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101 66th St, Holmes Beach, Anna Maria Island, FL 34217-1345
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About

#2 of 56 hotels in Anna Maria Island
Location
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Service
Value
Overlooking stunning turquoise waters and situated on a powder sand beach is the Mainsail Beach Inn on Anna Maria Island. Offering guests a superb island experience, our resort offers 12 upscale multi bedroom suites, all with beachfront access, and some with a Gulf views. Hardwood plank floors, gracious living areas and fully equipped gourmet kitchens are complemented with locally inspired artwork, flat screen TVs, free WiFi, balconies or a patio. Community amenities include a heated resort-style swimming pool, hot tub, pool side grill, and beach lounge chairs & umbrellas. Conveniently located next to The Beach Bistro for fine dining and within walking distance to the Anna Maria Island trolley for easy access to Pine Street shopping, dining options and attractions. Barefoot Luxury. Authentic Florida. Discover the Mainsail Beach Inn difference!
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Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Beach
Fishing
BBQ facilities
Non-smoking hotel
Clothes dryer
Wifi
Hot bath
Pool / beach towels
Outdoor pool
Heated pool
Sun loungers / beach chairs
Sun umbrellas
Self-serve laundry
Washing machine
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Room features
Air conditioning
Additional bathroom
Sofa
Kitchenette
Dishwasher
Microwave
Refrigerator
Flatscreen TV
Kitchenware
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Room types
Ocean view
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL STYLE
Luxury
Family
366Reviews11Q+A100Room tips
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Lisa M wrote a review Oct 2023
2 contributions
+1
We stayed in Unit 12. Had 4 bedrooms and 3 bathrooms. All were decorated beautifully and very clean looking. The kitchen was very spacious and easy to cook in. The balcony was a great place to see the Gulf and the palm trees and to just hang out. Loved how close the water was for us to walk to. The chairs were a nice touch as well. We really enjoyed the unit we stayed in! Lots of room and looked new.
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Date of stay: September 2023Trip type: Travelled with friends
Room Tip: In unit 12, 3 bedrooms are downstairs, 1 queen bed with bathroom upstairs. In pics I thought it...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Oct 2, 2023
Dear Woahmann, Thank you for this amazing review! We are so happy you loved unit 12 so much, what's not to love, so spacious and great for friends and family to enjoy their time together. We hope you book with us again for your next girl's trip very soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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Jeanette D wrote a review Sep 2023
Louisville, Kentucky6 contributions1 helpful vote
The location is amazing and the unit is gorgeous and spacious! In a world where exceptional service is becoming increasingly rare, the entire staff was very nice but RHODA truly stood out. Definitely coming back next year!
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Date of stay: September 2023
Location
Service
Trip type: Travelled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Sep 20, 2023
Dear jdesousa1976, Thank you so much for this incredible review! We are so happy you and your family enjoyed your beautiful unit, best place to be to watch the sunset. Thank you for your kind words on behalf of our team member Rhoda, she really is one of a kind, a true asset. Rhoda and I look forward to seeing you next year.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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95malden wrote a review Sep 2023
London, United Kingdom26 contributions10 helpful votes
Great four days here post Orlando parks, lovely 3 bedroom accommodation with great views, spacious and well kitted out. Can’t fault it, Matthew and Rhoda on hand to help out. Beach not too busy, waters warm and clear. Really liked Anna Maria island vibe, would love to come back!
