Top Holiday homes in Anna Maria Island

Find the Top Holiday homes in Anna Maria Island – 10+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-10 out of 10 holiday homes
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Holiday home
8 adults
3 bedrooms
4 beds
From   US$ 1 152 /nightSelect
This 3-bedroom property includes a heated swimming pool, and lies in proximity to Island Yoga Space.
6 adults
2 bedrooms
3 beds
From   US$ 342 /nightSelect
  • Outdoor swimming pool and terrace access
  • Fully equipped kitchens in select units
  • Picnic area with outdoor dining options
Holiday home
  • Heated Pool
  • On-site Spa
  • Kitchen Utensils
From   US$ 304 /nightSelect
  • Heated outdoor swimming pool
  • On-site spa services available
  • Fully equipped kitchen utensils
  • Private Parking
  • Spa Bath
  • Well-equipped Kitchen
From   US$ 250 /nightSelect
  • Five bedrooms for spacious family gatherings
  • Private parking and air conditioning included
  • Relaxing hot tub for ultimate comfort
  • Private Patios
  • Flat-screen TV
  • Seating Area
From   US$ 327 /nightSelect
  • City view patios in every unit
  • Private bathrooms with showers
  • Free parking available on-site
Holiday home
  • Spa bath
  • Free parking
  • Air conditioning
From   US$ 187 /nightSelect
  • Charming holiday home with spa bath
  • Free private parking available on-site
  • Non-smoking property for a relaxed stay
Holiday home
  • Private entrance
  • Fully equipped kitchen
  • On-site fishing
From   US$ 175 /nightSelect
  • Private entrance for enhanced privacy
  • Fully equipped kitchen for home cooking
  • Fishing activities available on-site
Holiday home
From   US$ 324 /nightSelect
Offering a private pool, the Sundance Cottage Anna Maria Island boasts a location a mere 0.7 km from Bayfront Park.
  • Rooftop Terrace
  • Beach Access
  • Air Conditioning
From   US$ 378 /nightSelect
  • Uninterrupted Gulf views from every room
  • Private rooftop terrace with sea views
  • Wide range of on-site activities available
Holiday home
From   US$ 480 /nightSelect
Located about 1.6 km from Tucked Away, the villa offers accommodation for 8 guests.