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Price per night from
$217
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$161
Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key
Osprey cottage
- 2 bedrooms
- 1 bathroom
- sleeps 2
Responds fast! avg. 2 hours 14 minutes
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$132
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$654
Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key
Osprey condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$161
Great rentals within 20 miles that match your search
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$572
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$300
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$212
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$344
FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!
Siesta Key condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$271
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$998
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$115
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$155
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
“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
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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
Responds fast! avg. 2 hours 1 minutes
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$138
“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.
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$103
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
“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
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$138
Grand accomdation on USA #1 Beach - Siesta Key Fl
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
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$205
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$241
Responds fast! avg. 3 hours 25 minutes
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$258
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$409
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
Vacation Home on Alligator Drive . Winter 2025 Special !
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
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$149
“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
Clean comfort in Sarasota-book now for comfort
Sarasota caravan/mobile home
- 1 bedroom
- 2 bathrooms
- sleeps 4
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$134
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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$271
Newly discounted rates! Gorgeous one bedroom across from beach, near village!
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 3
“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA
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$245
“Location location” Great house convincent , clean , close to everything
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$121
“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...
Match: Air conditioning
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$429