Entire home
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and
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Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms3 bathroomsSleeps 6161 sq m
Popular amenities
- Parking available
- Dryer
- Washer
- Pool
- Air conditioning
Explore the area

Anna Maria, FL
- Anna Maria City PierPlace, Anna Maria City Pier11 min walk
- Anna Maria BeachPlace, Anna Maria Beach17 min walk
- Bean Point BeachPlace, Bean Point Beach1 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)35 min drive
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About the area
Anna Maria
When you stay at this vacation home in Anna Maria, you'll be by the sea, within a 5-minute drive of Bean Point Beach and Anna Maria Beach. .This vacation home is 12.6 mi (20.2 km) from IMG Academy and 20.9 mi (33.6 km) from Tampa Bay.
What's nearby
- Anna Maria Island Museum and Historical Park - 5 min walk - 0.4 km
- Anna Maria City Pier - 11 min walk - 1.0 km
- Anna Maria Beach - 17 min walk - 1.5 km
- Bean Point Beach - 1 min drive - 0.7 km
- Bradenton Beach - 3 min drive - 2.4 km
Getting around
- Sarasota-Bradenton Intl. Airport (SRQ) - 46 min drive
Restaurants
- The Ugly Grouper - 6 min drive
- The Sandbar Restaurant - 6 min walk
- The Waterfront Restaurant - 11 min walk
- Ginny's & Jane E's - 6 min walk
- North Shore Cafe - 2 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and
Carefree Cay by Anna Maria Island Accommodations
217 Sycamore Avenue, Anna Maria, FL, 34216
VR16-000412
Welcome to Carefree Cay, a spacious vacation home nestled in the desirable north end of Anna Maria Island. This three bedroom, two and a half bath retreat offers a private pool, in-ground spa, and lush outdoor living, perfect for families or groups seeking relaxation and fun. Located just a short walk from pristine Gulf beaches, boutique shops, waterfront dining, and a trolley stop, Carefree Cay provides the ideal setting for an unforgettable island escape filled with sunshine, water adventures, and island charm.
Highlights
-3-minutes / 2 Blocks to Anna Maria Beach
-3 Bedroom / 2.5 Bathrooms
-2 Kings, 2 twin beds
-Private heated pool, in-ground spa
-Outdoor living space
-BBQ grill
-2 living areas
-Shuffleboard
-2 Blocks to Pine Avenue shops and waterfront restaurants
-Parking for 3 vehicles
Inside, the home offers a laid-back island atmosphere accented by tropical decor, vibrant colors, and natural light. The main living room features plush seating and a large TV, ideal for enjoying family movies or relaxing after a day on the water. The additional second living area downstairs boasts a beautiful beach mural, cozy sofas, a game table perfect for board games, and a shuffleboard, creating a perfect space for fun or quiet relaxation. The fully stocked kitchen includes essential appliances and a breakfast bar for casual dining.
Retreat to the primary bedroom, located on the second floor, with a king bed, a large TV, and a spa-like ensuite bathroom with a walk-in shower and luxurious soaking tub. The second bedroom also features a king bed and ample closet space, while the third bedroom has two twin beds, ideal for kids or additional guests. The hall bathroom, with a fun color scheme, offers a shower/tub combo and stylish fixtures. A washer and dryer are conveniently located nearby for freshening up your clothes.
Room Details
-Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower and soaking tub
-Second Bedroom (2nd floor): King bed
-Third Bedroom (2nd floor): Two twin beds
Enjoy relaxing outside in your tropical backyard oasis. Dip in the private pool or unwind in the in-ground spa, surrounded by lush landscaping and plenty of loungers. The outdoor dining area and BBQ grill make meals in paradise easy and fun. Just two blocks from the beach and local shopping or dining on Pine Avenue, this home offers endless ways to enjoy the island’s natural beauty and vibrant community.
Book Carefree Cay today for a relaxing, water-accessible, family-friendly vacation. With its spacious outdoor spaces, water views, and close proximity to beaches, shops, and world-class dining, this home offers everything you need for a memorable Anna Maria Island experience. Reserve your dates now and start living your best island life!
-
Please note: The garage is not available for guest use.
There are no pets allowed in this home.
3 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.
This home is managed by AMI Accommodations, an Anna Maria Island property management company.
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.
Please see our AMI Accommodations Rental Policies for full details.
Please Remember: "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.
