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

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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 CA $133
CA $210 total
includes taxes & fees
Sep 26 - Sep 27
With Oasis Shared Backyard
A beach with a sandy shore, a few people, and buildings in the background.

2. 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 CA $144
CA $363 total
includes taxes & fees
Sep 28 - Sep 29
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
A covered porch with a wicker chair, a table with a potted plant, and a door leading to a room.

3. 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.
The price is CA $184
CA $321 total
includes taxes & fees
Sep 26 - Sep 27
Tree Top Getaway- Sleeps 4
An aerial view of a coastal town with a long sandy beach, a marina, and residential buildings.

4. 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 CA $212
CA $518 total
includes taxes & fees
Sep 30 - Oct 1
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.

5. 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, (44 reviews)
"This place is adorable also properly stocked and very clean . The location is great! We thoroughly enjoyed are stay. I will be staying again in the next few weeks!"
United States
Julie R.
The price is CA $174
CA $453 total
includes taxes & fees
Sep 26 - Sep 27
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
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 CA $102
CA $258 total
includes taxes & fees
Sep 28 - Sep 29
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
A marina with boats docked, a wooden dock, and a clear sky.

7. 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 CA $161
CA $304 total
includes taxes & fees
Oct 11 - Oct 12
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
A beach with gentle waves and a sunset.

8. 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 CA $147
CA $257 total
includes taxes & fees
Sep 28 - Sep 29
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
A wooden boardwalk leading to a sandy beach with palm trees and greenery.

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

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is CA $139
CA $412 total
includes taxes & fees
Sep 27 - Sep 28
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
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

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

10/10 Excellent
"Great time in Anna Maria Island! Property was wonderful! Water was great in pool. Thank you for a wonderful time spent."
Christine N. 5-night trip
Posted 2 days ago
Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Find out more about Anna Maria

Anna Maria Guest Houses information

Number of reviews
276
Accommodation
2 Guest Houses
Lowest Price
CA $210
Highest Price
CA $518

Frequently asked questions

What are the most popular guest houses in Anna Maria according to reviews?
Beautiful Brand New Guest House is an exceptional choice for travellers seeking a delightful stay in Anna Maria, boasting a great customer review rating of 10.0. Just steps away from Pine Avenue and a mere five minutes from the beach, this guest house is ideal for those who crave both adventure and relaxation. With a heated pool, it offers a refreshing retreat after a day in the sun, while the thoughtfully designed kitchenette is great for families or couples wanting to prepare their own meals.
What is the nightly rate for a guest house in Anna Maria?
Rates for Anna Maria guest houses vary, but travelers can find great-value prices from CA $210 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Anna Maria guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Anna Maria guest house and a B&B?
A guest house in Anna Maria is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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