Ocean Overlook — Rates & Availability

Prime Vacations - Siesta Key8 bedrooms9 bathsSleeps 18

Check Availability & Book Direct

Rates as of October 6, 2026

Pricing Summary

Nightly Rate
$925–$4902 /night
Min Stay
2 nights
Next Available
Oct 14

12-Month Rate Calendar

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

October 2026$925–$1464/night · 27% open
SuMoTuWeThFrSa
6 —7 —8 —
9 —10 —11 —12 —13 —14 $925 2n15 —
16 —17 —18 —19 $925 2n20 $1022 3n21 $1037 3n22 $1169 3n
23 $1464 3n24 —25 —26 —27 —28 —29 —
30 —31 $1402 3n
November 2026$1135–$1501/night · 27% open
SuMoTuWeThFrSa
1 $1201 3n2 $1189 3n3 $1160 3n4 $1174 3n5 —6 —7 —
8 —9 —10 $1135 3n11 $1233 3n12 $1264 3n13 $1501 3n14 —
15 —16 —17 —18 —19 —20 —21 —
22 —23 —24 —25 —26 —27 —28 —
29 —30 —
December 2026$925–$1500/night · 23% open
SuMoTuWeThFrSa
1 —2 —3 —4 —5 —
6 —7 —8 $925 2n9 $950 2n10 —11 —12 —
13 —14 $1095 4n15 $1036 4n16 $1073 4n17 $1255 4n18 $1500 4n19 —
20 —21 —22 —23 —24 —25 —26 —
27 —28 —29 —30 —31 —
January 2027$1546–$2345/night · 97% open
SuMoTuWeThFrSa
1 —2 $2345 4n
3 $1787 4n4 $1717 4n5 $1596 4n6 $1582 4n7 $1753 4n8 $2029 4n9 $2003 4n
10 $1696 4n11 $1645 4n12 $1546 4n13 $1580 4n14 $1824 4n15 $2012 4n16 $2047 4n
17 $1786 4n18 $1743 4n19 $1657 4n20 $1616 4n21 $1794 4n22 $2074 4n23 $2117 4n
24 $1809 4n25 $1779 4n26 $1701 4n27 $1745 4n28 $1948 4n29 $2281 4n30 $2339 4n
31 $2026 4n
February 2027$1922–$3512/night · 100% open
SuMoTuWeThFrSa
1 $2002 4n2 $1922 4n3 $2057 4n4 $2338 4n5 $2787 4n6 $2878 4n
7 $2534 4n8 $2483 4n9 $2359 4n10 $2440 4n11 $2818 4n12 $3234 4n13 $3280 7n
14 $3010 7n15 $3442 7n16 $2980 7n17 $3115 7n18 $3068 7n19 $3512 7n20 $3505 7n
21 $2965 7n22 $2888 7n23 $2693 7n24 $2747 7n25 $3006 7n26 $3487 7n27 $3489 7n
28 $2984 7n

No check-in: 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 25, 26, 28

No check-out: 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 25, 26, 28

March 2027$2778–$3827/night · 81% open
SuMoTuWeThFrSa
1 $2909 7n2 $2778 7n3 $2814 7n4 $3146 7n5 $3622 7n6 $3592 7n
7 $3097 7n8 $3012 7n9 $2851 7n10 $2903 7n11 $3239 7n12 $3768 7n13 $3789 7n
14 $3256 7n15 $3149 7n16 $2956 7n17 $2984 7n18 $3308 7n19 $3827 7n20 $3777 7n
21 $3238 7n22 $3156 7n23 $2999 7n24 $3052 7n25 $3463 7n26 —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, 21, 22, 23, 24, 25

