Simply Chic — Rates & Availability

Prime Vacations - Anna Maria Island4 bedrooms3 bathsSleeps 8

Check Availability & Book Direct

Rates as of November 8, 2026

Pricing Summary

Nightly Rate
$300–$1336 /night
Min Stay
7 nights
Next Available
Nov 14

12-Month Rate Calendar

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

November 2026$320–$320/night · 29% open
SuMoTuWeThFrSa
7 —8 —9 —10 —11 —12 —13 —
14 $320 7n15 $320 7n16 $320 7n17 $320 7n18 $320 7n19 $320 7n20 $320 7n
21 —22 —23 —24 —25 —26 —27 —
28 —29 —30 —
December 2026$300–$534/night · 68% open
SuMoTuWeThFrSa
1 —2 —3 —4 —5 $300 7n
6 $300 7n7 $300 7n8 $300 7n9 $300 7n10 $300 7n11 $300 7n12 $300 7n
13 $300 7n14 $300 7n15 $300 7n16 $300 7n17 $300 7n18 $300 7n19 $359 7n
20 $374 7n21 $382 7n22 $394 7n23 $450 7n24 $480 7n25 $534 7n26 —
27 —28 —29 —30 —31 —

No check-in: 9, 10, 11, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25

No check-out: 9, 10, 11, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24

January 2027$300–$465/night · 90% open
SuMoTuWeThFrSa
1 —2 $383 7n
3 $334 7n4 $304 7n5 $300 7n6 $300 7n7 $300 7n8 $300 7n9 $308 7n
10 $300 7n11 $300 7n12 $300 7n13 $300 7n14 $306 7n15 $322 7n16 $313 7n
17 $300 7n18 $300 7n19 $300 7n20 $300 7n21 $300 7n22 $306 7n23 $439 7n
24 $423 7n25 $412 7n26 $410 7n27 $424 7n28 $447 7n29 $465 7n30 —
31 —

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

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

February 2027$805–$825/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 $825 7n
28 $805 7n

No check-in: 28

No check-out: 28

March 2027$802–$1336/night · 39% open
SuMoTuWeThFrSa
1 $806 7n2 $802 7n3 $815 7n4 $853 7n5 $880 7n6 —
7 —8 —9 —10 —11 —12 —13 —
14 —15 —16 —17 —18 —19 —20 $1152 7n
21 $1151 7n22 $1169 7n23 $1200 7n24 $1253 7n25 $1308 7n26 $1336 7n27 —
28 —29 —30 —31 —

No check-in: 1, 2, 3, 4, 5, 21, 22, 23, 24, 25, 26

No check-out: 1, 2, 3, 4, 5, 21, 22, 23, 24, 25, 26

April 2027$597–$690/night · 47% open
SuMoTuWeThFrSa
1 —2 —3 —
4 —5 —6 —7 —8 —9 —10 —
11 —12 —13 —14 —15 —16 —17 $666 7n
18 $666 7n19 $666 7n20 $666 7n21 $666 7n22 $666 7n23 $597 7n24 $690 7n
25 $637 7n26 $637 7n27 $637 7n28 $637 7n29 $637 7n30 $689 7n

No check-in: 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30

No check-out: 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30

May 2027$490–$747/night · 55% open
SuMoTuWeThFrSa
1 —
2 —3 —4 —5 —6 —7 —8 —
9 —10 —11 —12 —13 —14 —15 $500 7n
16 $495 7n17 $493 7n18 $490 7n19 $500 7n20 $588 7n21 $593 7n22 $704 7n
23 $710 7n24 $715 7n25 $721 7n26 $622 7n27 $634 7n28 $747 7n29 $695 7n
30 $635 7n31 $678 7n

No check-in: 16, 17, 18, 19, 20, 21, 23, 24, 25, 26, 27, 28, 30, 31

No check-out: 16, 17, 18, 19, 20, 21, 23, 24, 25, 26, 27, 28, 30, 31

June 2027$663–$834/night · 77% open
SuMoTuWeThFrSa
1 $676 7n2 $680 7n3 $705 7n4 $768 7n5 $797 7n
6 $730 7n7 $723 7n8 $725 7n9 $725 7n10 $732 7n11 $796 7n12 $687 7n
13 $675 7n14 $669 7n15 $663 7n16 $674 7n17 $681 7n18 $700 7n19 —
20 —21 —22 —23 —24 —25 —26 $791 7n
27 $803 7n28 $810 7n29 $823 7n30 $834 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$515–$914/night · 77% open
SuMoTuWeThFrSa
1 $904 7n2 $914 7n3 $825 7n
4 $826 7n5 $804 7n6 $793 7n7 $810 7n8 $821 7n9 $829 7n10 —
11 —12 —13 —14 —15 —16 —17 $690 7n
18 $660 7n19 $660 7n20 $660 7n21 $660 7n22 $676 7n23 $668 7n24 $665 7n
25 $662 7n26 $653 7n27 $635 7n28 $628 7n29 $629 7n30 $623 7n31 $515 7n

No check-in: 1, 2, 4, 5, 6, 7, 8, 9, 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30

No check-out: 1, 2, 4, 5, 6, 7, 8, 9, 18, 19, 20, 21, 22, 23, 25, 26, 27, 28, 29, 30

August 2027$350–$536/night · 100% open
SuMoTuWeThFrSa
1 $503 7n2 $493 7n3 $484 7n4 $488 7n5 $489 7n6 $490 7n7 $536 7n
8 $498 7n9 $467 7n10 $452 7n11 $437 7n12 $437 7n13 $427 7n14 $438 7n
15 $427 7n16 $419 7n17 $411 7n18 $413 7n19 $414 7n20 $421 7n21 $350 7n
22 $350 7n23 $350 7n24 $350 7n25 $350 7n26 $350 7n27 $350 7n28 $350 7n
29 $350 7n30 $350 7n31 $350 7n

No check-in: 1, 2, 3, 4, 5, 6, 8, 9, 10, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 26, 27, 29, 30, 31

No check-out: 1, 2, 3, 4, 5, 6, 8, 9, 10, 11, 12, 13, 15, 16, 17, 18, 19, 20, 22, 23, 24, 25, 26, 27, 29, 30, 31

September 2027$330–$421/night · 100% open
SuMoTuWeThFrSa
1 $350 7n2 $350 7n3 $330 7n4 $390 7n
5 $411 7n6 $357 7n7 $357 7n8 $357 7n9 $357 7n10 $397 7n11 $377 7n
12 $339 7n13 $339 7n14 $339 7n15 $339 7n16 $339 7n17 $374 7n18 $421 7n
19 $381 7n20 $381 7n21 $381 7n22 $381 7n23 $381 7n24 $418 7n25 $372 7n
26 $367 7n27 $364 7n28 $361 7n29 $367 7n30 $371 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$377–$543/night · 77% open
SuMoTuWeThFrSa
1 $377 7n2 $415 7n
3 $415 7n4 $415 7n5 $415 7n6 $415 7n7 $415 7n8 $415 7n9 $543 7n
10 $476 7n11 $476 7n12 $476 7n13 $476 7n14 $476 7n15 $543 7n16 —
17 —18 —19 —20 —21 —22 —23 $506 7n
24 $456 7n25 $456 7n26 $456 7n27 $456 7n28 $456 7n29 $504 7n30 $491 7n
31 $421 7n

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

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

Rates updated: November 8, 2026