A marina with boats, a bridge, and high-rise buildings.

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Anna Maria guest houses

A wooden outdoor bar area with a clear view of the backyard, including a wooden fence, palm trees, and a small pool.

1. With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.2 out of 10, Very good, (36 reviews)
"Just stayed onenight. Will stay again"
United States
Glen V.
The price is £115
includes taxes & fees
3 Oct - 4 Oct
With Oasis Shared Backyard
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

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

A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Pass-a-Grille
9.6 out of 10, Exceptional, (17 reviews)
"Great location for walking to beach and local restaurants. Prefect size for my family of four."
United States
Melissa G
The price is £280
includes taxes & fees
7 Oct - 8 Oct
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

3. 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, (46 reviews)
"Perfect place for a getaway"
United States
Barbara F.
The price is £253
includes taxes & fees
13 Oct - 14 Oct
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
A covered porch with a wicker chair, a table with a potted plant, and a door leading to a room.

4. Tree Top Getaway- Sleeps 4

Tree Top Getaway- Sleeps 4
Gulfport
9.0 out of 10, Wonderful, (8 reviews)
"Fun little property for a weekend getaway!"
United States
Charlotte C.
Tree Top Getaway- Sleeps 4
A marina with boats docked, a wooden dock, and a clear sky.

5. ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
Whitfield Estates
7.4 out of 10, Good, (6 reviews)
"Looking for a couple nights close to Anna Maria Island without being ON the island. Turns out we were here once before and didnt realize it was the same place. Love the "Back Yard" surprises"
United States
Susan B.
The price is £167
includes taxes & fees
9 Oct - 10 Oct
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
A beach at sunset with waves and a colorful sky.

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

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.8 out of 10, Exceptional, (18 reviews)
"The property was great and exactly what we needed! The location was within walking distance to so may great spots and the guide Lisa provided was super helpful."
United States
Phoebe A.
The price is £151
includes taxes & fees
5 Oct - 6 Oct
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
A beach with gentle waves and a sunset.

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (137 reviews)
"Stephanie is a great host. The coach house is very clean and comfortable and all of the extras available to us made the trip so good - like beach chairs, umbrellas, e-bikes. It’s a great location with Main Street walkable and fantastic beaches by car."
United Kingdom
Liz
The price is £150
includes taxes & fees
7 Oct - 8 Oct
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
A wooden boardwalk leading to a sandy beach with palm trees and greenery.

8. Steps to Beach, Heated Pool, 2 Queen Beds, 2BA

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is £243
includes taxes & fees
13 Oct - 14 Oct
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
A beach with a sandy shore, a few people, and buildings in the background.

9. Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
9.2 out of 10, Wonderful, (10 reviews)
"Perfect little space. Clean, comfortable and you just can't beat the location. Lisa was a joy to work with. "
United States
Laura P.
The price is £214
includes taxes & fees
26 Oct - 27 Oct
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
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.
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Top Anna Maria Hotel Reviews

Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.

Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.

10/10 Excellent
"We stayed in this beautiful , clean, fully equipped and comfortable home during our mini vacation. The place is within 5 minute walk to the beach. I would definitely recommend it to my family and friends."
Justyna N. 4-night trip
Posted 3 days ago
Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.

Find out more about Anna Maria

Anna Maria Guest Houses information

Number of reviews
278
Accommodation
2 Guest Houses
Lowest Price
£115
Highest Price
£280