We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Anna Maria Guest Houses

Show Prices
Enter dates for best prices
powered by PriceFinder
Prices from our online travel partners are not available
Our online travel partners don't provide prices for this accommodation, but we can search other options in Anna Maria
Check In Check Out
Show Prices
Management photos
Anna Maria Guest Houses
View Map

22 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 21: English reviews
Palm City, Florida
Reviewed 28 October 2015

I will attempt to write about the questions that I had prior to going. You are staying over a shop, in a business district, It is an end unit (218). You do have 2 balconies on the front and side. Both of them are facing streets, you will have road noise.Another reviewer mentioned a daycare, yes it is on the...

Chicago, Illinois
Reviewed 15 October 2015 via mobile

My wife and I stayed in the Anna Maria guest house 306 for our wedding weekend. We absolutely loved it. It was very spacious and super clean. The best part of all was having our own personal swimming pool in the backyard. The unit itself is a spacious 3 bed/2 bath condo above a local business on Pine Ave. There...

Reviewed 30 July 2014

We rented the # 315 - right above the rental office - and had a great time! The apartment is situated above the rental office with entrance from the garden on te backside. Well sized with large master bedroom with ensuite bathroom, and 2 bedrooms sharing a second bathroom. All well sized and decorated. Big open plan kitchen, dining and...

Trollhattan, Sweden
Reviewed 5 May 2014

We stayed 1 week at guesthouse 315 and it was great! The house was really nice and kitchen, dining area, living room and bathroom were all very spacious and luxury. We really enjoyed our stay here. Best location on the Island! The beach just 5 minutes one way and the pier 5 minutes the next way. The pool was great...

Reviewed 25 September 2013

My husband and I intended to stay on Anna Marie Island for only three days, when we arrived we fell in love with the island and turned up at Anna Marie Island Rentals on Pine Ave and hired the vacation home Pine 218 for 7 days at a good price, September being the low season. It was really modern, exceptionally...

Tampa, Florida
Reviewed 30 July 2013

I have just returned from a stay at the Guest House located at 216 Pine Avenue. I was thrilled with the accommodations, service, location and overall experience of my stay. I live in the area, and love Anna Maria Island, and was looking for a nice get-away for my family...and was not disappointed. The staff was excellent. We were permitted...

Reviewed 26 June 2013

Ana Maria accommodations really welcomes you to the island. Their cottages on Pine Avenue are amazing. The value for what you get is unparalleled to anything else on the island. The cottages are gorgeous! Each one has its own pool. So close to all the restaurants and the beach of course! My wedding was on June 13 and my entire...

Suffolk, Virginia
Reviewed 26 June 2013

I stayed at 317 Pine Ave. for a week with my two sisters and their spouses. The bed rooms were spaciuos and because we were the "young uns" we chose the room with the two single beds. The other rooms had a queen and then a king in the master. The kitchen was well equipt with a dish washer, coffee...

Palmetto, Florida, United States
Reviewed 29 May 2013

My husband and I recently stayed in one of the 2 br/2 bath Guest Houses right on Pine Avenue and it was wonderful! The unit was spotless, spacious, relaxing, comfortable, well-furnished and an easy walk to the beach, shops, restaurants - everything you need for a perfect vacation!

Bronx, New York
Reviewed 30 April 2013

I stayed at the guest house in March 2013. The Guest House is a 2nd floor apartment over a boutique. Pros...The unit itself is spacious, nicely decorated and clean. The location is in walking distance to the beach, shops and restaurants. Cons...The front of the unit is behind and upstairs from the boutique. The gate entering the property was not...

PineAve, Owner at Anna Maria Guest Houses, responded to this review

Thank you for the time you took sharing your experience with us and your fellow travelers. We truly value your feedback. I have forwarded your comments to our team, who all take the guest experience very seriously. Frankly, I think your overall positive rating was more than fair, given some of the issues you raised. Regarding the child center next...

62 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (14)
Dining (1)
Family/Play Areas (1)
Pool/Beach Area (1)
Other (11)

Management photos: Courtesy of the property manager

All Management Photos (48)
Room/Suite (21)
Pool/Beach Area (4)
Hotel & Grounds (7)
Dining (2)
View from Room (4)
Bathroom (1)
Other (9)
Check In Check Out
Hotels you might also like...
Also consider these accommodations in or near Anna Maria
5.6 km away
Cedar Cove Resort & Cottages
Cedar Cove Resort & Cottages
#2 of 15 in Holmes Beach
880 reviews
7.1 km away
Silver Surf Gulf Beach Resort
Silver Surf Gulf Beach Resort
#3 of 12 in Bradenton Beach
582 reviews
2.3 km away
An Island Getaway at Palm Tree Villas
Show Prices
Show Prices
Show Prices
0.4 km away
Sunrise Garden Resort
Sunrise Garden Resort
#1 of 2 in Anna Maria
794 reviews
0.8 km away
Anna Maria Beach Cottages
Anna Maria Beach Cottages
#2 of 4 in Anna Maria
93 reviews
2.7 km away
Harrington House Beachfront Bed & Breakfast
Show Prices
Show Prices
Show Prices


  • Free High Speed Internet ( WiFi )
  • Pool
  • Beachfront
  • Free Parking
  • Restaurant
  • Bar/Lounge
About the property
  • Beachfront
  • Pets Allowed ( Dog / Pet Friendly )
Things to do
  • Pool
  • Restaurant
  • Bar/Lounge
Room types
  • Suites
  • Kitchenette
In your room
  • Air Conditioning
  • Refrigerator in room
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Shuttle Bus Service
  • Free Parking
Official Description (provided by the hotel)
Our Anna Maria Guest Houses are lovely and charming. Both the 2 bedroom vacation rental and 3 bedroom vacation rentals are spacious and newly constructed using the latest green technology. They have all the conveniences needed to make your Anna Maria Beach vacation complete. Each unit has a private pool and covered balconies and each boasts distinct touches like custom cabinets, stainless appliances and granite surfaces, washer/dryers, flat panel TVs, and river recovered old Florida wood floors throughout. From white washed “washboard” interiors for that cozy cottage feel to expansive covered porches for outdoor living, each unit has the same quality amenities but each property its own island charm and one of a kind unique decor. ... more   less 

Additional Information about Anna Maria Guest Houses

Address: 315 Pine Avenue, Anna Maria, Anna Maria Island, FL 34216
Region: United States > Florida > Anna Maria Island > Anna Maria
Price Range: RM1,112 - RM1,335 (Based on Average Rates for a Standard Room)
Number of rooms: 13
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Anna Maria Guest Houses staff and other travellers.
1 question

See which rooms travellers prefer

“Ask them to confirm the A/C status as it was becoming a frustration. However, they where very service minded and monitored the system by remote - coming up for reset once before we noticed it was malfunctioning.”
 of 5 bubbles Niklasoslo, 30 Jul 2014 | Read review
“Guest House 216 was a great place in a great location. Very quiet!”
 of 5 bubbles TeresaFLA, 29 Jul 2013 | Read review
“I don't think you can go wrong! They all looked beautiful!”
 of 5 bubbles TaraP299, 30 Nov 2012 | Read review
“The address number dictates how close to beach or bay. i.e. 100-500 block. The 100 or 200 block address would be closer to beach side, the 400 0r 500 block would be closer to bay side. 300 of course is central location, so choose according to size and location as just described.”
 of 5 bubbles al765, 17 Oct 2012 | Read review
4 of 4