Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly

Top rated by guests
Happy Island Cottage - heated pool
Beach Toys!
Large Jet Bath in the master bathroom - Yeah!
Large master bathroom with a double sink vanity. Powerful hair dryer in one of the drawers.
2nd bathroom with a walk-in shower
review stars
10Outstanding
(98 Ratings)
"We loved the pool, especially our children! Was wonderful to have all the extra beach toys, chairs, umbrellas & the wagon! Was very helpful to have all those items for our beach days! Great location &..."
Malissa M.
Don't miss out! Price and availability may change
10 / 10
Outstanding(98 Ratings)

House in Holmes Beach, FL

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

Your own heated pool, a five-minute walk to the Gulf, and the whole house to yourselves in quiet Holmes Beach on Anna Maria Island. We are one of the few family-run homes left on the island, we answer our own messages, and so many of our guests come back year after year.

The home is a modern 2,000 sq ft beach house that sleeps 6: two king rooms, a twin room, a queen sleeper sofa, and 2.5 baths with a jet tub. A private, fenced pool with safety alarms, two decks, a grill, a full kitchen, Electrolux washer and dryer, fast 173 Mbps wifi, a 3-car garage and EV charger, and easy self check-in. Two dogs welcome, any size, and the garage is stocked with beach toys, loungers and a wagon to borrow.

Leave the car parked: it is a five-minute walk to a wide Gulf beach, and steps to the marina, shops, groceries and the Ugly Grouper. The free island trolley stops 100 steps away.

Want to be right on the sand, or planning a simpler getaway? Look up Happy Turtle, our two cute cottages 60 steps from the beach, 10 minutes away in Bradenton Beach.

* AC holds the 72-80F range. The Nest is not locked: if it reads 76, that is Eco mode after the house sat empty, and it resumes your setting on its own.
* Pool Heater is optional - please contact us for details prior to your arrival.
* TVs are streaming through Amazon Fire Sticks. You are free to use any of your subscription services, but please remember to log out after your vacation. If you are not familiar with Amazon Fire Sticks or smart TVs in general, please search online for instructions. We do not provide assistance with basic operations.
_______________________________
Legal Mumbo Jumbo:
(VRC) License Number: DWE5106980
Minimum stay requirements: weekly
Number of on-site parking spaces: 4
Noise ordinance information: Holmes Beach, FL has a noise ordinance limiting sound to 65 dBA from 7 a.m. to 10 p.m. and 50 dBA from 10 p.m. to 7 a.m.
Our prices include all fees. No hidden fees.

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 5 minutes away.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Holmes Beach, FL

city location on map

Ratings and reviews

10 / 10
Outstanding(98 Ratings)
10 / 10Outstanding·Jun 2026
We loved the pool, especially our children! Was wonderful to have all the extra beach toys, chairs, umbrellas & the wagon! Was very helpful to have all those items for our beach days! Great location & able to walk to Ugly Grouper or get coffee from Coffee Shack, etc.
8 / 10Excellent·May 2026
Good property for a small family. Not so much for two couples or all adults. The two upstairs bedrooms share a very tiny bathroom that is so small the door misses the counter by about an inch. That is not a problem with children sharing that bathroom. It is one step up from non-functional for two adults.Perhaps just a bit of overall updating to include new mattresses would be in order. Nothing catastrophic though.Good location. If “beach” is your everyday activity, you will walk 15-20 minutes carrying your beach accessories. Driving to the beach is simple, though finding parking at the beach can be a problem at times. Getting to a bit of shopping, food, bars, etc. is a very easy walk of 2-3 minutes.Great host. Immediate responses to any query or concerns.
10 / 10Outstanding·Feb 2026
House was great, host was extremely responsive when we had questions, definitely recommend!
6 / 10Average·Jun 2025
This is our 4th time in AMI.. we have stayed at different properties, all have had different things to offer. This one was ok except we did not realize that we are on top of The Ugly Grouper. Trucks unloading almost every morning to deliver supplies to the restaurant. The pool was nice.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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