Happy Place

A canalfront home in Holmes Beach with six bedrooms, space for up to 12 guests and a private screened pool. The separate guest apartment gives part of the group its own kitchen and living space. The listing requires a 30-night minimum stay.

Island Life Villa

Five bedrooms accommodate up to 10 guests across a main house and attached guest residence, rented together as one property. There are two kitchens, a waterfront deck and a heated pool. A seven-night minimum and seasonal arrival rules apply; check the calendar for your trip.

Happy Place includes a separate guest apartment. Island Life Villa combines a main house and attached guest residence, with two kitchens and living spaces. These arrangements can give part of your party more independence, but check how the spaces connect.

Ask which bedrooms are reached by stairs, where children will sleep and whether each household is comfortable with the layout. A property’s guest limit does not guarantee a separate bedroom for every couple or a single dining table seating everyone.

Happy Place requires at least 30 nights. Island Life Villa lists a seven-night minimum, with seasonal arrival rules. Agree on a workable length of stay before the group settles on a house.

The listings state parking limits of eight cars at Happy Place and four at Island Life Villa. Confirm the current arrangements, vehicle sizes and any trailer restrictions before planning several separate arrivals.

A larger home is not automatically an event venue. Do not plan a wedding, party or gathering beyond the permitted occupancy without explicit approval. Review the property’s rules for visitors, quiet hours and outdoor areas.

Give everyone the same arrival information and nominate one person to coordinate questions with the manager. For meals out, contact restaurants ahead of time about your party size. Our dining guide is a starting point, rather than confirmation that a venue can accommodate a particular group.