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Let Your Cares Drift Away at DayDream Cottage!!

28 Reviews
Bedrooms 2
Property type house
Minimum Stay 7 nights

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Minimum Stay
7 nights


Holmes Beach House Rental Photos and Description

2.5BR/2BA With New Heated Saltwater Pool

If you are dreaming of a vacation where you can kick back and relax then look no further than 'DayDream Cottage' on charming Anna Maria Island!

DayDream Cottage is a wonderful place to enjoy all Anna Maria Island has to offer. Less than a three minute stroll from the white sandy beaches and stunning sunsets of the Gulf coast, the property has a landscaped, private back yard with heated salt water swimming pool, outdoor shower for rinsing off beach sand and a propane BBQ grill and cast Iron Patio table that comfortably fits six. There's even a Sunsetter awning over the front patio where you can relax and take in the surroundings of the Island.

New to the rental market in the Fall of 2012 this adorable, newly updated single family cottage comfortably sleeps six and offers all the conveniences of home. DayDream Cottage accommodates 6+ people with 2+ bedrooms and two full bathrooms. The freshly updated, spacious master bedroom features a luxurious King sized bed, vaulted ceilings and connected office and laundry area. The second bedroom has a new versatile twin over full size bunk bed and another single bed with pull-out trundle. A flexible third bedroom/kids TV room has a trundle daybed that converts to either 2 singles or a king sized bed. To ensure a restful night’s sleep we equipped all beds with new, quality mattresses and quality linens. There is also another full sized sofa bed in the living room.

The cottage has lots of windows and doors to let in the natural light. The bright airy eat-in kitchen features seating for six. The fully equipped and recently updated room includes custom cabinetry, quartz countertops, fridge with filtered water and ice-maker, Bosch dishwasher, electric cook top with gas oven, microwave, coffeemaker(s), new anodized aluminum cookware, powerful KitchenAid blender for fruit smoothies or frozen Margaritas, quality utensils, dishes, cutlery and crystal stemware (as well as plastic stemware for all those sunsets at the beach you won't want to miss!)

Daydream Cottage is the perfect place for a family vacation. It is located on a private cul de sac away from the traffic of Gulf Drive while still being close to shopping, restaurants, supermarkets and local attractions. For your entertainment - inside there are three HD flat screen TVs including a 46' Samsung, a Blu-ray player, Denon amplifier with surround sound, docking station and easy to operate remote, two DVD players in the kids rooms, a VCR, plus several movies, games and books for the kids. There is also a portable docking station for your iPod or MP3 player to enjoy in any room or out on the patio.

Just outside the Florida room awaits your new private heated saltwater pool nestled among luscious tropical palms. For your convenience the pool house/large shed in the back contains two adult bikes, three kid’s bikes, helmets, beach chairs, umbrellas, and a beach cart to make the short walk easy. Beach (and bath) towels are included inside master bedroom's spacious closets along with new (he) front load washer/dryer and an iron. The quiet, white sandy beaches and the Gulf's emerald green waters are only a short block and a half stroll away. To enjoy all the amazing sights of the island, Anna Maria offers a free trolley for you to easily get around which stops literally steps away from your front door.

The house will feel more like a home away from home than a rental property once you unpack and stock the main frig and wine frig with all of your favorites; or if you prefer - dine out at one of the many quaint bistros or beachfront dining spots that the Guest Book provides information on. We have also included brochures on many local attractions including Aquariums, Marine Rescues and Turtle Hatching & Island Sea-Bird Wildlife tours. The cottage is an hour from Tampa's Busch Gardens and Water Parks, (and Orlando is only an hour and 45 minutes away!).

Get your dream vacation started and set your watch to 'Island Time' at Daydream Cottage!!

Keywords: Beach, Bay, Gulf, Remodeled, Close to Shopping, Close to Beach, Pool, Walking Distance, DayDream cottage, day dream cottage.

More Details
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed

Bill Schmitt
Member since: 2012
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
October 21, 2016

About Bill Schmitt

We live in NJ and have two children, (and three dogs, a bunny and a bird :-)).

Bill Schmitt purchased this house in 2012

Why Bill Schmitt chose Anna Maria Island

We love coming to Anna Maria Island for it's 'Old Florida charm' and 'laid back vibe'. We fell in love with the cottage for the open floor plan, vaulted ceilings, plentiful windows, private back yard, lush landscaping, and spacious master bedroom. The Home has been newly renovated with new heated saltwater pool and paver patio, high-end appliances and quartz countertops through out. You'll fall in love with it's charm just like we did.

What makes this house unique

DayDream cottage is a wonderful place to enjoy all the island has to offer. Less than a three minute stroll from the white sandy beaches and stunning sunset of the Gulf coast, the property has a landscaped, completely private back yard with heated swimming pool, outdoor shower for rinsing off the beach sand and a propane BBQ grill.


based on 28 traveler reviews

Let Your Cares Drift Away at DayDream Cottage!!
average rating of 5.0 based on 28 reviews

Amazing place!

