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Price per night from
$160
Responds fast! avg. 3 hours 39 minutes
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$2,284
❤️ Family Getaway ❤️ Special Rates ⚡️ March 19 - March 26 | Fully Stocked
Palma Sola house
- 4 bedrooms
- 4 bathrooms
- sleeps 14
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$600
Bird of Paradise Guest House Pool Home 10 Minutes or less to Anna Maria Island
Palma Sola house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$309
Great rentals within 20 miles that match your search
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$487
Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool
Bradenton Beach house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
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$515
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$300
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$115
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$998
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$354
Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops
Bradenton apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$401
3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS
Siesta Key townhouse
- 2 bedrooms
- 4 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 38 minutes
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$429
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$458
“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.
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$195
“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.
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$531
2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
Bradenton Beach cottage
- 3 bedrooms
- 2 bathrooms
- sleeps 8
“Best home away from home at the beach.” I spent a lot of time searching for a bungalow at the beach and my expectations were surpassed when I opened the door! The owners were thoughtful in design, layout and furnishings to provide a laid back experience at the beach. I wished I could have stayed forever - it was that nice. I especially enjoyed the fully stocked kitchen which included colorful dishes to match the colorful walls and great blue floor! Best of all - location - you can walk everywhere as you are right in the historic Bridge Street neighborhood.
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$245
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$344
Luxury Romantic Oceanfront Siesta Beach Condo #304
Siesta Key apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
“What a View!” This is a very nicely decorated 1 bedroom and bath on Siesta Key Beach. You have an unobstructed view of the beach the minute you look into the condo. There's a great view from the bedroom as well! Very easy walk fo the beach..chairs and umbrella provided as well as all the amenities of home. We'd stay here again!
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$183
Luxury Water Front Condo - Intercoastal Waterway
Treasure Island apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.
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$239
Ultimate St Pete Beach Front Rental Condo #101
St. Pete Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Comfort and Convenience” We only stayed for 2 nights, but would not hesitate to rent here again. The location on St. Pete Beach was perfect. Even though there was temporary beach dredging going on in front of the condo this did not ruin our stay. The access to the beach was very convenient and there were less people and more room at this end, away from the larger hotels. The accomodations were just as pictured. Beautifully updated - everything clean as could be. All the conveniences were there and in working order. We look forward to the next time we can book a visit.
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$401
A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub
Holmes Beach house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.
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$475
2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡
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$309
Luxury Penthouse Condo Overlooking Beach/Gulf
Treasure Island apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
“Review” The place was amazing! Perfect weather and a great week! Thank you so much for the opportunity! We had the best week!
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$285
AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS
Bradenton Beach apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Responds fast! avg. 3 hours 22 minutes
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$196
Responds fast! avg. 1 hour 41 minutes
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$458
“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.
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$206
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$172
“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!
Responds fast! avg. 3 hours 50 minutes
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$801
Grand accomdation on USA #1 Beach - Siesta Key Fl
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
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$205
“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.
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$630
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$218
Responds fast! avg. 3 hours 25 minutes
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$258
Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.
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$165
“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!
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$272
“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.
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$508
4 Bedroom with Gulf View Siesta Key FL Beach Fun
Siesta Key apartment
- 4 bedrooms
- 4 bathrooms
- sleeps 10
“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.
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$514
Responds fast! avg. 43 minutes
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$206
“Perfect Vacation Relaxation Spot” The view from the room and balcony was gorgeous. Sitting on the balcony each morning sipping my coffee was heavenly. All of the amenities were close to the room and just short walks away. The property itself was well maintained and quiet while still being family friendly. The room was comfortable and a great home base at the end of our daily jaunts. Tampa, St. Petersburg, and Clearwater were very easy drives from the Inn. I can't wait to visit again.
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$138