Anchor Down Vacation Rentals

(54 rentals)
Anchor Down Vacation Rentals
Anchor Down Vacation Rentals was founded with the purpose of challenging the status quo. We believe in building relationships with our homeowners and guests. We believe in being proactive with property inspections and guest needs. We believe in being available to our guests from the start of the booking process through their departure and making sure each property is appropriately ...
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Anchor Down Vacation Rentals was founded with the purpose of challenging the status quo. We believe in building relationships with our homeowners and guests. We believe in being proactive with property inspections and guest needs. We believe in being available to our guests from the start of the booking process through their departure and making sure each property is appropriately inspected and prepared for each arrival. By using our beliefs as our guide, we have raised the bar in customer service while providing the highest quality vacation rentals in the area.

After spending years working for other companies here in the area a brother and sister duo decided to start their own company. With Jodi specializing in Operations and Nate in Sales/Marketing, we have been able to create a strong pairing for both sides of the company to ensure no aspect is missed.
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Welcome to The Oasis at One Particular Harbour! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, & Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked ...

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Property Type

Bradenton Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Sea Salt! Short drive to the World Class Beaches of Anna Maria Island! Close proximity to Lakewood Ranch, Sarasota, and Tampa! Solar Heated Pool! Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-inThis 3-bedroom private ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Jerry's Gem! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-in Heating of the pool is not included in rent and is an additional ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Sweet Home Anna Maria! Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! Private Heated Pool & Plenty of Seating for the Whole Family! Game Room with Ping Pong, Dart Board, Extra Fridge & Bathroom Every Bedroom has an Ensuite Bathroom! Fully stocked ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Welcome to Holmes Beach Retreat! Sleeps 7 Water Views of Anna Maria Sound! Sunset Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all of your favorite home ...

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Property Type

Bradenton Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Casa Palma! Sunset Views Enjoyed in Screened in Pool area Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Fish off the Dock Heated Pool/ Spa Overlooking Canal Fully Equipped Kitchen/ BBQ High-speed Wi-Fi, Smart lock for Self Check-in ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to West Bay! Short drive to the World Class Beaches of Anna Maria Island! Close proximity to Lakewood Ranch, Sarasota, and Tampa! Solar Heated Pool, South Facing! Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-inThis 3-bedroom ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities ​​​​​​​Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen ...

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Property Type

Bradenton Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Bungalow at Margaritaville! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all ...

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Property Type

Bradenton Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Flamingo Paradise!Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Backyard Oasis with Pool with Solar Heater Beach Equipment & Boat/Trailer Parking Available Fully stocked kitchen for all your favorite ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Royal Palm Paradise! Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Heated Pool, Hot Tub, Tiki Hut with exterior TV Kayaks, Paddleboards, Pool Table, Foosball, Bikes, Corn Hole & More! Pet Friendly, Fenced in Yard! High-speed Wi-Fi, ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Cappys Casa Bella! Short drive to the World Class Beaches of Anna Maria Island Fenced in & Pet Friendly! Shuffleboard, Skee Ball, Air Hockey, Massage Chair & More Screened In Heated Pool W/Pool Bar Fully stocked kitchen for all of your favorite home-cooked meals Close proximity ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Saltwater Serenity! Short drive or bike ride to the World Class Beaches of Anna Maria Island Bring your Boat! Personal Boat Slip, Short ride to Gulf Outdoor Seating with TV, BBQ Grill & Amazing Views Private Heated Pool, Backyard Oasis King & 3 Queen Beds New Eco-Friendly Construction Tesla ...

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Property Type

Cortez House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Nautical Escape! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-in Heating of the pool is not included in rent and is an additional feeThis ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Seas The Day! Short drive to the World Class Beaches of Anna Maria Island Private Heated Pool Pac Man, Golden Tee, Smart TVs Available for Use Fully stocked kitchen & BBQ for all your cooking needs! Beach chairs, wagon, and a cooler available Fast WIF, Smart TVs, & Smart lock ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to 75 Palms! Short drive to the World Class Beaches of Anna Maria Island Private Pool, Hot Tub, Game Room, 3 Hole Putting Green, & more! Close proximity to Lakewood Ranch, Sarasota, and Tampa Fully stocked kitchen, Exterior Kitchen and BBQ Grill 2 Houses, 1 Lot, 8 Bedrooms Pool ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Island Time at Harbour Isle in Margaritaville!Sunset Views and Bird Watching from your Private Lanai 2 Miles to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked ...

