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

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

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

Reviews

10 out of 10
Exceptional
Accommodating 6 guests, this vacation home features 3 bedrooms and 2 bathrooms. It includes 1 outdoor pool and offers a patio for relaxation. Families can enjoy nearby activities like swimming and birdwatching, while the property is pet-friendly and located near shopping areas, golf, and attractions such as Island Gallery West and Bradenton Beach.

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
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Private pool
  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

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 Single 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

About this property

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

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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: limit 2 total
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights
Return any furniture to its original place.
Clean up grill - if used.
Failure to complete these may result in a negative review from the host.
AC is set to range 72F - 80F. No exeptions pls.
No parties allowed, We are family vacation house in a residential neighborhood.
No extra visitors allowed in the house, without prior agreement.

Important information

You need to know

Property # 457181vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Travelling 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, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬18 min walk
  • ‪The Sandbar Restaurant - ‬6 min drive
  • ‪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 29 Aug 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 12 Dec 2026 start from £2,883, 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 at Happy Island Cottage: Heated Pool, 5-Min Walk to Beach, Pet Friendly?

On-site 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?

Checkout 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 holiday 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 mile (2 km).

About the host

Hosted by Alex & Elena

Host profile image
We are a family of designers. You'll feel it reflected in every detail of our Happy Island Cottage.
We love to travel to exotic destinations, mostly tropical ;)

Why they chose this property

We were looking for a vacation home for a long time until we found and fell in love with our Happy Island Cottage on Anna Maria Island. The location was just perfect with beautiful relaxing beaches and friendly and casual atmosphere. The house was perfect as well with its modern design and a wealth of new features. It was full of light and each time we were there it was making us feel just happy. We were getting same kind of reaction from all of our friends and guests who were staying there with us. So it was an easy decision for us to name the house “Happy Island Cottage”.

What makes this property unique

Now a few more details about the house. It has a nice, tropical and private backyard with a heated pool, a spacious outdoors seating area and a brand new grill. On the interior the house is decorated with love and style. Each one of the three bedrooms is spacious and has its own tropical character. Two bedrooms have king size beds, the third has a set of twin beds. The dining and living areas are very comfortable and furnished with brand new furniture. The kitchen is spacious and well equipped with all new appliances. Every woman staying in this house will appreciate the laundry room with a set of high capacity and high efficiency LG washer and dryer.

The Happy Island Cottage is located only 400 steps from the beach and 200 steps from marina, where you can dock your boat or book a fishing or a sunset trip, or rent a kayak. The main island shopping plaza is located two blocks away, so you don't have to drive to get to the restaurants, shops and bars.

Overall, staying at the Happy Island Cottage is a truly relaxing experience that will make your vacation feel longer and more happy.

Languages:

English

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