Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and
Carefree Cay by Anna Maria Island Accommodations VR16-000412
Welcome to Carefree Cay, a three-bedroom, two-and-a-half-bath vacation home in the north end of Anna Maria Island. Just a short two-block stroll from the soft white sands of Anna Maria Beach and the charming shops and restaurants along Pine Avenue, this spacious retreat offers a private pool, spa, shuffleboard, and inviting indoor and outdoor living spaces. Designed with families and groups in mind, Carefree Cay has everything you need for a carefree and memorable Anna Maria Island getaway.
Highlights • 2-Minute Walk to Anna Maria Beach • 3 Bedrooms / 2.5 Bathrooms • 2 Kings, 1 Full over Full Bunk • Private Heated Pool and Spa • Outdoor Dining with BBQ Grill • Deck for sun lounging or star gazing in the peaceful evenings • Indoor Shuffleboard • Pool table • Poolside TV • Designated outside golf cart charging outlet • Washer and Dryer • Steps to Pine Avenue Shops and Restaurants • Dog friendly (with approval, fee, and restrictions) • Parking for 3 Vehicles
Step into your private backyard oasis where a heated pool and spa are surrounded by lush greenery and plenty of lounge seating. Fire up the BBQ grill and enjoy meals at the outdoor dining table, catch your favorite shows on the poolside TV, or relax with family and friends under the Florida sunshine. A designated outdoor golf cart charging outlet adds extra convenience for island exploring. For more fun, head indoors to the game area featuring a pool table, shuffleboard, and cozy seating.
Inside, the home is filled with tropical décor, natural light, and vibrant touches that make it feel both fun and relaxing. The main living room has plush seating and a large TV for family movies, while the second living area downstairs offers board games, shuffleboard, and an inviting spot to gather. The fully stocked kitchen includes all the essentials plus a breakfast bar for casual dining, and the dining table is ready for memorable meals after a day exploring the island.
The primary suite on the second floor is designed for relaxation with a king bed, flatscreen TV, and spa-inspired ensuite bathroom featuring a walk-in shower and soaking tub. Another upstairs bedroom has a king bed and ample closet space, while the third bedroom includes a set of full over full bunks, perfect for kids or additional guests. A cheerful hall bathroom with a shower/tub combo serves the guest rooms, and a washer and dryer are available for added convenience.
Room Details • Primary Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower and soaking tub • Second Bedroom (2nd Floor): King bed • Third Bedroom (2nd Floor): Full over full bunks • Hall Bathroom: Shower/tub combo
Carefree Cay offers parking for three vehicles and a location that makes exploring easy. Walk two blocks to Anna Maria Beach for sunny days on the sand, or head over to Pine Avenue for boutique shopping, local dining, and island attractions. Hop on the island trolley for a carefree ride to Holmes Beach, Bradenton Beach, and beyond.
With its spacious layout, private pool and spa, fun game spaces, and prime location near beaches and shops, Carefree Cay by Anna Maria Island Accommodations is the perfect choice for your next island escape. Book today and start making unforgettable memories on beautiful Anna Maria Island!
- Please note: The garage is not available for guest use.
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). A maximum of two dogs are permitted with a maximum combined weight of 50 pounds. Breed restrictions apply. An additional pet fee will apply.
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.
Old Florida Cottage. Blocco spiaggia.<br><br>Prenota tramite VRBO dal 2 settembre al 12 ottobre e ottieni un noleggio di golf cart da 1/2 prezzo da Beach Bums con il noleggio di due o più biciclette. Informarsi per tutti i dettagli.
Anna Maria
Old Florida Cottage. Blocco spiaggia.<br><br>Prenota tramite VRBO dal 2 settembre al 12 ottobre e ottieni un noleggio di golf cart da 1/2 prezzo da Beach Bums con il noleggio di due o più biciclette. Informarsi per tutti i dettagli.
Questa casa vacanze si trova a Anna Maria e vanta una posizione strategica vicino alla spiaggia. A livello naturalistico, due delle principali attrazioni della zona sono Brandenton Beach e Spiaggia di Bean Point. Anche Fish Hole Adventure Golf e Florida Maritime Museum di Cortez meritano una visita. Scopri le divertenti discipline sportive della zona, tra cui moto d'acqua e kayak, oppure vivi grandi avventure all'aria aperta con attività come equitazione e gite a piedi o in bici. Vai alla guida turistica di Anna Maria
Aeroporto Internazionale di Sarasota-Bradenton (SRQ) - 46 min. in auto
Ristoranti
The Sandbar Restaurant
6 min a piedi
Anna Maria Island Beach Cafe
8 min in auto
The Ugly Grouper
6 min in auto
Ginny's & Jane E's
6 min a piedi
The Waterfront Restaurant
11 min a piedi
Domande frequenti
Gli animali sono accettati presso Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?