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Property Type

Bradenton Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Coastal Vibes! Short drive to the World Class Beaches of AMI! Close proximity to Boat Ramp and Trailer Parking Available! Fully stocked kitchen for all of your favorite home-cooked meals Amazing Outdoor Entertainment area! High-speed Wi-Fi, Smart lock for Self Check-in Heating of ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Welcome to Barefoot Bungalow! .01 Miles to the World Class Beaches of Anna Maria Island .02 Miles to Bridge Street Beach Chairs, Wagon, & Cooler Available Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi, Smart lock for Self-Check-inWelcome to ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Tropical Tranquility! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-inThis beautiful, newly renovated, and furnished 4 bedroom 2 ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

Welcome to A Wave From It All! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Private Heated Pool & Spa, Backyard Oasis Pool Table, Retro Arcade, Putting Green, Fire Pit, & More Community Pickle Ball, Tennis Courts, Basketball Court, Pool, & Playground Beach ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Sunny Days! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-in Heating of the pool is not included in rent and is an additional feeWake ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Cortez Chic! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Screened In, Heated Private Pool with water View Cinema Room and Coffe Bar Golf Courses Nearby High-speed Wi-Fi included, Smart lock for Self Check-in Fully ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to CClub at IMG! Located on IMG Golf Course. Short Drive to the World Class Beaches of Anna Maria Island Private Heated Pool with Amazing Golf Course Views Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-in Heating of the pool ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Twin Palms Oasis! Short drive to the World Class Beaches of Anna Maria Island Screened in Heated Private Pool & Spa Pool Table, Arcade Basketball, Pac-Man, Poker & More Beach Chairs, Wagon, Cooler & More Family friendly with pack'n'play Fully stocked kitchen & ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Manatee House!Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Fully stocked kitchen for all of your favorite home-cooked meals Heated Private Pool, Boat Dock, Fishing High-speed Wi-Fi included, Smart lock for Self ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to Sea Site Unit B! 100 Steps to the World Class Beaches of Anna Maria Island Close to Restaurants, Shopping, and More Private Patio for Beach Equipment and Grilling King, King, & Two Full Beds High speed Wi-Fi & Smart lock for Self-Check-in *Construction taking place in the lot ...

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Property Type

Anna Maria Island Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Villa Villekulla! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the World Class Beaches of Anna Maria Island Private Heated Pool Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi, Smart lock for Self Check-in Heating of the pool ...

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Property Type

Palmetto House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Coral Breeze! Short drive to the World Class Beaches of AMI! Canal Front With Quick Access to SRQ Bay, Trailer Parking Available Play Pool, Swim, or Fish off the back dock! Fully stocked kitchen for all of your favorite home-cooked meals High speed Wi-Fi , Smart lock for Self Check-in ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Five O'Clock Somewhere! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-in Heating of the pool is not included in rent and is an ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Palma Sola Bay House your Water Front Oasis! Short drive to the World Class Beaches of Anna Maria Island Private Heated Pool/Spa, Game Room, Boat Dock, & more! Walk to the Palma Sola Causeway/ Jet Ski Rentals, Kayak rentals, and Horseback Riding! Close proximity to Lakewood Ranch, ...

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Property Type

Bradenton House

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$168

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Lake O'Woods! 1 Acre Lot with Privacy wall and Gated Entrance Short drive to the world-class beaches of Anna Maria Island Plenty of Parking for Boats/ RV/ Trailers Game Room and Pool Bar Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock ...

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Property Type

Bradenton House

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3 BR | 2.5 BA | Sleeps 12 | Quick View

$183

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Welcome to Bayview Dr 3 Bedroom! Bring your Water Toys! Stunning Sunsets Over Sarasota Bay, Fish off Private Dock! 2.5 Miles to World Class Beaches Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-inBayview Drive is a spacious 3-bedroom ...

