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Our Vacation Homes

Our Vacation Homes
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Privately owned vacation rental homes are a wonderful way to vacation. PRIME VACATIONS manages 1400+ homes in incredibly popular locations across coastal Florida. All are professionally managed and maintained on-site and are 100% bookable online for your convenience.

Anna Maria Island Homes

Vacation like a local with AMI Locals.  We offer a selection of 300+ exceptional vacation homes that span across Anna Maria Island and just off-island.
We are the Flip-Flop vacation rental company you have known for decades. Anna Maria Island Accommodations offers a selection of 200+ premium vacation homes.
Hear the beach calling with Anna Maria Vacations.  We offer a selection of 200+ awesome vacation homes that span across Anna Maria Island.

Siesta and Lido Key Homes

Siesta Key logo
Vacation in luxury with Siesta Key Luxury Rental Properties. We offer a selection of 60+ magnificent vacation homes that span across Siesta and Lido Keys.
Experience the ultimate beach vacation with Lido Key Vacations. We offer a selection of 25+ exquisite vacation homes that span the stunning barrier island of Lido Key.
Tropical Sands Accommodations, the largest vacation rental company serving Siesta Key, offers a selection of 450+ beachy condos and beautiful vacation homes.
All reviews
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"Wonderful company to work with on rentals, I’ve stayed with them twice and will be back again next week!! Great communication, they have accommodated for me to get into my house prior to the regular check-in time on one situation, and have accommodated for me to check in really late as well, both with no issues whatsoever!! Well I’ll be back and stay with them, yep.. in a few days!"

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Taner N.

"Our experience with AMI locals was great! They were very responsive and made sure we had everything we needed at the house, we hope to be back soon."

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Erin B.

"I have rented through AMI locals 6 times. I have always been pleased with the property and with the service. We have mailed packages to their office for pick up. They have hand delivered a toaster the same day to replace a broken one. They make sure even the stupid small things don't impact your trip. Rent and relax with these people."

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Jim W.

"We booked with AMI and had a spectacular week at Holmes beach. The house was great and enough space for my family of 5 and my dog. Everything clean and ready to enjoy. The beach just a few steps away and a wonderful pool to cool off. We will be back on the next vacation. Thank you for an unforgettable memories!!!!"

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Pilar A.

"The home we rented from AMI Locals was amazing. Check-in was easy and on time. Communication was great. I will definitely be renting one of these incredible homes again."

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John S.

"Been with AMI Accommodations many times and the service is great. Just enjoyed another great vacations at Casolare, clean, comfortable and well fitted out. AMI response is great and check out super easy – would recommend."

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James B.

"Anna Maria island accommodations made our first trip to AMI an incredible experience.  From start to finish they were beyond helpful and accommodating.  They gave us tips and suggestions along the way and made our stay a memorable one.  Thank you! We will be sure to visit again and use you again!"

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Jennifer B.P.

"We stayed twice with Anna Maria Accommodations, just returning from our recent trip. The property was absolutely gorgeous and AMI is beautiful! We have used many vacation management companies in the past and I must say the folks at Anna Maria Accommodations are one of the best if not the best company we have ever used. They are so incredibly responsive during your stay and do everything to ensure you have the best rental experience. Thank you to the staff, you truly are amazing! We thank you and you have gained a returning client."

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Peter B.

"AMI Accommodations homes are always well designed, nicely decorated and great vacation homes! Highly recommend"

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Beth S.

"This is the 4th time we’ve stayed with AMI Accomodations and we always feel right at home! This current rental was just perfect for our family of three!"

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Leigh C.

"Absolutely wonderful company, we had a fantastic experience and they were always helping and responding to any questions or concerns in a very timely manner. Would highly recommend to anyone looking to stay at AMI, We will be a customer for life."

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Connor N.

"Rental was amazing and the agency was very accommodating. Will definitely go back!"

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Melanie H.

"We had THE best experience booking & staying with Anna Maria Vacations. The website was easy to use, a representative called me a few days prior to our stay to go over some helpful details about the property, and they were in contact via text throughout our stay. There were 2 times I needed to text their concierge line and they responded super fast, and for the heating related question they had someone out in about an hour. Fantastic customer service and very very friendly!"

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Rachel C.

"Great vacation rental agency!"

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Justin P.

"This is the 3rd time I've used them and they have given great service each time!!!"