Sì, questa struttura ammette gli animali domestici.
Quanto costa il parcheggio presso Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?
Presso la struttura è disponibile un parcheggio in loco.
A che ora si deve eseguire il check-in presso Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?
Orario di inizio del check-in: 16:00.
A che ora si deve eseguire il check-out presso Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?
Orario del check-out: 10:00.
Dove si trova Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and?
Con una buona posizione sul mare, casa vacanze si trova a 10 minuti a piedi da luoghi d'interesse come Brandenton Beach e Spiaggia di Bean Point. Island Players e Anna Maria Island Museum and Historical Park si trovano ugualmente a meno di 5 minuti di distanza.
Recensioni
Recensioni su Beautiful North-End Home! Pool with In-ground Spa, Shuffleboard, Near Beach and
10
Eccezionale
Tutte le recensioni mostrate sono state scritte da ospiti che hanno effettivamente soggiornato nella struttura. Solo i viaggiatori che hanno prenotato un soggiorno con noi possono inviare una recensione. Verifichiamo le recensioni seguendo le nostre linee guida e le pubblichiamo tutte, positive e negative.Maggiori informazioniApertura in un’altra finestra
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Valutazione di 10 - Eccellente. 42 su 44 recensioni
10 - Eccellente
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Valutazione di 8 - Buono. 2 su 44 recensioni
8 - Buono
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Valutazione di 6 - Soddisfacente. 0 su 44 recensioni
6 - Soddisfacente
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Valutazione di 4 - Scarso. 0 su 44 recensioni
4 - Scarso
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Valutazione di 2 - Terribile. 0 su 44 recensioni
2 - Terribile
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Recensioni
Recensione verificata
10/10 Eccellente
Terri C.
1 ago 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
This house was perfect for our family vacation before our youngest goes off to college! Two minutes from the beach and two minutes from the shops/restaurants! The house was so clean and had everything we needed! Will definitely go back!
Soggiorno di 7 notti a luglio 2026
Recensione verificata
10/10 Eccellente
Paul C.
28 mar 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
It was a very nice place. Everything was great.
Soggiorno di 6 notti a marzo 2026
Recensione verificata
10/10 Eccellente
Kayla M.
7 giu 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
The property was beautiful and amazing. My family very much enjoyed staying and spending our vacation here. Since booking there was renovations done that added bigger beds which was definitely a plus. The beach access with just a short walk and the accommodations of this rental saved us from having to purchase beach chairs, wagon, and etc. I would highly recommend this location and would love to stay again in the future.
Soggiorno di 6 notti a maggio 2026
Recensione verificata
10/10 Eccellente
John R.
10 ago 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Usually, when you rent a vacation home, you manage to find at least one little drawback. I honestly can’t say a single negative thing about this property. It is ideally located just one short block from the beach and one short block from Pine Ave, where you'll find great little shops, ice cream, coffee, and rental spots. The pool has a heated option just in case you prefer it warmer, and the hot tub is wonderfully comfortable. My wife, three teenage daughters, and I all loved it. Thank you again for a wonderful experience!John
Soggiorno di 7 notti ad agosto 2026
Recensione verificata
10/10 Eccellente
Sara H.
10 gen 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Absolutely LOVED our stay and would love to stay again!! Clean, so much more spacious than the pictures made it seem, best location for food and the beach. Very responsive when we had questions.
Soggiorno di 4 notti a gennaio 2026
Recensione verificata
10/10 Eccellente
Nicole D.
16 apr 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Perfect location, quick walk to beach and restaurants. Backyard is very private with a beautiful spa that feeds into the pool to keep it the perfect temperature. Would definitely stay here again. Host was very responsive! The only thing missing was a beach umbrella, otherwise 10/10!
Soggiorno di 4 notti ad aprile 2026
Recensione verificata
10/10 Eccellente
Erin S.
23 gen 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
AMI checked in often and quickly remedied any issues. The house had lots of fun things for the kids to do in the game room that walks out to the pool!
Soggiorno di 6 notti a gennaio 2026
Recensione verificata
10/10 Eccellente
Amanda L.
