Happy Island Cottage with Heated Private Pool

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Entire home

New Air Cleaning and Filtration system installed in July 2020

Warm Florida nights...Do you hear the sound of crickets? :)

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2+ bathroomsSleeps 6185.8 sq m

Popular amenities

Hot tub
Parking available
Dryer
Washer
Kitchen

Explore the area

Holmes Beach, FL

Manatee Public Beach
‪18 min walk‬
Anna Maria Beach
‪7 min drive‬
Bean Point Beach
‪7 min drive‬
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪38 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

A 2000 sq/ft, 3 bedroom modern beach house with heated* and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large palm trees and flowers blooming.

Sleeps up to 6 people, 3 car garage, 60” Smart TV with Netflix, 130 Mb/s dual band high speed wireless internet, wall TV's in every room. Smart electronics are all over the house with motion activated lighting, decorative night lights and the Nest thermostat. Make your vacation even more comfortable and worry free.

A fully equipped kitchen with the modern appliances. Everything is always spotless clean. A laundry room with a large capacity LG washer and dryer for your convenience.

2 KING Beds, 2 Twin Beds and a Queen sleeper sofa to help you recover from your long beach days. A master bathroom with a large jet bath.

An outdoor area right next to the pool with a large patio table set, grill, lounge chairs and plenty of additional seating. Two spacious decks to enjoy your morning coffee.

Plenty of beach toys and a beach wagon.

The house has electronic locks on the main door and the garage. So you don't need to worry about loosing the keys.

We also have the pool alarms installed, in case you are travelling with small kids.

Anna Maria Island offers a Free Trolley to tour the island. The stop is literally 100 steps away from the house.

Come over and enjoy your Happy Island Cottage ;) !

*AC is set to range 72F - 80F from April till Novemner. No exeptions please
* 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.

Property manager

Alex & Elena

Premier Host

Languages

English, German, Russian

Add dates for prices

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Pet-friendly

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Pool
Kitchen
Washer
Dryer

House Rules

Check in after 3:00 PM

Minimum age to rent: 18

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: limit 2 total

Smoking

Smoking is not permitted

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

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

We should mention

A car is not required for transport to and from this property

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 Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider AMI Paddleboard Adventures, or check out an event or a game at LECOM Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Holiday homes in Holmes Beach

Holmes Beach, FL

What's nearby

Holmes Beach Beaches - 13 min walk - 1.1 km
Manatee Public Beach - 18 min walk - 1.6 km
West Coast Surf Shop - 2 min drive - 1.8 km
Anna Maria Beach - 7 min drive - 4.8 km
Bean Point Beach - 7 min drive - 4.3 km

Getting around

Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive

Restaurants

‪Anna Maria Island Beach Cafe - ‬19 min walk
‪Two Scoops - ‬5 min drive
‪Sandbar Seafood & Spirits - ‬6 min drive
‪The Waterfront Restaurant - ‬5 min drive
‪Skinny's Place - ‬3 min drive

Frequently asked questions

Does Happy Island Cottage with Heated Private Pool have a pool?

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

Is Happy Island Cottage with Heated Private Pool pet-friendly?

Yes, this property allows pets (limit 2 total).

What time is check-in at Happy Island Cottage with Heated Private Pool?

Check-in begins at 3:00 PM.

What time is check-out at Happy Island Cottage with Heated Private Pool?

Checkout is at 11:00 AM.

Where is Happy Island Cottage with Heated Private Pool located?

This family-friendly Holmes Beach holiday home is located by the sea, within a 10-minute walk of Island Gallery West and Bradenton Beach. AMI Paddleboard Adventures and Holmes Beach Beaches are also within 1 mile (2 km).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

10/10 Excellent

Rebecca H.

5 Apr 2025

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

10/10 Excellent

Peggy G.

9 Mar 2025

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

10/10 Excellent

Mary M.

25 July 2024

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

10/10 Excellent

Juliet V.

29 Apr 2023

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

10/10 Excellent

Verified traveller

4 Feb 2024

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

10/10 Excellent

Anne G., Cambridge MA

21 Feb 2024

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

Very nice

Well maintained, good location!

Stayed 7 nights in Feb 2024

10/10 Excellent

Barbara Q.

28 Apr 2024

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

10/10 Excellent

Madeleine S., Rochester, MI

3 Mar 2024

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

10/10 Excellent

Joel W.

18 June 2023

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

10/10 Excellent

Erin L.

30 Jan 2023

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

10/10 Excellent

Mark R.

22 Apr 2023

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

10/10 Excellent

Jeannie C.

21 May 2023

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

10/10 Excellent

Adam O.

6 Feb 2023

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

10/10 Excellent

Donald S.

11 Jan 2023

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

island

Everything went great

Stayed 11 nights in Dec 2022

10/10 Excellent

Tina C.

5 July 2023

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

8/10 Good

John N.

25 Jan 2021

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

10/10 Excellent

Alan B.

