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$493
Escape, Fun, Paradise, Nature, Privacy , Retreats, Reunions, Getaways
Bradenton house
- 8 bedrooms
- 7 bathrooms
- sleeps 27
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$1,721
Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing
Bradenton house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$287
Waterview Oasis Retreat, minutes to Anna Maria Island and IMG
Bradenton condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$109
Gorgeous Pool Home. 12 min from the beaches of Anna Maria, IMG
Bradenton villa
- 3 bedrooms
- 2 bathrooms
- sleeps 10
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$282
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$183
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$1,101
Great rentals within 20 miles that match your search
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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$477
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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$310
“Location location” Great house convincent , clean , close to everything
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$122
Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.
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$190
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$184
Newly renovated beach house near AMI free trolley stop with Private pool
Holmes Beach house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$563
Responds fast! avg. 1 hour 0 minutes
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$167
Steps to your private Siesta Key beach for your ideal vacation or staycation
Sarasota condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$276
St. Pete Beach Bungalow 5 minutes from Downtown!
St. Petersburg house
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$183
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$150
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$171
Parrot Paradise Sarasota ~Low cleaning fee~ near Dtwn, beach, airport, pinecraft
Sarasota house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$108
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$683
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$402
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$689
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$976
GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.
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$272
2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach
Siesta Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.
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$316
Sunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
St. Pete Beach cottage
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 9 minutes
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$332
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$183
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$1,148
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$148
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$1,263
Serendipity Deux- Beachfront 4 Bed/heated pool/elevator
Anna Maria house
- 4 bedrooms
- 5 bathrooms
- sleeps 8
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$2,296
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$1,722
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$316
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$316
Siesta key Guest House 5 star on the water Private
Siesta Key guest house
- 1 bedroom
- 1 bathroom
- sleeps 6
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$230
Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 7
“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.
Responds fast! avg. 1 hour 14 minutes
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$316
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$316
Price per night from
$1,951