Top Vacation homes in Anna Maria Island

Find the Top Vacation homes in Anna Maria Island – 20+ Quality Options from Leading Providers

Destination
Where do you want to go?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
1-20 out of 28 vacation homes
1Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
6 adults
2 bedrooms
3 beds
From   US$ 327 /nightSelect
  • Outdoor swimming pool with garden views
  • Fully equipped kitchen in select rooms
  • Picnic area for outdoor dining
2 adults
1 bedroom
1 bed
From   US$ 250 /nightSelect
  • 5-bedroom holiday home with jacuzzi
  • Private parking available on site
  • Close to multiple beautiful beaches
Holiday home
Select
  • 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$ 351 /nightSelect
  • Beachfront property with private entrance
  • Heated outdoor swimming pool available
  • Equipped kitchen with modern appliances
  • Heated Pool
  • Beach Access
  • Private Balcony
From   US$ 199 /nightSelect
  • Outdoor swimming pool access
  • Private entrance for added privacy
  • Heated pool for year-round enjoyment
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
Holiday home
  • Heated Pool
  • On-site Spa
  • Kitchen Utensils
From   US$ 304 /nightSelect
  • Heated outdoor swimming pool
  • Fully equipped kitchen utensils
  • Complimentary Wi-Fi access
  • 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
  • Heated pool
  • Outdoor dining
  • Air conditioning
From   US$ 346 /nightSelect
  • Heated swimming pool for relaxation
  • Outdoor dining area for al fresco meals
  • Pet-friendly cottage for furry travelers
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
  • 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
  • Fitness Centre
  • Beach Access
Select
  • Private pool with beachfront access
  • Five-bedroom holiday home
  • Heated outdoor swimming pool
Holiday home
From   US$ 512 /nightSelect
  • Outdoor swimming pool
  • Beach access
  • Private entrance
From   US$ 660 /nightSelect
  • Beachfront accommodation with private entrance
  • Heated outdoor swimming pool available
  • Fully equipped kitchen for self-catering
  • Rooftop terrace
  • Private entrance
  • Beachfront access
From   US$ 378 /nightSelect
  • Views of the Gulf from every room
  • Private entrance for added privacy
  • Rooftop terrace for relaxation
Holiday home
  • Spa Bath
  • Private Terrace
  • Fully Equipped Kitchen
From   US$ 254 /nightSelect
  • Spa bath for ultimate relaxation
  • Private terrace for tranquil outdoor space
  • Fully equipped kitchen with dishwasher
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
  • Outdoor pool
  • Fitness centre
  • Private patio
From   US$ 1 048 /nightSelect
  • Private entrance for added privacy
  • Heated outdoor swimming pool available
  • Nearby beach and golf activities
  • Air Conditioning
  • Private Entrance
  • Heated Pool
From   US$ 788 /nightSelect
  • Beachfront access steps from the villa
  • Private entrance for enhanced privacy
  • Heated outdoor swimming pool available
  • 1
  • 2