Caribbean Dream — Rates & Availability

Anna Maria Vacations5 bedrooms4.5 bathsSleeps 10

Check Availability & Book Direct

Rates as of November 8, 2026

Pricing Summary

Nightly Rate
$285–$1547 /night
Min Stay
7 nights
Next Available
Nov 8

12-Month Rate Calendar

Each date shows: day · nightly rate · minimum stay (e.g. 2n = 2-night minimum). “—” = booked.

November 2026$285–$494/night · 67% open
SuMoTuWeThFrSa
7 —8 $285 7n9 $285 7n10 $285 7n11 $285 7n12 $285 7n13 $322 7n
14 $299 7n15 $285 7n16 $285 7n17 $285 7n18 $285 7n19 $285 7n20 $383 7n
21 —22 —23 —24 —25 —26 —27 —
28 $494 7n29 $331 7n30 $288 7n
December 2026$285–$1473/night · 58% open
SuMoTuWeThFrSa
1 $285 7n2 $285 7n3 $299 7n4 $357 7n5 $328 7n
6 —7 —8 —9 —10 —11 —12 —
13 $302 7n14 $288 7n15 $288 7n16 $292 7n17 $314 7n18 $343 7n19 $659 7n
20 $705 7n21 $706 7n22 $758 7n23 $891 7n24 $1075 7n25 $1473 7n26 —
27 —28 —29 —30 —31 —

No check-in: 20, 21, 22, 23, 24, 25

No check-out: 20, 21, 22, 23, 24, 25

January 2027$417–$965/night · 74% open
SuMoTuWeThFrSa
1 —2 —
3 —4 —5 —6 —7 —8 —9 $459 7n
10 $437 7n11 $421 7n12 $417 7n13 $430 7n14 $457 7n15 $479 7n16 $514 7n
17 $486 7n18 $477 7n19 $473 7n20 $467 7n21 $488 7n22 $503 7n23 $519 7n
24 $501 7n25 $490 7n26 $486 7n27 $497 7n28 $524 7n29 $545 7n30 $965 7n
31 $840 7n

No check-in: 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 31

No check-out: 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 31

February 2027$840–$1273/night · 100% open
SuMoTuWeThFrSa
1 $840 7n2 $840 7n3 $840 7n4 $840 7n5 $925 7n6 $983 7n
7 $983 7n8 $983 7n9 $983 7n10 $983 7n11 $983 7n12 $985 7n13 $1273 7n
14 $946 7n15 $929 7n16 $944 7n17 $897 7n18 $969 7n19 $1005 7n20 $988 7n
21 $949 7n22 $914 7n23 $906 7n24 $911 7n25 $950 7n26 $992 7n27 $1067 7n
28 $1067 7n

No check-in: 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 25, 26, 28

No check-out: 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 25, 26, 28

March 2027$1067–$1436/night · 61% open
SuMoTuWeThFrSa
1 $1067 7n2 $1067 7n3 $1067 7n4 $1067 7n5 $1071 7n6 $1196 7n
7 $1169 7n8 $1153 7n9 $1152 7n10 $1194 7n11 $1293 7n12 $1339 7n13 $1334 7n
14 $1378 7n15 $1417 7n16 $1434 7n17 $1436 7n18 $1376 7n19 $1350 7n20 —
21 —22 —23 —24 —25 —26 —27 —
28 —29 —30 —31 —

No check-in: 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19

No check-out: 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19

April 2027$839–$1547/night · 47% open
SuMoTuWeThFrSa
1 —2 —3 $1547 7n
4 $1288 7n5 $1288 7n6 $1288 7n7 $1288 7n8 $1288 7n9 $1288 7n10 —
11 —12 —13 —14 —15 —16 —17 —
18 —19 —20 —21 —22 —23 —24 $935 7n
25 $839 7n26 $839 7n27 $839 7n28 $839 7n29 $839 7n30 $936 7n

No check-in: 4, 5, 6, 7, 8, 9, 25, 26, 27, 28, 29, 30

No check-out: 4, 5, 6, 7, 8, 9, 25, 26, 27, 28, 29, 30

May 2027$641–$878/night · 90% open
SuMoTuWeThFrSa
1 $878 7n
2 $802 7n3 $765 7n4 $756 7n5 $776 7n6 $827 7n7 $864 7n8 $838 7n
9 $756 7n10 $756 7n11 $756 7n12 $756 7n13 $641 7n14 $667 7n15 $795 7n
16 $744 7n17 $701 7n18 $684 7n19 $712 7n20 $854 7n21 $860 7n22 $715 7n
23 $694 7n24 $752 7n25 $776 7n26 $790 7n27 $819 7n28 $825 7n29 —
30 —31 —

