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Our top choices for Anna Maria Island guest houses
With Oasis Shared Backyard
With Oasis Shared BackyardLake Maggiore Shore
8.4 out of 10, Very good, (35)
"My stay was enjoyable. The owner was helpful with everything. Was great for the price."
william a.
The price is AU$225
includes taxes & fees
3 Jan - 4 Jan 2026
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Charming Cottage in Pass-A-Grille Beach, Dogs OkPass-a-Grille
9.6 out of 10, Exceptional, (32)
"my sister and I enjoyed the space very much. the dogs enjoyed the nice fenced yard. thank you! lovely area!"
Liz E.
The price is AU$444
includes taxes & fees
8 Jan - 9 Jan 2026
Close to Siesta Key beach with a hot tub and a large garden
Close to Siesta Key beach with a hot tub and a large gardenSarasota
9.8 out of 10, Exceptional, (114)
"This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place."
Danny P.
The price is AU$369
includes taxes & fees
4 Jan - 5 Jan 2026
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Stylish Retreat| Walk 2Dtwn+beach |Bikes+PatioHistoric Old Northeast
9.6 out of 10, Exceptional, (14)
"Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints."
Joseph F.
The price is AU$304
includes taxes & fees
4 Jan - 5 Jan 2026
Quick and Easy Walk Downtown - Tons of Amenities
Quick and Easy Walk Downtown - Tons of AmenitiesCentral Sarasota
9.8 out of 10, Exceptional, (122)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
Kristin
The price is AU$423
includes taxes & fees
5 Jan - 6 Jan 2026
Magical Guesthouse 1 mi from SRQ airport
Magical Guesthouse 1 mi from SRQ airportWhitfield Estates
10.0 out of 10, Exceptional, (3)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
Alyssa D.
The price is AU$424
includes taxes & fees
20 Jan - 21 Jan 2026
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Charming PaG Studio & Sunsets +Steps 2 Sand +BikesPass-a-Grille
The price is AU$450
includes taxes & fees
3 Jan - 4 Jan 2026
Siesta key Guest House 5 star on the water Private
Siesta key Guest House 5 star on the water PrivateSouth Sarasota
9.0 out of 10, Wonderful, (18)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
Giancarlo
The price is AU$697
includes taxes & fees
4 Jan - 5 Jan 2026
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.
Top Anna Maria Island Hotel Reviews
Seaside at Anna Maria Island Inn
10/10 Excellent
Find out more about Anna Maria Island
Anna Maria Island Guest Houses information
Number of reviews | 338 |
|---|---|
Accommodation | 0 Guest Houses |
Lowest Price | AU$225 |
Highest Price | AU$697 |
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