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Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and

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A heated pool
Exterior
Fridge, microwave, oven, stovetop
Dining
Outdoor dining

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 61732 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Pool

Explore the area

View in a map
Anna Maria, FL
  • Anna Maria City Pier
    ‪11 min walk‬
  • Anna Maria Beach
    ‪17 min walk‬
  • Bean Point Beach
    ‪1 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪40 min drive‬

Room options

About the neighborhood

Anna Maria

Seaside stay .Within a 5-minute walk of the vacation home, you'll find Palmetto Avenue Beach and Island Players. Anna Maria Island Museum and Historical Park and Historic Green Village are also within half a mile (1 km).

What's nearby

  • Anna Maria Island Museum and Historical Park - 5 min walk - 0.3 miles
  • Anna Maria City Pier - 11 min walk - 0.6 miles
  • Anna Maria Beach - 17 min walk - 0.9 miles
  • Bean Point Beach - 1 min drive - 0.5 miles
  • Bradenton Beach - 4 min drive - 1.5 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 46 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬6 min walk
  • ‪The Ugly Grouper - ‬6 min drive
  • ‪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!

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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.

Similar properties

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • 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

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • 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
  • Snorkeling 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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

421

Frequently asked questions

How close is Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and to the airport?

This vacation home is 19.5 mi (46-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and to the beach?

This vacation home is a short 10-minute walk from Bean Point Beach and 4-minute walk from Palmetto Avenue Beach. Don't forget your sunscreen!

Does Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?

No, there is no casino at this vacation home.

What time is check-in at Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?

Check-in begins at 4:00 PM.

Is there free parking at Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?

Free parking is not available at this vacation home.

Does Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and have a pool?

Yes, there's a private pool.

Does Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and have a spa?

There are no spa services available at this vacation home.

How close is Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and to downtown Anna Maria?

This vacation home is 0.3 mi away from Anna Maria.