Search Guest Houses in Anna Maria Island

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Anna Maria Island guest houses

Beach nearby
Gulf Front Guest House

Gulf Front Guest House

Gulf Front Guest House
3.0 star property
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.
Gulf Front Guest House
Property grounds
With Oasis Shared Backyard

With Oasis Shared Backyard

With Oasis Shared Backyard
Lake Maggiore Shore
8.4 out of 10, Very good, (35 reviews)
"My stay was enjoyable. The owner was helpful with everything. Was great for the price."
United States
william a.
The price is NZ$259
includes taxes & fees
11 Jan - 12 Jan
With Oasis Shared Backyard
Beach nearby
A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok!

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)
" 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.
The price is NZ$541
includes taxes & fees
14 Jan - 15 Jan
A Hidden Gem Steps to 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

Close to Siesta Key beach with a hot tub and a large garden
Sarasota
9.8 out of 10, Exceptional, (114 reviews)
"Host was very hospitable and the guesthouse is clean. It was smaller than I imagined, but clean and nice "
United States
Carl
The price is NZ$431
includes taxes & fees
11 Jan - 12 Jan
Close to Siesta Key beach with a hot tub and a large garden
Beach
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

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

Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
Historic Old Northeast
9.6 out of 10, Exceptional, (14 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 NZ$360
includes taxes & fees
11 Jan - 12 Jan
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio
On the beach
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
The price is NZ$438
includes taxes & fees
12 Jan - 13 Jan
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

Siesta key Guest House 5 star on the water Private
South Sarasota
9.0 out of 10, Wonderful, (18 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 NZ$613
includes taxes & fees
11 Jan - 12 Jan
Siesta key Guest House 5 star on the water Private
Beach
Coolest Downtown Neighborhood- Amenities Galore: E-bikes, Kayaks, Pickleball

Coolest Downtown Neighborhood- Amenities Galore: E-bikes, Kayaks, Pickleball

Coolest Downtown Neighborhood- Amenities Galore: E-bikes, Kayaks, Pickleball
Central Sarasota
9.8 out of 10, Exceptional, (123 reviews)
"Great stay! Convenient location, clean, comfortable, and well stocked. Would stay again!"
United States
Kristin
The price is NZ$554
includes taxes & fees
3 Feb - 4 Feb
Coolest Downtown Neighborhood- Amenities Galore: E-bikes, Kayaks, Pickleball
Beach
Magical Guesthouse 1 mi from SRQ airport

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 NZ$452
includes taxes & fees
11 Jan - 12 Jan
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

Charming Cottage in Pass-A-Grille Beach, Dogs Ok
Pass-a-Grille
9.6 out of 10, Exceptional, (33 reviews)
"my sister and I enjoyed the space very much. the dogs enjoyed the nice fenced yard. thank you! lovely area!"
United States
Liz E.
The price is NZ$537
includes taxes & fees
19 Jan - 20 Jan
Charming Cottage in 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

The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

10/10 Excellent
"We have been travelling the last 10 years approx 3 months a year and without doubt the place value for money /clean and modern by far Highly recommended "
steven 2-night trip
Posted 1 day ago
The Retreat at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Guest Houses information

Number of reviews
342
Accommodation
0 Guest Houses
Lowest Price
NZ$259
Highest Price
NZ$613

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