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

Search Guest Houses in Anna Maria from CA $212

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Check prices for these dates

Next weekend
Jul 3 - Jul 5
In two weeks
Jul 10 - Jul 12
In one month
Jul 24 - Jul 26
In two months
Aug 21 - Aug 23

Our top choices for Anna Maria guest houses

Property grounds

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 $134
CA $212 total
includes taxes & fees
Jun 27 - Jun 28
With Oasis Shared Backyard
Beach

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

Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (134 reviews)
"Great communication. Walking distance too many restaurants and attractions in Downtown Sarasota. Quiet neighbor and lovely accommodations."
United States
Louise
The price is CA $148
CA $259 total
includes taxes & fees
Jun 30 - Jul 1
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Outdoor dining

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 $196
CA $338 total
includes taxes & fees
Jun 29 - Jun 30
Tree Top Getaway- Sleeps 4
Beach

Magical Guesthouse 1 mi from SRQ airport

Magical Guesthouse 1 mi from SRQ airport
Whitfield Estates
10.0 out of 10, Exceptional, (3 reviews)
"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 CA $184
CA $357 total
includes taxes & fees
Jun 29 - Jun 30
Magical Guesthouse 1 mi from SRQ airport
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, (40 reviews)
"Great place for the two of us. Would stay there again. "
United States
Tommy M.
The price is CA $236
CA $535 total
includes taxes & fees
Jun 30 - Jul 1
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Beach

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 $137
CA $314 total
includes taxes & fees
Jun 29 - Jun 30
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Beach nearby

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
9.4 out of 10, Exceptional, (15 reviews)
"Beautiful apartment. Very clean and well appointed. Easy check in. Perfect location. Host very accommodating. "
United States
Colleen F.
The price is CA $323
CA $692 total
includes taxes & fees
Jul 1 - Jul 2
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!
Marina

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 $186
CA $337 total
includes taxes & fees
Jul 16 - Jul 17
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym
On the beach

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

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is CA $676
CA $1,082 total
includes taxes & fees
Jul 12 - Jul 13
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

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

Ideal Location, Stunning Villa! Close to beach, beach gear provided!

10/10 Excellent
"We were very impressed with the property and amenities. Would definitely stay again!"
Julie J. 5-night trip
Posted 2 days ago
Ideal Location, Stunning Villa! Close to beach, beach gear provided!

Find out more about Anna Maria

Anna Maria Guest Houses information

Number of reviews
242
Accommodation
2 Guest Houses
Lowest Price
CA $212
Highest Price
CA $1,082

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 $212 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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