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88 confirmed stays live · 3 providers

Old Key West DVC rentals.

Already-confirmed reservations at Old Key West, collected from every rental provider we track and compared in one place. The dates and room are fixed — you pick from what exists, and book directly with whoever holds it.

From
$230 / night
Median rate
$27 / point
Sleeps
4–12
Months covered
12

About the resort

Old Key West was the first Disney Vacation Club resort, and it still has the most generous floor plans for the cost — studios and villas here run larger than nearly every later resort's.

The trade-off is spread and transport: it is a big, low-rise property of waterways and golf fairways in the Disney Springs area, with buses to the parks and a boat to Disney Springs itself.

Rooms on the board now

RoomSleepsListingsFrom
Deluxe Studio - Near Hospitality House439$253 / night
Deluxe Studio428$230 / night
Deluxe Studio - Standard View410$270 / night
Two Bedroom95$858 / night
One Bedroom54$601 / night
1-Bedroom Villa - Standard View51$437 / night
3-Bedroom Grand Villa - Standard View121$1,488 / night

What a night costs here

Full price calendar →

October

2026
S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
$300
21
22
23
24
25
26
$860
$300
$430
$900
$710

November

2026
S
M
T
W
T
F
S
$900
$900
$900
4
5
6
7
8
9
$440
$440
12
13
14
$290
$290
17
18
$270
20
$440
$440
$440
$300
$330
$440
$430
$360
$430
30

December

2026
S
M
T
W
T
F
S
1
2
3
4
5
6
7
8
9
10
11
12
$460
$460
$460
$460
$1.5k
18
19
20
21
$1.1k
$540
$460
$540
$900
$550
$550
$550
$550
$550

January

2027
S
M
T
W
T
F
S
$550
$360
$230
$280
$280
$360
$360
$360
$360
$360
$370
$370
$370
$370
$370
16
17
18
19
20
$340
22
$370
$370
$370
$370
$370
$370
$370
$430
$430

Live listings

All 88 at this resort →

  • NEW TODAYTUE OCT 20 – WED 21 · 1 NIGHT · Check-in in 2 days

    Deluxe Studio

    Sleeps 4 · DVC Shop

    $299 / night
    $299

  • TUE OCT 27 – FRI 30 · 3 NIGHTS · 9 days out

    Two Bedroom

    Sleeps 9 · DVC Request

    $22 / pt· below board median
    $858 / night
    $2,574

  • WED OCT 28 – THU 29 · 1 NIGHT · 10 days out

    Deluxe Studio

    Sleeps 4 · DVC Shop

    $299 / night
    $299

  • THU OCT 29 – WED NOV 4 · 6 NIGHTS · 11 days out

    Two Bedroom

    Sleeps 9 · DVC Request

    $22 / pt· below board median
    $895 / night
    $5,368

  • THU OCT 29 – FRI 30 · 1 NIGHT · 11 days out

    Deluxe Studio

    Sleeps 4 · DVC Shop

    $429 / night
    $429

  • SAT OCT 31 – SUN NOV 1 · 1 NIGHT · 13 days out

    One Bedroom

    Sleeps 5 · DVC Request

    $21 / pt· below board medianPrice cut $34
    $714 / night
    $714

  • NEW TODAYTUE NOV 10 – THU 12 · 2 NIGHTS · 23 days out

    1-Bedroom Villa - Standard View

    Sleeps 5 · DVC Rental

    $15 / pt· below board median
    $437 / night
    $874

  • NEW TODAYSUN NOV 15 – TUE 17 · 2 NIGHTS · 28 days out

    Deluxe Studio

    Sleeps 4 · DVC Request

    $22 / pt· below board median
    $286 / night
    $572

  • NEWTHU NOV 19 – FRI 20 · 1 NIGHT · 32 days out

    Deluxe Studio - Standard View

    Sleeps 4 · DVC Rental

    $20 / pt· below board median
    $270 / night
    $270

Every listing above is an already-confirmed reservation held by a third-party rental provider; prices and availability change as stays are listed and claimed. DVC Drop is independent and not affiliated with, endorsed by, or sponsored by The Walt Disney Company or Disney Vacation Club — resort names identify the property a reservation is for. Bookings complete with the provider that holds the reservation.