  • 5 of 5

We had a wonderful experience at DayDream Cottage. The place is really as pictured - spacious, clean, nice sized pool. It felt very much like home. The amenities included (the shed had bikes, noodles, beach chairs, a beach wagon, and easy up that we used every day along with a nice assortment of beach towels inside the house) are really unmatched to other places I have stayed. A perfect spot if you are flying and don't have space to pack extras or if like us you just don't want to drive with everything beach-oriented that you own! The owners were amazing to deal with. Quick responses and when we realized we needed to switch weeks were kind enough to allow us to do so. We received contact from them shortly after arrival as well to make sure everything was ok with the place and that there were no questions. There is not enough space for all the nice things I could say about the house. The location is incredible too. A very very short walk and you are at the trolley stop that services the entire island and a very very short walk after that you are at a beach access. The beach wagon made the walk to the beach very easy and it was close enough we were able to walk back to the bathroom when we needed to. It is also a quick drive or bike ride to a Wal-Greens, CVS, Publix, and a number of restaurants. The location is as fantastic as the house! Thanks for a wonderful week - look forward to coming back again!!

  • Submitted: Sep 19, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
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  • 5 of 5

My family had never had such a great vacation! Anna Maria is a beautiful Island and this house is a great place for everyone. The pool was wonderful and the shed had all the goodies you need for the beach. It just felt like a home away from home. The house is perfect location next to Publix and the trolley stop. Bill is great to work with and made it easy to book.

  • Submitted: Aug 8, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

We loved this house . It was very well equipped , beautiful pool , close to beach and free trolley . We would highly recommend it .

  • Submitted: Jun 26, 2016
  • Stayed: Jun 2016
  • Source: VRBO, from HomeAway
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Wonderful Honeymoon at DayDream Cottage!

  • 5 of 5

Our honeymoon was wonderful, thanks to DayDream Cottage! The house was clean and had everything we needed for our stay. The pool and patio was just lovely. The location was PERFECT! Just a quick walk and we were at the beach! The beach was not busy at all when we were there, which was great! The water in Anna Maria is unlike anywhere we had been before. It was so peaceful and relaxing out in the water on a raft with beautiful blue water. The owners were very easy to communicate with and were very patient and flexible when we had to change our stay dates and worked with us! Needless to say, we were very happy with where we stayed and would definitely recommend this house and destination to everyone we know!

  • Submitted: Apr 21, 2016
  • Stayed: Aug 2015
  • Source: HomeAway
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An amazing home

  • 5 of 5

we just stayed at this beautiful home the first week in April! My daughter and I decided on this one, and so glad we did! Everything and more, is what we had there! The two grandchildren loved the pool over the ocean! Just having all the comforts of home on a vacation , is the best! Great location to the beautiful white sandy beaches! Trolly stop is right there, cross the street to the beach! Grocery store a couple blocks away, Walgreens a block away! Great restaurants within walking! What more can you want! Will definitely try to get back here! Thank you for sharing your beautiful home with us!!

  • Submitted: Apr 11, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
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Steamboat Springs, CO

Great home and location!

  • 5 of 5

We just returned from a week long stay at the Daydream Cottage. After hours of research on rental properties on Anna Maria we settled on Daydream and we were not disappointed. The home was well appointed and had several recent upgrades which included a kitchen with granite finishes and new appliances. The home is decorated nicely and many of the rooms have a beach theme which was fresh and cute. The pool was very nice and a large size for a home this size. We also enjoyed the access to the shed. This was one of the deciding factors when we rented as we did not have to purchase beach toys, chairs, umbrellas nor did we have to rent bikes. We are a small family of 3 and it had ample room for us. It would easily accomodate a larger family. We are already considering a trip next spring.

  • Submitted: Apr 27, 2015
  • Stayed: Apr 2015
  • Source: VRBO, from HomeAway
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Nearest Airport
50 Miles
Tampa International/or Sarasota
Car: recommended


Rates & Availability

Holmes Beach House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Fall 2016
Sep 11 2016 - Dec 24 2016
7 night minimum stay
Winter 2017
Dec 25 2016 - Apr 15 2017
Changeover Day: Saturday
7 night minimum stay
Spring/Summer 2017
Apr 16 2017 - Sep 9 2017
7 night minimum stay
Fall 2017
Sep 10 2017 - Dec 23 2017
7 night minimum stay
My Standard Rate
7 night minimum stay

Additional information about rental rates

Refundable damage deposit $250
Cleaning $75 + Tax
Tax Rate 11.5%

$75 cleaning fee + $250 refundable security deposit.

Holiday weeks may be subject to a premium. Please ask. Rates subject to change.

If needed due to weather expected during your visit (usually October to April), we can provide heating of the pool at a cost of $100.00/week for a constant temperature of 84 degree Fahrenheit (weather condition can affect this if extremes cold experienced).

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.
Enter dates for accurate pricing
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Available arrival
Available stay (no arrival)


Holmes Beach House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Away From It All
  • Family
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Parking Off Street
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 2 Full
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - Master - 1 king , Master bedroom with king size bed
    Bedroom 2 - 1 twin/ single , 1 bunk bed , Twin over full bunk bed and another twin bed with trundle
    Convertible Den - Bedroom 3 - Daybed that converts from 2 singles to a king size bed
  • Books
  • CD Player
  • DVD Player
  • Games
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Toys
  • VCR
  • Video Library
  • Bicycles
  • Deck / Patio
  • Golf
  • Lawn / Garden
  • Outdoor Grill
  • Tennis
  • Water Sports Gear
  • 5 bicycles
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • theme parks
  • water parks
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing

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