Entire home
Anna Maria's Dream: Ground level, close to everything!
Photo gallery for Anna Maria's Dream: Ground level, close to everything!





Popular amenities
- Onsite parking available
- Kitchen
- Washing machine
- Air-conditioning
- Barbecue grill
- Free Wi-Fi
Explore the area

Holmes Beach, FL
- Island Gallery WestPlace, Island Gallery West9 min walk
- Bradenton BeachPlace, Bradenton Beach11 min walk
- Manatee Public BeachPlace, Manatee Public Beach2 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)41 min drive
Rooms & beds
2 bedrooms (sleeps 8)
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Kitchen
About this property
Anna Maria's Dream: Ground level, close to everything!
***Photos Updated July 2025***
Welcome to Anna Maria's Dream, your perfect getaway on beautiful Anna Maria Island. This charming 2-bedroom, 2-bath cottage offers a cozy and inviting atmosphere, ideal for a relaxing vacation. Just a 10-minute walk to the stunning Gulf beach, you'll be able to enjoy sun-soaked days and breathtaking sunsets with ease.
The cottage features a delightful sun room, complete with a TV and a twin bed and twin trundle, providing a great spot for lounging or accommodating extra guests. The small backyard is perfect for outdoor dining and gatherings, with a six-seat dining table where you can enjoy meals al fresco. Whether you're sipping your morning coffee or having a sunset dinner, the peaceful backyard setting is sure to be a highlight of your stay.
Anna Maria's Dream is perfectly situated for those who love to stay active. Just a 2-minute walk away, you'll find tennis courts, pickleball courts, a playground, skate park and even a boat ramp. Whether you're looking to play a game, let the kids run around, or launch a boat for a day on the water, everything you need is right at your fingertips.
Book your stay at Anna Maria's Dream and experience the perfect blend of comfort and convenience. With its prime location and charming amenities, this cottage is the ideal spot for making unforgettable memories on Anna Maria Island.
Bedroom 1: King with TV and access to back sun room
Hall bathroom: tub/shower
Bedroom 2: 2 Queen Beds w/ TV, ensuite walk-in shower
Sun room: Has window A/C unit and twin bed with twin trundle. Also living room area with TV
PETS: Please note this property is NOT pet friendly.
Garage for storage only, no parking.
PARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.
"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."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Vacation Rental License: VRC19-000155
Welcome to Anna Maria's Dream, your perfect getaway on beautiful Anna Maria Island. This charming 2-bedroom, 2-bath cottage offers a cozy and inviting atmosphere, ideal for a relaxing vacation. Just a 10-minute walk to the stunning Gulf beach, you'll be able to enjoy sun-soaked days and breathtaking sunsets with ease.
The cottage features a delightful sun room, complete with a TV and a twin bed and twin trundle, providing a great spot for lounging or accommodating extra guests. The small backyard is perfect for outdoor dining and gatherings, with a six-seat dining table where you can enjoy meals al fresco. Whether you're sipping your morning coffee or having a sunset dinner, the peaceful backyard setting is sure to be a highlight of your stay.
Anna Maria's Dream is perfectly situated for those who love to stay active. Just a 2-minute walk away, you'll find tennis courts, pickleball courts, a playground, skate park and even a boat ramp. Whether you're looking to play a game, let the kids run around, or launch a boat for a day on the water, everything you need is right at your fingertips.
Book your stay at Anna Maria's Dream and experience the perfect blend of comfort and convenience. With its prime location and charming amenities, this cottage is the ideal spot for making unforgettable memories on Anna Maria Island.
Bedroom 1: King with TV and access to back sun room
Hall bathroom: tub/shower
Bedroom 2: 2 Queen Beds w/ TV, ensuite walk-in shower
Sun room: Has window A/C unit and twin bed with twin trundle. Also living room area with TV
PETS: Please note this property is NOT pet friendly.
Garage for storage only, no parking.
PARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.
"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."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Vacation Rental License: VRC19-000155
Our prices include all fees. No hidden fees.
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About the area
Holmes Beach
Located in Holmes Beach, this holiday home is near a water park. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Discover the area's water adventures with scuba diving, water tubing and parasailing nearby, or enjoy the great outdoors with ecotours.

Holmes Beach, FL
What's nearby
- Island Gallery West - 9 min walk - 0.8 km
- Bradenton Beach - 11 min walk - 0.9 km
- Holmes Beach Beaches - 19 min walk - 1.6 km
- Manatee Public Beach - 2 min drive - 1.8 km
- West Coast Surf Shop - 3 min drive - 2.5 km
Getting around
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 40 min drive
Restaurants
- Anna Maria Island Beach Cafe - 4 min drive
- The Ugly Grouper - 5 min walk
- The Sandbar Restaurant - 5 min drive
- Ginny's & Jane E's - 5 min drive
- Skinny's Place - 4 min drive
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