A Pirate's Dream — Rates & Availability

Prime Vacations - Anna Maria Island4 bedrooms3.5 bathsSleeps 8

Check Availability & Book Direct

Rates as of October 13, 2026

Pricing Summary

Nightly Rate
$550–$1940 /night
Min Stay
7 nights
Next Available
Oct 17

12-Month Rate Calendar

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

October 2026$550–$550/night · 40% open
SuMoTuWeThFrSa
12 —13 —14 —
15 —16 —17 $550 7n18 $550 7n19 $550 7n20 $550 7n21 $550 7n
22 $550 7n23 $550 7n24 —25 —26 —27 —28 —
29 —30 —31 $550 7n
November 2026$550–$1000/night · 73% open
SuMoTuWeThFrSa
1 $550 7n2 $550 7n3 $550 7n4 $550 7n5 $550 7n6 $550 7n7 $550 7n
8 $550 7n9 $550 7n10 $550 7n11 $550 7n12 $550 7n13 $550 7n14 $550 7n
15 $550 7n16 $550 7n17 $550 7n18 $550 7n19 $550 7n20 $1000 7n21 —
22 —23 —24 —25 —26 —27 —28 —
29 $550 7n30 $550 7n
December 2026$550–$1133/night · 58% open
SuMoTuWeThFrSa
1 $550 7n2 $550 7n3 $550 7n4 $550 7n5 —
6 —7 —8 —9 —10 —11 —12 $550 7n
13 $550 7n14 $550 7n15 $550 7n16 $550 7n17 $550 7n18 $550 7n19 $800 7n
20 $800 7n21 $800 7n22 $800 7n23 $800 7n24 $800 7n25 $1133 7n26 —
27 —28 —29 —30 —31 —

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

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

January 2027$737–$737/night · 23% open
SuMoTuWeThFrSa
1 —2 —
3 —4 —5 —6 —7 —8 —9 $737 7n
10 $737 7n11 $737 7n12 $737 7n13 $737 7n14 $737 7n15 $737 7n16 —
17 —18 —19 —20 —21 —22 —23 —
24 —25 —26 —27 —28 —29 —30 —
31 —
February 2027$1391–$1451/night · 7% open
SuMoTuWeThFrSa
1 —2 —3 —4 —5 —6 —
7 —8 —9 —10 —11 —12 —13 —
14 —15 —16 —17 —18 —19 —20 —
21 —22 —23 —24 —25 —26 —27 $1451 7n
28 $1391 7n

No check-in: 28

No check-out: 28

March 2027$1359–$1852/night · 77% open
SuMoTuWeThFrSa
1 $1359 7n2 $1359 7n3 $1374 7n4 $1446 7n5 $1500 7n6 $1475 7n
7 $1475 7n8 $1516 7n9 $1512 7n10 $1513 7n11 $1521 7n12 $1521 7n13 $1473 7n
14 $1529 7n15 $1487 7n16 $1454 7n17 $1456 7n18 $1387 7n19 $1457 7n20 —
21 —22 —23 —24 —25 —26 —27 $1802 7n
28 $1852 7n29 $1797 7n30 $1680 7n31 $1588 7n

No check-in: 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 28, 29, 30, 31

No check-out: 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 28, 29, 30, 31

April 2027$908–$1940/night · 100% open
SuMoTuWeThFrSa
1 $1666 7n2 $1691 7n3 $1721 7n
4 $1708 7n5 $1798 7n6 $1604 7n7 $1604 7n8 $1604 7n9 $1604 7n10 $1108 7n
11 $1061 7n12 $1033 7n13 $1008 7n14 $1009 7n15 $1007 7n16 $1008 7n17 $1940 7n
18 $1940 7n19 $1940 7n20 $1940 7n21 $1940 7n22 $1940 7n23 $1940 7n24 $998 7n
25 $970 7n26 $948 7n27 $910 7n28 $908 7n29 $910 7n30 $931 7n

