House in Holmes Beach, FL
4 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this house rental
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.
• 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.
Amenities at Fishful Thinking – Luxury Location & Island Charm Pet Friendly Private Home
Non-smoking
Pets allowed
Family friendly
Map of Holmes Beach, FL
Ratings and reviews
8 / 10Excellent·Aug 2025
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.
10 / 10Outstanding·Apr 2025
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!
10 / 10Outstanding·Mar 2025
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.
6 / 10Average·Apr 2025
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.
$$$$
Top rated by guests
9.6Outstanding
(39 Ratings)
"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 ..."
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