neighborhood of Holmes Beach
  • Sleeps 6
  • 3 Bedrooms
  • 2 Bathrooms
  • 1950 sqft.


Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.1950 sq. ft.HIGHLIGHTS:- Open layout and spacious Kitchen, Dining, Living w/ Queen Sleeper Sofa & TV- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Shower and access to deck- 1 Queen Bedroom w/ TV- 2 Twin Bedroom w/TV- Full Bath- Bonus Game Room off Pool/Patio Area & Backyard w/Ping Pong Table- Kitchen- Stove/Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker, Garbage Disposal, Coffeemaker (12 cup), Blender, Crock Pot, Toaster, Kitchenware, Nutribullet, Tea KettlePool Area:Heated Private Pool w/ Sun Shelf, Table & Chairs, Outdoor Seating, GrillLaun...

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  • Balcony
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Furniture
  • Porch / Veranda
  • Water Sports Gear
  • Game Room
  • Games
  • Ping Pong Table
  • Satellite / Cable
  • TV
  • Air Conditioning
  • Bed Linens Provided
  • Dryer
  • Hair Dryer
  • Heating
  • Iron & Board
  • Towels Provided
  • Washing Machine
  • Garage
  • Living Room
  • Telephone
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Grill
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Heated Pool
  • Pool
  • Private Pool
  • Children welcome
  • Luxury
  • Cooking Utensils
  • Freezer
  • Lanai / Gazebo
  • Terrace / Balcony


Nightly rates range from $300.00 to $950.00


About Owner

We are Mike & Nikki Kaleta with Once Upon A Beach Vacation Rentals & Property Management, full-time island residents, and a husband and wife team who solely own and operate our boutique luxury vacation rental agency on Anna Maria Island, Florida. We currently manage 30+ throughout the island on behalf of our owners. We relocated here in 2016 after we fell in love with the small town feel of this beach island paradise and built our small business from the ground up with the passion to share this beloved island with others. It is our utmost goal to make every one of our guests instantly feel at home as a 'true local' in one of our unique, pristine, meticulously designed and luxurious accommodations. From small beachside bungalows to sprawling...

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  • Suitable for Children

General Policies

Payment Policy:

Deposit: 50% of total amount due must be made at the time of reservation request to confirm reservation. No dates or rates will be held for reservation requests in which no deposit has been paid or without express written consent of Manager. Reservations are only confirmed upon receipt of deposit. After booking confirmed, prices will not be adjusted for any newly published rates applicable to dates of existing reservations.

Balance: 50% of total amount due must be paid on or before 60 days prior to check-in date. Full amount due must be made at the time of booking if check-in date is within next 60 days.

Cancellation Policy

Cancellation Policy: All cancellation requests must be initiated by guest through website in which they booked. If cancelling entire or portion of reservation, refunds of deposit or full payment are subject to property manager’s ability to re-rent the home for the same number of nights or specific policy of website used to book (see below) and a refund will be given in the amount we were able to re-rent the property. We do not make any guarantee that we will be able to rent the property at rate originally paid. If your check-in date is greater than 60 days out, you may move your reservation to any available dates (with same rental requirements) within 1 year plus the difference in current rate, if any. Cancellations for any number of nights...

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(Based on 11 reviews)
- 01/01/2022 -

Our Experience

"Property managers communication A+ House solid A- Pool area could use a couple upgrades. Outdoor flatscreen TV and a beverage center would go a long way. AMI itself- several charming shops and restaurants. Always something new to experience. We all really enjoyed the island. Neighborhood- Our advice would be to really think about what vacation means to you and your group. We (a group of 6 adults) were looking for sun, relaxation and some time to "cut loose" a bit. You might want to leave your Bluetooth speaker at home because a little loud music doesn't seem welcomed around your own pool, even during the day. This is really the only reason we gave 3 stars under the location/community section of the review. The location is 5 stars for beach access, cleanliness and ease of access to restaurants and shops. You'll have to go to the Sand Dollar or the Ugly Grouper to find more lively adult fun. Ugly Grouper within walking distance and the Sand Dollar a short golf cart ride away. We highly recommend renting a golf cart. Fun way to run down to the public beach, site see and even made running to the grocery store fun."

Host Reply
Hi Bryan, Thank you for taking the time to leave feedback about your most recent visit to Anna Maria Island. We are thrilled to know that you enjoyed your overall stay with us at Sunsets On Carissa and we appreciate your suggestions. We will be sure to take them into consideration. The City of Anna Maria, Holmes Beach, and Bradenton Beach all have noise ordinance policies in place, and they are enforced by local law enforcement and code enforcement officers. The goal of this program is not to limit your fun or vacationing experience, instead it is designed to ensure a quality stay for every guest and resident on our island. Thank you again for your valued feedback, We look forward to hosting you again in the future. Best Regards, The Once Upon A Beach Team
- 12/01/2021 -

Family holiday

"The property was great as was the neighborhood and proximity to beach and food. Loved the beach stuff available in the garage. Home was very well maintained and everything was as expected. Just a couple of things - the sun never got high enough in the sky to enjoy the pool (no sun in the backyard lower level) and a suggestion that the house come with some basic cleaning supplies. As we cooked it was hard to get things clean without kitchen spray of some variety. Would definitely recommend the home and the area to others. Thanks for a great stay!"

Host Reply
Thank you so much for staying with us! We're glad you enjoyed your time at Sunsets on Carissa! Please let us know if we can assist you with anything in the future!
- 12/01/2021 -

Perfect family getaway

"I am pretty particular about the houses/properties we rent for our vacations. This house and property turned out to be the perfect getaway for my wife and me and our three teenage daughters. The place feels like it is new and had everything we needed. The back yard had a tropical feel with a lot of privacy. The pool was a little smaller than I expected but was still a great place for us to spend time as a family. It also was a very short walk to the beach. This was our first time visiting Anna Maria. An overall fantastic experience if you're looking for a very nice home in a quiet place away from crowds and least that was the case for us in December."

Host Reply
Thank you, Carmen! We appreciate your feedback and are delighted that you enjoyed your time at Sunsets on Carissa! Please let us know if we can help you in the future, we'd love to host you again!
- 11/01/2021 -

Best Thanksgiving

"We loved our stay! The house was perfect for my husband and I and our 4 teenage boys. They provided plenty of beach supplies, kitchen supplies, and we spent some great time playing ping pong when we got back. It was a short, easy walk to the beach, and the wagon they provided helped get all of our gear there. The layout of the bedrooms and bathrooms was great and the master was a beautiful retreat. We can't wait to come back!"

- 10/01/2021 -


"The property and home are gorgeous. Close to the beach, trolley, dining and shopping. Very quiet neighborhood. Absolutely loved the place."

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