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

Upstay4 bedrooms4 bathsSleeps 12

Check Availability & Book Direct

Rates as of June 7, 2026

Pricing Summary

Nightly Rate
$309–$1739 /night
Cleaning Fee
$249 per stay
Pet Fee
$100 per stay
Min Stay
2 nights
Next Available
Jun 7

12-Month Rate Calendar

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

June 2026$532–$653/night · 33% open
SuMoTuWeThFrSa
7 $630 2n8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 $653 2n23 $575 2n24 $573 2n25 $532 2n26
27 28 $547 2n29 $598 2n30 $617 2n
July 2026$751–$1180/night · 26% open
SuMoTuWeThFrSa
1 2 3 4
5 $829 2n6 7 8 9 10 11
12 $751 2n13 $878 2n14 $805 2n15 $775 2n16 17 18
19 20 21 22 23 24 25
26 $837 2n27 28 29 30 $1006 2n31 $1180 2n
August 2026$371–$1183/night · 90% open
SuMoTuWeThFrSa
1 $1183 2n
2 $849 2n3 $774 2n4 $749 2n5 $753 2n6 $899 2n7 $1074 3n8
9 10 11 $518 2n12 $544 2n13 $673 2n14 $875 3n15 $842 3n
16 $526 2n17 $471 2n18 $433 2n19 $481 2n20 $578 2n21 $839 3n22 $830 3n
23 $502 2n24 $405 2n25 $371 2n26 $419 2n27 $499 2n28 $597 3n29 $738 3n
30 $509 2n31 $406 2n
September 2026$309–$1075/night · 100% open
SuMoTuWeThFrSa
1 $324 2n2 $351 2n3 $466 2n4 $1067 3n5 $1067 3n
6 $1075 2n7 $351 2n8 $313 2n9 $321 2n10 $420 2n11 $547 3n12 $545 3n
13 $424 2n14 $403 2n15 $403 2n16 $404 2n17 $434 2n18 $535 3n19 $539 3n
20 $400 2n21 $322 2n22 $309 2n23 $331 2n24 $408 2n25 $493 3n26 $498 3n
27 $373 2n28 $330 2n29 $322 2n30 $341 2n
October 2026$413–$595/night · 100% open
SuMoTuWeThFrSa
1 $414 2n2 $509 3n3 $519 3n
4 $413 2n5 $539 2n6 $539 2n7 $539 2n8 $539 2n9 $593 3n10 $593 3n
11 $595 2n12 $539 2n13 $539 2n14 $539 2n15 $539 2n16 $593 3n17 $593 3n
18 $539 2n19 $539 2n20 $539 2n21 $539 2n22 $539 2n23 $593 3n24 $593 3n
25 $539 2n26 $539 2n27 $539 2n28 $539 2n29 $539 2n30 $593 3n31 $593 3n
November 2026$539–$712/night · 100% open
SuMoTuWeThFrSa
1 $539 2n2 $539 2n3 $539 2n4 $539 2n5 $539 2n6 $593 3n7 $593 3n
8 $539 2n9 $539 2n10 $539 2n11 $539 2n12 $539 2n13 $593 3n14 $593 3n
15 $539 2n16 $539 2n17 $539 2n18 $539 2n19 $539 2n20 $593 3n21 $593 3n
22 $539 2n23 $539 2n24 $539 2n25 $574 2n26 $690 2n27 $712 3n28 $712 3n
29 $539 2n30 $539 2n
December 2026$539–$930/night · 100% open
SuMoTuWeThFrSa
1 $539 2n2 $539 2n3 $539 2n4 $593 3n5 $593 3n
6 $539 2n7 $539 2n8 $539 2n9 $539 2n10 $539 2n11 $593 3n12 $593 3n
13 $539 2n14 $539 2n15 $539 2n16 $539 2n17 $539 2n18 $593 3n19 $593 3n
20 $539 2n21 $554 2n22 $571 2n23 $680 2n24 $753 2n25 $775 3n26 $799 3n
27 $743 2n28 $679 2n29 $810 2n30 $919 2n31 $930 2n
January 2027$485–$942/night · 55% open
SuMoTuWeThFrSa
1 $942 3n2 $922 3n
3 $647 2n4 $625 2n5 $625 2n6 $485 2n7 $485 2n8 $534 2n9 $534 2n
10 $485 2n11 $485 2n12 $485 2n13 $485 2n14 $485 2n15 $593 2n16 $593 2n
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–$1739/night · 90% open
SuMoTuWeThFrSa
1 2 3 4 $759 3n5 $743 4n6 $780 4n
7 $783 3n8 $783 3n9 $826 3n10 $895 3n11 $1025 3n12 $1129 4n13 $991 4n
14 $850 3n15 $782 3n16 $1357 3n17 $1338 3n18 $1307 3n19 $1100 4n20 $1038 4n
21 $636 2n22 $595 2n23 $707 2n24 $732 2n25 $1078 3n26 $1739 4n27 $1737 4n
28 $1559 3n29 $539 2n30 $539 2n31 $539 2n
April 2027$539–$964/night · 100% open
SuMoTuWeThFrSa
1 $954 2n2 $964 3n3 $964 3n
4 $549 2n5 $539 2n6 $539 2n7 $539 2n8 $823 2n9 $686 3n10 $686 3n
11 $539 2n12 $539 2n13 $539 2n14 $539 2n15 $645 2n16 $680 3n17 $715 3n
18 $539 2n19 $539 2n20 $539 2n21 $564 2n22 $728 2n23 $729 3n24 $713 3n
25 $539 2n26 $539 2n27 $539 2n28 $728 2n29 $698 2n30 $646 3n
May 2027$539–$1269/night · 100% open
SuMoTuWeThFrSa
1 $646 3n
2 $539 2n3 $539 2n4 $539 2n5 $539 2n6 $667 2n7 $709 3n8 $709 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 $836 3n22 $865 3n
23 $735 3n24 $678 3n25 $703 3n26 $648 2n27 $883 2n28 $1269 3n29 $1218 3n
30 $1245 2n31 $614 2n

Rates updated: June 7, 2026