Close to Bradenton Beach, Island Charm, Luxury Location & Pet Friendly provides amenities such as laundry facilities. Stay connected with in-room WiFi.
Reviews
9.49.4 out of 10
Exceptional
Entire home
2 bedrooms3 bathroomsSleeps 41512 sq ft
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Air-conditioning
Add dates for prices
About this property
Island Charm, Luxury Location & Pet Friendly
Property Highlights • Just steps from the beautiful Gulf beaches • Private heated pool • 2 King Bedrooms | 2.5 Bathrooms | Sleeps 4 • Fully equipped kitchen with granite countertops • Outdoor grill and seating area • Large garage and parking for 2 vehicles • Free Island Trolley stop nearby • Walk to shops, restaurants, grocery store, and pharmacy • Beach cart, beach chairs, beach towels, and linens provided • Pet-friendly (up to 2 dogs)
Description Welcome to Fishful Thinking, a beautifully appointed island retreat located just steps from the sugar-white beaches of Holmes Beach. This luxury 2-bedroom, 2.5-bath home combines coastal elegance, modern amenities, and an unbeatable location, making it the perfect destination for your Anna Maria Island getaway.
Designed with comfort in mind, the open-concept living space features stylish furnishings, tile flooring throughout, and a fully equipped kitchen with stainless steel appliances, granite countertops, and everything needed to prepare meals during your stay. Two spacious king bedrooms provide comfortable accommodations for couples, friends, or small families, while the large laundry room adds extra convenience.
Step outside and enjoy your own private heated pool, outdoor seating area, and grill — perfect for relaxing after a day spent at the beach. Beach chairs, beach towels, a beach cart, and linens are all provided, making it easy to enjoy everything the island has to offer.
Located just a short walk from public beach access, the free Island Trolley stop, restaurants, shops, grocery stores, and local attractions, Fishful Thinking allows you to leave the car behind and embrace the laid-back island lifestyle.
Accommodates up to 4 guests. Minimum Stay Required: 1 Week Maximum Parking: 2 Vehicles VRC #18-000021 Dogs welcome. Pet fee is $200 per pet plus applicable taxes. Maximum of 2 pets unless otherwise approved by Florida Dreams Realty.
House Rules & Important Information • Residential Neighborhood – You are vacationing in a residential neighborhood. Please be respectful of our neighbors by keeping noise levels at a reasonable volume at all times. Excessive noise, disruptive behavior, or any activity that disturbs neighboring properties is strictly prohibited. • No Parties or Events – Parties, receptions, gatherings, and events are not permitted unless specifically approved in writing by Florida Dreams Realty. • Quiet Hours – 10:00 PM to 8:00 AM. • Occupancy – Only registered guests listed on the reservation may occupy the property unless prior written approval has been obtained. • Minimum Age Requirement – Reservations are accepted only from guests 25 years of age or older. • Parking – Maximum of 2 vehicles permitted on the property. • Pet Policy – Dogs welcome. Pet fee is $200 per pet plus applicable taxes. Maximum of 2 pets unless otherwise approved by Florida Dreams Realty. • No Smoking – Smoking or vaping is not permitted inside the home. • Check-In – 4:00 PM • Check-Out – 10:00 AM • Rental Agreement Required – A signed Florida Dreams Realty Rental Agreement is required for all reservations. Cancellation Policy • More than 90 days prior to arrival: Refund of deposits paid less a $250 cancellation fee. • Less than 90 days prior to arrival: All deposits received are forfeited. • Less than 60 days prior to arrival: All monies paid toward the reservation are forfeited. • All cancellations must be submitted and confirmed in writing. • Travel insurance is strongly recommended.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
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
Smoke-free property
Services and conveniences
Iron/ironing board
Phone
Location highlights
Near a hospital
Near an outlet shopping centre
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
Snorkelling 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)
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 allowed
Service animals are welcome, and 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
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 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 that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Discover the area's water adventures with snorkelling and fishing nearby, or enjoy the great outdoors with horse riding and cycling. Visit our Holmes Beach travel guide
Is Island Charm, Luxury Location & Pet Friendly pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Island Charm, Luxury Location & Pet Friendly?
On-site parking is available at the property.
What time is check-in at Island Charm, Luxury Location & Pet Friendly?
Check-in begins at 4:00 PM.
What time is check-out at Island Charm, Luxury Location & Pet Friendly?
Checkout is at 10:00 AM.
Where is Island Charm, Luxury Location & Pet Friendly located?
Situated by the sea, this holiday home is within 1 mile (2 km) of Bradenton Beach and Holmes Beach Beaches. Manatee Public Beach and Palmetto Avenue Beach are also within 2 miles (3 km).
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Island Charm, Luxury Location & Pet Friendly Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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
From a partner site
10/10 Excellent
Michelle J.
26 Jan 2025
Fishful Thinking
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is a great vacation rental in a great location, Florida Dreams Realty is excellent to work with and they respond quickly if you need something. This is our third time renting this property, Highky recommend!
From a partner site
10/10 Excellent
Michelle J.
29 Jan 2024
Fishful Thinking
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This was our second time in this rental and we loved it just as much as the first time. It is in a great location, very clean and private, and has everything you need.
