed
    • No cots (infant beds)

Pets

    • Pets not allowed

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

    • Off-site parking within 499 ft (USD 42 per night)
    • Street parking available

Other information

    • Smoke-free property

Property amenities

Food and drink

  • Free continental breakfast each morning 8:00 AM–10:00 AM
  • Barbecue grills

What to do

  • Beach nearby
  • Ecotours nearby
  • Kayaking nearby
  • Scuba-diving nearby
  • Scooter/moped hire nearby

Services

  • Front desk (limited hours)
  • Concierge services
  • Tour/ticket assistance
  • Laundry facilities
  • Free newspapers in reception
  • Luggage storage

Facilities

  • Garden
  • Library
  • 2 outdoor pools

Room amenities

Be entertained

  • 40-inch flat-screen TV
  • Cable TV channels

Home comfort

  • Air conditioning

Sleep well

  • Bed sheets provided

Freshen up

  • Private bathroom
  • Bath or shower
  • Free toiletries
  • Hairdryer
  • Towels

Stay connected

  • Free WiFi

More

  • Daily housekeeping

Fees & policies

Parking

  • Parking is available nearby and costs USD 42 per night (499 ft away)

Policies

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
This property does not have lifts.
Guests can rest easy knowing that there's a fire extinguisher, a smoke detector and a first aid kit on-site.
This property accepts credit cards. Cash is not accepted.
Credit cards accepted: Visa, Mastercard, American Express, Discover
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

Also known as

Westwinds Inn Key West
Westwinds Inn
Westwinds Key West
Key West Westwinds Inn
Westwinds Key West Fl
Westwinds Hotel Key West
Key West West Winds
Westwinds Inn Hotel
Westwinds Inn Key West
Westwinds Inn Hotel Key West

Frequently asked questions

Does Westwinds Inn offer free cancellation for a full refund?

Yes, Westwinds Inn does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in, depending on the property's cancellation policy. Just make sure that you check this property's cancellation policy for the exact terms and conditions.

Is there a pool at Westwinds Inn?

Yes, there are 2 outdoor pools.

Are pets allowed at Westwinds Inn?

Sorry, pets aren't allowed.

Is parking offered on site at Westwinds Inn?

No, unfortunately. However, there's street parking available.

What are the check-in and check-out times at Westwinds Inn?

Check-in start time: 3 PM; check-in end time: 7:00 PM. Check-out time is 11 AM.

What is there to do at Westwinds Inn and nearby?

Have fun with nearby activities such as fishing, jet-skiing and kayaking. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 2 outdoor swimming pools or use the hotel's other amenities, which include a garden.

What's the area around Westwinds Inn like?

Westwinds Inn is a short 8-minute walk from Duval Street and 12 minutes' walk from Florida Keys Beaches. The local area is walkable and popular for its beaches.

Have a question?

Get instant answers with AI powered search of property information and reviews.

Westwinds Inn Reviews

9.4

Exceptional

9.6

Cleanliness

9.0

Amenities

9.6

Staff & service

9.2

Eco-friendliness

9.2

Property conditions & facilities

What guests liked

  • The pool area was described as beautiful, tranquil, and refreshing with two separate pools and lush surroundings. (86 reviews)
  • Breakfast was described as good, simple, nice, plentiful, and a nice added bonus with various options. (42 reviews)
  • The air conditioning was excellent, cool, and quiet in many rooms. (5 reviews)
AI Sparkle IconFrom real guest reviews summarized by AI.

Popular mentions

RoomService staffLocationBreakfastBakeryBedWalkingRestaurantQuiet - roomShower

10/10 Exceptional

Very nice property, great location, we enjoyed our stay !
Beth, 2-night trip

10/10 Exceptional

Great location and very cute place. We’ll definitely be back.
Christopher Alan, 3-night trip

10/10 Exceptional

Great experience. Very helpful with my check in
Yonnie, 5-night trip

10/10 Exceptional

I was pleasantly surprised how nice this property was, our room was steps from the pool, the grounds were pristine and I have not one complaint. Will be back next year for sure 100%
Traci, 6-night trip

8/10 Very good

Everything was really good except the room was a lot smaller than anticipated. Ultimately, it was all we needed to rest. Staff was really nice and even had umbrellas or ponchos to offer when rain was anticipated.
Laura, 3-night trip

10/10 Exceptional

Garden like landscaping throughout.
Norman, 1-night trip

10/10 Exceptional

Very nice clean and friendly
Marta, 1-night trip

8/10 Very good

Great location
Jose R, 2-night trip

10/10 Exceptional

Small room and bed, but best location and environments.
Jesse, 1-night trip

10/10 Exceptional

The people was very friendly
Jorge, 1-night trip

10/10 Exceptional

Staff was extremely friendly and accommodating. Bed was very very comfortable and room was spotless and AC was great. Grounds and pool area are beautiful and quiet, we will return
Janet, 2-night trip

10/10 Exceptional

The pool area with the garden was very beautiful and tranquil. It was just lovely.
Rachel, 2-night trip

8/10 Very good

I stayed for 2 nights, close to Duval street and the many restaurants. Pool area and desserts are a plus
Maikel, 2-night trip

8/10 Very good

small beach for water access was nice. Quiet slow pace.
Frank, 2-night trip

10/10 Exceptional

Wonderful hotel with beauteous, pool, rooms with friendly and helpful staff
Kathleen, 4-night trip

10/10 Exceptional

What a beautiful property. Loved it. Out of the crazy part of town, but very walkable. Lots of food options close by.
Marian, 5-night trip

8/10 Very good

Small, but provided everything necessary. Very pretty area. Appreciated the free breakfast!
Teresa, 5-night trip

10/10 Exceptional

Beautiful grounds, wonderful staff!
Leslie, 1-night trip

10/10 Exceptional

Great location!

Great location, love the set up of the hotel with the two separate pools, love the one pool with the water fountains, and all the greenery around, and there were shade in the pool, which was perfect! The bike rental place was right next-door and you got 10% off perfect. Tables and chairs to sit at, very comfortable. Would highly recommend.
Sally, 3-night trip

10/10 Exceptional

Beautiful, comfortable cottage. Breakfast with Plentiful options. Staff helpful
Kenneth, 2-night trip

10/10 Exceptional

Amazing place and people. I love everything . So clean and comfortable. I love this place . It was my First time and I hope to come back again
Daniela, 2-night trip

10/10 Exceptional

Lovely property and room. We stayed in a Junior King room on the 2nd floor. It was nice and the staff was great. The breakfast isn’t much but the area by the pool where breakfast was served was quaint and peaceful.
Delicia, 1-night trip

8/10 Very good

Pleasant, comfortable stay.
duc, 2-night trip

10/10 Exceptional

It felt like Paradise. 2 pools. Close to Everything. Comfy bed.
Jason, 2-night trip

8/10 Very good

It was a charming place nestled in the city. The walk to main attractions was easy. Our room was a little small, but adequate.
Kris, 4-night trip