Starting at $350.00 Per Night

Address: 113 8th Street South Location: Bradenton Beach Type: Homes
2 Beds 2 Baths 1 Half Baths Sleeps 6 Pets Considered
Welcome to Sideways!
On Anna Maria Island (Bradenton Beach, FL)
Managed by Once Upon A Beach Vacation Rentals

- Open layout and Kitchen, Dining, Living w/ TV
- Front and back Outdoor Deck spaces, including screened porch
- 1 King Bedroom w/ TV, En-Suite Full Bathroom w/ Walk-in Shower
- 1 Queen Bedroom w/ TV
- Sleeper Sofa
- Full Bathroom w/ Shower & Tub combo
- Washer/Dryer

Stove, Oven, Dishwasher, Microwave, Refrigerator w/ Ice Maker & Water, Garbage Disposal, Coffeemaker (12 cup), Blender, Crock Pot, Toaster, Kitchenware

Pool Area:
Heated Private Pool & Spa, Table & Chairs, Outdoor Seating, Grill (Gas)
Half Bath (Toilet/Sink)

2-3 Cars

A/C, Heat, Cable Television, Wireless Internet, Linens, Towels, TVs, Games, Toys, Hair Dryer, Iron/Ironing Board, Beach Chairs, Beach Umbrella, Beach Cart, Cooler

Just one house away from Sarasota bay and a two-minute walk to the picture perfect beaches Anna Maria Island is famous for, you'll find Sideways! This pet friendly, two bedroom, two bathroom, private home features a sparkling private heated pool and spa and a furnished poolside cabana with a flat screen TV. Don't miss out on the chance to watch the sun rise and set from your private rooftop "crows nest" deck, with gorgeous views of both the bay and the gulf!

Beautifully decorated and comfortably furnished in bright and beachy colors throughout the home. Everything about Sideways will soothe your soul. The fully equipped kitchen contains everything you need to prepare and enjoy your favorite meals! Dine in the eat in kitchen, at the breakfast bar, or downstairs in the screened Florida Room!

The master bedroom features a King-sized bed, mounted flat screen TV, and an en-suite bath with a tiled walk in shower. The second bedroom features a queen-sized bed and mounted flat screen TV. The second bathroom features a bath shower combo, an extra convenience when traveling with kids! For extra sleeping options there is a pull out sofa sleeper in the living room! Sideways guests enjoy professional linen service, guaranteeing you'll always arrive to crisp and clean, luxury linens and towels.

Sideways is perfectly positioned to provide you with the very best of Island life. The Beach and bay are at your feet, and shopping and dining at historic bridge street is just a stone's throw away.

Sideways is bound to become your favorite home year after year on Anna Maria Island!

Pets are accepted with prior approval only if they meet our pet policy guidelines, max of 2, < 65 lbs each, and with payment of $100 (<4 day, $200 (4-14 day), $400 (15+ day) per pet per stay.


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 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.

Reservations are typically taken for 7 night Saturday-Saturday stays. However, we can offer flexible stays with varying minimum night requirements and non-Saturday check-ins/check-outs during most of the year with exception to holidays and peak weeks unless city ordinances prohibit it. Always feel free to ask prior to booking to see if this is a possibility as we may not be able to accommodate changes after booking.

All our homes and linens are cleaned, sanitized, and inspected between each guest per industry standards.  A starter set of basic amenities, linens, towels, and bedding are provided at the beginning of your stay per home occupancy. Daily housekeeping or linen services are not included in your stay. 
Additional cleaning and laundry services are available by request mid-stay at additional charge. Additional mid-stay cleans are required to be scheduled and paid by guest at additional cost every 21 days. Disinfectant fogging service add-on is available by request prior to your arrival for added peace of mind. Please inquire for pricing.
This home participates in our Professional Linen Program. This ensures high quality linens and towels are provided according to the home’s occupancy at the beginning of your stay. These are professionally laundered at a commercial facility between each guest.  Please keep in mind extra sets are not kept in homes. 


Baby equipment is not available for use at the home for safety and sanitation reasons. We are however partnered with local companies offering rentals of these items including pick-up and drop-off.

POOL & SPA (if any):
The pool is heated year round at no additional cost for the convenience and comfort of our guests. Pool temperatures are set between 82-85 degrees and will not be set higher due to keeping proper chemical balance, clarity, and cleanliness of the pools. Due to strict city noise ordinances pool heaters and filters do not run during the hours of 10p-8a. Please note that cooler ambient temperatures (20 degree difference between water and air temperature) may result in pool heater unable to compensate the difference. We are not responsible for cold spells causing cooler pool temperatures or unexpected failure of equipment. Please note that a residential spa is a section of pool that once turned on provides relaxation, misting bubbles and warmer temperatures in the high 90s - low 100s but are not permitted to remain on 24/7 or will not reach temperatures like that of a commercial hot tub. Spas may not be operational during the months of June - September to avoid high temperatures of pool water which is detrimental to keeping proper pool chemical balances. Guests are required to read and abide by all posted rules, safety and operating information. Under no circumstance is any guest allowed to adjust pool equipment. Failure to abide may result in guests being fined or liable for any damages to equipment.

