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

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A two-story house with a balcony, a swimming pool, and outdoor furniture.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a built-in oven.
A modern kitchen with a stainless steel refrigerator, a built-in oven, a microwave, a granite countertop, a sink, and three red bar stools.
A two-story house with a balcony, a garage, and a circular emblem on the facade.
A bedroom with a white bed, a nightstand, a lamp, and a view of a balcony with outdoor plants.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Bradenton Beach

Popular amenities

  • Balcony
  • Private pool
  • Toys
  • Outdoor grill
  • Air conditioning
  • Electric vehicle charging point

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪6 min walk‬
  • Place, Holmes Beach Beaches
    ‪16 min walk‬
  • Place, Manatee Public Beach
    ‪19 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Twin Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

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  • Kitchen
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About the neighborhood

Holmes Beach

Located in Holmes Beach, this vacation home is in the city center and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Traveling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 6 min walk - 0.6 km
  • Holmes Beach Beaches - 16 min walk - 1.3 km
  • Manatee Public Beach - 19 min walk - 1.6 km
  • Anna Maria Sound - 3 min drive - 1.8 km
  • West Coast Surf Shop - 3 min drive - 2.1 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 38 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬6 min drive
  • ‪Anna Maria Island Beach Cafe - ‬18 min walk
  • ‪The Ugly Grouper - ‬2 min walk
  • ‪Ginny's & Jane E's - ‬5 min drive
  • ‪The Waterfront Restaurant - ‬7 min drive

Frequently asked questions

Does Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly?

As of Oct 30, 2026, prices found for a 1-night stay for 2 adults at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly on Nov 1, 2026 start from $337, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

Yes, this property allows pets (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly?

Check-in begins at 3:00 PM.

What time is check-out at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly?

Check-out is at 10:00 AM.

Where is Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly located?

This family-friendly Holmes Beach vacation home is located by the sea, within a 15-minute walk of Bradenton Beach and Holmes Beach Beaches. Manatee Public Beach and West Coast Surf Shop are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 92 out of 99 reviews
Rating 8 - Good. 5 out of 99 reviews
Rating 6 - Okay. 2 out of 99 reviews
Rating 4 - Poor. 0 out of 99 reviews
Rating 2 - Terrible. 0 out of 99 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great, host was extremely responsive when we had questions, definitely recommend!
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were in touch with the owner before booking with some questions, and he was very quick to respond. The house was extremely clean. The pool was beautiful-equipped with plenty of toys and floatables. Night swims were also fun with the pool lights and the string lights! The front porch was nice to watch lightning at night. The beach was just a quick 5 min walk away. Overall, this was an excellent experience!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our second year staying at this property, and we absolutely love it !!

Perfect location
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Relaxation

Just returned from a wonderful stay! Would recommend this house to anyone who wants a relaxing, refreshing break.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Getaway

Great location. Short walk to the beach and many restaurants.
Stayed 7 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing location!

We had a wonderful time during our stay. We loved the swimming pool and how close the house was to the beach and restaurants/coffee shops. Rooms are spacious and the owner was wonderful. We will be back!
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place! Book it!

We had a fabulous stay at this property. The perfect amount of space for our family with very comfy beds, lots of seating, and just a comfortable feel. A 4 minute walk to the beach, it can't get any better!
Stayed 7 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome time

We had the best vacation we’ve ever had!
Stayed 13 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great girls getaway

We stayed here for a few nights for a girls Anna Maria Island getaway with grandma, daughters and two granddaughters. We had a great time, the pool is wonderful, short walk to the beach, the place was clean and the owner was very helpful! We would definitely come back!
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice

Well maintained, good location!
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI House with pool

The house and pool were very well kept. The area was convenient, close to the beach and shopping. I would recommend this property. A great family location.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI Vacation 2024

Beautiful home! Everything is very clean and well maintained. Amazing vacation for our first time at AMI
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

