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

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A heated pool
Flat-screen TV
Fridge, microwave, oven, stovetop
Flat-screen TV
Exterior

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

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 15-minute walk of the vacation home, you'll find Bean Point Beach and Anna Maria Beach. Island Players and Anna Maria Island Museum and Historical Park are also within half a mile (1 km).
View more Vacation Homes in Anna MariaOpens in a new window

What's nearby

  • Bradenton Beach - 3 min walk - 0.2 miles
  • 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

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 45 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬6 min drive
  • ‪Rod and Reel Pier - ‬15 min walk
  • ‪Two Scoops - ‬10 min walk
  • ‪Sandbar Seafood & Spirits - ‬6 min walk
  • ‪The Waterfront Restaurant - ‬12 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!

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!

-
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

Anna Maria Island Accommodations

Languages

English

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Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Internet access

Parking and transportation

  • Onsite parking options include a garage

Kitchen

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

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Flat-screen TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village
  • Near a hospital
  • Near an outlet shopping mall
  • Near the sea

Things to do

  • Arcade/game room
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Rock climbing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • 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.

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 and a deadbolt lock
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, 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! to the airport?

This vacation home is 19.5 mi (45-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! 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! to the beach?

This vacation home is a short 8-minute walk from Bean Point Beach and 15-minute walk from Anna Maria Beach. Don't forget your sunscreen!

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

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!?

Check-in begins at 4:00 PM.

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

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

Does Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard! 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! to downtown Anna Maria?

This vacation home is 0.3 mi away from Anna Maria.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 29 out of 31 reviews
Rating 8 - Good. 2 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Jeff J., Denver, NC

Liked: Cleanliness

Excellent Location

We had a great time here for a week with the family. The house was very clean and the pool and hot tub was really great. It's one block to the beach and one block to Pine street where a lot of stores and restaurants. It's really an amazing location. The pool and hot tub were really great and the host was really responsive to any requests. Highly recommend this place.
Stayed 7 nights in Apr 2025

10/10 Excellent

Lauren L., Marietta, GA

Liked: Cleanliness

Perfect Beach House

This was our first time on AMI, and this beach house was perfect. Not only is it very nicely set up, but it is well appointed, clean, and a very short walk to the beach. A
Stayed 6 nights in Apr 2025

10/10 Excellent

Timothy E.

Liked: Cleanliness

Great Break from the MI Winter

Beautiful home in a great location. Smooth check in with great communication from management company throughout. Pictures are an accurate representation of the place. Very spacious and clean. Comfortable beds. Heated in ground pool and spa were perfect with convenient outdoor bathroom and shower. Short walk to beach and place provided a wagon, cooler, 3 beach chairs, umbrella.Safety features of door alarms to pool were nice but we did have to rent a gate for an open stairway to the basement. Would strongly recommend and stay again!
Stayed 5 nights in Feb 2025

10/10 Excellent

Michael S.

Liked: Cleanliness

Paradise...

Even better then expected.
Stayed 5 nights in Sep 2024

10/10 Excellent

Sean R.

Liked: Cleanliness

The Beginning of a Tradition

My wife, kids, and I all absolutely loved this property! It had all of the amenities that we needed, it was incredibly close to the beach (less than a 3 min walk), and the pool was beautiful. All in all we could not have asked for more!!
Stayed 6 nights in May 2024

10/10 Excellent

Kathy E., Portage

Liked: Cleanliness

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

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

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

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

Fall Breah

Quick access to the beach and great pool. Could use new beach chairs.
Stayed 6 nights in Oct 2023

10/10 Excellent

Amanda L.

Liked: Cleanliness

Winter getaway

Great house and close to the beach. Beautiful private backyard with pool and hot tub.
Stayed 7 nights in Feb 2023

8/10 Good

Richard S.

Liked: Cleanliness

Anna Maria

Convenient location, wonderful pool/backyard. Would definitely rent again.
Stayed 7 nights in Jul 2022

10/10 Excellent

David B.

Liked: Cleanliness

Great house and location

Loved the home, pool, hot tub, and location. Worked well for our group. The outside bathroom was great.
Stayed 7 nights in Jun 2021

10/10 Excellent

lynsey p.

Liked: Cleanliness

Perfect for our family!

The location, gorgeous private pool, and fun beachy furnishings were all fantastic. Our family of 6 loved it.
Stayed 7 nights in May 2021

10/10 Excellent

Carrie C., Omaha, ne

Liked: Cleanliness

Great house!

