Top Vacation rentals in Anna Maria Island

Find the Top Vacation rentals in Anna Maria Island – 30+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 36 vacation rentals
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Holiday home
8 adults
3 bedrooms
4 beds
From   US$ 1 152 /nightSelect
This 3-bedroom property includes a private pool, and lies in proximity to Anna Maria Rocks.
6 adults
2 bedrooms
3 beds
From   US$ 342 /nightSelect
  • Outdoor swimming pool with garden views
  • Fully equipped kitchen in select rooms
  • Picnic area for outdoor dining
  • Hot Tub
  • Private Parking
  • Well-equipped Kitchen
From   US$ 250 /nightSelect
  • 5-bedroom holiday home with jacuzzi
  • Private parking available on site
  • Close to multiple beautiful beaches
  • Rooftop Sundeck
  • Heated Pool
  • In-unit Washer
From   US$ 237 /nightSelect
  • Rooftop sundeck with sunset views
  • Heated pool and hot tub
  • Full-size kitchens in every unit
Holiday home
  • Heated pool
  • Sea views
  • Private entrance
From   US$ 415 /nightSelect
  • Beachfront property with private entrance
  • Heated outdoor swimming pool available
  • Equipped kitchen with modern appliances
Holiday home
  • Private Pool
  • Heated Pool
  • Fitness Centre
From   US$ 445 /nightSelect
  • Beachfront accommodation with private pool
  • Heated outdoor swimming pool available
  • On-site activities include horseback riding
  • Outdoor Pool
  • Hot Tub
  • Canal Access
From   US$ 969 /nightSelect
  • Private canal access with dock
  • Heated outdoor swimming pool
  • On-site hot tub and spa facilities
  • Private Pool
  • Hot Tub
  • Rooftop Views
From   US$ 973 /nightSelect
  • Private pool and hot tub
  • Scenic rooftop water views
  • Fully equipped kitchen available
Holiday home
  • Private Pool
  • Heated Pool
  • Fully Equipped Kitchen
From   US$ 652 /nightSelect
  • Private pool with ocean views
  • Four spacious bedrooms available
  • Heated saltwater swimming pool
Holiday home
  • Private Pool
  • Fitness Centre
  • Beach Access
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  • Private pool with beachfront access
  • Five-bedroom holiday home
  • Heated outdoor swimming pool
Holiday home
From   US$ 313 /nightSelect
  • City View Patios
  • Free Parking
  • Flat-Screen TV
From   US$ 327 /nightSelect
  • City view patios in each unit
  • Close to premier parasailing activities
  • Free parking available on-site
Holiday home
  • Spa Bath
  • Private Terrace
  • Fully Equipped Kitchen
From   US$ 187 /nightSelect
  • Spa bath for ultimate relaxation
  • Private terrace for tranquil outdoor space
  • Fully equipped kitchen with dishwasher
  • Outdoor pool
  • Fitness centre
  • Private patio
From   US$ 824 /nightSelect
  • Private entrance for added privacy
  • Heated outdoor swimming pool available
  • Nearby beach and golf activities
  • Children's Playground
  • Outdoor Pool
  • Cycling Opportunities
From   US$ 257 /nightSelect
  • Children's playground for family fun
  • Access to multiple outdoor activities
  • Relaxing outdoor swimming pool
Holiday home
  • Beach access
  • Golf course
  • Private entrance
From   US$ 428 /nightSelect
  • Beachfront location with private entrance
  • Fully equipped kitchen with dishwasher
  • On-site activities like horseback riding
  • Air Conditioning
  • Private Entrance
  • Heated Pool
From   US$ 951 /nightSelect
  • Beachfront access steps from the villa
  • Private entrance for enhanced privacy
  • Heated outdoor swimming pool available
Holiday home
  • Private Pool
  • Heated Pool
  • Beach Access
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  • Private pool with beach access
  • Fully equipped kitchen available
  • Heated outdoor swimming pool
Holiday home
  • Private Pool
  • Heated Pool
  • Fitness Centre
From   US$ 1 006 /nightSelect
  • Private pool with beachfront access
  • Heated outdoor swimming pool
  • Horseback riding available on-site
Holiday home
From   US$ 423 /nightSelect
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