Please note this home may be equipped with Ring, Nest or other exterior cameras viewing front door, driveways, pool equipment, and entry/exits of backyard areas only. Cameras are only intended to keep property safe and secure, monitor deliveries, assure occupancy, and are not angled into any areas where guests would assume or expect privacy.

50% of total amount due must be made at time of reservation request to confirm reservation.
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 time of booking if check in date is within next 60 days.

Manager is not responsible for providing refunds due to circumstances beyond the Manager's control like travel disruptions, guest travel restrictions, work and school scheduling changes, etc. Weather, tropical storms, hurricane threats, environmental conditions like red-tide, construction, water, or beach conditions cannot be guaranteed.

All cancellation requests must be initiated by Registered Guest through the website in which they booked and/or be in writing via email. Cancellation requests will not be accepted via phone, text, or by a member of the party other than the main Registered Guest.

PENALTY-FREE 100% REFUND for Reservations Greater than 60 Days From Arrival: If cancelling entire or portion of reservation with an arrival date greater than 60 days from arrival a full 100% refund will be provided of all rental rates, fees and taxes.

Please see Rental Agreement Cancellation Policy for details on cancellations made less than 60 days prior to arrival.

Max Occupancy: 6
Max Cars: 3
Bradenton Beach: TPL18-000212

The information provided online, though deemed accurate is not guaranteed. It is subject to errors, omissions, change of price or withdrawal without notice.
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Start Date End Date Weekly Nightly
10/01/2022 10/31/2022       - $400.00
11/01/2022 11/16/2022       - $380.00
11/17/2022 12/02/2022       - $650.00
12/03/2022 12/16/2022       - $380.00
12/17/2022 12/25/2022       - $750.00
12/26/2022 01/06/2023       - $850.00
01/07/2023 02/03/2023       - $550.00
02/04/2023 02/10/2023       - $650.00
02/11/2023 03/03/2023       - $750.00
03/04/2023 03/17/2023       - $800.00
03/18/2023 04/07/2023       - $850.00
04/08/2023 04/14/2023       - $750.00
04/15/2023 04/28/2023       - $600.00
04/29/2023 05/26/2023       - $550.00
05/27/2023 06/30/2023       - $700.00
07/01/2023 07/07/2023       - $800.00
07/08/2023 08/18/2023       - $750.00
08/19/2023 09/04/2023       - $600.00
09/05/2023 09/29/2023       - $350.00
09/30/2023 11/03/2023       - $450.00
11/04/2023 11/15/2023       - $400.00
11/16/2023 11/30/2023       - $700.00
12/01/2023 12/20/2023       - $400.00
12/21/2023 12/29/2023       - $800.00
12/30/2023 01/05/2024       - $900.00
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    • Bay
    • Botanical Garden
    • Coin Laundry
    • Health Beauty Spa
    • Marina
    • Museums
    • Playground

    Changeover/Arrival Day

    • 24Hr Check-In


    • All towels and bedding washed in hot water that's at least 60ºC
    • Cleaning Disinfection
    • Enhanced Cleaning Practices
    • High-touch surfaces cleaned with disinfectant
    • Self Check In / Check Out


    • Emergency Exit Route
    • Emergency Fire Contact
    • Emergency Medical Contact
    • Emergency Police Contact


    • Laptop Friendly
    • Satellite or Cable

    Kitchen and Dining

    • BBQ
    • Coffee Maker
    • Cooking Basics
    • Dining Area
    • Dishes Utensils
    • Dishwasher
    • Freezer
    • Fridge
    • Kitchen
    • Microwave
    • Oven
    • Refrigerator
    • Room
    • Spices
    • Stove
    • Toaster


    • Bird Watching
    • Boating
    • Eco Tourism
    • Horse riding nearby
    • Horseback Riding
    • Miniature Golf
    • Outlet Shopping
    • Shopping
    • Water Sports
    • Wildlife Viewing

    Local Features

    • ATM Bank
    • Babysitting
    • Fitness Center
    • Groceries
    • Hospital
    • Laundromat
    • Waterfront

    Location Types

    • Beach
    • Near Ocean
    • Town
    • Village
    • Waterfront


    • Heated outdoor pool
    • Heated Outdoor Pool Private
    • Heated Pool
    • Hot Tub
    • Jacuzzi/hot tub

    Purchaseable Amenities

    • Eco-Safe Disinfectant Fogging Service (1-2 Bed)

    Safety Features

    • Carbon Monoxide Detector
    • Deadbolt Lock
    • Fire Extinguisher
    • First Aid Kit
    • Outdoor Lighting
    • Smoke Detector

    Sports and Adventure

    • Basketball Court
    • Cycling
    • Deepsea Fishing
    • Fishing
    • Fishing Fly
    • Fishing Freshwater
    • Golf
    • Jet Skiing
    • Pier Fishing
    • Roller Blading
    • Sailing
    • Scuba or Snorkeling


    • Children Welcome


    • Family
    • Luxury
    • Romantic
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