neighborhood of Holmes Beach Vacation Rentals
  • 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
  • Beach Chairs
  • Beach Towels
  • 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
  • Wireless Internet
  • Garage
  • Living Room
  • Telephone
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Grill
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Heated Pool
  • Outdoor Pool
  • Pool
  • Private Pool
  • Children welcome
  • Luxury
  • Snowbird & Monthly Stay Rental
  • Activities / Restaurants Guide
  • Cooking Utensils
  • Dining Area
  • Freezer
  • Keyless Entry System
  • Lanai / Gazebo
  • Outdoor Gas Grill
  • Terrace / Balcony

Location Info

Holmes Beach, a town of just under two square miles with a year-round population of 3,913, has a distinctly more residential, laid-back vibe. Vacation rentals abound, mostly unpretentious older concrete-block homes of 1,400 square feet or so, and newer, larger pastel-colored Key West-style homes. Here you’ll also find Key Royale, a canal-front community of executive homes with its own nine-hole golf course, where a lot of updating is going on. Boaters especially appreciate Key Royale’s easy access to Tampa Bay and the Gulf. Manatee Public Beach is the major draw. There’s also a new municipal skate park and a public library, and you can charter a fishing trip at Keyes Marina.


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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Check-In Time : 04:00 PM
Check-Out Time : 10:00 AM
  • Suitable for Children

General Policies


Max Occupancy: 6

Max Cars: 3
Holmes Beach: VRC18-000115

The information provided online, though deemed accurate is not guaranteed. It is subject to errors, omissions, change of price or withdrawal without notice.

House Rules

*Beach Gear Equipment (Provided by VayKLife Gear): Assorted beach gear items may be onsite but not guaranteed. Every reservation now includes a credit towards personalized beach gear rental included with your stay (chairs, cart, umbrella, bikes, coolers, games, and so much more). Simply make selections prior to your stay and we will have at your home for you!Registered Guest must provide copy of ID, be at least 25 years of age and be present throughout entire stay.  Standard occupancy is 2 persons per every standard bedroom, an additional occupant fee of $25 per person/per night will be assessed for each occupant over this up to max occupancy, if applicable.Quiet Hours 10p-8a. You are vacationing in a residential area. Please be a goo...

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Terms & Conditions

Cancellation Policy

CANCELLATION POLICY: Please review the details of our Cancellation Policy page or Terms & Conditions at booking. We encourage you to review as OUR POLICIES HAVE CHANGED as of MARCH 25, 2023. We continue to offer refunds of deposits for cancellations (for stays of 28 days or less) made greater than 60 days to arrival, however all cancellations are now subject to a non-refundable booking admin fee. We continue to offer our US Citizens guests (with exception to residents of NY and HI) the option of purchasing CSA Travel Insurance directly with us. We strongly encourage all guests to purchase Travel Insurance in the event of any unforeseen eventualities. Refunds or credits are not provided for COVID-19 related cancellations, weather or b...

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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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