Anna Maria Island Guest Houses

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Our top choices for Anna Maria Island guest houses

Beach nearby, sun-loungers, beach towels

Close to Siesta Key beach with a hot tub and a large garden

Sarasota

Cresta Blanca

includes taxes & fees

1 Jun - 2 Jun

Siesta key Guest House 5 star on the water Private

South Sarasota

Scott E.

includes taxes & fees

30 Jun - 1 Jul

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

Central Sarasota

Robert B.

includes taxes & fees

30 Jun - 1 Jul

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

Pass-a-Grille

Colleen F.

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Pass-a-Grille

Laura P.

Tree Top Getaway- Sleeps 4

Gulfport

Charlotte C.

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

Pass-a-Grille

Tommy M.

includes taxes & fees

30 Jun - 1 Jul

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

Historic Old Northeast

Jeffrey F.

includes taxes & fees

3 Jun - 4 Jun

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Top Anna Maria Island Hotel Reviews

Cedar Cove Resort and Cottages

10/10 Excellent

"Cesar cove was amazing went with my wife for 2 days and we can’t wait to go back for a longer stay. You are right on the beach they have chairs and towels to use and complimentary beach bikes. The staff was amazing. Rooms are clean and cozy!!. Will go back soon"

Anna Maria Beach Resort

10/10 Excellent

"Everything about our stay was top notch, the rooms were impeccable, and the grounds were beautifully maintained. The the staff here is so friendly and professional. Everybody here was super nice and the beach was absolutely beautiful. We took advantage of the bicycles and the golf cart around the island. This is a must day. We will be back soon!"

Captain's Quarters at Anna Maria Island Inn

2/10 Terrible

"Several issues and no phone numbers listed were correct to get ahold of anyone for help. Water leaking from ac unit down the wall dripping on the floor no way to contact anyone for help- the contact number listed kept going to a Bali hai resort not captains quarters. White couch had dirty stains, no toilet paper holder. No water for the coffee maker and no ice machine when there was an ice bucket. The one little black end table was broken, blinds in main room were broken. When I got a text asking about our stay and I explained this and no response back. Zero silverware or paper cups. Garbage on the ground, no maintenance & no way to get extra towels if needed. Not worth the price whatsoever."

Find out more about Anna Maria Island