Search Guest Houses in Anna Maria Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Guest Houses in Anna Maria Island

Outdoor spa tub
With Oasis Shared Backyard

With Oasis Shared Backyard

Lake 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."
United States
william a.
The price is ￥14,582
￥23,086 total
includes taxes & fees
Dec 7 - Dec 8
With Oasis Shared Backyard
Beach nearby
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Pass-a-Grille
9.6 out of 10, Exceptional, (31)
"my sister and I enjoyed the space very much. the dogs enjoyed the nice fenced yard. thank you! lovely area!"
United States
Liz E.
The price is ￥18,267
￥45,899 total
includes taxes & fees
Dec 21 - Dec 22
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Beach nearby, sun loungers, beach towels
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 garden

Sarasota
9.8 out of 10, Exceptional, (111)
"This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place."
United Kingdom
Danny P.
The price is ￥17,560
￥38,179 total
includes taxes & fees
Dec 7 - Dec 8
Close to Siesta Key beach with a hot tub and a large garden
Beach
Quick and Easy Walk Downtown - Tons of Amenities

Quick and Easy Walk Downtown - Tons of Amenities

Central Sarasota
9.8 out of 10, Exceptional, (120)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
The price is ￥19,408
￥32,039 total
includes taxes & fees
Dec 7 - Dec 8
Quick and Easy Walk Downtown - Tons of Amenities
Beach
Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport

Whitfield 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."
United States
Alyssa D.
The price is ￥19,882
￥38,677 total
includes taxes & fees
Dec 8 - Dec 9
Magical Guesthouse 1 mi from SRQ airport
Beach
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

Historic Old Northeast
9.8 out of 10, Exceptional, (13)
"Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints."
United States
Joseph F.
The price is ￥14,543
￥30,396 total
includes taxes & fees
Dec 7 - Dec 8
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Terrace/patio
Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private

South 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."
United States
Giancarlo
The price is ￥27,183
￥59,841 total
includes taxes & fees
Dec 8 - Dec 9
Siesta key Guest House 5 star on the water Private
On the beach
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Pass-a-Grille
The price is ￥18,445
￥38,396 total
includes taxes & fees
Dec 18 - Dec 19
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
TV
A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

Pass-a-Grille
9.4 out of 10, Exceptional, (15)
" Very close to the beach, several diners, safe and beautiful area. Highly recommend if you have a small group on your getaway, doesn’t get much better"
United States
Justin R.
The price is ￥28,009
￥60,992 total
includes taxes & fees
Dec 15 - Dec 16
A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Maria Island Hotel Reviews

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

10/10 Excellent
"Stayed at Cedar Cove in late October. Owners were very hospitable and the beach was clean and quiet. Was only going to spend one night but decided to spend an extra night on our way back from Bean Point. Loved the small laid back feel of the property. "
Forrest 1-night trip
Posted 1 day ago
Cedar Cove Resort and Cottages

Find out more about Anna Maria Island

Anna Maria Island Guest Houses information

Number of reviews
336
Accommodation
0 Guest Houses
Lowest Price
￥23,086
Highest Price
￥60,992

Explore a world of travel with Expedia