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Date of stay: August 2023Trip type: Travelled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Sep 11, 2023
Dear 95malden, Thank you for this wonderful review! Rhoda and I are thrilled you enjoyed your room and beautiful view. We certainly look forward to your return.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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Bramesja wrote a review Aug 2023
Ferdinand, Indiana, United States58 contributions4 helpful votes
We had a great weekend on AMI. The pros of this Inn: perfect beach/we had a beachfront condo with amazing views. The inner decor is gorgeous. Condo was clean and had everything we needed. Pool is a lovely touch and felt great. Toys and floats by the pool were amazing. Loved the key code to get in and out. Rhoda is amazing but has to work her butt off. Did not meet the other managers. Things we voted would take it to the next level: 1. The blue chairs positioned on the beach in VRBO and FB pics is what we were anticipating and that was not the case. We had to haul them out and back every day (which we were able to do but saw some people that weren't). The umbrellas were a challenge. Easily broke and Rhoda made a run to get replacement parts. We had to work hard to get them positioned and get creative in the wind. Down the beach you could see better quality equipment at other resorts. 2. We had 6 guests and only 4 balcony chairs (that were wood and didn't dry easily after a rain) with a tight balcony space and rail that is in need of some updates. 3. Bikes don't have locks so we couldn't take them off property to grab lunch etc. which was something we had planned to do. 4. The rental toys require waivers signed. Rhoda (and the other staff member present who didn't seem to know his role yet) wasn't always available to use these items. Felt like there needed to be a receptionist type person present at all times if she's going to be busting it covering more than one property. We also didn't realize there would be a time limit attached to these items/they needed to be locked back up prior to staff leaving for the day. Again, a receptionist type person later in the day could solve this.
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Date of stay: August 2023
Value
Location
Service
Trip type: Travelled with friends
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Aug 22, 2023
Dear Bramesja, Thank you so much for taking the time to write such a detailed review of your recent stay with us. We are truly thrilled that you loved the property, spectacular beach views and the amenities that were offered. All our team members are dedicated to providing the highest level of facilities and service for all of our guests. We appreciate your kind words about Rhoda, she is a true asset to our team. Mainsail Beach Inn is a self-guided vacation rental experience. In our listings we do our best to showcase our amenities and offerings and we apologize for any confusion this may have caused. We appreciate you bringing the quality of the umbrellas to our attention and will look into alternative replacements for ease of use. We are glad Rhoda was able to provide you a replacement quickly. Although we cannot increase the size of our balconies, a beautification project is scheduled for Fall of this year. On your next visit to the Island our team would be happy to show you how to use the bike locks that are installed on every bike. As our property is on the Gulf Coast of Florida it is our responsibility to ensure we are in full compliance of local environmental regulations. As you may not be aware, Sea Turtle nesting season runs from May to October and requires extra care to be taken by all local beachfront business partners. As Mainsail Vacation Rentals typically do not have reception desks or staff that is onsite. However, Beach Inn is committed to providing the best guest experience possible therefore we offer on-site support from 9AM to 5PM daily. Sorry I didn’t get to meet you this weekend, I was out on vacation. Please feel free to reach out to me directly if you’d like to discuss further.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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Hadeel M wrote a review Aug 2023
London, United Kingdom3 contributions2 helpful votes
My family and I came to Florida from England to visit my brother and his family. This was honestly a dream place for multiple families with children. Very clean, spacious, with an incredible view! The service was fantastic. Rhoda was always available to unlock the kayaks for us when we needed them. Anna Maria Beach is the nicest I've seen yet, and I've been to a lot of beaches in Europe. Would recommend it to anyone, but especially families.
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Date of stay: August 2023Trip type: Travelled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Aug 7, 2023
Dear masoudihadeel, We are so grateful for this outstanding review, and we appreciate your time greatly. Rhoda is indeed one of our most valued team members, she goes above and beyond. My team and I are so happy you enjoyed our piece of paradise. Please come back and see us real soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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LMOrlando wrote a review Jul 2023
Orlando, Florida3 contributions2 helpful votes
Gorgeous two bedroom condo, recently updated with elegant decor and well stocked kitchen. Sunsets and beach time were perfection. Manager, Matthew and lobby staff John were friendly, helpful, and great resources for things to do on the island. Can’t wait to return.
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Date of stay: July 2023
Value
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Service
Trip type: Travelled with friends
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Jul 22, 2023
Dear LMOrlando, Thank you so much for this wonderful review! It was such a pleasure meeting and talking with you. My team and I are thrilled you enjoyed your stay with us! Please come back and see us soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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Luci A wrote a review Jun 2023
Miami, Florida20 contributions
We had a family reunion/vacation at Mainsail. The property is perfectly and conveniently located on the beach. The sunsets there are magical. The accommodations are beautiful, very clean, well maintained and well stocked. The staff are very pleasant and helpful. We enjoyed every minute of our stay and will no doubt return.
