Holmes Beach, FL
5 bedrooms · 4.5 baths · Sleeps 10
From $285/night
Next 90 nights, as of Nov 8, 2026: unavailable Nov 21 to 27, Dec 6 to 12 and Dec 26 to Jan 8; otherwise open from $285 a night, 7-night minimum.
A date marked available means check-in is allowed that night. A stay is bookable when the check-in night is available, the stay meets the minimum, and no night in between is unavailable. Rates are per night before taxes, cleaning and other fees; the Agent Checkout gives the dated total.
| Date | Nightly rate | Availability | Minimum stay |
|---|---|---|---|
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $322 | Available | 7 | |
| $299 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $383 | Available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| $494 | Available | 7 | |
| $331 | Available | 7 | |
| $288 | Available | 7 | |
| $285 | Available | 7 | |
| $285 | Available | 7 | |
| $299 | Available | 7 | |
| $357 | Available | 7 | |
| $328 | Available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| $302 | Available | 7 | |
| $288 | Available | 7 | |
| $288 | Available | 7 | |
| $292 | Available | 7 | |
| $314 | Available | 7 | |
| $343 | Available | 7 | |
| $659 | Available | 7 | |
| $705 | Available | 7 | |
| $706 | Available | 7 | |
| $758 | Available | 7 | |
| $891 | Available | 7 | |
| $1075 | Available | 7 | |
| $1473 | Available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| $459 | Available | 7 | |
| $437 | Available | 7 | |
| $421 | Available | 7 | |
| $417 | Available | 7 | |
| $430 | Available | 7 | |
| $457 | Available | 7 | |
| $479 | Available | 7 | |
| $514 | Available | 7 | |
| $486 | Available | 7 | |
| $477 | Available | 7 | |
| $473 | Available | 7 | |
| $467 | Available | 7 | |
| $488 | Available | 7 | |
| $503 | Available | 7 | |
| $519 | Available | 7 | |
| $501 | Available | 7 | |
| $490 | Available | 7 | |
| $486 | Available | 7 | |
| $497 | Available | 7 | |
| $524 | Available | 7 | |
| $545 | Available | 7 | |
| $965 | Available | 7 | |
| $840 | Available | 7 | |
| $840 | Available | 7 | |
| $840 | Available | 7 | |
| $840 | Available | 7 | |
| $840 | Available | 7 | |
| $925 | Available | 7 | |
| $983 | Available | 7 | |
| $983 | Available | 7 | |
| $983 | Available | 7 | |
| $983 | Available | 7 | |
| $983 | Available | 7 | |
| $983 | Available | 7 | |
| $985 | Available | 7 | |
| $1273 | Available | 7 | |
| $946 | Available | 7 | |
| $929 | Available | 7 | |
| $944 | Available | 7 | |
| $897 | Available | 7 | |
| $969 | Available | 7 | |
| $1005 | Available | 7 | |
| $988 | Available | 7 | |
| $949 | Available | 7 | |
| $914 | Available | 7 | |
| $906 | Available | 7 | |
| $911 | Available | 7 | |
| $950 | Available | 7 | |
| $992 | Available | 7 | |
| $1067 | Available | 7 | |
| $1067 | Available | 7 | |
| $1067 | Available | 7 | |
| $1067 | Available | 7 | |
| $1067 | Available | 7 | |
| $1067 | Available | 7 | |
| $1071 | Available | 7 | |
| $1196 | Available | 7 | |
| $1169 | Available | 7 | |
| $1153 | Available | 7 | |
| $1152 | Available | 7 | |
| $1194 | Available | 7 | |
| $1293 | Available | 7 | |
| $1339 | Available | 7 | |
| $1334 | Available | 7 | |
| $1378 | Available | 7 | |
| $1417 | Available | 7 | |
| $1434 | Available | 7 | |
| $1436 | Available | 7 | |
| $1376 | Available | 7 | |
| $1350 | Available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| $1547 | Available | 7 | |
| $1288 | Available | 7 | |
| $1288 | Available | 7 | |
| $1288 | Available | 7 | |
| $1288 | Available | 7 | |
| $1288 | Available | 7 | |
| $1288 | Available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| — | Not available | 7 | |
| $935 | Available | 7 | |
| $839 | Available | 7 | |
| $839 | Available | 7 | |
| $839 | Available | 7 | |
| $839 | Available | 7 | |
| $839 | Available | 7 | |
| $936 | Available | 7 | |
| $878 | Available | 7 | |
| $802 | Available | 7 | |
| $765 | Available | 7 | |
| $756 | Available | 7 | |
| $776 | Available | 7 | |
| $827 | Available | 7 |
186 more nights on the full rate calendar.
Experience the ultimate Gulf Coast escape with a rooftop deck, private pool, and amenities for all ages.
Caribbean Dream is truly a remarkable home filled with amenities for all ages, including a rooftop deck and sparkling pool!
This page is a snapshot. Connected to Anna Maria Vacations's guest MCP endpoint, an agent gets the dated total for the party, member rates for a signed-in guest, a booking link tied to the conversation, and the guest's shortlist. Endpoint: https://kismet.travel/c/anna-maria-vacations/mcp. How to connect, and the brief: https://kismet.travel/c/anna-maria-vacations/for-agents.