Hotels in Old Town Key West, Key West from CA $189

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Old Town Key West hotels and places to stay

Front of property
Key West Villas
3.5 star property
9.8 out of 10, Exceptional, (184)
"Above excellent services and amenities! Highly recommend to check it out to find out! Also, the location is awesome! "
The price is CA $516
CA $580 total
includes taxes & fees
May 22 - May 23
Key West Villas
Pool
Grand Marina Suite by Brightwild | Waterfront
9.8 out of 10, Exceptional, (16)
"safe and quite"
The price is CA $408
CA $630 total
includes taxes & fees
May 21 - May 22
Grand Marina Suite by Brightwild | Waterfront
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1001)
"It was very clean and spacious. Staff were very nice and helpful. "
The price is CA $625
CA $764 total
includes taxes & fees
Jun 17 - Jun 18
Santa Maria Suites
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Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is CA $354
CA $432 total
includes taxes & fees
May 21 - May 22
The Grand Guesthouse
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
9.6 out of 10, Exceptional, (186)
"This was our third time staying at this location. It is as described and the location is fantastic."
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Beach
Central walk-up studio with partial ac - walk to Duval Street bars/dining
9.4 out of 10, Exceptional, (13)
"This was the best rental property my wife and I have stayed at. We have utilized rental properties in many different States and also Key West previously but this property was perfect in every way. To top it off, the Vacasa team (specifically Justin) were accomodating, friendly and made our stay first rate. If you are planning a stay in the keys with your spouse/partner and simply want a great place to sleep and use as a "home" base of operations between sight seeing and enjoying all that Key...
The price is CA $84
CA $382 total
includes taxes & fees
May 22 - May 23
Central walk-up studio with partial ac - walk to Duval Street bars/dining
Property grounds
The Barbados by Brightwild | Balcony & Pool View!
9.4 out of 10, Exceptional, (18)
"Easy access. We enjoyed the location near airport. Pool is nice! Elevator is slow. Condo is fine. Our door lock quit working but they fixed it first thing next morning!! We liked it here and would stay here again!!!!"
The price is CA $336
CA $815 total
includes taxes & fees
Jun 17 - Jun 18
The Barbados by Brightwild | Balcony & Pool View!
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"If I could give more than 5 stars to the staff I would. Top notch vacation spot. "
The price is CA $570
CA $727 total
includes taxes & fees
Jun 12 - Jun 13
Ocean Key Resort - A Noble House Resort
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1010)
"Excellent location in Old Town. Friendly staff. Comfortable and quiet room. Very laid back vibe. Nice breakfast omelette prepared poolside every morning. Pool furniture and umbrellas could use an upgrade. Would we stay here again, yes."
The price is CA $230
CA $335 total
includes taxes & fees
May 27 - May 28
Silver Palms Inn
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1003)
"The pool is was quiet and beautiful. Very relaxing. Our room was clean but the toilet kept not filling up with water. Also one staff member acted very annoyed by any request we had."
The price is CA $271
CA $366 total
includes taxes & fees
May 20 - May 21
Paradise Inn Key West - Adults Only
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (881)
"We really enjoyed our stay and had everything we needed. The room was clean and the staff was friendly."
The price is CA $322
CA $478 total
includes taxes & fees
Jun 3 - Jun 4
The Guesthouses at Southernmost Beach Resort - Adults only
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (646)
"Nice clean hotel with a great free breakfast. Within walking distance of popular attractions "
The price is CA $333
CA $432 total
includes taxes & fees
May 20 - May 21
Ridley House - Key West Historic Inns
Reception
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (569)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is CA $339
CA $381 total
includes taxes & fees
May 20 - May 21
The Inn on Fleming
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is CA $407
CA $793 total
includes taxes & fees
Jun 3 - Jun 4
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (50)
"Great location at very good price. "
The Hollinsed House
Exterior
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
9.0 out of 10, Wonderful, (138)
"The condo we were in was very nice but it could use some up dating."
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1099)
"We have stayed here 4 straight years and the consistency is awesome. We will be back. "
The price is CA $271
CA $351 total
includes taxes & fees
May 29 - May 30
Hampton Inn Key West FL
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1001)
"The place was real nice. The breakfast is real good to."
The price is CA $203
CA $305 total
includes taxes & fees
May 23 - May 24
La Pensione Inn
Beach/ocean view
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.8 out of 10, Excellent, (176)
"We loved Key West so beautiful and serene….We will definitely be staying at the seaside condo again and i left u guys a steamer for guest clothes….my gift 2 u …..Thank u again and she enjoyed Key West and this vacation will always be remembered because i proposed 🌴🌇"
The price is CA $155
CA $508 total
includes taxes & fees
Jun 10 - Jun 11
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other neighbourhoods around Old Town Key West

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Old Town Key West Travel Info

Price trends for hotels in Old Town Key West

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More expensive
Next month
September
February
CA $352
Month
Price
January
CA $548
February
CA $561
March
CA $506
April
CA $467
May
CA $360
June
CA $352
July
CA $344
August
CA $328
September
CA $296
October
CA $426
November
CA $489
December
CA $520
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Old Town Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.

Frequently asked questions

What's it like in Old Town Key West?

Travelers to Key West's Old Town Key West neighborhood will be sure to enjoy a stay in this neighborhood. Looking for sights you might find in a travel guide about Old Town Key West? Consider a visit to Duval Street while you're in the neighborhood.

What's a favorite place to stay in Old Town Key West?

Based on Expedia customer reviews, Almond Tree Inn Hotel - Adults Only is the highest ranked property in Old Town Key West. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other favorite options in the area include LA TE DA Hotel - Adults Only and Alexander's Gay and Lesbian Guesthouse - Adults Only.

How many hotels will I be able to find in Old Town Key West?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1327 Old Town Key West hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?

Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Old Town Key West.

Where can I learn more about changing or cancelling my trip to Old Town Key West?

To find more details about updating your trip to Old Town Key West or cancelling it, click here.

What are the top things to see and do in Old Town Key West?

Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Butterfly and Nature Conservatory are also a couple of places to visit in the neighborhood. Tennessee Williams Key West Exhibit, Saint Mary Star of the Sea, and City Zoo Gallery are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Firehouse Museum and Key West Cemetery are a couple of additional sights to visit in Key West.

Recent Reviews in Old Town Key West