The Grand Guesthouse
Travelers start their day with continental breakfast at The Grand Guesthouse before cycling through Key West to discover South Beach and Hemingway's home
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The Grand Guesthouse offers a peaceful Key West stay with a garden setting and in-room WiFi. Guests can borrow bikes to explore charming streets, with South Beach and the Ernest Hemingway Home and Museum nearby. The staff consistently receives positive reviews from visitors.
Reviews
9.6 out of 10
Exceptional
Popular amenities
Room options
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Showing 4 of 4 rooms
View all photos for A Queen Room

A Queen Room
9.6 out of 10
Exceptional
(33 reviews)
Highlights
Furnished patio
Individually furnished
Individually decorated
Air conditioning
Refrigerator
Flat-screen TV
Pillow menu
Premium bedding
View all photos for King Room

King Room
9.8 out of 10
Exceptional
(41 reviews)
Highlights
Furnished patio
Individually furnished
Individually decorated
Air conditioning
Refrigerator
Flat-screen TV
Pillow menu
Premium bedding
View all photos for Deluxe Suite, Multiple Beds

Deluxe Suite, Multiple Beds
10.0 out of 10
Exceptional
(8 reviews)
Highlights
Furnished patio
Separate dining area
Separate sitting area
Individually furnished
Individually decorated
Air conditioning
Kitchenette
Refrigerator
View all photos for Deluxe Room

Deluxe Room
10.0 out of 10
Exceptional
(1 review)
Highlights
Furnished patio
Individually furnished
Individually decorated
Air conditioning
Refrigerator
Flat-screen TV
Pillow menu
Premium bedding
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About the neighborhood
Located in Old Town Key West, a neighborhood in Key West, The Grand Guesthouse is near the airport and near the beach. Key West Golf Club and Stock Island Yacht Club & Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Clarence S. Higgs Memorial Beach Park and South Beach. Duval Street and Southernmost Point are two other places to visit that come recommended. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.

1116 Grinnell Street, Key West, FL, 33040
What's nearby
- Duval Street - 9 min walk - 0.5 miles
- South Beach - 9 min walk - 0.5 miles
- Clarence S. Higgs Memorial Beach Park - 11 min walk - 0.6 miles
- Southernmost Point - 11 min walk - 0.6 miles
- Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles
Getting around
Restaurants
- Dions Truman & White - 5 min walk
- Sandy's Café - 4 min walk
- El Siboney Restaurant - 2 min walk
- Tipsy Rooster - 10 min walk
- Dairy Queen - 6 min walk
About this property
The Grand Guesthouse
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Westwinds Inn
Westwinds Inn
- Pool
- Breakfast included
- Free WiFi
- Air conditioning
9.4 out of 10, Exceptional, 1,000 reviews
Property amenities
Room amenities
Policies
Important information
Fees
You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
- Destination fee: USD 25 per accommodation, per night
We have included all charges provided to us by the property.
You need to know
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 25 years old
This property accepts credit cards and cash
Noise-free guestrooms cannot be guaranteed
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
We should mention
This property does not have elevators
This property's policy is to refuse certain bookings for the purpose of group events or parties, including pre-wedding stag/bachelor and hen/bachelorette parties
Guests under 13 years old are not permitted at this adults-only property
Only registered guests are allowed in the guestrooms
This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly)
Property is also known as
Grand Guesthouse
Grand Guesthouse House
Grand Guesthouse House Key West
Grand Guesthouse Key West
The Grand Guesthouse Hotel Key West
Grand Key West
The Grand Guesthouse Key West
The Grand Guesthouse Guesthouse
The Grand Guesthouse Guesthouse Key West
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Reviews
The Grand Guesthouse Reviews
9.6
Exceptional
9.8
Cleanliness
9.2
Location
9.8
Staff & service
9.4
Property conditions & facilities
Reviews
Jan 6, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Stayed 4 nights in Jan 2026
8/10 Good
Chad
Jan 5, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Chad
Stayed 1 night in Jan 2026
10/10 Excellent
Terry
Dec 14, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Terry
Stayed 3 nights in Dec 2025
10/10 Excellent
Patricia
Nov 17, 2025
Liked: Cleanliness, property conditions & facilities
Patricia
Stayed 1 night in Nov 2025
10/10 Excellent
Kenneth
Oct 18, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Kenneth
Stayed 1 night in Oct 2025
10/10 Excellent
David
Jan 5, 2026
Liked: Cleanliness, amenities, property conditions & facilities
David
Stayed 1 night in Jan 2026
10/10 Excellent
Anthony
Sep 25, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great location.

Anthony
Stayed 1 night in Sep 2025
10/10 Excellent
Eric
Oct 14, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Highly Recommended
Eric
Stayed 3 nights in Sep 2025
10/10 Excellent
juan
Jun 29, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
juan
Stayed 1 night in Jun 2025
8/10 Good
Rutvik
Mar 13, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rutvik
Stayed 1 night in Mar 2025
10/10 Excellent
Rolando
May 10, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Quiet, clean and comfortable
Rolando
Stayed 1 night in May 2025
10/10 Excellent
Sheryl
Jan 10, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Sheryl
Stayed 1 night in Jan 2025
10/10 Excellent
Jennifer
Feb 28, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jennifer
Stayed 1 night in Feb 2025
10/10 Excellent
Mark
Mar 25, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Comfortable. Clean. Quiet. Friendly.
Mark
Stayed 1 night in Mar 2025
8/10 Good
david
May 7, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
david
Stayed 1 night in May 2025
10/10 Excellent
Heather
Mar 22, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Heather
Stayed 1 night in Mar 2025
10/10 Excellent
Faye
Mar 2, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Faye
Stayed 1 night in Mar 2025
10/10 Excellent
Ronald
Mar 4, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Ronald
Stayed 2 nights in Feb 2025
10/10 Excellent
Pam
Feb 28, 2025
Liked: Amenities
Pam
Stayed 1 night in Feb 2025
10/10 Excellent
Dennis
Jul 24, 2024
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Dennis
Stayed 1 night in Jul 2024
10/10 Excellent
Yeniselle
Aug 30, 2024
Yeniselle
Stayed 1 night in Aug 2024
10/10 Excellent
yarianni
Mar 10, 2024
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
yarianni
Stayed 1 night in Mar 2024
10/10 Excellent
GAIL
Apr 4, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
GAIL
Stayed 1 night in Apr 2025
10/10 Excellent
dawn
Apr 23, 2025
Liked: Staff & service, property conditions & facilities
dawn
Stayed 1 night in Apr 2025
10/10 Excellent
Mary Anne
Mar 29, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Mary Anne
Stayed 4 nights in Mar 2025

















