Upstay: Island Retreat w Private Pool & Bay View — Rates & Availability

Upstay4 bedrooms4 bathsSleeps 12

Check Availability & Book Direct

Rates as of July 28, 2026

Pricing Summary

Nightly Rate
$250–$2057 /night
Cleaning Fee
$249 per stay
Pet Fee
$100 per stay
Min Stay
2 nights
Next Available
Aug 2

12-Month Rate Calendar

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

July 20260% open
SuMoTuWeThFrSa
28 29 30 31
August 2026$268–$727/night · 58% open
SuMoTuWeThFrSa
1
2 $478 2n3 $380 2n4 $378 2n5 6 7 8
9 10 11 $581 2n12 $516 2n13 $584 2n14 15
16 $405 2n17 $373 2n18 $339 2n19 $370 2n20 $435 2n21 $727 2n22
23 24 $327 2n25 $297 2n26 $328 2n27 $367 2n28 29
30 $316 2n31 $268 2n
September 2026$250–$1002/night · 87% open
SuMoTuWeThFrSa
1 $250 2n2 $265 2n3 $365 2n4 $995 2n5 $1002 2n
6 $846 2n7 $367 2n8 $262 2n9 10 11 12
13 $350 2n14 $283 2n15 $351 2n16 $356 2n17 $355 2n18 $526 2n19 $532 2n
20 $341 2n21 $282 2n22 $268 2n23 $280 2n24 $359 2n25 $475 3n26 $521 3n
27 $349 2n28 $300 2n29 $292 2n30 $309 2n
October 2026$321–$584/night · 100% open
SuMoTuWeThFrSa
1 $351 2n2 $482 3n3 $492 3n
4 $416 2n5 $414 2n6 $414 2n7 $417 2n8 $425 2n9 $570 3n10 $584 3n
11 $574 2n12 $394 2n13 $389 2n14 $402 2n15 $424 2n16 $509 3n17 $479 3n
18 $385 2n19 $377 2n20 $372 2n21 $373 2n22 $383 2n23 $475 3n24 $446 3n
25 $347 2n26 $321 2n27 $323 2n28 $335 2n29 $357 2n30 $424 3n31 $414 3n
November 2026$289–$672/night · 100% open
SuMoTuWeThFrSa
1 $324 2n2 $301 2n3 $289 2n4 $297 2n5 $322 2n6 $398 3n7 $407 3n
8 $323 2n9 $293 2n10 $350 2n11 $369 2n12 $383 2n13 $411 3n14 $422 3n
15 $359 2n16 $364 2n17 $359 2n18 $363 2n19 $364 2n20 $428 3n21 $430 3n
22 $379 2n23 $396 2n24 $593 3n25 $641 3n26 $644 3n27 $672 3n28 $600 3n
29 $539 2n30 $539 2n
December 2026$539–$884/night · 100% open
SuMoTuWeThFrSa
1 $539 2n2 $539 2n3 $539 2n4 $593 2n5 $593 2n
6 $539 2n7 $539 2n8 $539 2n9 $539 2n10 $539 2n11 $593 2n12 $593 2n
13 $539 2n14 $539 2n15 $539 2n16 $539 2n17 $539 2n18 $593 3n19 $593 3n
20 $539 2n21 $559 2n22 $588 2n23 $647 2n24 $722 3n25 $765 3n26 $813 3n
27 $690 2n28 $697 2n29 $701 2n30 $878 3n31 $884 3n
January 2027$539–$813/night · 55% open
SuMoTuWeThFrSa
1 $813 3n2 $783 3n
3 $539 2n4 $539 2n5 $539 2n6 $539 2n7 $539 2n8 $593 2n9 $593 2n
10 $539 2n11 $539 2n12 $539 2n13 $539 2n14 $539 2n15 $652 3n16 $652 3n
17 $539 2n18 19 20 21 22 23
24 25 26 27 28 29 30
31
February 20270% 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
28
March 2027$539–$1604/night · 90% open
SuMoTuWeThFrSa
1 2 3 4 $601 2n5 $597 3n6 $615 3n
7 $783 2n8 $783 2n9 $786 2n10 $687 2n11 $813 2n12 $927 3n13 $829 3n
14 $782 2n15 $782 2n16 $1203 3n17 $1207 3n18 $1182 3n19 $1066 3n20 $1038 3n
21 $776 2n22 $607 2n23 $765 2n24 $754 2n25 $1009 3n26 $1572 3n27 $1604 3n
28 $1443 3n29 $539 2n30 $539 2n31 $539 2n
April 2027$539–$964/night · 100% open
SuMoTuWeThFrSa
1 $954 2n2 $964 3n3 $964 3n
4 $649 2n5 $539 2n6 $615 2n7 $567 2n8 $823 2n9 $763 3n10 $769 3n
11 $539 2n12 $539 2n13 $539 2n14 $539 2n15 $645 2n16 $747 3n17 $763 3n
18 $539 2n19 $539 2n20 $539 2n21 $564 2n22 $728 2n23 $782 3n24 $780 3n
25 $539 2n26 $539 2n27 $539 2n28 $728 2n29 $698 2n30 $694 3n
May 2027$539–$1519/night · 100% open
SuMoTuWeThFrSa
1 $675 3n
2 $539 2n3 $539 2n4 $539 2n5 $539 2n6 $667 2n7 $709 3n8 $728 3n
9 $933 2n10 $539 2n11 $539 2n12 $539 2n13 $667 2n14 $851 3n15 $851 3n
16 $765 2n17 $539 2n18 $539 2n19 $539 2n20 $883 2n21 $953 3n22 $958 3n
23 $685 2n24 $693 2n25 $573 2n26 $695 2n27 $883 3n28 $1519 3n29 $1463 3n
30 $1208 2n31 $742 2n
June 2027$670–$1514/night · 100% open
SuMoTuWeThFrSa
1 $739 2n2 $689 2n3 $774 2n4 $1116 3n5 $1161 3n
6 $729 2n7 $679 2n8 $670 2n9 $810 2n10 $894 2n11 $1363 3n12 $1340 3n
13 $1078 2n14 $912 2n15 $898 2n16 $929 2n17 $1514 3n18 $1426 3n19 $1390 3n
20 $922 2n21 $913 2n22 $928 2n23 $989 2n24 $1058 2n25 $1455 3n26 $1316 3n
27 $876 2n28 $755 2n29 $755 2n30 $1034 2n

Rates updated: July 28, 2026