When is it cheapest to stay in Key West (FL)?

2 of the next 71 measured nights in Key West (FL) tie for cheapest at a median asking price of $407; the first is 30 November 2026 (Monday), across 196 places, 33% below the $611 median of all 71 nights (latest scan 25 October 2026). The nights run from 13 November 2026 to 22 January 2027 and were read on 25 October 2026.

Measured by Bed&Market (bedandmarket.com) from 207 places checked, read 25 October 2026 18:59 UTC.

Updated

The 10 cheapest nights

The 10 cheapest of the next 71 measured nights in Key West (FL) ask a median of $407 to $468, against $611 across all 71 nights.

NightDayMedian asking pricePlaces with a priceAgainst all nights
30 November 2026Monday$407196-33%
1 December 2026Tuesday$407177-33%
22 November 2026Sunday$443155-27%
15 November 2026Sunday$445141-27%
2 December 2026Wednesday$446196-27%
24 November 2026Tuesday$446169-27%
23 November 2026Monday$457166-25%
15 December 2026Tuesday$464171-24%
17 November 2026Tuesday$466195-24%
18 November 2026Wednesday$468177-23%

Each figure is the median asking price for one night; a date opens that night's places on the town page.

The cheapest 7 nights in a row

The cheapest 7 nights in a row in Key West (FL) run from 27 November 2026 to 3 December 2026: their nightly medians add up to $3 394, with a middle night of $488.

NightDayMedian asking pricePlaces with a price
27 November 2026Friday$605100
28 November 2026Saturday$543118
29 November 2026Sunday$497196
30 November 2026Monday$407196
1 December 2026Tuesday$407177
2 December 2026Wednesday$446196
3 December 2026Thursday$488148
  • Runs of 7 consecutive measured nights compared: 65; a night that was not measured breaks a run.
  • The dearest 7 nights in a row run from 26 December 2026 to 1 January 2027, adding up to $7 213.

The sum of nightly medians is the 7 nights' median asking prices added together; it is not a price offered for the week.

The cheapest weekend

The cheapest Friday and Saturday nights in Key West (FL) are 27 November 2026 and 28 November 2026: medians of $605 and $543, $1 149 for the two nights (sum of nightly medians).

FridayFriday medianSaturday medianSum of nightly mediansPlaces with a price
27 November 2026$605$543$1 149100 / 118
11 December 2026$588$602$1 190115 / 136
20 November 2026$624$587$1 211125 / 108
18 December 2026$584$637$1 221143 / 166
4 December 2026$606$618$1 22494 / 90
  • Weekends compared: 10, each a measured Friday night followed by a measured Saturday night.

Each row is a Friday night and the Saturday night after it; places are counted Friday / Saturday.

Month by month

The cheapest month of the next 71 measured nights in Key West (FL): November 2026, a median of $507 over 18 nights; the dearest: January 2027, $722 over 22 nights.

MonthMedian of nightly mediansNights measuredCheapest nightIts median
November 2026$5071830 November 2026$407
December 2026$584311 December 2026$407
January 2027$7222213 January 2027$634

A month counts only its nights in this window, and only with at least 15 of them; its month page also counts nights already past.

Places at $600 or less on the cheapest night

On the cheapest night, 30 November 2026, 70% of the places with a price in Key West (FL) (138 of 196) asked $600 or less.

NightPlaces with a priceAt $600 or lessShare
30 November 202619613870%

$600 is the median of all 71 nights ($611) rounded to a round price, the same ceiling the town page uses; the date opens the list of places by name.

Night-by-night price calendar

Nightly medians in Key West (FL) over the next 71 measured nights, 13 November 2026 to 22 January 2027, run from $407 to $1 172; the median of all of them is $611.

NightDayMedian asking pricePlaces with a priceNo price (sold out or closed)
13 November 2026Friday$650837
14 November 2026Saturday$696607
15 November 2026Sunday$44514111
16 November 2026Monday$47919011
17 November 2026Tuesday$46619512
18 November 2026Wednesday$4681779
19 November 2026Thursday$5071569
20 November 2026Friday$62412512
21 November 2026Saturday$58710810
22 November 2026Sunday$44315512
23 November 2026Monday$45716611
24 November 2026Tuesday$44616911
25 November 2026Wednesday$51813811
26 November 2026Thursday$55410410
27 November 2026Friday$6051008
28 November 2026Saturday$54311810
29 November 2026Sunday$49719611
30 November 2026Monday$40719611
1 December 2026Tuesday$40717711
2 December 2026Wednesday$44619611
3 December 2026Thursday$48814811
4 December 2026Friday$606947
5 December 2026Saturday$618907
6 December 2026Sunday$50214511
7 December 2026Monday$47816111
8 December 2026Tuesday$53319511
9 December 2026Wednesday$53918411
10 December 2026Thursday$53217312
11 December 2026Friday$58811510
12 December 2026Saturday$60213611
13 December 2026Sunday$4821749
14 December 2026Monday$49417211
15 December 2026Tuesday$46417111
16 December 2026Wednesday$47219611
17 December 2026Thursday$48017511
18 December 2026Friday$58414311
19 December 2026Saturday$63716611
20 December 2026Sunday$56417111
21 December 2026Monday$61119511
22 December 2026Tuesday$58516911
23 December 2026Wednesday$56112411
24 December 2026Thursday$75513411
25 December 2026Friday$802947
26 December 2026Saturday$894937
27 December 2026Sunday$1 0471007
28 December 2026Monday$1 080987
29 December 2026Tuesday$1 101937
30 December 2026Wednesday$1 046827
31 December 2026Thursday$1 172797
1 January 2027Friday$873717
2 January 2027Saturday$814989
3 January 2027Sunday$71617110
4 January 2027Monday$67319511
5 January 2027Tuesday$65119311
6 January 2027Wednesday$66717711
7 January 2027Thursday$68015811
8 January 2027Friday$71710510
9 January 2027Saturday$71510810
10 January 2027Sunday$69919511
11 January 2027Monday$67919610
12 January 2027Tuesday$64519411
13 January 2027Wednesday$63419411
14 January 2027Thursday$72817711
15 January 2027Friday$839977
16 January 2027Saturday$941787
17 January 2027Sunday$92715211
18 January 2027Monday$73117611
19 January 2027Tuesday$72219611
20 January 2027Wednesday$74219610
21 January 2027Thursday$77818411
22 January 2027Friday$7961029

A place with no price that night (sold out or closed) is counted but carries no price; a date missing from the table was not measured.

What was measured

Nights measured in Key West (FL): 71, from 13 November 2026 to 22 January 2027; each with at least 30 places showing a price.

  • Up to 207 places checked per night; a place with no price that night (sold out or closed) is counted but carries no price.
  • Prices in USD, as shown on the day each night was read, on 25 October 2026.
  • Asking prices seen while searching for one night: not prices paid, and not a forecast; prices move after the scan.

Source: asking prices for one night, read from public search results on the scan date; not prices paid, and not a forecast. How we measure →

More questions about this town

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