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Anita D.

"Return client for another amazing trip! The place is beautiful and has everything we need. Great correspondence during the stay and handled everything for us!"

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Catherine B.

"Very happy with our rental experience. Great communication!"

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Aileen B.

"Great place to rent luxury houses by the beach. They have a large variety of houses to choose from .
They have a local Concierge service that works with them. All around great place to stay."

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Norman J.

"This company has absolutely gorgeous properties. Every experience has been incredible. Well maintained and fully stocked kitchens."

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Liz W.

"The house was beautiful and had everything we needed for our stay. We were traveling with children and they had a blast. It was within walking distance to anything we needed. SKLRP was very responsive and friendly. We will definitely stay at their properties again."

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Carli R.

"Wow! Wow! Wow! If you want a truly remarkable vacation experience-and not just a vacation home, choose Siesta Key Luxury Rental Properties. Gorgeous homes, beautiful outdoor spaces and an incredibly responsive staff. Everyone from the housekeeping team to the pool staff to the reservation team was friendly, professional and so helpful. Stayed at two of their properties this week and BOTH were spectacular. I don't think you can go wrong with any of their properties. Highly recommend!"

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Murphy F.

"Great service! Everything was excellent in our condo and everyone at the office was so friendly!"

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Kim S.

"Great place to find accommodations on Siesta Key!"

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Robert I.

"Love Tropical Sands and the house we stayed in is perfect. Clean, nicely furnished, everything as promised. A hidden gem! Thank you Shawn and office staff! And whoever owns this house, you have gone out of your way to make a vacation extraordinary at a reasonable price! Thank you!!"

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Elaine P.

"Amazing Experience with this company and in Lido in general. If I could give them 10 stars I would! Beautiful place and competent, caring and efficient staff. Great job!"

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Entertainment LIVEstyle

"Stayed at one of there properties in May of 2023 and they were very professional. House was very clean and clear instructions were given."

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Scott M.

"We're repeat customers with every intention of coming back again as soon as we can. Great place that was well maintained in a perfect location. Staff was a pleasure to deal with and super responsive. Highly recommend!"

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Stu P.

"Our family of 20 stayed at a Lido Key Vacations house the first week of August and had an incredible experience. The house was impeccable and had all the amenities we could've ever asked for. We definitely hope to stay at another Lido Key Vacations house in the future!"

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Kelsey D.

"We had a wonderful stay at the Anna Maria Beach Resort. The unit was spacious, well-appointed, clean, and comfortable. It is right on the beach and convenient to everything. Staff was accommodating and very personable."

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Dianna M.

"Perfect location and a wonderful resort. Each room has a view of the ocean and a large pool that also has ocean views. The resort is on the most beautiful stretch of beaches along the series of keys. The service was fantastic, and the entire facility is very clean and modern. Looking forward to returning to Anna Maria Island and will definitely stay here again. Highest recommendation!"

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Scott L.

"We had a wonderful time. The room is so nice and very clean. Looks brand new. The hot tub is relaxing. The hotel is right on the beach. The white sandy beach was amazingly beautiful. Lots of restaurants nearby. We love it and recommend this hotel."

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Strong H.

"This is the most beautiful hotel. When we walked into our room the first time, our breath was taken away by the beautiful view of the beach. The place was very clean and updated. The grounds and landscape were nicely done. The setup with the pool and access to the beach was easy and very convenient. The pool is a walk-in pool, which is very nice for young children. They set up lounge chairs and umbrellas at the beach each morning. I love this hotel and dream of coming again. One of my treasured memories at the beach."

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Leigh G.

"This is now my favorite place to stay! The rooms are breathtaking, with the cleanliness, amazing decor, and the view! All staff were extremely friendly and helpful. Everything was cleaned thoroughly and timely. Before booking, we were so intrigued by all the great reviews, and now we clearly understand why! I really don’t think you can beat what they have to offer! We look forward to coming back here!!"

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Michelle M.S.

"Beautiful place to stay! Seaside Inn is the perfect location to have beach access and views 24/7!!! Rooms are clean and beautifully decorated! Bed is super comfortable. Service was Amazing! So attentive and happy to assist."

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Rebeca G.

"My wife and our two adult children stayed at the Seaside in the Luxury King Suite this past week for two days! We LOVED it and plan on returning for longer stays. The beach and water are at your fingertips! No walking a mile to get to it like other resorts/hotels we've stayed at on the gulf in the past. Highly recommend the Anna Maria Island Inn."

