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101 66th St, Holmes Beach, Anna Maria Island, FL 34217-1345
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Traveller (175)
Room & Suite (90)
Pool & Beach (39)
Travel safe during COVID-19
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What you can expect during your stay
  • All linens sanitised in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitiser available to guests & staff
  • Regularly sanitised high-traffic areas
  • Staff required to regularly wash hands
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Updated 20-07-24 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
Updated 20-07-24 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

About

#2 of 14 hotels in Holmes Beach
Location
Cleanliness
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
BBQ facilities
Non-smoking hotel
Clothes dryer
Self-serve laundry
Wifi
Hot bath
Pool / beach towels
Outdoor pool
Heated pool
Fence around pool
Sun loungers / beach chairs
Sun umbrellas
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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
Romantic
Ocean View
346Reviews11Q+A100Room tips
Traveller rating
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Robert C MD wrote a review Aug. 6
5 contributions
My wife and I vacationed for one week on Anna Marie Island to celebrate our 41st wedding anniversary this past June. We stayed at Mainsail Beach Inn in Unit 12! I can sincerely state that it was the best vacation experience of our lifetime. The unit was clean, casual, and yet luxurious! It had all of the amenities that we could ever want. The location, mere steps form the pool and beach, was perfect. There is easy access to restaurants and stores. We attended church at St. Bernard's on the island and were thrilled with our experience. We would highly recommend this vacation rental for couples or families. We plan on being a frequent renter in the future!!
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Date of stay: June 2022
Value
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Service
Room Tip: Unit 12 was perfectly situated in the complex!
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded 5 days ago
Dear E4473RCrobertc, We are overjoyed you picked us to celebrate such a special occasion. Thank you for taking the time to write this beautiful review. You are right, our location cant be beat! The staff here at Mainsail Beach Inn hope you choose us to celebrate your 42nd wedding anniversary! Cheers
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Swampdonkey wrote a review Aug. 1
1 contribution
We are Florida residents that just needed a quick extended weekend trip. This place is phenomenal! Beautiful beach, very clean, quiet, and the friendliest staff we have ever encountered. My wife refuses to leave lol. John is amazing and ensures you always feel comfortable!
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Date of stay: July 2022Trip 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.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded 1 week ago
Dear Edibeler, Thank you for being wonderful guests, and for your kind words. John is truly a treasure, we are very lucky to have him. He has many years in the hospitality industry and it shows. John, Rhoda and myself look forward to your return!
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Merlot526 wrote a review Jul. 2022
Bostic, NC5 contributions1 helpful vote
Couldn’t be happier with this resort. Matthew is an excellent host. He is friendly, accommodating and just a nice guy. Excellent communication too! Place is clean, good location and we really enjoyed the beach and porch. Will stay here again. Pictures are from Unit 5.
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Date of stay: July 2022Trip 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.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded 3 weeks ago
Dear Merlot526, Thank you so much for your kind words! It was wonderful meeting you. We do take care of our little piece of paradise and appreciate you for mentioning it. Hope to see you all real soon!
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peeps112 wrote a review Jul. 2022
USA112 contributions5 helpful votes
+1
Mainsail Beach Inn is a true slice of paradise. It is right on the best strip of the best beach in Florida - truly the water is like the Caribbean. If you don’t believe me look at the photos I took. We saw dolphins, manatees, herons, and crabs. The rooms are like a five star hotel. Large, tall ceilings, superbly decorated, and like home. Our unit #12 is highly recommended - open your doors and the pool and hot tub (which is actually hot!) are right there. Sit on the deck and watch the ocean. I cannot underestimate how convenient it was to have a unit right at the pool and 41 steps (we counted) to the beach. The staff (Matthew, John, Theresa) were all so helpful and welcoming. They will help you rent paddle board, kayaks, beach chairs, beach toys, whatever you need. It’s like you’re staying at a 5 star hotel instead of a condo. Do yourself a favor and stay here. You won’t regret it.
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Date of stay: June 2022Trip type: Travelled with family
Room Tip: Eat at Beach Bistro and Hurricane Hanks; unit 12 has tons of space for a family - highly...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
1 Helpful vote
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Response from Lacey Lloyd-Jones, General Manager at Mainsail Beach Inn
Responded 4 weeks ago
Dear Peeps112 , What an amazing review! We do have the best location here on Anna Maria. Thank you so much for the shout out, the staff really appreciates it. It was so wonderful getting to know you and your family. We very much are looking forward to seeing you again. Matthew Stout Property Manager
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hseibold wrote a review Jul. 2022
Tampa, Florida50 contributions33 helpful votes
+1
Matthew was fantastic ! He was always so helpful What a beautiful place to stay ! Clean and roomy Appreciate having water on the refrigerator to refill water bottles ! The kayaks and paddle boards added to the fun along with the bikes ! We biked all over the island as a family. Brought us closer Thank you Matthew Abd mainsail
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Date of stay: July 2022Trip type: Travelled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Lacey Lloyd-Jones, General Manager at Mainsail Beach Inn
Responded 4 weeks ago
Dear hseibold, Thank you for your kind words! We are honored you chose us for your birthday stay and first vacation since the pandemic. It was lovely meeting you and your family! We hope to see you in the near future. Matthew Stout Property Manager
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Paul L wrote a review Jun. 2022
29 contributions6 helpful votes
Apartment well appointed with super washers and driers. Everything you need kitchen wise is there. A couple of yards from the beach, towels are supplied and swimming pool and plunge pool are in the courtyard. Reception are on site from 8am to 7pm and are extremely helpful. Parking allocated per apartment with extra available if required. Publix supermarket is a 5 minute drive or you can catch the free bus which goes all round the island.
