Sunnyside of the Beach: Updated, 5-bedroom home, pool, close to beach!

Holmes Beach, Florida
$451 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 7 nights

Min Stay

If you are looking to enjoy Anna Maria Island in a beautiful home, look no further than Sunny Side of the Beach on 66th Street. This five bedroom, 3 bathroom island paradise, nestled into the city of Holmes Beach, is equipped with a beautiful, state of the art kitchen fully supplied with all the cookware, appliances and other kitchen supplies to allow for the full expression of your inner gourmet chef. The home is beautifully decorated with understated beach house elegance throughout. The five bedrooms-each of them comfortable, cozy and bright-are arranged for maximum privacy, with flat screen TVs and cable access.

Conveniences abound here: the washer and dryer are top of the line, and Wi Fi gives you complete internet connectivity throughout the house. The spacious living and dining areas are perfect for getting together after a day at the beach. Or, lounge together by the heated pool and miniature waterfall while grilling on the gas grill on the patio, secluded by beautiful native landscaping and adorned by the finest in patio furniture.

One of the world's most beautiful beaches is just a few steps-yes, literally just a few short steps, less than a block away-from the front door. The sunsets over the Gulf horizon are breathtaking. If you're in the mood to go out, you're just a short bike ride away from all of the best shopping, dining and sight-seeing that Anna Maria Island has to offer. Indeed, cozy and comfortable meet luxury and convenience at Sunny Side of the Beach on 66th Street. You and your family and friends will experience the vacation of a lifetime here.

Bedroom 1: King with TV on Floor 1
Bedroom 2: King Master with TV on Floor 2
Bedroom 3: King with TV on Floor 3
Bedroom 4: King with TV on Floor 3
Bedroom 5: 2 Twin-over-Twin Bunk Beds on Floor 1
*The bed configuration was recently updated in the fall of 2022 and may not be reflected in the photos.

*Please note: 4 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.

***OVERCROWDING CONSEQUENCES***
Maximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.

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.

VRC16-000209

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Gas Grill Outdoor Furniture
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    3 Bathrooms Hair Dryer Shower/tub Combination Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Kayaking Nearby Parasailing Nearby Sailing Nearby Swimming Nearby Water Park Nearby Water Sports Equipment Water Tubing Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Toys
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Edith A.

    Submitted Aug 6, 2025

    Stayed Jul 24, 2025

    Had an amazing stay ! Property is a VERY close walk to the beach. An amazing house, pictures make it look smaller than it is !! Loved it, will be going back!

  • Colleen G.

    Submitted Jul 7, 2025

    Stayed Jul 3, 2025

    We loved that we were within walking distance of the beach. The house was clean and the beds were comfortable. The water pressure in the shower was great. We were surprised that there were only 2 new rolls of toilet paper provided (there were partial rolls in the 3 bathrooms). I would encourage renters to bring additional dish soap, dishwasher soap, laundry soap, toilet paper and paper towels. Overall we had a good time. The property management company was quick to respond to our concerns (the TV in the living room needed to be re-connected to the network and the garbage disposal needed to be replaced).

  • Carrie B.

    Submitted Jun 3, 2025

    Stayed May 17, 2025

    This house was in an amazing location! Quick access to the beach! We had a blast having 9 people all together in the house. We struggled cooking meals as the pots and pans were in terrible condition. We had a few minor issues and the rental property came out right away to address them. Overall we had a great time and made lots of memories!

  • Mike S.

    Submitted Aug 23, 2024

    Stayed Jul 30, 2024

    This house worked perfectly for our three families with a total of 10 people. The younger grand kids loved the bunk room and the teenager loved sleeping upstairs. The close proximity to the beach and having the pool made it fun for everyone. We would definitely stay here again!

  • Mary M.

    Submitted Nov 18, 2023

    Stayed Nov 4, 2023

    We loved our stay, and the easy proximity to the beach! The good; a very comfortable home base for our group. The not so good; some of the appliances in the kitchen were subpar. The dishwasher was on its last leg and broke while we were there. Bummed to have to wash all the dishes by hand for four days. However, they did replace it at the end of our stay, so that isn’t a problem anymore. The refrigerator has no door storage compartments, and the lower bin in the fridge is inoperable. Also, the ice maker does not work. Hopefully they will replace that soon. The bathrooms all need more towel bars, and the master bathroom needs to replace the missing toilet paper holder. Having said that, it was a good place for our family to use and visit grandparents who live in the area.

  • Linda R.

    Submitted Jun 28, 2023

    Stayed Jun 3, 2023

    Wow! This home was so much lovelier than the pictures! This was a girls trip and the 7 of us fit so comfortably in this home. The management responded immediately to a few minor issues, check in was easy and location was perfect.

  • esther z.

    Submitted Apr 28, 2023

    Stayed Apr 8, 2023

    Super comfortable. Had everything. Pool was a little disappointing- wasn’t so clean and the hole in the middle of the table was filled with nasty green stuff. The bedrooms and beds were so comfortable. There are many TVs, took us a minute to figure them all out- one in the bunk room never worked as well as one in one of the upstairs rooms. Dishwasher in the kitchen was broken and super annoying to pull out everytime. The fridge was missing all the shelves on the door and the water dispenser was terrible. The house itself was great and roomy. Just needs a little care with a few appliances.

  • Diane M.

    Submitted Jan 26, 2023

    Stayed Jan 22, 2023

    The property was in a perfect location so close to the beach and in walking distance of a variety of restaurants. Inside the home was lovely, everything looked newly updated. The pool was very nice and warm.

  • matthew T.

    Submitted Jan 10, 2023

    Stayed Jan 3, 2023

    We had a great time! The pool was a hit with the kids!! Property Manager was great helping with a few questions during our stay. Enjoyed the quick walk to the beach to view the sunset.

  • Edward S.

    Submitted Jan 4, 2023

    Stayed Dec 26, 2022

    Excellent property that has recently been completely refurbished. That of course came with some minor issues all of which were handled promptly and completely by the property manager. The walk to the beach was 3 minutes. We also could walk to multiple restaurants and shops. Dave our neighbor was very nice and helpful.

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Total

Includes taxes and fees
$451+
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