Island Charm, Luxury Location & Pet Friendly

Top rated by guests
Pool
Bathroom
Room
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review stars
9.6Outstanding
(41 Ratings)
"Great property with fantastic amenities!"
Tamara A.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(41 Ratings)

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.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Holmes Beach, FL

city location on map

Ratings and reviews

9.6 / 10
Outstanding(41 Ratings)
10 / 10Outstanding·Jul 2026
Great property with fantastic amenities!
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!
6 / 10Average·Jul 2026
Washer was sour smelling ,one of the garage doors was not working properly ,these stairs I fell and broken a foot ,they are two steep ..and check out time was 10:00am the house keeping ladies were in the drive way sitting around 9:40 and waiting for us to leave we pulled out at 9:58

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Island Charm, Luxury Location & Pet Friendly. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Island Charm, Luxury Location & Pet Friendly pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Island Charm, Luxury Location & Pet Friendly?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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