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Freddie M.

"This place is nothing short of amazing! We stayed at the absolutely gorgeous Seaside. You literally walked out the back door onto the beach. It was luxurious in every way possible. The rooms, the beach, and the service were all top-notch. We loved talking to the workers as they were all so nice and accommodating."

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Danielle B.

"We had a great stay at Captain’s Quarters! The room was clean and comfortable. The pool was lovely.
The location was perfect. Just a walk to the beach across the street and good food nearby. We can’t wait to come back and would highly recommend it to all our friends!"

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Erin L.

"This was our first trip to Anna Maria island. The hotel has a fabulous location, with the beach directly off your room. There are lounge chairs and towels available. Our room was very clean and beautifully decorated. Nice little pool area with a great view of the ocean. I can’t say enough about the staff. They were so friendly and helpful and gave us lots of information on the island. The staff made sure our stay was special. We will definitely be back."

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Kelly M.

"What a wonderful experience the Bali Hai was for the week that I stayed!! The rooms were above and beyond, as well as the staff. The location is perfect for AMI, and the beach is just stunning right there. The pool was awesome, and the cabanas, the corn hole, et. It was a 10/10 experience all the way."

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Taner N.

"We stayed here for our wedding anniversary and have stayed many times on Anna Maria. This was by far our favorite place for a few nights. Rooms were amazing. Staff was super, and just everything about the resort was top-notch. 100% will come back here again!"

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Lorin D.

"5 star stay! Accommodating staff! Great location! Beautiful grounds! The best hotel/resort stay we’ve had in a long time!!! We are certain to return."

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Nick P.

"The hotel staff and rooms are very accommodating. Beach access is wonderful, and lounge chairs and umbrellas are set up daily. The beach was absolutely perfect."

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Joanne B.

"Beautiful resort on the beach! The staff went above and beyond. The rooms are gorgeous - tastefully decorated with high-end furnishings and fixtures. Parking was never an issue. We truly enjoyed our stay."

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Dessica E.

"Casey Key Resorts Mainland is FANTASTIC! Clean rooms, nice amenities (including a great restaurant on site), and it is close to beaches/shopping etc. The staff is also extremely friendly and highly competent."

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Robert D.

"Truly such a good experience! The rooms are clean and spacious! The pool area is incredible! I can't wait to come back on a weekend and enjoy live music by the pool and tiki bar! Also, it is such a short drive to the beach that you can't beat the location."

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Kamriah M.

"We were only here for one night, but everything from the tiki bar, restaurant, pool, staff, restaurant, and service was all just absolutely wonderful. Looks beautiful inside the lobby, and the room was very clean and cozy. We will be back again!"

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Kenneth L.

"Wow!! Talk about a hidden gem! The location was great, the rooms were way more cozy than expected, and the beach was gorgeous. Microwave and fridge in the room and beach chairs were provided. Bed and pillows were very comfy, and so were the blankets. I would definitely stay here again, and I have already recommended it to a couple of people."

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Eric A.

"Perfect vacation spot. We booked last minute for four nights and got an amazing deal. The location is perfect, only a 15-minute ride to the beach. Plenty to do in the area, and the restaurant downstairs was spectacular. The rooms were immaculate, and the pool was heated."

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Samuel G.

"Super clean unit with all the necessary conveniences. Excellent cable TV and Wi-Fi, coffee maker, microwave, and refrigerator. The bed was very comfortable, with good linens and pillows. Newly remodeled bathroom with 4-star quality towels, etc. Biker-friendly with great customer service. I highly recommend!"

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Charles H.

"Lovely experience. Rooms were decently priced, and I loved the atmosphere of the complex. They have a pool and outdoor grilling/patio area. Complimentary paddle boards and kayaks! Take advantage of the amenities."

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Bryce

"This place is definitely a five-star experience!! Great service, clean beds and bathroom, breakfast included, and even paddle boards and kayaks included for free."

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Anita L.

"Excellent location with access to the water and free activities. Nice room and comfy bed!"

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Tawnie E.

"Located on the gulf side in Marathon, this little gem is an absolute precious find. The staff are so very friendly. The location is glorious. The amenities are wonderful. The price is fantastic."

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Walter H.