We had a great time staying at this property while on AMI. It had everything we needed for our stay and we enjoyed the short distance to the beach, the quiet area, being close to shops and restaurants and especially the pool and hot tub!
Stayed 7 nights in May 2021

10/10 Excellent

Timothy W.

Liked: Cleanliness

Carefree Cay - Feb 2022

Great property, the location is absolutely fabulous, close to beach and shops. Would stay here again and again. One suggestion, WiFi is not currently sufficient. It cut out quite a few times on us, and does not reach many parts of the property (downstairs, pool, deck, etc).
Stayed 21 nights in Jan 2021

8/10 Good

Jeff R.

Liked: Cleanliness

Great location, pool

The house is in a great location, just a few blocks from the beach. Nice pool w/ hot tub that gets very hot. House itself could use some updates but it was ok overall.
Stayed 14 nights in Jan 2021

10/10 Excellent

Jean Carlo L.

Liked: Cleanliness

Surpass our expectations!

House was better than pictures. Very roomy and cozy. Had everything we needed. Will definitely return. Bottom entertainment room was a major plus. Pool and Jacuzzi were great.
Stayed 7 nights in Aug 2020

10/10 Excellent

Sharon D.

Liked: Cleanliness

Fantastic House

My family enjoyed every minute in this house! The pool and backyard was fabulous. The rec room for the kids (I should say adult Kids) provides a space to allow them to stay up late and not keep others awake. The location to the beach is super close to walk. The property had a wagon which was PERFECT! And we were so close to all the places we loved to eat! I would rent this house again!
Stayed 7 nights in Jul 2020

10/10 Excellent

Eric D.

Liked: Cleanliness

This house and property are exactly as pictured on VRBO.

The house was clean and the landscaping and pool were beautiful. We loved the beach decor! Our beach was gorgeous and we enjoyed the spectacular sunsets every night. We saw manatee in the clear blue/green waters and the kids found handfuls of sand dollars! The Anna Maria pier opened during our stay. Thank you for sharing your beautiful home with us!
Stayed 7 nights in Jun 2020

10/10 Excellent

Gin R.

Liked: Cleanliness

PERFECT paradise!

PERFECT place for a vacation on AMI! Ideal location, close to the gorgeous beach and downtown Pine Avenue. Our family of four had plenty of room to eat, sleep and relax in this immaculate home. Layout was fantastic! After soaking up the sun at the beautiful beach, we went for a dip in the refreshing pool right in the backyard. Kitchen stocked with every appliance you can imagine! Openness of kitchen was wonderful.. Beds very comfortable. Super fun basement with shuffleboard opened right to the backyard with pool, hot tub, outdoor bathroom and closet packed with every beach / pool item you need. Plenty of towels, sheets, and pillows. We are already planning to book again so we can make AMI a family tradition!
Stayed 7 nights in Nov 2019

10/10 Excellent

becky v.

Liked: Cleanliness

Perfect

Great, Absolutely zero negative things to say about this property.
Stayed 14 nights in Oct 2019

10/10 Excellent

Janet O.

Liked: Cleanliness

Wonderful Location!

Great location, can easily walk to shops & restaurants. Short 2 min walk to beach. Lovely property as pictured. Liked the shade around pool & also sun deck if you wanted that. Would rent again!
Stayed 7 nights in Sep 2019

10/10 Excellent

Christine W.

Liked: Cleanliness

Home away from home

We were pleasantly surprised upon arrival. This home was very comfortable and pretty clean. There were a few items of clothing left in two of the bedroom dressers and both of the main floor bathrooms could use a more detailed cleaning behind toilets , baseboards , and in the master bath shower along the grout seams and at base of shower door. Don't let that deter you, the house was very clean other than those few things . It was perfectly decorated inside and also the pool area and complete outdoor landscaping were beautiful . The pool area however does not get much sun for laying out or sunbathing at that level. You can layout on the top deck and also the beach is a very short walk. We enjoyed being close to the little shops and also many choices for restaurants. We walked to Pine Ave and also rented a gulf cart for the week that we used when going out to eat or taking short rides around the island. This was our first time at Anna Maria Island and we will definitely return!! We have already looked at homes for about 25 people to have others join in next year! This was a home away from home. It was a very good choice of home and also location on the island .
Stayed 7 nights in Jul 2019

10/10 Excellent

Colette B.

Liked: Cleanliness

Nice, clean, and close to beach.

We enjoyed the rental and our stay in Florida.
Stayed 7 nights in Jun 2019