From a partner site
10/10 Excellent
Molly G.
7 Apr 2025
Amazing stay!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is one of the nicest rentals we have had in our 15 years of vacationing in Holmes Beach. The house is wonderful - clean and bright. We loved lounging in the outdoor area. We had to contact the rental agency twice and each time they were responsive and addressed our issue immediately. Highly recommend!
From a partner site
10/10 Excellent
Rekha K.
13 Mar 2025
Great Small house in Holmes Beach
Rating Details:
The property manager was very unhelpful.
The vacation rental was spotless.
I was happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
a Modern well located rental.. close to the main road so some traffic noise. Veryyyyy clean.... And well equipped.... Perfect for a couple.... Not much sun on the pool so got to get there in the morning...
From a partner site
10/10 Excellent
Jerry M.
4 Jan 2024
Great home and location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This home was perfect for our family. It was very close to the skate/dog park along with the canal for some quick fishing. Trolley NB top is 1 block away for easy access to City Pier and Pine Street shops. We really enjoyed the outdoor space with the seating area, tv, pool, and cornhole. We tried booking it again same time next year and it was already booked.
From a partner site
10/10 Excellent
Manny M.
18 Jun 2024
Another Great Stay
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is our second straight year using Florida Dreams Realty and our second year at Fishful Thinking. And we will be booking our 3rd year hear as well. Everything about this home is great. Location, layout, pool and patio all perfect. The property is well maintained and super clean. It’s ready to enjoy. Bravo again “Florida Dreams Realty” You made everything smooth and easy. You were able to help us work out a few extra things, answered all of questions and requests. You are the best!
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
From a partner site
10/10 Excellent
Patrick H.
30 Jul 2024
Fishful thinking is always perfect.
Rating Details:
The property manager was very helpful.
The vacation rental was clean.
I was happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Overall always a great experience. The only issue is several outlets do not work and need replacing.
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
From a partner site
10/10 Excellent
Patrick H.
2 Aug 2022
Amazing place
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Excellent
Stayed 9 nights in Jul 2022
From a partner site
10/10 Excellent
Russ D.
28 Jun 2023
Great second stay!
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Thank you for a great second stay! Beautiful property in an excellent location.
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This was a very nice rental property and we had everything we needed. It is well managed, close to beaches and restaurants and very clean.
From a partner site
6/10 Okay
A guest from McFarland, WI
29 Mar 2026
Good place but could be better
Rating Details:
The property manager was adequately helpful.
The vacation rental was clean.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
House of was in a location to the beach. Loved the outdoor area. Could have used more towels than what was provided. Washer machine needed a good cleaning and a lot of mildew or mold up in the vents in the bathrooms. Tv didn’t work in the outdoor pool area which was a big selling point to us for this house to watch March madness. I reached out about the tv the day of our arrival but never heard back about it during the visit. Wouldn’t be back, just expect more with the house to be in working order after paying almost 5k to stay.
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!!
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!
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
From a partner site
10/10 Excellent
Terry D.
25 Apr 2023
Terrific Island Retreat
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is a terrific home with everything we were looking for in a vacation stay: we had stayed on this same street last year and loved its central location and close walk to the beach. It’s clean, modern, spacious and we loved the large covered patio next to the pool, the perfect place to relax. I was impressed with the Florida Dreams property management team: when I was booking I had a couple of questions and they were prompt and helpful in answering them for me — almost like a friend helping me out.
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
From a partner site
10/10 Excellent
Erin G.
20 Jan 2023
The perfect hideaway
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Fishful Thinking was everything we wanted and needed for our family getaway to AMI! The house is beautiful, bedrooms and bathrooms are great. The outdoor space, though, was unbelievable! We spent so much time downstairs in the outdoor living room, even when the weather was yucky. Only a few small needs in the house: more towel hooks and bars! There was nowhere to hang items. And the washer/dryer need to be cleaned out. The washer's door lining was very moldy. Small maintenance needs, though. Everything else was perfect!
From a partner site
8/10 Good
ROGER G.
25 Sept 2022
AMI SEPT 22
Rating Details:
The property manager was more than helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
GOOD QUALITY HOUSE, GOOD LOCATIONNEEDS FANS IN OUTSIDE LOUNGE/ DINNING AREA ALSO WOULD HAVE LIKED A KETTLE TO MAKE TEA
From a partner site
6/10 Okay
Linda T.
9 Aug 2022
Fishful Thinking
Rating Details:
The property manager was more than helpful.
The vacation rental was spotless.
I was happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
House was very nice. Pool was too small. Proximity to Beach a little farther than we like. A couple of maintenance items - key hard to work in lock (should replace knob) and guest bath shower doors need adjustment as they knock. I would recommend with the reservations of pool and proximity to beach.
From a partner site
10/10 Excellent
Kim K.
1 Jul 2022
A+
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Property has many great attributes! This includes the location being a short walk to the beach and a quick golf cart ride to shops and restaurants. The home was extremely clean and perfect size for a family of 4. We utilized the covered patio most of the time and kids loved the pool. We quickly went from beach to pool each day. The management company was extremely helpful and quick to respond to the couple of questions we had. Great place!