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

April 2027$1658–$4629/night · 80% open
SuMoTuWeThFrSa
1 —2 —3 —
4 $4629 4n5 $4629 4n6 $4629 4n7 $4629 4n8 $4629 4n9 $4629 4n10 $4485 4n
11 $2768 4n12 $2768 4n13 $2768 4n14 $2768 4n15 $2768 4n16 $3083 4n17 $2516 4n
18 $2121 4n19 $2467 4n20 $2467 4n21 $2837 4n22 $2837 4n23 $2527 4n24 $2469 4n
25 $1917 4n26 $1822 4n27 $1658 4n28 —29 —30 —
May 2027$1463–$4902/night · 74% open
SuMoTuWeThFrSa
1 —
2 —3 —4 —5 $1523 4n6 $1674 4n7 $1983 4n8 $1983 4n
9 $2512 4n10 $1561 4n11 $1463 4n12 $1496 4n13 $1651 4n14 $1918 4n15 $1918 4n
16 $1628 4n17 $1566 4n18 $1474 4n19 $1511 4n20 $3973 4n21 $4902 4n22 $4902 4n
23 $1664 4n24 $1795 4n25 $1713 4n26 $1720 4n27 $1812 4n28 —29 —
30 —31 —
June 2027$2294–$2712/night · 30% open
SuMoTuWeThFrSa
1 $2294 2n2 $2294 2n3 $2294 2n4 $2294 2n5 —
6 —7 —8 —9 —10 —11 —12 —
13 —14 —15 —16 —17 —18 —19 —
20 —21 —22 —23 —24 —25 —26 $2447 7n
27 $2712 7n28 $2686 7n29 $2515 7n30 $2464 7n

No check-in: 27, 28, 29, 30

No check-out: 1, 2, 3, 4, 27, 28, 29, 30

July 2027$2088–$3910/night · 77% open
SuMoTuWeThFrSa
1 $3218 7n2 $3291 7n3 $3910 7n
4 $2829 7n5 $2290 7n6 $2088 7n7 $2109 7n8 $2272 7n9 $2534 7n10 $2382 7n
11 $2302 7n12 $2302 7n13 $2302 7n14 $2302 7n15 $2302 7n16 $2303 7n17 —
18 —19 —20 —21 —22 —23 —24 $2695 7n
25 $2380 7n26 $2326 7n27 $2278 7n28 $2322 7n29 $2530 7n30 $2110 7n31 $2490 7n

No check-in: 1, 2, 4, 5, 6, 7, 8, 9, 11, 12, 13, 14, 15, 16, 25, 26, 27, 28, 29, 30

No check-out: 1, 2, 4, 5, 6, 7, 8, 9, 11, 12, 13, 14, 15, 16, 25, 26, 27, 28, 29, 30

August 2027$1145–$2559/night · 100% open
SuMoTuWeThFrSa
1 $2490 7n2 $2490 7n3 $2490 7n4 $2490 7n5 $2490 7n6 $2490 7n7 $1919 7n
8 $1617 7n9 $1455 7n10 $1393 7n11 $1497 7n12 $1556 7n13 $1688 7n14 $1681 4n
15 $1631 4n16 $1322 4n17 $1212 4n18 $1609 4n19 $1650 4n20 $1764 4n21 $1753 4n
22 $1609 4n23 $1229 4n24 $1145 4n25 $1180 4n26 $1316 4n27 $1533 4n28 $1520 4n
29 $2559 4n30 $1525 4n31 $1593 4n

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$1058–$1806/night · 87% open
SuMoTuWeThFrSa
1 $1593 4n2 $1416 4n3 $1587 4n4 $1624 3n
5 $1489 3n6 $1488 3n7 $1321 3n8 $1108 3n9 $1260 3n10 $1449 3n11 —
12 —13 —14 —15 $1080 3n16 $1666 3n17 $1787 3n18 $1797 3n
19 $1642 3n20 $1159 3n21 $1133 3n22 $1180 3n23 $1260 3n24 $1471 3n25 $1483 3n
26 $1354 3n27 $1132 3n28 $1058 3n29 $1096 3n30 $1806 3n

Rates updated: October 6, 2026