No check-in: 2, 3, 4, 5, 6, 7, 9, 10, 11, 12, 13, 14, 16, 17, 18, 19, 20, 21, 23, 24, 25, 26, 27, 28

No check-out: 2, 3, 4, 5, 6, 7, 9, 10, 11, 12, 13, 14, 16, 17, 18, 19, 20, 21, 23, 24, 25, 26, 27, 28

June 2027$909–$1254/night · 63% open
SuMoTuWeThFrSa
1 —2 —3 —4 —5 $909 7n
6 $909 7n7 $909 7n8 $909 7n9 $909 7n10 $909 7n11 $925 7n12 —
13 —14 —15 —16 —17 —18 —19 $1254 7n
20 $1196 7n21 $1196 7n22 $1196 7n23 $1196 7n24 $1196 7n25 $1224 7n26 $989 7n
27 $943 7n28 $943 7n29 $943 7n30 $943 7n
July 2027$899–$1221/night · 55% open
SuMoTuWeThFrSa
1 $1113 7n2 $1112 7n3 $1221 7n
4 $1220 7n5 $1019 7n6 $994 7n7 $991 7n8 $1020 7n9 $1054 7n10 $1135 7n
11 $1120 7n12 $1120 7n13 $1120 7n14 $1120 7n15 $1120 7n16 $1120 7n17 —
18 —19 —20 —21 —22 —23 —24 —
25 —26 —27 —28 —29 —30 —31 $899 7n

No check-in: 4, 5, 6, 7, 8, 9

No check-out: 4, 5, 6, 7, 8, 9

August 2027$446–$869/night · 100% open
SuMoTuWeThFrSa
1 $869 7n2 $837 7n3 $821 7n4 $822 7n5 $825 7n6 $828 7n7 $859 7n
8 $770 7n9 $696 7n10 $642 7n11 $647 7n12 $697 7n13 $712 7n14 $735 7n
15 $589 7n16 $579 7n17 $557 7n18 $565 7n19 $620 7n20 $629 7n21 $618 7n
22 $566 7n23 $538 7n24 $526 7n25 $476 7n26 $492 7n27 $538 7n28 $497 7n
29 $460 7n30 $446 7n31 $499 7n

No check-in: 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 26, 27, 29, 30, 31

No check-out: 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 26, 27, 29, 30, 31

September 2027$410–$712/night · 100% open
SuMoTuWeThFrSa
1 $508 7n2 $588 7n3 $657 7n4 $712 7n
5 $672 7n6 $489 7n7 $489 7n8 $489 7n9 $489 7n10 $543 7n11 $510 7n
12 $463 7n13 $436 7n14 $429 7n15 $449 7n16 $514 7n17 $521 7n18 $515 7n
19 $478 7n20 $464 7n21 $478 7n22 $464 7n23 $504 7n24 $549 7n25 $690 7n
26 $634 7n27 $610 7n28 $410 7n29 $426 7n30 $448 7n

No check-in: 1, 2, 3, 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17, 19, 20, 21, 22, 23, 24, 26, 27, 28, 29, 30

No check-out: 1, 2, 3, 5, 6, 7, 8, 9, 10, 12, 13, 14, 15, 16, 17, 19, 20, 21, 22, 23, 24, 26, 27, 28, 29, 30

October 2027$433–$743/night · 100% open
SuMoTuWeThFrSa
1 $464 7n2 $705 7n
3 $654 7n4 $616 7n5 $605 7n6 $628 7n7 $682 7n8 $743 7n9 $530 7n
10 $531 7n11 $527 7n12 $513 7n13 $515 7n14 $547 7n15 $558 7n16 $614 7n
17 $585 7n18 $542 7n19 $549 7n20 $539 7n21 $567 7n22 $592 7n23 $490 7n
24 $459 7n25 $443 7n26 $433 7n27 $436 7n28 $454 7n29 $466 7n30 $700 7n
31 $645 7n

No check-in: 1, 3, 4, 5, 6, 7, 8, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 31

No check-out: 1, 3, 4, 5, 6, 7, 8, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 31

Rates updated: November 8, 2026