Search Guest Houses in Anna Maria from CA $114

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Our top choices for Anna Maria guest houses

1. 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)
"I’ve stayed here twice and I just love it!"
United States
Julie R.
The price is CA $152
CA $408 total
includes taxes & fees
Nov 15 - Nov 16
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

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, (18 reviews)
"Close to beach very convenient to walk to nearby restaurants!"
United States
Anonymous traveller
The price is CA $168
CA $472 total
includes taxes & fees
Nov 16 - Nov 17
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

3. PaG Studio, Sunsets, Steps 2 Sand

PaG Studio, Sunsets, Steps 2 Sand
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 $169
CA $400 total
includes taxes & fees
Nov 15 - Nov 16
PaG Studio, Sunsets, Steps 2 Sand

4. 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 $154
CA $285 total
includes taxes & fees
Dec 3 - Dec 4
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

5. Stylish Retreat | Walk Downtown+Beach

Stylish Retreat | Walk Downtown+Beach
Historic Old Northeast
9.8 out of 10, Exceptional, (18 reviews)
"Great location "
United States
Jeffrey F.
The price is CA $115
CA $277 total
includes taxes & fees
Nov 12 - Nov 13
Stylish Retreat | Walk Downtown+Beach

6. Coolest Downtown Neighborhood - Ebikes

Coolest Downtown Neighborhood - Ebikes
Central Sarasota
9.8 out of 10, Exceptional, (140 reviews)
"Cute place in a great location! Accurate listing, clean, and easy place to relax."
United States
Kathleen R.
The price is CA $179
CA $281 total
includes taxes & fees
Nov 16 - Nov 17
Coolest Downtown Neighborhood - Ebikes
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.

Learn more about Anna Maria

This laid-back island paradise offers white-sand beaches where dolphins often swim close to shore during sunset walks. Rent a bike to explore the Pine Avenue shops, then grab fresh grouper sandwiches at Rod and Reel Pier.

A coastal town with a long pier extending into the turquoise sea, a sandy beach, and residential buildings along the shore.

Top reviews in Anna Maria

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 $114 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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