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

Search Guest Houses in Anna Maria

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Anna Maria guest houses

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 ¥15,204
¥24,071 total
includes taxes & fees
Jul 1 - Jul 2
With Oasis Shared Backyard

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 ¥16,813
¥29,362 total
includes taxes & fees
Jun 30 - Jul 1
Coolest Downtown Neighborhood - Ebikes, Beach Gear, Kayaks, Pickleball

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 ¥21,431
¥37,282 total
includes taxes & fees
Jun 29 - Jun 30
Tree Top Getaway- Sleeps 4

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 ¥15,527
¥34,818 total
includes taxes & fees
Jun 29 - Jun 30
Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio

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 ¥28,266
¥62,500 total
includes taxes & fees
Jun 29 - Jun 30
Charming Cottage in Pass-A-Grille Beach, Dogs Ok

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes
Pass-a-Grille
9.0 out of 10, Wonderful, (7 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 ¥27,328
¥56,105 total
includes taxes & fees
Jul 25 - Jul 26
Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes

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 ¥20,703
¥40,274 total
includes taxes & fees
Jun 29 - Jun 30
Magical Guesthouse 1 mi from SRQ airport

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 ¥39,309
¥81,966 total
includes taxes & fees
Jul 1 - Jul 2
A Hidden Gem Steps to Pass-a-Grille Beach-Dog Ok!

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 ¥21,172
¥37,860 total
includes taxes & fees
Jul 25 - Jul 26
ALL BRAND-NEW Waterfront room-Heated Pool, Tiki Bar, Gym

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

Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Madeira Beach
The price is ¥83,781
¥131,030 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Hotel Reviews

Find out more about Anna Maria

Anna Maria Guest Houses information

Number of reviews
242
Accommodation
2 Guest Houses
Lowest Price
¥24,071
Highest Price
¥131,030