Search Anna Maria Island Villa Rentals from CA $172
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Browse Select Anna Maria Island Villas
Our top choices for Anna Maria Island villas

Vacay in luxury! So close to the beach!
Vacay in luxury! So close to the beach!
9.8 out of 10, Exceptional, (64)
The price is CA $172
CA $441 total
includes taxes & fees
Sep 7 - Sep 8

Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun
Beautiful Bungalow with Pool and Bay Views! - Barefoot by the Bay at Bayside Bun
9.8 out of 10, Exceptional, (35)
The price is CA $220
CA $516 total
includes taxes & fees
Sep 2 - Sep 3

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
9.2 out of 10, Wonderful, (59)
The price is CA $220
CA $497 total
includes taxes & fees
Sep 21 - Sep 22

Beachside Bliss! Pool, Trolley & King Bed!
Beachside Bliss! Pool, Trolley & King Bed!
9.6 out of 10, Exceptional, (41)
The price is CA $240
CA $536 total
includes taxes & fees
Sep 30 - Oct 1

Villa #4 Sand Dollar! Pool, Porch & King Bed!
Villa #4 Sand Dollar! Pool, Porch & King Bed!
9.6 out of 10, Exceptional, (45)
The price is CA $223
CA $516 total
includes taxes & fees
Sep 3 - Sep 4

Island West Villa! Pool, BBQ & Walk to Sand!
Island West Villa! Pool, BBQ & Walk to Sand!
9.8 out of 10, Exceptional, (44)
The price is CA $297
CA $619 total
includes taxes & fees
Sep 1 - Sep 2

Beach Villa! Pool, Porch & 2-Min Walk to Gulf!
Beach Villa! Pool, Porch & 2-Min Walk to Gulf!
9.8 out of 10, Exceptional, (61)
The price is CA $297
CA $636 total
includes taxes & fees
Sep 25 - Sep 26

Luxury villa at Islands West Resort, near beach, with pool!
Luxury villa at Islands West Resort, near beach, with pool!
9.8 out of 10, Exceptional, (23)
The price is CA $300
CA $638 total
includes taxes & fees
Sep 30 - Oct 1
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Anna Maria Island Hotel Reviews
Find out more about Anna Maria Island
Find out more about Anna Maria Island
Anna Maria Island Villas information
Number of reviews | |
---|---|
Accommodation | 42 Villas |
Lowest Price | CA $172 |
Highest Price | CA $419 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Villas in Other Destinations
More Accommodation Types in Anna Maria Island
All Accommodation Types
Be inspired: Top Villas destinations in 2025
- Niagara Falls Villas
- Toronto Villas
- Montreal Villas
- Vancouver Villas
- Ottawa Villas
- Calgary Villas
- Quebec Villas
- Edmonton Villas
- Whistler Villas
- Laurentians Villas
- Winnipeg Villas
- Kingston Villas
- The Blue Mountains Villas
- Saint Ferreol les Neiges Villas
- Saskatoon Villas
- Mississauga Villas
- Collingwood Villas
- Hamilton Villas
- Okanagan Valley Villas
- Vaughan Villas
More ways to book
Expedia's Latest Trends
Hotels
Flights
Cars
Activities
Packages