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Property Type

Bradenton Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Welcome to the Blue Heron House! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Pool toys available Fully stocked kitchen for all of your favorite home cooked meals Smart lock for Self Check-in Heating of the pool is not included in rent and is an additional feeThis ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Montauks Point! Short Drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Pet Friendly, Fenced in Backyard Large Exterior Lanai With Smart TV & Foosball Fully stocked kitchen for all of your favorite home cooked meals High ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Have you been dreaming about the water here on Floridas Beautiful Gulf Coast? Well, come enjoy "Bay Dreamin"*Construction taking place in the lot next to the property*Walk To Bayfront Park located directly across the street! .03 Miles to Pine Ave. Fishing, Shopping, Restaurants, and ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Blue Iguana! Short drive to the World Class Beaches of Anna Maria Island Screened-in HEATED pool. Hot Tub, Putting Green, Corn Hole, Tiki Hut, Fire Table & more! Fully stocked kitchen for everything you need 2 King Beds, 2 Queen Beds, Futon Bed, Air Mattress, Luxurious Sheets & ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Turtle Bay Cottage, New to Market! Close proximity to Lakewood Ranch, Sarasota, and Tampa Private, Screened-in Solar Heated Pool Pondfront Pet Friendly, Fenced in Backyard Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi included, Smart lock for Self ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to The Farm House! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-in Heating of the pool is not included in rent and is an additional feeWelcome ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to House of Palms! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Screened in Private Pool with Solar Heater Beach Equipment, Corn Hole, and a Putting Green Fully stocked kitchen for all your favorite home cooked meals ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Welcome to "Down On The Island" the perfect beach destination for your next family getaway! .01 Miles to the World Class Beaches of Anna Maria Island Nearby Park with Basketball, Playground, Kayak Launch Fully Stocked Kitchen for Home-Cooked Delights Seamless Arrival with Fast Wi-Fi & ...

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Property Type

Anna Maria Island Condo

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Swaying Palms! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to beaches Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included Smart lock for Self Check-in Heating of the pool is not included in rent and is an additional feeThis ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Bloom Lagoon! Short Drive to the World Class Beaches of AMI Basketball Hoop, Bikes, & Beach Equipment Available for use! Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Screened in Pool Area Fully stocked kitchen for all of your favorite home-cooked meals High-speed ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to Blue Chill! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short Drive to the World Class Beaches of Anna Maria Island Fully stocked kitchen for all of your favorite home cooked meals Modern & Fully Updated! High speed Wi-Fi, Smart lock for Self Check-in Heating of the ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Cortez Cabana! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Heated Pool, Outdoor Seating with TV, BBQ Grill Private Boat Dock, Short Drive to Gulf High-speed Wi-Fi, Smart lock for Self Check-in, Luxurious Linens ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Cape Vista GetAway! Short Drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Private Heated Pool Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi, Smart lock for Self Check-in Heating of the ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

Welcome to SHANGRI LA RETREAT! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Beach chairs, wagon, and a cooler available Fully stocked kitchen for all of your favorite home cooked meals Family friendly with pack'n'play Smart lock for Self Check-in Heating of ...

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Property Type

Bradenton House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Welcome to Cappy Hour! Where every day on vacation is happy hour at Cappy Hour! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to World Class Beaches of Anna Maria Island Community Pool, Pickleball/Tennis Courts, Playground and Basketball Hoop Fully stocked kitchen for all of ...

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Property Type

Bradenton Townhome

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Ocean Star! .01 Miles to Amazing Gulf Coast Beaches Private Heated Pool/Spa with Outdoor Seating & BBQ Beach Equipment Available for Use Every Bedroom Has a Private Bathroom Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-in ...

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Property Type

Anna Maria Island House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Welcome to Bayview Dr 1 Bedroom! Sunset Views over the Sarasota Bay Bring your Water Toys! Fish off your Private Dock! 2.5 Miles to World Class Beaches! Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included & Smart lock for Self Check-inThe Cortez Fishing ...

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Property Type

Bradenton Villa

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