Two Sisters — Rates & Availability

Prime Vacations - Anna Maria Island3 bedrooms2 bathsSleeps 6

Check Availability & Book Direct

Rates as of October 9, 2026

Pricing Summary

Nightly Rate
$125–$618 /night
Min Stay
7 nights
Next Available
Oct 24

12-Month Rate Calendar

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

October 2026$126–$152/night · 33% open
SuMoTuWeThFrSa
8 —9 —10 —
11 —12 —13 —14 —15 —16 —17 —
18 —19 —20 —21 —22 —23 —24 $152 7n
25 $139 7n26 $138 7n27 $137 7n28 $137 7n29 $138 7n30 $149 7n31 $126 7n
November 2026$125–$153/night · 33% open
SuMoTuWeThFrSa
1 $130 7n2 $129 7n3 $130 7n4 $131 7n5 $136 7n6 $153 7n7 —
8 —9 —10 —11 —12 —13 —14 —
15 —16 —17 —18 —19 —20 $125 7n21 —
22 —23 —24 —25 —26 —27 —28 $131 7n
29 $125 7n30 $125 7n

No check-in: 20

No check-out: 20

December 2026$125–$371/night · 81% open
SuMoTuWeThFrSa
1 $125 7n2 $125 7n3 $125 7n4 $125 7n5 $125 7n
6 $125 7n7 $125 7n8 $125 7n9 $125 7n10 $125 7n11 $125 7n12 $125 7n
13 $125 7n14 $125 7n15 $125 7n16 $125 7n17 $125 7n18 $125 7n19 $211 7n
20 $214 7n21 $213 7n22 $215 7n23 $217 7n24 $227 7n25 $371 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$140–$283/night · 97% open
SuMoTuWeThFrSa
1 —2 $187 7n
3 $150 7n4 $140 7n5 $164 7n6 $164 7n7 $164 7n8 $196 7n9 $217 7n
10 $214 7n11 $210 7n12 $208 7n13 $210 7n14 $238 7n15 $238 7n16 $227 7n
17 $228 7n18 $228 7n19 $230 7n20 $204 7n21 $207 7n22 $214 7n23 $245 7n
24 $245 7n25 $245 7n26 $245 7n27 $245 7n28 $245 7n29 $245 7n30 $283 7n
31 $282 7n

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, 31

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, 31

February 2027$294–$469/night · 93% open
SuMoTuWeThFrSa
1 $297 7n2 $294 7n3 $304 7n4 $310 7n5 $319 7n6 $327 7n
7 $325 7n8 $325 7n9 $325 7n10 $335 7n11 $434 7n12 $435 7n13 $409 7n
14 $400 7n15 $400 7n16 $400 7n17 $400 7n18 $400 7n19 $410 7n20 $469 7n
21 $469 7n22 $469 7n23 $469 7n24 $469 7n25 $469 7n26 $469 7n27 —
28 —

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

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

March 2027$475–$618/night · 84% open
SuMoTuWeThFrSa
1 —2 —3 —4 —5 —6 $505 7n
7 $505 7n8 $505 7n9 $505 7n10 $505 7n11 $505 7n12 $505 7n13 $475 7n
14 $475 7n15 $475 7n16 $475 7n17 $475 7n18 $475 7n19 $475 7n20 $618 7n
21 $618 7n22 $618 7n23 $618 7n24 $618 7n25 $618 7n26 $618 7n27 $589 7n
28 $589 7n29 $589 7n30 $589 7n31 $589 7n

No check-in: 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 25, 26, 28, 29, 30, 31

No check-out: 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 25, 26, 28, 29, 30, 31

April 2027$247–$589/night · 77% open
SuMoTuWeThFrSa
1 $589 7n2 $588 7n3 $400 7n
4 $400 7n5 $400 7n6 $400 7n7 $400 7n8 $400 7n9 $400 7n10 —
11 —12 —13 —14 —15 —16 —17 $285 7n
18 $280 7n19 $277 7n20 $284 7n21 $276 7n22 $276 7n23 $280 7n24 $274 7n
25 $258 7n26 $254 7n27 $248 7n28 $247 7n29 $248 7n30 $269 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

May 2027$175–$384/night · 100% open
SuMoTuWeThFrSa
1 $226 7n
2 $189 7n3 $183 7n4 $204 7n5 $212 7n6 $221 7n7 $232 7n8 $192 7n
9 $182 7n10 $178 7n11 $175 7n12 $176 7n13 $267 7n14 $276 7n15 $294 7n
16 $277 7n17 $266 7n18 $258 7n19 $272 7n20 $380 7n21 $384 7n22 $312 7n
23 $313 7n24 $315 7n25 $317 7n26 $285 7n27 $290 7n28 $341 7n29 $315 7n
30 $289 7n31 $286 7n

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, 30, 31

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, 30, 31

June 2027$248–$315/night · 100% open
SuMoTuWeThFrSa
1 $280 7n2 $290 7n3 $300 7n4 $315 7n5 $256 7n
6 $248 7n7 $248 7n8 $248 7n9 $248 7n10 $249 7n11 $280 7n12 $285 7n
13 $279 7n14 $278 7n15 $276 7n16 $279 7n17 $284 7n18 $298 7n19 $257 7n
20 $254 7n21 $251 7n22 $250 7n23 $256 7n24 $259 7n25 $271 7n26 $281 7n
27 $273 7n28 $264 7n29 $266 7n30 $273 7n

No check-in: 1, 2, 3, 4, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 27, 28, 29, 30

No check-out: 1, 2, 3, 4, 6, 7, 8, 9, 10, 11, 13, 14, 15, 16, 17, 18, 20, 21, 22, 23, 24, 25, 27, 28, 29, 30

July 2027$283–$349/night · 10% open
SuMoTuWeThFrSa
1 $334 7n2 $349 7n3 —
4 —5 —6 —7 —8 —9 —10 —
11 —12 —13 —14 —15 —16 —17 —
18 —19 —20 —21 —22 —23 —24 —
25 —26 —27 —28 —29 —30 —31 $283 7n

No check-in: 1, 2

No check-out: 1, 2

August 2027$175–$250/night · 100% open
SuMoTuWeThFrSa
1 $250 7n2 $250 7n3 $250 7n4 $250 7n5 $250 7n6 $250 7n7 $222 7n
8 $211 7n9 $200 7n10 $200 7n11 $200 7n12 $200 7n13 $200 7n14 $175 7n
15 $175 7n16 $175 7n17 $175 7n18 $175 7n19 $175 7n20 $175 7n21 $175 7n
22 $175 7n23 $175 7n24 $175 7n25 $175 7n26 $175 7n27 $175 7n28 $182 7n
29 $175 7n30 $175 7n31 $175 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$125–$239/night · 100% open
SuMoTuWeThFrSa
1 $164 7n2 $164 7n3 $189 7n4 $239 7n
5 $238 7n6 $206 7n7 $205 7n8 $163 7n9 $164 7n10 $166 7n11 $164 7n
12 $160 7n13 $156 7n14 $153 7n15 $155 7n16 $156 7n17 $160 7n18 $174 7n
19 $168 7n20 $166 7n21 $165 7n22 $167 7n23 $171 7n24 $180 7n25 $125 7n
26 $125 7n27 $125 7n28 $125 7n29 $125 7n30 $125 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

Rates updated: October 9, 2026