217 Sycamore Avenue, Anna Maria, FL, 34216
VR16-000412
Welcome to Carefree Cay, a spacious vacation home nestled in the desirable north end of Anna Maria Island. This three bedroom, two and a half bath retreat offers a private pool, in-ground spa, and lush outdoor living, perfect for families or groups seeking relaxation and fun. Located just a short walk from pristine Gulf beaches, boutique shops, waterfront dining, and a trolley stop, Carefree Cay provides the ideal setting for an unforgettable island escape filled with sunshine, water adventures, and island charm.
Highlights
-3-minutes / 2 Blocks to Anna Maria Beach
-3 Bedroom / 2.5 Bathrooms
-2 Kings, 2 twin beds
-Private heated pool, in-ground spa
-Outdoor living space
-BBQ grill
-2 living areas
-Shuffleboard
-2 Blocks to Pine Avenue shops and waterfront restaurants
-Parking for 3 vehicles
Inside, the home offers a laid-back island atmosphere accented by tropical decor, vibrant colors, and natural light. The main living room features plush seating and a large TV, ideal for enjoying family movies or relaxing after a day on the water. The additional second living area downstairs boasts a beautiful beach mural, cozy sofas, a game table perfect for board games, and a shuffleboard, creating a perfect space for fun or quiet relaxation. The fully stocked kitchen includes essential appliances and a breakfast bar for casual dining.
Retreat to the primary bedroom, located on the second floor, with a king bed, a large TV, and a spa-like ensuite bathroom with a walk-in shower and luxurious soaking tub. The second bedroom also features a king bed and ample closet space, while the third bedroom has two twin beds, ideal for kids or additional guests. The hall bathroom, with a fun color scheme, offers a shower/tub combo and stylish fixtures. A washer and dryer are conveniently located nearby for freshening up your clothes.
Room Details
-Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower and soaking tub
-Second Bedroom (2nd floor): King bed
-Third Bedroom (2nd floor): Two twin beds
Enjoy relaxing outside in your tropical backyard oasis. Dip in the private pool or unwind in the in-ground spa, surrounded by lush landscaping and plenty of loungers. The outdoor dining area and BBQ grill make meals in paradise easy and fun. Just two blocks from the beach and local shopping or dining on Pine Avenue, this home offers endless ways to enjoy the island’s natural beauty and vibrant community.
Book Carefree Cay today for a relaxing, water-accessible, family-friendly vacation. With its spacious outdoor spaces, water views, and close proximity to beaches, shops, and world-class dining, this home offers everything you need for a memorable Anna Maria Island experience. Reserve your dates now and start living your best island life!
-
Please note: The garage is not available for guest use.
There are no pets allowed in this home.
3 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.
This home is managed by AMI Accommodations, an Anna Maria Island property management company.
We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.
Please see our AMI Accommodations Rental Policies for full details.
Please Remember: "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.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a flat-screen television is provided for your entertainment.
Take advantage of recreation opportunities such as a hot tub, or other amenities including an arcade/game room and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Beach
- Beach nearby
- Beach towels
Pool/Spa
- Heated pool
- Hot tub
- Private pool
Internet
- Available in the house: Free WiFi
Parking and transport
- Onsite parking options include a garage
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Ice maker
- Microwave
- Oven
- Refrigerator
- Toaster
Dining
- Dining table
Bedrooms
- 3 bedrooms
- Bedsheets provided
Bathroom
- 2.5 bathrooms
- Hair dryer
- Towels provided
Living spaces
- Dining table
- Living room
Entertainment
- Books
- Games
- Smart TV with cable/satellite channels
Outdoor areas
- Balcony
- Barbecue grill
Laundry
- Laundry facilities
- Washing machine
Work spaces
- Office
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- Smoke-free property
Services and conveniences
- Iron/ironing board
Location highlights
- Near a health/beauty spa
- Near a hospital
- Near an outlet shopping centre
- Near the marina
- Near the sea
Things to do
- Arcade/game room
- Heated pool
- Basketball nearby
- Birdwatching nearby
- Ecotours nearby
- Fishing nearby
- Golfing nearby
- Hiking/biking trails nearby
- Horseback riding nearby
- Jet skiing nearby
- Kayaking nearby
- Motor boating nearby
- Parasailing nearby
- Sailing nearby
- Snorkelling nearby
- Surfing/bodyboarding nearby
- Swimming nearby
- Wildlife walks 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)
- Fire extinguisher
- Deadbolt lock
General
- Unit size: 1,732 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
Pets not allowed
Children and extra beds
Children are welcome
Important information
You need to know
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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Property is also known as
421