3 bedrooms2+ bathroomsSleeps 6161 sq m

Popular amenities

  • Outdoor space

Explore the area

Map
Anna Maria, FL
  • Popular LocationAnna Maria Island Museum and Historical Park4 min walk
  • Popular LocationAnna Maria City Pier10 min walk
  • Popular LocationAnna Maria Beach15 min walk
  • AirportSarasota, FL (SRQ-Sarasota-Bradenton Intl.)37 min drive

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

Bedroom 2

Bedroom 3

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Half Bathroom 1

Spaces

Deck or patio
Kitchen

About this property

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

Carefree Cay by Anna Maria Island Accommodations
Home in Anna Maria, FL 34216
VR16-000412

Welcome to Carefree Cay, a vacation getaway located in the north end of Anna Maria Island. This spacious house offers three bedrooms and two and a half bathrooms, making it the perfect fit for families and groups seeking rest and relaxation. The backyard boasts a private pool and an in-ground spa, along with plenty of lounge chairs for soaking up the beautiful Florida sunshine.

Highlights
• Less than a 5-minute walk to the beach
• Private pool with in-ground spa
• Outdoor living space
• Close to restaurants and shops
• Shuffleboard

As you enter the spacious living area, you'll feel the laid-back island atmosphere and will love all the comfortable seating options. In the kitchen, you'll find essential dishware, pots, pans, and a coffee maker. Guests can dine at the island bar, dining room table, or on the deck, your choice. The second living area features an incredible beach mural, cozy sofas, a table perfect for playing board games, and even a shuffleboard!

The primary bedroom boasts a walk-in closet, a large television, and a spa-like ensuite bathroom with a walk-in shower and a lavish soaking tub. Each bedroom is designed with comfort in mind, and the two guest rooms have storage space and televisions as well. The hall bathroom has a fun colors and a shower and tub combination. Plus, there is a washer and dryer that can be found right off the kitchen and there is a half bath.

Room Details
-Primary Bedroom, 2nd floor: King bed and ensuite bathroom with walk-in shower and soaking tub
-Second Bedroom, 2nd floor: King bed
-Third Bedroom, 2nd floor: Two twin beds

The boutiques and restaurants located on Pine Avenues, along with the pristine Gulf of Mexico beaches, are just a short walk away. Book Carefree Cay today and enjoy all the wonderful attractions nearby!

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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.

Property manager

AMI Locals
Premier Host
Premier Host

Languages

Czech, English, German, Russian, Spanish

Amenities

Outdoor space

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM

Children

Children allowed: ages 0-17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Anna Maria

Located in Anna Maria, this vacation home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with rock climbing and cycling.
Map
Anna Maria, FL

What's nearby

  • Anna Maria Island Museum and Historical Park - 4 min walk
  • Bradenton Beach - 4 min walk
  • Anna Maria City Pier - 10 min walk
  • Bean Point Beach - 12 min walk
  • Anna Maria Beach - 15 min walk

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 37 min drive

Restaurants

  • Anna Maria Island Beach Cafe - 6 min drive
  • The Waterfront Restaurant - 12 min walk
  • Sandbar Seafood & Spirits - 6 min walk
  • The Ugly Grouper - 4 min drive
  • Harry's Grill - 6 min walk

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 24 out of 26 reviews" "
Rating 8 - Good. 2 out of 26 reviews" "
Rating 6 - Okay. 0 out of 26 reviews" "
Rating 4 - Poor. 0 out of 26 reviews" "
Rating 2 - Terrible. 0 out of 26 reviews" "

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Kathy E., Portage

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location!
Great location- close to beach and close to Pine St. For shopping and restaurants! We walked most everywhere. Heated pool and hot tub were nice for the cooler days. Very responsive property managers too. Stairs are only way in/out which was no issue for us, just good to be aware of if that’s an issue for anyone in your group. Overall a very nice rental!
Stayed 7 nights in Feb 2024

10/10 Excellent

Patty S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
This was our first trip to AMI and we thoroughly enjoyed it! Our rental unit was in a perfect location, walkable to the beach, restaurants, and shopping. Property MGMT was responsive to a minor issue and excellent to work with. Highly recommend!
Stayed 6 nights in Jan 2024

10/10 Excellent

Carol D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home with spa
Beautiful home with all amenities. The spa and pool were nice and relaxing. 5 minute walk to the beautiful beach and 10 minutes to the city pier. Gorgeous area. Lots of local restaurants to try. AMI kept in touch at all times. We just wish we’d stayed longer and we will definitely be back again. Thank you for a nice quiet week.
Stayed 6 nights in Jan 2024

10/10 Excellent

William E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house in the perfect location
My wife and I, along with our two toddlers, had an amazing time in this house. It was very clean and as described in the listing. Perfect location a block from the beach which made it so convenient with toddlers. The pool area was just a relaxing quiet setting. A few blocks walk to cute little shops and restaurants too. We really enjoyed our time and hope to go back. The only two things I wish they had was possibly a pack ‘n play for younger ones to sleep in, and maybe a way to block or close off the step going down into the basement- I had to barricade the top of the steps with chairs.
Stayed 4 nights in Oct 2023

10/10 Excellent

Rachel D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fall Breah
Quick access to the beach and great pool. Could use new beach chairs.
Stayed 6 nights in Oct 2023

About the host

Hosted by AMI Locals

Host profile image

Languages:

English, German, Spanish, Russian, Czech

Premier Host

Premier Host
They consistently provide great experiences for their guests
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