12 June 2024

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

Excellent pool deck and location

Check in was a breeze. Communication with the host was excellent. Unless weather prevents it, Wednesday is always pool maintenance day and Alex always communicated before stopping over. Easy three block walk to beach access. There is no parking at this beach access which is a plus because there were less people. Ugly Grooper and shops are easy walking distance. If you bring a dog, the dog park is approximately three blocks away also. With the tiki bar Ugly Grooper so close their dumpster is right next door. Just be prepared for it to be dumped on a regular basis between 630-700am. Loud. By far our favorite part of this property was the pool deck.

Stayed 28 nights in May 2024

10/10 Excellent

Janet W.

19 Feb 2023

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

10/10 Excellent

Pam O.

13 May 2023

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

The BFF Fifty and Fabulous Tour

Fabulous place to stay. Centrally located. A stroll to the beach. The house had more than enough room for everyone and three bathrooms. The pool is spectacular and while having cocktails the Ugly Grouper next door plays music. There is a place to sit out od the sun. I highly recommend renting a golf cart. We rented from the Toy Barn. We all said we would be back and rent the exact house if we can. I also suggest experiencing some drinks at the doctors office.

Stayed 7 nights in May 2023

This review was submitted before 2018 and has not been verified.

10/10 Excellent

14 May 2013

A Perfect Stay in Paradise

Our stay at the Happy Island Cottage far exceeded our expectations! The house was beautifully decorated and equipped with everything we needed to make our family vacation so comfortable and pleasurable with young children and babies. Exactly like the photos! The floor plan gave each family privacy. We enjoyed cooking our meals in a new kitchen and eating either inside or outside by the pool. The owners were so attentive to us and even provided cribs and playpens for the babies to be happy. The pool was so relaxing and we appreciated the alarms on the doors to keep the kids safe. Everything imaginable was in place for us to spend delightful days at the most pristine beach, only a short walk away (toys, towels, chairs, umbrella, wagon, mats). The house is located a few steps from the free trolley which was a great way to explore the entire island. After our island exploration, we decided that we liked this location best. We highly recommend the Happy Island Cottage to families who are desirous of a beach vacation on Anna Maria Island. We definitely want to return!

6/10 Okay

Tony N.

9 Jan 2020

Liked: Check-in, communication, location

Home in paradise ?

On reflection this property was very disappointing because we felt it needed some issues sorted as I wrote in the visitors book. The house needed a deep clean starting with the washing machine. Poor quality bedding and lack of sheets and no pillow protectors so some of the pillows were stained. We did report some cockroaches and the manager came and put some substance down in different areas. Some money should be invested in a good kettle , beach chairs and even some bikes would be a good idea like some properties do ! A good quality toaster and some table and chairs for the outside porch to make the most of the morning sunshine . This property sleeps 6 to 8 people but only has 2 lounges with no pads. Now for the health and safety issues. The bath needs a step because with the width of the bath it can be very difficult if you are short getting in and out of it .... I badly bruised my leg and do have photos to prove this. Silly timers in the bathroom and external stairs are dangerous. The manager provided a Christmas tree which was very kind but do feel that these issues should be looked at for the future.

Stayed 14 nights in Dec 2019

10/10 Excellent

Markus H.

26 Sept 2024

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

Grandios!

Wir haben im August 2024 einige Zeit in Alex´ und Elenas Haus verbringen dürfen. Wir sind begeistert.

Stayed 25 nights in Aug 2024

10/10 Excellent

Martin H.

3 Oct 2022

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

Excellent

Great Property , Great Location , Great Hosts would definitely stay here again !

Stayed 17 nights in Sep 2022

10/10 Excellent

Michele L.

19 Aug 2022

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

Nice Updated home

Very clean and family friendly. Owner very responsive with any questions. Enjoyed our stay.

Stayed 6 nights in Aug 2022

10/10 Excellent

Xiomara F.

30 July 2022

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

Love Holmes Beach, AMI

We stayed 1/2 block away the summer of 2021 and immediately knew we wanted to return. We felt we needed more room and are really happy we found Alex and his Happy Island Cottage. The neighborhood is residential yet close to shops, eateries, and a 5 minute walk to a non crowded section of the beach on 56th and Gulf. Alex was very eager to please and address questions/concerns almost immediately. We were very pleased and grateful to be allowed to get into the house before check in as we were traveling with my elderly mom. The house was fully stocked and met our needs. The pool was great and very refreshing after hours at the beach. The Ugly Grouper is right around the corner and we would enjoy the sounds from their live bands from a nice distance so as not to interfere with our conversations. We would definitely return. Thank you for sharing your beautiful house with us 😎.

Stayed 9 nights in Jul 2022

About the host

Hosted by Alex & Elena

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, German, Russian

Premier Host

They consistently provide great experiences for their guests

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Happy Island Cottage with Heated Private Pool

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Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

Bedroom 2

Bedroom 3

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

About this property