No check-in: 1, 2, 4, 5, 6, 7, 8, 9

No check-out: 1, 2, 4, 5, 6, 7, 8, 9

May 2027$670–$1080/night · 100% open
SuMoTuWeThFrSa
1 $828 7n
2 $772 7n3 $730 7n4 $719 7n5 $710 7n6 $742 7n7 $804 7n8 $975 7n
9 $955 7n10 $813 7n11 $793 7n12 $800 7n13 $841 7n14 $906 7n15 $751 7n
16 $726 7n17 $694 7n18 $670 7n19 $698 7n20 $719 7n21 $752 7n22 $1080 7n
23 $1080 7n24 $1080 7n25 $763 7n26 $771 7n27 $785 7n28 $968 7n29 $941 7n
30 $904 7n31 $904 7n

No check-in: 30, 31

No check-out: 30, 31

June 2027$845–$1209/night · 77% open
SuMoTuWeThFrSa
1 $925 7n2 $845 7n3 $892 7n4 $941 7n5 $1090 7n
6 $1022 7n7 $1137 7n8 $1139 7n9 $1176 7n10 $1192 7n11 $1209 7n12 $1086 7n
13 $1064 7n14 $1056 7n15 $1045 7n16 $1063 7n17 $1075 7n18 $1106 7n19 —
20 —21 —22 —23 —24 —25 —26 $1128 7n
27 $1034 7n28 $986 7n29 $969 7n30 $1002 7n

No check-in: 1, 2, 3, 4, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 27, 28, 29, 30

No check-out: 1, 2, 3, 4, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 27, 28, 29, 30

July 2027$955–$1340/night · 77% open
SuMoTuWeThFrSa
1 $1338 7n2 $1340 7n3 $1151 7n
4 $1150 7n5 $1112 7n6 $1112 7n7 $1112 7n8 $1112 7n9 $1111 7n10 $1167 7n
11 $1164 7n12 $1151 7n13 $1150 7n14 $1159 7n15 $1159 7n16 $1186 7n17 $1148 7n
18 $1148 7n19 $1148 7n20 $1148 7n21 $1148 7n22 $1148 7n23 $1148 7n24 —
25 —26 —27 —28 —29 —30 —31 $955 7n

No check-in: 1, 2, 4, 5, 6, 7, 8, 9, 11, 12, 13, 14, 15, 16, 18, 19, 20, 21, 22, 23

No check-out: 1, 2, 4, 5, 6, 7, 8, 9, 11, 12, 13, 14, 15, 16, 18, 19, 20, 21, 22, 23

August 2027$550–$957/night · 100% open
SuMoTuWeThFrSa
1 $955 7n2 $955 7n3 $955 7n4 $955 7n5 $955 7n6 $957 7n7 $717 7n
8 $670 7n9 $603 7n10 $591 7n11 $586 7n12 $577 7n13 $610 7n14 $897 7n
15 $897 7n16 $897 7n17 $897 7n18 $897 7n19 $897 7n20 $897 7n21 $560 7n
22 $550 7n23 $550 7n24 $550 7n25 $550 7n26 $550 7n27 $550 7n28 $600 7n
29 $600 7n30 $600 7n31 $600 7n

No check-in: 1, 2, 3, 4, 5, 6, 8, 9, 10, 11, 12, 13

No check-out: 1, 2, 3, 4, 5, 6, 8, 9, 10, 11, 12, 13

September 2027$550–$873/night · 100% open
SuMoTuWeThFrSa
1 $600 7n2 $600 7n3 $852 7n4 $753 7n
5 $758 7n6 $556 7n7 $550 7n8 $550 7n9 $550 7n10 $550 7n11 $601 7n
12 $601 7n13 $601 7n14 $601 7n15 $601 7n16 $601 7n17 $658 7n18 $871 7n
19 $871 7n20 $871 7n21 $871 7n22 $871 7n23 $871 7n24 $873 7n25 $568 7n
26 $550 7n27 $550 7n28 $550 7n29 $550 7n30 $550 7n

Rates updated: October 13, 2026