GREAT COTTAGE w/Heated Pool, Dog- See Note - Allowed, FREE WiFi/Trolley, Steps to Beach, Dining...

Holmes Beach, Florida
$365 avg/night Minimum Stay 1 Nights
Bed 3

Bed

Bath 1

Bath

Home Cottage

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

**ASK ABOUT LAST-MINUTE DEALS!

This Anna Maria Island cottage offers relaxation in this charming two-bedroom, one-and-a-half baths, classic-style cottage located on a peaceful street just one house off Gulf Drive. You don't even have to cross a road to walk to the beach. What could be nicer

*****Since the two major hurricanes that hit us last year our poor tiki hut has been through so much! Due to permitting issues, the tiki hut is no longer available at this time. We will update once the tiki hut is rebuilt and ready for use.

This property was once a concert venue called The Sandbox and comes complete with a unique backyard, pool, and your own private tiki, as well as a sunset viewing deck! Just steps to the beach.

The Primary bedroom has a king bed, its own TV, and a private half bath attached. The second bedroom features two twin beds and mounted TV. The full bath offers an updated walk-in tiled shower, with a washer and dryer in a separate space.

Enjoy your time in the beachy decorated living room with comfortable seating and a large, flat-screen with Cable as well as WiFi. The kitchen includes a refrigerator (with ice maker, of course), dishwasher, garbage disposal, microwave, new stove, and granite countertops.

Step into the backyard for a tropical oasis that includes a saltwater pool, tiki bar, and a small stage which is now the hammock landing pad! The fridge in the tiki bar keeps your beverages cold as you cool off in the pool or sit on the bar stools and listen to music through outdoor Bose speakers. Catch glimpses of the Gulf and hear the waves at night. You're just a short walk to the beach! There is a cart to carry your stuff to the beach because, after all, you're on vacation.

The Sandbox is within walking distance of a shopping center that includes a Walgreens drug store, Island Creperie, a beach shop, a dollar store, a breakfast restaurant, a German restaurant, a Subway, cupcakes and charcuterie, a hardware store, an ice cream shop, a Dunkin Doughnuts, and a Chinese carryout!

Want more variety Take the free trolley that runs up and down the Island every 20 minutes.

Come enjoy a relaxed and wonderful vacation at The Sandbox.

*PET OWNERS: This property is dog friendly for one dog with a maximum weight of 35 pounds and a non-refundable pet fee for the first week. There is an additional fee per week for any additional weeks booked. Also, certain breeds are excluded. It is necessary that you check with our office prior to your trip for details on weight and breed limitations.

A NOTE ABOUT POOL HEAT: If you book online, your reservation will automatically populate with a pool heat charge for one week. If your reservation is for a longer period, someone on our staff will adjust the pool heat rate to reflect the longer stay. We recommend pool heat at this property, regardless of the time of year, as pools near shady trees stay cooler, even in the summer.

Our Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.

SPECIAL NOTICE TO VISITORS OF HOLMES BEACH:

1. Per City of Holmes Beach ordinances: 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.

2. Per City of Holmes Beach ordinances, this unit cannot exceed 6 occupants. This amount includes adults and children of all ages.

3. Per City of Holmes Beach ordinances, we are required to tell you the minimum stay requirement for this property is one week. VRC#18-000044

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

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Beach Towels
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Day Bed
  • GENERAL

    Unit Size: 970 Sq Ft (90 Sq M)
  • KITCHEN

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

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio
  • POOL/SPA

    Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    1.5 Bathrooms Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Boat On Site Fishing Nearby Fitness Facilities Nearby Golfing On Site Kayak On Site Kayaking Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Scuba Diving Nearby Snorkeling Nearby Surfing/body Boarding Nearby Tennis On Site Water Sports Equipment Water Tubing Nearby
  • ENTERTAINMENT

    DVD Player Stereo Flat-screen TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Note From Host: Smoking Is Not Allowed. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Jason S.

    Submitted Jan 13, 2026

    Stayed Dec 20, 2025

    Enjoyed the stay and we would certainly return! The host was very responsive and the house was nicely updated. My only recommendation would be for the pool to be heated prior to guests arriving. 5 stars overall though!

  • Brian S.

    Submitted Jun 19, 2024

    Stayed Jun 8, 2024

    Great little cottage to stay. Perfect for our family of four. Location was great, backyard awesome. Just perfect. Will stay here again.

  • Nicole H.

    Submitted Nov 28, 2023

    Stayed Nov 18, 2023

    We had the best time at time. The pool was clean and warm, the location was great, easy walk to a very clean and private beach. The house is really cute, with all the amenities you could need.

  • Dan F.

    Submitted Aug 3, 2022

    Stayed Jul 23, 2022

    Cannot say enough good about this place. Everything that you’d need for a beach vacation. Yard is amazing and was the perfect place to unwind after a long day on the beach.

  • kathy t.

    Submitted Jun 22, 2022

    Stayed Jun 11, 2022

    We had a great time! Loved having the pool! The beach was a 3 minute walk. The landscaping gave you the feeling of lots of privacy! Inside was a very comfortable feeling! I would like to have some kind of window covering in the front entry room/ 3rd bedroom. Overall I would recommend it to my friends and definitely come back again!

  • Richard H.

    Submitted May 3, 2022

    Stayed Apr 23, 2022

    Me and my family of six stayed at this place it was very nice clean way more than what we expected plenty of space clean the pool was nice short walk to the beach very enjoyable time at this place it will be an every year event for me and my family it’s a must to do at this place

  • Annmarie C.

    Submitted Apr 19, 2022

    Stayed Apr 9, 2022

    This property is adorable! The kitchen is large, the decor is cute, the ac works well, short walk to a beach access without having to cross a main road, and the pool with tiki bar is a neat addition. The way the pool maintenance people have the pool vacuum constantly attached does render a good portion of the pool basically unusable so be aware if you have kids as this could be an issue. My main suggestions would be to have a deep clean done, the cookware definitely needs replacing, and the windows need upgrading as some don’t have locks or close without gaps. We did have a roach crawl across us in bed one morning but since we also live in a humid, subtropical beach town we know that can happen even with the best pest control. Overall, we were very happy with our stay and would definitely return.

  • Rachel A.

    Submitted Apr 12, 2022

    Stayed Apr 2, 2022

    We loved “The Sandbox”! The house was perfect for our family of 5. The backyard is your own oasis with the greenery, pool, bbq and bar area. The extra fridge outside is a bonus so the kids weren’t going inside with wet suits for drinks. The sunset view from the upper deck was a great way to end every night. Can’t beat this location! This place is a short walk to the beach, stores and short drive to either end of the island. We look forward to another family trip to “The Sandbox”

  • Nhu-Mai F.

    Submitted Dec 27, 2021

    Stayed Dec 17, 2021

    Great time!

  • Misty B.

    Submitted Nov 22, 2021

    Stayed Nov 12, 2021

    Every year we do a girls trip to FL, this year did not disappoint, the location was amazing (monkey bus a huge bonus) close to shopping, very close to the beach, and on our cooler day, we lounged by the heated pool. Would absolutely recommend.

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Total

Includes taxes and fees
$365+
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