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Dream luxury home on Anna Maria Island, heated private pool - pet friendly!

Vacation home near Anna Maria Beach in Holmes Beach

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Dining
Exterior
2 bedrooms, iron/ironing board, WiFi, bed sheets
TV
A heated pool

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 41512 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪5 min walk‬
  • Place, Island Gallery West
    ‪14 min walk‬
  • Place, Manatee Public Beach
    ‪3 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪42 min drive‬

Room options

About the neighborhood

Holmes Beach

Seaside stay .You'll find Bradenton Beach and Island Gallery West within a 15-minute walk of this Holmes Beach vacation home. Palmetto Avenue Beach and Holmes Beach Beaches are also within 2 miles (3 km).
View more Vacation Homes in Holmes BeachOpens in a new window

What's nearby

  • Bradenton Beach - 5 min walk - 0.3 miles
  • Island Gallery West - 14 min walk - 0.8 miles
  • Palmetto Avenue Beach - 20 min walk - 1.1 miles
  • Manatee Public Beach - 3 min drive - 1.3 miles
  • Holmes Beach Beaches - 7 min drive - 1.5 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 45 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬4 min drive
  • ‪The Ugly Grouper - ‬10 min walk
  • ‪The Sandbar Restaurant - ‬4 min drive
  • ‪The Waterfront Restaurant - ‬6 min drive
  • ‪Ginny's & Jane E's - ‬4 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Dream luxury home on Anna Maria Island, heated private pool - pet friendly!

This lovely new island 2 bedrooms, 2.5 baths luxury home with private heated pool is a dream. Fishful Thinking is positioned in a superb location just steps to the white sands of the gulf-side pristine beaches, nearby trolley stop, and shops of Holmes Beach. The home offers every comfort you can imagine with an open concept living, dining, and kitchen, and tile floors throughout. The spacious 2 bedroom 2 bath home has a kitchen, living room, dining room and two bedrooms with king beds, 2 full baths and a large laundry room. The kitchen is equipped with stainless appliances, granite counter tops and all the conveniences to cook a meal in. You're welcome to make use of the large garage and amazing outdoor space with private heated pool, grill, outdoor seating. This island gem is stocked with beach towels, beach chairs, beach cart, and linens for your use during your stay. It is located just minutes from the Manatee Bridge and entrance to Anna Maria Island along with the local grocery store, pharmacy, & public beach and Skate Park. The home is literally just up the street from the public beach access. It is located to a nearby free trolley stop that runs the length of the island and is a very short distance to the local beer and wine store, as well as several bars and restaurants. Don't miss this dream home. Dogs are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR.

Accommodates up to 4 people. Minimum Stay Required: 1 Week.
Max. parking: 2; VRC #18-000021

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.

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  • Dryer
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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Tile flooring in public areas
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 1,512 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

Property is also known as

1757-186858

Vrbo Property

Frequently asked questions

How close is Dream luxury home on Anna Maria Island, heated private pool - pet friendly! to the airport?

This vacation home is 17.9 mi (45-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Dream luxury home on Anna Maria Island, heated private pool - pet friendly! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Dream luxury home on Anna Maria Island, heated private pool - pet friendly! to the beach?

This vacation home is a short 5-minute walk from Bradenton Beach and 2.2 mi (6-min drive) from Bean Point Beach. Don't forget your sunscreen!

Does Dream luxury home on Anna Maria Island, heated private pool - pet friendly! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Dream luxury home on Anna Maria Island, heated private pool - pet friendly!?

No, there is no casino at this vacation home.

What time is check-in at Dream luxury home on Anna Maria Island, heated private pool - pet friendly!?

Check-in begins at 4:00 PM.

Is there free parking at Dream luxury home on Anna Maria Island, heated private pool - pet friendly!?

Free parking is not available at this vacation home.

Does Dream luxury home on Anna Maria Island, heated private pool - pet friendly! have a pool?

Yes, there's a private pool.

Does Dream luxury home on Anna Maria Island, heated private pool - pet friendly! have a spa?

There are no spa services available at this vacation home.

How close is Dream luxury home on Anna Maria Island, heated private pool - pet friendly! to downtown Holmes Beach?

This vacation home is 1.3 mi away from Holmes Beach.

Dream luxury home on Anna Maria Island, heated private pool - pet friendly! Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 31 out of 39 reviews
Rating 8 - Good. 4 out of 39 reviews
Rating 6 - Okay. 3 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 1 out of 39 reviews

10/10

Cleanliness

Reviews

8/10 Good

Kris R.

Liked: Cleanliness
Perfect for a family of four. We have a 10 & 6 year old.Kitchen was well stocked with cooking pans and cutlery.Had a day and a half without electricity in the spare bedroom but the management staff was attentive.Very disappointed in the beach gear. 2 of the chairs looked like the had been plucked out of the garbage.
Stayed 8 nights in Jul 2025

6/10 Okay

Peggy W.

