Montego Bay

Anna Maria, FL

5 bedrooms · 4 baths · Sleeps 12

From $450/night

Availability

Next 90 nights, as of Nov 8, 2026: unavailable Nov 8 to 13, Nov 21 to 27 and Dec 26 to Jan 1; otherwise open from $450 a night, 3-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
—Not available3
—Not available4
—Not available4
—Not available4
—Not available4
—Not available4
$515Available4
$450Available4
$450Available4
$450Available4
$450Available3
$450Available3
$549Available3
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
$668Available4
$450Available4
$450Available4
$450Available4
$450Available4
$450Available4
$529Available4
$566Available4
$450Available4
$450Available4
$450Available4
$450Available4
$450Available4
$561Available4
$538Available4
$450Available4
$450Available4
$450Available4
$450Available4
$450Available4
$630Available4
$1295Available5
$1295Available5
$1295Available5
$1295Available5
$1295Available5
$1295Available5
$1295Available5
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
$812Available4
$676Available4
$614Available4
$580Available4
$558Available4
$577Available4
$637Available4
$621Available4
$539Available4
$519Available4
$514Available4
$529Available4
$563Available4
$690Available4
$892Available4
$918Available4
$829Available4
$830Available4
$712Available4
$756Available4
$830Available4
$814Available4
$715Available4
$699Available4
$692Available4
$708Available4
$747Available5
$853Available5
$964Available5
$856Available5
$841Available5
$844Available5
$908Available5
$978Available5
$1119Available5
$1095Available5
$1000Available5
$1013Available5
$1009Available5
$1066Available5
$1280Available5
$1464Available5
$1635Available7
$1533Available7
$1505Available7
$1415Available7
$1346Available7
$1454Available7
$1659Available7
$1630Available7
$1423Available7
$1371Available7
$1359Available7
$1366Available7
$1426Available7
$1637Available7
$1493Available7
$1325Available7
$1327Available7
$1320Available7
$1344Available7
$1405Available7
$1594Available7
$1472Available7
$1309Available7
$1290Available7
$1290Available7
$1337Available7
$1446Available7
$1649Available7
$1679Available7
$1667Available7
$1691Available7
$1680Available7
$1684Available7
$1683Available7
$1696Available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
—Not available7
$2054Available5
$2115Available5
$2274Available5
$1929Available5
$2003Available5
$1934Available5
$1864Available5
$1368Available5
$1188Available5
$1125Available5
—Not available5
—Not available5
—Not available5
—Not available5
—Not available5
$1214Available5
$1225Available5
$1282Available5
$1173Available5
$1173Available5
$1279Available5
$1185Available5
$1098Available5
$1025Available5
$986Available5
$1012Available5
$1074Available5
$1118Available5
$1402Available5
$1267Available5
$1267Available5
$1267Available5
$1267Available5
$846Available5

186 more nights on the full rate calendar.

Luxurious Anna Maria Island escape with private pool, Gulf views, and prime beach access.

Welcome to Montego Bay! This 5 bed, 4 bath home is perfect for your family or group of friends.

Amenities (97)

Photos (48)

For AI agents

This page is a snapshot. Connected to Prime Vacations - Anna Maria Island'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/prime-vacations-anna-maria-island/mcp. How to connect, and the brief: https://kismet.travel/c/prime-vacations-anna-maria-island/for-agents.