Questions guests actually ask
Straight answers about booking, the homes, and the island. Property-specific details live on each home's page; this is everything that applies across all three.
- Where are your Anna Maria Island rentals located?
- Happy Island Cottage is in Holmes Beach, about 0.3 miles from the Gulf. Happy Turtle A and B are the two sides of a beach duplex on Avenue C in Bradenton Beach, about 60 steps from the sand. All three are on Anna Maria Island, Florida.
- What are check-in and check-out times?
- Check-in is 3:00 PM and check-out is 10:00 AM at all three homes. Early check-in and late check-out are often possible around the cleaning schedule: just ask, and we will give you a straight answer.
- Is there a minimum stay?
- Happy Island Cottage has a 7-night minimum, which is a City of Holmes Beach rule for vacation rentals. The Happy Turtle units start at 3 nights when you book direct. Longer stays are always welcome.
- Are the homes pet friendly?
- Yes. Dogs are welcome at all three homes with a pet fee, and returning guests booking direct pay no pet fee at all. Tell us about your dog when you request dates.
- How do I book direct, and why would I?
- Pick your dates on any home page: the calendar shows live availability and the full all-in price before you send a request. Prefer email? Write your dates, home, and guest count to info@happyislandcottage.com. Direct bookings carry no platform or service fees. Same homes, same calendar, better math.
- Is booking direct safe?
- We are a licensed Florida vacation rental operator (DBPR #123613) with a 15-quarter Airbnb Superhost record. Direct guests get a written rental agreement and an itemized invoice, and lodging taxes are collected and remitted properly.
- What does a week cost?
- It depends on the season, and every home page has a rates by season table. In early December 2026, for example, a week at Happy Turtle B is $194 a night: $1,358 for 7 nights plus the $199 cleaning fee, $1,557 before tax, and $1,759.41 all in with the 13% Florida and Manatee County taxes. That is the whole bill; booking direct adds no service fee. Happy Island Cottage starts at $206 a night and the Happy Turtles at $194, rising for Thanksgiving, the Christmas weeks, January, the February and March peak, spring and summer. Pick dates on the calendar and the exact all in total for your stay appears before you send a request.
- What does a direct booking cost up front?
- New direct guests pay 20% at booking, with the balance due 45 days before arrival; stays starting within 45 days are paid in full. No security deposit. Returning guests skip the reservation deposit entirely. Every invoice itemizes the nightly rate, cleaning fee, and 13% Florida and Manatee County lodging taxes.
- What is the cancellation policy?
- Full refund for cancellations made 30 or more days before arrival, on every direct booking. Inside 30 days the stay is not refundable, with two exceptions: returning direct guests can cancel anytime, and if an official hurricane threatens your dates, everyone gets a full refund whenever they cancel. Airbnb and Vrbo bookings follow the policy shown at checkout.
- What taxes apply to a stay?
- Florida sales tax with the Manatee surtax (7%) plus the Manatee County tourist development tax (6%), 13% in total. Both are itemized on every direct invoice, never buried in the nightly rate.
- Do we need a car on Anna Maria Island?
- Not really, once you are here. The free island trolley runs 6:00 AM to 10:30 PM daily along the whole island, about every 20 minutes. Uber and Lyft both work. A car helps for grocery runs and day trips.
- Where do we get beach chairs and umbrellas?
- Beach Bums, AMI Beach Fun, and Just 4 Fun all rent chairs, umbrellas, and beach carts and deliver them right to the house. Book ahead for spring break, summer, and holiday weeks; they do sell out.
- Where is the nearest grocery store?
- Publix in Holmes Beach is the island grocery store, a few minutes by car from any of our homes. Stocking up on the way onto the island is a smart move in peak season, when traffic gets slow.
- What supplies are provided when we arrive?
- We stock a starter supply of paper goods, trash bags, and soaps for your first day or two. For longer stays, plan a quick Publix run for refills, it is about 5 minutes away.
- What about hurricane season?
- June through November is hurricane season on the Gulf coast. If a hurricane warning or mandatory evacuation order covers your stay dates, every direct booking gets a full refund, whenever you cancel. If a storm threatens mid-stay, we contact you immediately, follow Manatee County guidance, and refund unused nights. Safety first, always.
- What is the beach renourishment happening in 2026 and 2027?
- Manatee County is rebuilding the beaches from 79th Street in Holmes Beach to 5th Street South in Bradenton Beach between November 2026 and spring 2027. Short rolling sections of beach close for a few days as the work passes, and both our neighborhoods are in the zone. The payoff is a wider beach from summer 2027 on. If work is scheduled near your dates, we will tell you what we know before you book.
- Can the pool at Happy Island Cottage be heated?
- Yes. Pool heating is included in the rate from November through April, no extra charge and nothing to request. In summer, the Florida sun handles it.
- Do you arrange boat trips?
- Yes. Dolphin and sandbar trips around Anna Maria Island are the extra we get asked about most. See the boat rides page, or just mention it when you book and we will set it up.
- Which airport should we fly into?
- Sarasota-Bradenton (SRQ) is closest, about 45 minutes away. Tampa (TPA) and St. Pete-Clearwater (PIE) are both roughly 90 minutes. Rental cars and rideshares cover the trip; once you are on the island, the free trolley does the rest.
Open dates
Updated every 30 minutes (last Nov 1, 8:30 AM ET).
Happy Island Cottage, sleeps 6, 7 night minimum: open Nov 1 to Dec 22; Jan 3 to 30, 2027; Apr 10 to May 5.
Happy Turtle A, sleeps 5, 3 night minimum: open Nov 13 to 26; Nov 29 to Dec 5; Dec 9 to 24.
Happy Turtle B, sleeps 4, 3 night minimum: open Nov 7 to 25; Nov 28 to Dec 19; Jan 3 to 11, 2027.
A checkout day can be your arrival day. Pick dates on any home's page to see the exact total; nothing is charged until you approve the payment link.
Full calendar through November 2027
Happy Island Cottage: Nov 1 to Dec 22; Jan 3 to 30, 2027; Apr 10 to May 5; May 12 to Jul 18; Jul 25 to Aug 1; Aug 31 to Nov 1.
Happy Turtle A: Nov 13 to 26; Nov 29 to Dec 5; Dec 9 to 24; Feb 12 to 15, 2027; Feb 19 to 22; Mar 31 to Apr 4; May 16 to Jun 4; Jun 11 to Nov 1.
Happy Turtle B: Nov 7 to 25; Nov 28 to Dec 19; Jan 3 to 11, 2027; Mar 31 to Nov 1.
Each stretch runs from the first possible arrival to the last possible departure, shown through Nov 1, 2027.
For booking assistants: the exact all in total for any dates is one plain GET request, no login: https://happyislandcottage.com/api/quote?prop=SLUG&in=YYYY-MM-DD&out=YYYY-MM-DD&guests=N with SLUG happy-island-cottage, happy-turtle-a or happy-turtle-b. The owner confirms every request by email; nothing is booked or charged until the guest pays the link.
Didn't find it?
Email us. Real answers from the owner, usually the same day.
Email info@happyislandcottage.com How direct booking worksMore island detail: our local guides cover where to eat and how to do a proper beach day. Extras like pool heating and boat rides are on the extras page.