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Date of stay: June 2023Trip type: Travelled with family
Room Tip: Each unit has its parking spot which is so important!
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Jun 21, 2023
Dear 716lucia, Thank you for this spectacular review! Our sunsets and location are unmatched. We are thrilled you had such an amazing time with us, and we hope to see you again real soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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Sandra W wrote a review May 2023
Orlando, Florida3 contributions
+1
Beautifully appointed Florida feel to this completely updated Beach Inn. Welcomed in the lobby on arrival by Rhoda, John and Matthew who continued to be attentive, personable and helpful throughout our stay. The refinished and maintained Florida pine floors and banisters were the inspiration of the beach decor! All bedrooms and beds comfortable, each with its own full bath! Kitchen nicely stocked with everything, but food, to that end,we were steps away from Ana Maria Islands most elegant restaurant, Beach Bistro! A most perfect beach vacation!
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Date of stay: May 2023Trip type: Travelled with family
Room Tip: Book early for best units!
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded Jun 1, 2023
Dear sandraw789, This is a top-notch review! We can't thank you enough for the time you spent. My team and I do our best to make your vacation the best possible, and we are so happy you enjoyed your stay with us. We are super excited for your return!
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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A G wrote a review May 2023
Chicago, Illinois3 contributions
+1
We could not have chosen a better location for our family vacation. Mainsail is RIGHT ON THE BEACH so we had views of manatees, dolphins and the fabulous sunset every day. Our condo was spacious, charming and luxurious and fit our family of four perfectly. The staff was helpful and friendly! We will definitely be back!
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Date of stay: May 2023
Value
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded May 27, 2023
Dear AMG400, Thank you so much for this amazing review! We are so excited you chose us for your family vacation, it is wonderful you got to experience seeing the manatees and dolphins. We hope to see you back real soon.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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Hazel C wrote a review May 2023
Glasgow, United Kingdom4 contributions
First class accommodation and then some. Condo was immaculate and had great facilities. Rhoda, Matthew and John could not have been more helpful. Beautiful sunsets. Will definitely be returning.
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Date of stay: May 2023Trip type: Travelled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded May 14, 2023
Dear 05680Lhazelc, Thank you so much for this amazing review! It was a pleasure meeting you, and we are so happy you loved your stay with us. My team and I look forward to your return, come back soon and enjoy our beautiful sunsets.
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This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
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ALSO KNOWN AS
mainsail beach hotel holmes beach
LOCATION
United StatesFloridaAnna Maria IslandHolmes Beach
NUMBER OF ROOMS
12
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Mainsail Beach Inn - UPDATED 2023 Reviews & Photos (Holmes Beach, FL) - Hotel - Tripadvisor

Frequently Asked Questions about Mainsail Beach Inn
Which popular attractions are close to Mainsail Beach Inn?
Nearby attractions include Restless Natives (0.9 km), Loony Dunes (0.9 km), and Artists' Guild of Anna Maria Island (0.9 km).
What are some of the property amenities at Mainsail Beach Inn?
Some of the more popular amenities offered include free wifi, a pool, and free parking.
Which room amenities are available at Mainsail Beach Inn?
Top room amenities include a kitchenette, air conditioning, and a flat screen TV.
What food & drink options are available at Mainsail Beach Inn?
Guests can enjoy barbeque facilities during their stay.
Is parking available at Mainsail Beach Inn?
Yes, free parking is available to guests.
What are some restaurants close to Mainsail Beach Inn?
Conveniently located restaurants include The Ugly Grouper, Small Town Creamery, and Hurricane Hanks.
Are there opportunities to exercise at Mainsail Beach Inn?
Yes, guests have access to a pool during their stay.
Are any cleaning services offered at Mainsail Beach Inn?
Yes, self serve laundry and a clothes dryer are offered to guests.
Are there any historical sites close to Mainsail Beach Inn?
Many travellers enjoy visiting De Soto National Memorial (7.8 km) and Florida Maritime Museum (6.3 km).
Does Mainsail Beach Inn have any great views?
Yes, guests often enjoy the ocean view available here.