"Beautiful relaxing atmosphere, staff was beyond professional and extremely friendly. Perfect location right in the middle of everything you need. Happy hour by the pool was my favorite. The atmosphere was beyond my expectations so beautiful and quiet. The room was perfect, just what we needed. I enjoyed my stay and will be going back."

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Juniliz L.

"Absolutely beautiful property. I felt like we were in our own private island cottage. Lush landscaping, lots of hammocks, and a nice pool really tied it together. Great service. Room is cozy with a big bathroom."

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Jeff S.

"This place is a little piece of heaven. Quiet and peaceful. Rooms were lovely. Staff was super helpful and accommodating. The pool and hot tub stay open, which is very nice. We had an amazing weekend! I'd stay again."

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Gayle M.

"Eden House is certainly a true Key West experience. After many years, we returned to Eden House, and as we entered through the doors, it was as perfect as we expected. The staff is absolutely fantastic. The resort has many different types of rooms to accommodate your needs. It is centrally located, with easy access to many restaurants and entertainment venues. The rooms are very clean. We will be back again."

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Nelson M.

"What a beautiful place to stay and an amazing property! The staff is wonderful, the property is very clean, maintained, and quiet. The pool and hot tub are always open and a great place to relax. A perfect location and close to Duval, Mallory Square, Marina, and other attractions. We will definitely stay again."

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Lisa L.

"The room was beautiful, comfortable and clean. Staff was friendly and always available. Perfect location, about a block to the beach, half a block from the main restaurant/ shopping area. Pools were nice, and the grounds were beautiful. Would stay again!"

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Marisa S.

"Our first time in Siesta Key was incredible. You can't ask for a better place to stay than at Tropical Breeze Resort. Eight hundred steps to the ocean from our room. In the other direction, downtown Siesta Key is on the same street. Rooms were spacious, beautifully decorated and comfortable. The pool is close to the rooms as well. Loved our stay here!"

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Larry R.

"Beautiful rooms, clean and well-appointed. Amazing location just a block from the beach and 1/2 block from Siesta Village with lots of coffee shops, restaurants, and ice cream - no need for your car. Great pool, beach is beautiful, and kids‘ beach toys/umbrellas/chairs are available free for guest use. Staff was very friendly. We’ll be back!"

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Christy M.

"This resort is right across from everything that's going down on the strip, like restaurants, shopping, and, of course, the beautiful beaches. Everything was clean, and the staff was friendly. We are excited to go back to Siesta and will 100% stay at Tropical Breeze again!"

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Zachary C.

"We absolutely love the location of this resort! Perfectly nestled steps from the relaxing beach and wonderful restaurants and shops! The rooms are spacious, exceptionally clean, and very tropical in design! We have stayed here twice in the past five months and will definitely be back!"

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Jennifer N.

Beach Bistro
“I brought my team here for dinner and it did not disappoint. Everyone was so friendly from the moment we walked in the door even though we were a few minutes early, the bartender was delightful, and our servers were friendly and helpful. The food was absolutely divine.”

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Danielle F.

“We had the most wonderful time! The boat captain and his sweet helper were so delightful! They shared history, fun tidbits, and ocean animal safety! We saw dolphins, rays, and manatees!!”

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Tabitha K.

“Beautiful and relaxing. This sunset/sandbar cruise is a must for Santa Maria Island vacationers! Amazing sunset views. Our hosts Robin and Captain Jeremy were fun, friendly, and very informative.”

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Carla C.

“I went on the Comedy sunset cruise last night and had a wonderful time. 3 comedians and kept us laughing!”

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Dianna B.

Beach Bistro
“We had an amazing dinner on the beach at sunset. The atmosphere was perfect. The service was excellent. The food was delicious and abundant.”

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Paul R.

Beach Bistro
“Couldn't recommend here more! They made our anniversary so special. The service is amazing, the food was phenomenal, and they really paid attention to the details. We'll be talking about this for years to come!”

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Naomi S.

SALT Bar & Table
“10/10!!!!!!! From the ambiance to the service, I am so happy we ate here tonight. The food was EXCELLENT. Our server was so great. Truly, one of the best restaurants I've had in AMI.”

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Shelby H.

SALT Bar & Table
“Food was absolutely amazing. All the food was super fresh and hot. The environment was super great and all staff was very kind and welcoming.”

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Mackenzie L.

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