March 2026

Alex met us at the house at check in, gave us an excellent recommendation for a restaurant (we went there twice), and was very responsive when we needed help with anything. We enjoyed our stay a lot!
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience

Our family enjoyed our stay at Happy Island. The house was clean, and the layout worked well for our family. The pool area is very nice. The location made it easy to access all the island has to offer. Alex is a very kind and helpful host. Would love to stay here again.
Stayed 7 nights in Feb 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Love Anna Maria

Always enjoy our stay on Annamaria Island. Property was very nice with a private garden and pool. Alex was responsive and easy to get pucked in touch with.
Stayed 14 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location!

The house was a short walk to the beach, and was close to everything you needed. Lots of restaurants and bars within walking distance. We really liked being so close to the north end of the island. The house was pretty much exactly as described, and the kids loved the playing in the pool every day after coming back from the beach.
Stayed 6 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mother's Day

We had a wonderful time. The pool was great, the location wonderful! Definitely get a golf cart to get around, it so much easier and can enjoy the island better. Definitely will be back!
Stayed 7 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI Heaven

The house was perfect for our family, our host was super and really made us feel welcome and ensured we had everything we needed. The pool and pool area were spotless and relaxing and the beach was a really short walk away, best of both worlds. We’d return for sure😎
Stayed 8 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect beach vacay!

This home was perfect for our family! Beach, restaurants, ice cream, sunrise, fresh seafood store, boat docks for excursions all walkable. Grocery store close too. Air conditioning worked great! The pool was perfect for cooling off. The kind owner checked on us and communicated rapidly. The home was very clean! We loved it and would definitely stay there again!
Stayed 10 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

island

Everything went great
Stayed 11 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family getaway

We had a great time on Anna Maria Island! The house was in a great location - a few blocks to the beach and close to restaurants and shopping. The pool area is beautiful and was the perfect size for our family of 5. The house is clean and had most everything we needed. It was so nice to have beach equipment (chairs, wagon, etc) there for us so we didn’t have to bring it. The owner came to check in with us and make sure the pool was clean. We would definitely recommend this house for a nice family getaway!
Stayed 6 nights in Jun 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Happy Island Cottage

The home was very adequate and was found as advertised. Not having any toilet paper or paper towels was annoying, additionally I would have paid more to have access to the thermostat of the pool, set at 85 degrees and locked made the northern facing pool unusable. Owner was pleasant.
Stayed 6 nights in Jan 2021
Response from VrboOwner on Jan 26, 2021
Sure, this can be confusing but this is how it works guys :) 1. Pool Thermostat is always locked for a safety reason. We have an industrial heater, this is why we can set it up to 85F for our guests during the winter time. Normal heated pool temperature is 75F on the island. It can easily be lowered by calling or texting me, I'm only 20 min away. 2. For a toilet paper and paper towels - we are providing a starter kit for our guests ( it's also in description of the house) We are trying to be fair to all of our guests, as couples will use lot less vs big family. This is also a common practice in many Island Homes. Hopefully it helps :)
Verified review

6/10 Okay

Liked: Communication
Disliked: Location

Vacay 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.
Stayed 7 nights in Jun 2025
Response from VrboOwner on Jun 29, 2025
🙂 Just a quick correction - it’s not on top, it’s across the big parking lot. Occasionally, you can even catch some live music by the pool area, drifting over from outside the restaurant. Bonus: margaritas come fast and easy from there. No need to drive - you’re on the island, so kick back and enjoy the good times!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 13 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best vacation ever!

This was a wonderful place to stay. Clean and is supplied with everything you need. Alex will help out with any questions you need answered. Everything is in walking distance. Pool was the best! Every restaurant in Holmes Beach gets a five star. Rented a golf cart and toured Anna Maria and went to both piers to eat. Will be back next year. Thank you Alex for everything. The Woodwards
Stayed 14 nights in Feb 2023
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