Search Guest Houses in Anna Maria Island from CA $202

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Check prices for these dates

Next weekend
Mar 20 - Mar 22
In two weeks
Mar 27 - Mar 29
In one month
Apr 10 - Apr 12
In two months
May 8 - May 10

Our top choices for Anna Maria Island guest houses

Beach nearby

Gulf Front Guest House

Gulf Front Guest House
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"The open stairway as you step out of the bathroom seemed hazardous. Perhaps a built-in gate at the top of the stairs would be helpful. Beautiful spot, beach!"
United States
Patricia W.
The price is CA $747
CA $1,214 total
includes taxes & fees
Mar 29 - Mar 30
Gulf Front Guest House
Property grounds

With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.4 out of 10, Very good, (35 reviews)
"Just stayed onenight. Will stay again"
United States
Glen V.
The price is CA $128
CA $202 total
includes taxes & fees
Mar 23 - Mar 24
With Oasis Shared Backyard
Beach

Plush K&Q Beds w/ Hot Tub near St Pete & Beaches

Plush K&Q Beds w/ Hot Tub near St Pete & Beaches
St. Petersburg
9.4 out of 10, Exceptional, (6 reviews)
"Beautiful stay, very clean and comfy. Easy access. "
United States
Anonymous traveller
The price is CA $149
CA $345 total
includes taxes & fees
Apr 8 - Apr 9
Plush K&Q Beds w/ Hot Tub near St Pete & Beaches
Terrace/patio

Siesta key Guest House 5 star on the water Private

Siesta key Guest House 5 star on the water Private
South Sarasota
9.0 out of 10, Wonderful, (19 reviews)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
United States
Giancarlo
The price is CA $238
CA $531 total
includes taxes & fees
Mar 22 - Mar 23
Siesta key Guest House 5 star on the water Private
Beach nearby, sun loungers, beach towels

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

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (119 reviews)
"Great location. Very nice accomodations. Shower was fabulous"
United States
mark b.
The price is CA $155
CA $341 total
includes taxes & fees
Mar 25 - Mar 26
Close to Siesta Key beach with a hot tub and a large garden
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, (125 reviews)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
The price is CA $267
CA $408 total
includes taxes & fees
Apr 8 - Apr 9
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball
Beach nearby

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

A Hidden Gem Steps to Pass-a-Grille Beach Dogs 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 $553
CA $921 total
includes taxes & fees
Apr 12 - Apr 13
A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
Beach

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

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.6 out of 10, Exceptional, (15 reviews)
"Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints."
United States
Joseph F.
The price is CA $246
CA $458 total
includes taxes & fees
Mar 29 - Mar 30
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
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 $244
CA $420 total
includes taxes & fees
Mar 23 - Mar 24
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, (33 reviews)
"Easy check in n out! Great place and location."
United States
Robert H.
The price is CA $452
CA $784 total
includes taxes & fees
Mar 29 - Mar 30
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
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 $475
CA $814 total
includes taxes & fees
Apr 12 - Apr 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 Island Hotel Reviews

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

10/10 Excellent
"We had a room in front of the pool. The room and all the linens were very clean. "
JERRY 3-night trip
Posted 11 hours ago
Pelican Post at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Guest Houses information

Number of reviews
338
Accommodation
0 Guest Houses
Lowest Price
CA $202
Highest Price
CA $1,214

Frequently asked questions

What is the nightly rate for a guest house in Anna Maria Island?
Rates for Anna Maria Island guest houses vary, but travelers can find great-value prices from CA $202 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 Island 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 Island guest house and a B&B?
A guest house in Anna Maria Island 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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