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Date of stay: May 2022Trip type: Travelled as a couple
Room Tip: Make use of the free bus, ensure you book an apartment with a sea view
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Matthew Stout, General Manager at Mainsail Beach Inn
Responded 4 weeks ago
Dear Paul L, Thank you for your super review! Our location cant be beat, fabulous restaurants all around and the short drive to the grocery store. We make sure your vacation with us is as hassle free as possible. We hope to see you soon in Paradise.
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Kathryn B wrote a review Apr. 2022
Kernersville, North Carolina8 contributions2 helpful votes
We stayed a week in April and we're coming back in July with the family. We've been here several times over the last 10 years and each time we come, it's like coming back home. Bringing the family with us means everything. I have four children who have families of their own. Each family set gets their own condo with all the amenities. We meet at the pool and on the beach. We stay together or go our own way. Whatever comes with the day, MainSail is home. Everything works, everything is stocked, the view--incredible. We almost own the beach when we're at MainSail.
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Date of stay: April 2022
Value
Rooms
Service
Room Tip: Every room has a beach front or beach view. Cottages behind the main building feature comforts...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Beverly Kilpatrick, General Manager at Mainsail Beach Inn
Responded Apr. 14, 2022
Thank you so much, we are ecstatic that you will be back to stay with us again. I know you enjoyed how close you were to the beach and being able to enjoy the all we have to offer here at Mainsail Beach Inn. We look forward to seeing you very soon. Until then, we will keep the beach clear and our emerald greens waters bright waiting for your return.
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SyracuseEducator wrote a review Apr. 2022
Syracuse, New York48 contributions13 helpful votes
We just spent the month of March at Mainsail and it was amazing. The unit was very well laid out and accommodated occasional guests while being just the right size for my husband and me. We also saw many families enjoying the inn as well. The property is well taken care of including the beach area, pool and hot tub. Great spot to grill if you want to eat in and we had our own private balcony, one of two, to sit out and gaze at the gulf. However, the staff were what made it truly welcoming and comfortable. Bev, John and Manny were our daily connections and always had a helpful suggestion for places to go. Whenever we had a need they responded quickly and professionally-can't say enough about their hospitality and caring attitude. It was a wonderful experience on an island we know and have loved for the past 10 years. Mainsail was an added delight this year.
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Date of stay: March 2022
Value
Location
Service
Room Tip: Rooms on the gulf side look lovely but a side unit has lovely views as well. Choose the building...
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Beverly Kilpatrick, General Manager at Mainsail Beach Inn
Responded Apr. 11, 2022
Thank you so much for all your wonderful comments about the property here at Mainsail Beach Inn. We truly enjoyed having you and your husband stay with us. We will make certain to keep the white sandy beach clear for your next visit with us. Until then know that the sun is shinning on the emerald green waters just waiting for your next visit. Thank again for staying with us and enjoying all the things that Anna Maria Island has to offer.
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Sally M wrote a review Feb. 2022
1 contribution
We loved our stay at Mainsail Beach Inn on Holmes Beach. We stayed in unit 8C. It was perfect! Very clean and spacious! Great location on the island with wonderful amenities - bikes, pool, beach, kayak, etc. Beverly and John at the front desk area were so hospitable and accommodating. They gave our family outstanding service. We would certainly return to Mainsail Beach Inn for another vacation.
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Date of stay: February 2022
Service
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This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Response from Beverly Kilpatrick, General Manager at Mainsail Beach Inn
Responded Mar. 26, 2022
Thank you so much for the great review. We have truly been honored to have you stay with us. We will keep our sandy white beaches and emerald green water ready for you next visit to this beautiful place here on Anna Maria Island. John and I thank so much for your very kind words. Please keep Mainsail Beach Inn in mind when you have the opportunity to visit us again.
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sparklecitrus wrote a review Jan. 2022
Cambridge, United Kingdom41 contributions17 helpful votes
Great location right on the beach. Fabulous views of the sunsets across the gulf. Well appointed accommodation. Kitchen area is well stocked and has all the utilities you need. The laundry room is also well appointed. A great spot for a quiet relaxed getaway on the beach. There is also an onsite pool which is great for those windy days.
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Date of stay: January 2022Trip 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.
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Response from Beverly Kilpatrick, General Manager at Mainsail Beach Inn
Responded Jan. 18, 2022
Thank you so much for your nice review of unit 7C here at Mainsail Beach Inn. We truly enjoyed having you both visit us after your long time away. We hope you are both able to visit us again from the UK very soon. For now we will keep the sun shinning and our emerald green waters waiting for your next visit.
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PRICE RANGE
US$1,000 - US$1,167 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
mainsail beach hotel holmes beach
LOCATION
United StatesFloridaAnna Maria IslandHolmes Beach
NUMBER OF ROOMS
12
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Frequently Asked Questions about Mainsail Beach Inn
Which popular attractions are close to Mainsail Beach Inn?
Nearby attractions include Flip Flops Sailing (1.0 km), Island Gallery West (0.9 km), and Restless Natives (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, Hurricane Hanks, and Small Town Creamery.
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).
Does Mainsail Beach Inn have any great views?
Yes, guests often enjoy the ocean view available here.