Liked: Cleanliness

Very cute house great location, but nothing’s perfect

The house is very well decorated, and a fun floor plan! You have to walk upstairs to the pool bathroom, which was OK for us but not great for the seniors who were with us. The pool is very small, but we had a good time in it. However, there is no railing to get in and out, which is hard for little kids and seniors. Something you’d never think of would be a problem, but the little tiny pebbles all around the pool are a real pain and hurt your feet. They get all over the patio and we had to wear flip-flops all the time and sweep off the patio because the little pebbles were everywhere. Like walking on Legos! Ha ha! No bars in the showers to hold onto which poses a big safety hazard. Kitchen was well stocked with pots and pans, and everything you need, and the place was clean. There was not enough towels and there had been debris in the pool when we arrived and nobody came the 10 days we were there to clean the pool. I bought a net from the dollar store and swept the pool myself. There was no garage door opener when we got there which is one of the things they will charge you for if you lose it. So make sure that the garage door opener is there when you arrive. We had a blast as a family, but we will not return to this specific house. Neighborhood is amazing and close to the beach. We rented a golf cart and it was great to get around town. Traffic does get really bad on Ana Maria.
Stayed 9 nights in Mar 2025

10/10 Excellent

Joy S.

Liked: Cleanliness

Excellent two bedroom for couples

Don’t let the second story living keep you from booking this place. The huge benefit is the great socializing (open air) room under the townhouse - next to the pool. Rain or shine you can enjoy. The place is decorated beautifully. Two bedrooms of equal size and amenities makes it great for two couples to share.Great location on island.
Stayed 7 nights in Feb 2025

10/10 Excellent

Cindy R., Kittanning Pennsylvania

Liked: Cleanliness

Loved everything ❤️

The best overall experience!! Great restaurants near shopping , close to beach! House is amazing has everything you need great location!!
Stayed 7 nights in Jun 2023

10/10 Excellent

Gisele J.

Liked: Cleanliness

Perfect for Family of 4

This property was perfect for our family of 4 and spotless when we arrived! Would definitely stay here again. It had everything we needed for our 10 day stay at Anna Maria Island. Recommend the extra pool heat for this time of the year! We enjoyed fishing at the City Pier and golfing at nearby golf courses. Easy walk to the beach. Highly recommend and our mini goldendoodle loved it too!!
Stayed 10 nights in Dec 2022

8/10 Good

Monica S., Siler City, NC

Liked: Cleanliness

Good place, good price!

The house is in a good location, two blocks from beach access. Walking distance to restaurants. The house was clean and all that was supposed to there was there. The only reason I don’t give all 5 stars was due to the kitchen being a little lacking. There were items that I looked for and couldn’t find. Nothing I couldn’t work around it was more of a nuisance. Also the beds were comfy but noisy, creaked with every move.
Stayed 7 nights in Jun 2022

10/10 Excellent

Russ D.

Liked: Cleanliness

Summer Vacation 2022

Fishful Thunking is a great property to stay at while on Anna Marie Island. Location is great and has all the amenities for a week stay. We will be back.
Stayed 7 nights in Jun 2022

10/10 Excellent

Jennifer C.

Liked: Cleanliness

Beautiful Property

This property was wonderful! The house itself was updated and gorgeous. The back yard was private, shady and perfect. There was a slight appliance issue when we first arrived, but the managing company was really responsive and got it taken care of right away for us. We couldn't have asked for anything more! I definitely recommend staying here! Great experience!
Stayed 7 nights in May 2022

10/10 Excellent

Julie S.

Liked: Cleanliness

We will be back!

We will be back!
Stayed 7 nights in Jun 2021

10/10 Excellent

Nathan E.

Liked: Cleanliness

Amazing place close to the beach!

Cannot say enough great things about our stay at Fishful Thinking! First, location is great. Some restaurants and bars within walking distance, many others a short bike ride away. Most importantly though- super close to the beach- about a 3-4 minute walk and beach access at the end of the street! When you need a break from the beach and want to hang poolside, the pool was warm and perfect! Inside of property was clean and comfortable and nicely appointed and updated. Had no issues, so no need to contact the property owner during our stay, but all information was clear and provided prior to our arrival. Would 100% recommend and would 100% stay here again!
Stayed 7 nights in Apr 2021

10/10 Excellent

Lee N.

Liked: Cleanliness

Great stay

The house was clean, modern and loved the decor. The outside area, including the pool was very nice. Everything was great. Would stay here again.
Stayed 8 nights in Nov 2020

10/10 Excellent

Cynthia C.

Liked: Cleanliness

Awesome beach house

This beach house was perfect, had all upgraded amenities and a short 10 minute walk to the beach. We had a great time!
Stayed 7 nights in Jun 2020