Caribbean Dream

Holmes Beach, FL

5 bedrooms · 4.5 baths · Sleeps 10

From $285/night

Availability

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.

DateNightly rateAvailabilityMinimum stay
$285Available7
$285Available7
$285Available7
$285Available7
$285Available7
$322Available7
$299Available7
$285Available7
$285Available7
$285Available7
$285Available7
$285Available7
$383Available7
—Not available7
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$494Available7
$331Available7
$288Available7
$285Available7
$285Available7
$299Available7
$357Available7
$328Available7
—Not available7
—Not available7
—Not available7
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$302Available7
$288Available7
$288Available7
$292Available7
$314Available7
$343Available7
$659Available7
$705Available7
$706Available7
$758Available7
$891Available7
$1075Available7
$1473Available7
—Not available7
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$459Available7
$437Available7
$421Available7
$417Available7
$430Available7
$457Available7
$479Available7
$514Available7
$486Available7
$477Available7
$473Available7
$467Available7
$488Available7
$503Available7
$519Available7
$501Available7
$490Available7
$486Available7
$497Available7
$524Available7
$545Available7
$965Available7
$840Available7
$840Available7
$840Available7
$840Available7
$840Available7
$925Available7
$983Available7
$983Available7
$983Available7
$983Available7
$983Available7
$983Available7
$985Available7
$1273Available7
$946Available7
$929Available7
$944Available7
$897Available7
$969Available7
$1005Available7
$988Available7
$949Available7
$914Available7
$906Available7
$911Available7
$950Available7
$992Available7
$1067Available7
$1067Available7
$1067Available7
$1067Available7
$1067Available7
$1067Available7
$1071Available7
$1196Available7
$1169Available7
$1153Available7
$1152Available7
$1194Available7
$1293Available7
$1339Available7
$1334Available7
$1378Available7
$1417Available7
$1434Available7
$1436Available7
$1376Available7
$1350Available7
—Not available7
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$1547Available7
$1288Available7
$1288Available7
$1288Available7
$1288Available7
$1288Available7
$1288Available7
—Not available7
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$935Available7
$839Available7
$839Available7
$839Available7
$839Available7
$839Available7
$936Available7
$878Available7
$802Available7
$765Available7
$756Available7
$776Available7
$827Available7

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!

Amenities (92)

Photos (47)

For AI agents

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.