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

See all properties

Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms2+ bathroomsSleeps 41512 sq ft

Popular amenities

Parking available
Dryer
Washer
Pet-friendly
Air conditioning

Explore the area

Holmes Beach, Florida

Manatee Public Beach
‪3 min drive‬
Bean Point Beach
‪6 min drive‬
Anna Maria Beach
‪6 min drive‬
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪30 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio

Kitchen

Balcony

Dining area

About this property

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.

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.

Property manager

Florida Dreams Realty of AMI, Inc.

Premier Host

Languages

English, French, German, Spanish

Protect your payment — always book on Vrbo

If someone asks you to book through them or pay them directly before you book on Vrbo, report it.

Find out more

Add dates for prices

Amenities

Pool

Kitchen

Washer

Dryer

Pet-friendly

Air conditioning

Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

Similar properties

Sea view
Pool
Kitchen
Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets 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

About the area

Holmes Beach

Located in Holmes Beach, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. Discover the area's water adventures with snorkelling and fishing nearby, or enjoy the great outdoors with ecotours and cycling.

View more Holiday homes in Holmes Beach

Holmes Beach, Florida

What's nearby

Bradenton Beach - 5 min walk - 0.4 km
Manatee Public Beach - 3 min drive - 2.2 km
Anna Maria City Pier - 4 min drive - 3.3 km
Bean Point Beach - 6 min drive - 3.6 km
Anna Maria Beach - 6 min drive - 4.1 km

Getting around

Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive

Restaurants

‪Anna Maria Island Beach Cafe - ‬4 min drive
‪Rod & Reel Pier - ‬7 min drive
‪Two Scoops - ‬4 min drive
‪Sandbar Seafood & Spirits - ‬4 min drive
‪The Waterfront Restaurant - ‬4 min drive

Frequently asked questions

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

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

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

Yes, pets are allowed at this property.

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.

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

Checkout is at 10:00 AM.

Where is Dream luxury home on Anna Maria Island, heated private pool - pet friendly! located?

Situated by the sea, this holiday home is within a 15-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Manatee Public Beach are also within 2 miles (3 km).

9.6

Exceptional

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

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

This review comes from a trusted partner site and has not been verified.

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!

6/10 Okay

Peggy W.

1 Apr 2025

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

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.

18 Mar 2025

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

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

This review comes from a trusted partner site and has not been verified.

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...

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle J.

26 Jan 2025

Fishful Thinking

This review comes from a trusted partner site and has not been verified.

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.

This review comes from a trusted partner site and has not been verified.

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!

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle J.

29 Jan 2024

Fishful Thinking

This review comes from a trusted partner site and has not been verified.

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.

This review comes from a trusted partner site and has not been verified.

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.

10/10 Excellent

Cindy R., Kittanning Pennsylvania

19 Jun 2023

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

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Terry D., Fergus, Ontario, Canada

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.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle J.

31 Jan 2023

Excellent rental

This review comes from a trusted partner site and has not been verified.

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!

10/10 Excellent

Gisele J.

27 Dec 2022

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

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

This review comes from a trusted partner site and has not been verified.

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

This review comes from a trusted partner site and has not been verified.

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.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Patrick H., Forest

2 Aug 2022

Amazing place

Stayed 9 nights in Jul 2022

This review comes from a trusted partner site and has not been verified.

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!

8/10 Good

Monica S., Siler City, NC

29 Jun 2022

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

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.

25 Jun 2022

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

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.

16 May 2022

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

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Pattee M.

11 Apr 2022

Island vacay in Florida

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: Great house! Private, close to beach, shops & restaurants. Enjoyed grilling pool side & TV under cover outside.

Stayed 14 nights in Mar 2022

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Roger W., Boulder, Colorado

9 Jan 2022

Great Stay at Fishful Thinking

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: Great house and location! House worked well for our family. A few suggestions. Lack of kitchen storage for food was challenging. Beds were very squeaky and loud. Bedrooms need better blackout curtains. Kitchen faucet and toaster probably need replacing. Pool pump very noisy while outside. Thank you for accommodating our schedule change.

This review comes from a trusted partner site and has not been verified.

2/10 Terrible

Terri G.

22 Sept 2021

Cute place .... but unfortunately for me ...

Rating Details: The property manager was very unhelpful. The vacation rental was very dirty. I was very unhappy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: There was a Mold issue, which taken care of near end of my stay. I was Given $100 gift card and a small check, but I didn’t feel that was adequate compensation since I am allergic to mold and had to wait that long. But it is very cute place, unfortunate that had to take so long to fix the situation. Thus the reason for the low rating.

Stayed 7 nights in Sep 2021

About the host

Hosted by Florida Dreams Realty of AMI, Inc.

Languages:

English, French, German, Spanish

Premier Host

They consistently provide great experiences for their guests

Tell us how we can improve our siteShare feedback

Hotels

Cottages Lancashire

Villas Gold Coast

Villas Paphos

Apartments LEGOLAND® Windsor

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

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

Reviews

Popular amenities

Explore the area

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

Bedroom 2

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

About this property

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

Property manager

Languages

Protect your payment — always book on Vrbo

Add dates for prices

Amenities

Have a question?

Similar properties

4 houses from Beach access! New, renovated pool! Enjoy a more secluded vacation and call today for available Fall Dates!

4 houses from Beach access! New, renovated pool! Enjoy a more secluded vacation and call today for available Fall Dates!

House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the area

Holmes Beach

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Molly G.

Amazing stay!

Molly G.

6/10 Okay

Peggy W.

Very cute house great location, but nothing’s perfect

Peggy W.

10/10 Excellent

Joy S.

Excellent two bedroom for couples

Joy S.

10/10 Excellent

Rekha K.

Great Small house in Holmes Beach

Rekha K.

10/10 Excellent

Michelle J.

Fishful Thinking

Michelle J.

10/10 Excellent

Patrick H.

Fishful thinking is always perfect.

Patrick H.

10/10 Excellent

Manny M.

Another Great Stay

Manny M.

10/10 Excellent

Michelle J.

Fishful Thinking

Michelle J.

10/10 Excellent

Jerry M.