Search Guest Houses in Anna Maria Island

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Guest Houses in Anna Maria Island

Outdoor spa tub
With Oasis Shared Backyard

With Oasis Shared Backyard

Lake Maggiore Shore
8.4 out of 10, Very Good, (35)
"My stay was enjoyable. The owner was helpful with everything. Was great for the price."
United States
william a.
$134 nightly
The price is $149
Nov 25 - Nov 26
Total with taxes and fees
With Oasis Shared Backyard
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, (30)
"Perfect little cottage! "
United States
emily m.
$286 nightly
The price is $319
Dec 3 - Dec 4
Total with taxes and fees
Charming Cottage in Pass-A-Grille Beach, Dogs Ok
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, (111)
"This place is a must stay we could not fault the place they have thought of everything. Highly recommend this place."
United Kingdom
Danny P.
$221 nightly
The price is $247
Nov 27 - Nov 28
Total with taxes and fees
Close to Siesta Key beach with a hot tub and a large garden
Beach
Quick and Easy Walk Downtown - Tons of Amenities

Quick and Easy Walk Downtown - Tons of Amenities

Central Sarasota
9.8 out of 10, Exceptional, (117)
"Outstanding gem in downtown Sarasota. Everything you could possibly need in a terrific location. Definitely would stay again."
United States
Robert P.
$184 nightly
The price is $205
Dec 15 - Dec 16
Total with taxes and fees
Quick and Easy Walk Downtown - Tons of Amenities
On the beach
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Pass-a-Grille
$219 nightly
The price is $234
Dec 6 - Dec 7
Total with taxes and fees
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
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, (18)
"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
$336 nightly
The price is $353
Nov 24 - Nov 25
Total with taxes and fees
Siesta key Guest House 5 star on the water Private
Beach
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

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

Historic Old Northeast
9.8 out of 10, Exceptional, (13)
"Tiny, but great great location."
United States
Ellen j.
$192 nightly
The price is $205
Nov 24 - Nov 25
Total with taxes and fees
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)
"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.
$267 nightly
The price is $267
Nov 24 - Nov 25
Total with taxes and fees
Magical Guesthouse 1 mi from SRQ airport
TV
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)
" Very close to the beach, several diners, safe and beautiful area. Highly recommend if you have a small group on your getaway, doesn’t get much better"
United States
Justin R.
$285 nightly
The price is $317
Nov 24 - Nov 25
Total with taxes and fees
A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!
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

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

10/10 Excellent
"Great spot staff was awesome!!"
Raymond 2-night trip
Posted 2 days ago
Cedar Cove Resort and Cottages

Find out more about Anna Maria Island

Anna Maria Island Guest Houses information

Number of reviews
331
Accommodation
0 Guest Houses
Lowest Price
$149
Highest Price
$353

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 $149 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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