18 feb 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Winter getaway
Great house and close to the beach. Beautiful private backyard with pool and hot tub.
Soggiorno di 7 notti a febbraio 2023
Recensione verificata
10/10 Eccellente
Thomas R.
5 apr 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
This was a cozy well-kept older house located very close to the beach, shopping, and restaurants. All within minutes of walking. The hot tub and pool area was very secluded, which was nice for privacy. And the kids loved the game room! We did have a couple minor issues, but Keyon was able to get them taken care of immediately. Keyon was a great host. I would defiantly use their service again for that property or another location in the future.
Soggiorno di 7 notti a marzo 2026
Recensione verificata
10/10 Eccellente
Ralph W.
29 mag 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Anna Maria Island
Very nice and peaceful place. Amazing beach. We will probably return.
Soggiorno di 6 notti a maggio 2023
Recensione verificata
10/10 Eccellente
Lauren L.
12 apr 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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
Soggiorno di 6 notti ad aprile 2025
Recensione verificata
10/10 Eccellente
Jeff J.
21 apr 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 7 notti ad aprile 2025
Recensione verificata
10/10 Eccellente
Rachel D.
13 ott 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Fall Breah
Quick access to the beach and great pool. Could use new beach chairs.
Soggiorno di 6 notti a ottobre 2023
Recensione verificata
10/10 Eccellente
marthachase1756
3 mag 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Great spot! Close to the beach. The house is nice. We were surprised to only find 2 beach chairs and no umbrella. I called and they were willing to bring one over right away. I went back to the house from the beach and it took about 2 hours for it to arrive. They had told me 15 min. I called and was told they were short staffed which is fine- I just wish they were honest that it would take a bit when I called the first time. Overall it was an awesome getaway for the 4 of us!
Soggiorno di 4 notti ad aprile 2026
Recensione verificata
10/10 Eccellente
Michael S.
28 set 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Paradise...
Even better then expected.
Soggiorno di 5 notti a settembre 2024
Recensione verificata
10/10 Eccellente
Sean R.
26 mag 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!!
Soggiorno di 6 notti a maggio 2024
Recensione verificata
10/10 Eccellente
Patty S.
5 feb 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 6 notti a gennaio 2024
Recensione verificata
10/10 Eccellente
Kathy E.
15 feb 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 7 notti a febbraio 2024
Recensione verificata
10/10 Eccellente
Carol D.
29 gen 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 6 notti a gennaio 2024
Recensione verificata
10/10 Eccellente
Timothy W.
11 mar 2021
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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).
Soggiorno di 21 notti a gennaio 2021
Recensione verificata
10/10 Eccellente
Timothy E.
16 feb 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 5 notti a febbraio 2025
Recensione verificata
10/10 Eccellente
William E.
18 ott 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 4 notti a ottobre 2023
Recensione verificata
10/10 Eccellente
Letisha C.
11 giu 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
This house was perfect for my husband and I, and our two daughters who are 22 and 14. We also had our small dog with us.The outdoor space was so much fun, and so relaxing. It was perfect for swimming all the time, and having lunch breaks outside at the table. When we had a few episodes of rain, we enjoyed being able to have the doors open from inside to outside and be able to play pool and hang out and watch TV. We’ve been coming to Anna Maria Island for nine years, and this by far was the cleanest house we’ve ever stayed in. Communication with the owners when we had one issue with a smoke detector going off, was fixed very quickly.I will say there are a few things in the house that are outdated. The washer and dryer worked well, but are definitely showing their age. The cabinets and drawers in the master bathroom are also showing some age. Outside, it was nice to be able to find chairs and floats to use at the beach at the pool. However, the chairs are starting to show a little age as well as the wagon. I also wish, that there were lounge chairs down by the pool instead of just regular chairs. We did move one down from the deck off the kitchen for our stay, but did return it back to its original place before we left.With all that being said, none of that would keep me from ever coming back. This house was wonderful, and we’re actually trying to decide when we’re going to come back next year, and hope to be able to get this house again.
Soggiorno di 7 notti a maggio 2026
Recensione verificata
8/10 Buono
Richard S.
16 lug 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Anna Maria
Convenient location, wonderful pool/backyard. Would definitely rent again.
Soggiorno di 7 notti a luglio 2022
Recensione verificata
10/10 Eccellente
David B.
12 giu 2021
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Great house and location
Loved the home, pool, hot tub, and location. Worked well for our group. The outside bathroom was great.