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1,206 Houses
Sarasota! 6 miles from world rowing at Benderson, rare opportunity
Fruitville house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$345

Responds fast! avg. 1 hour 48 minutes
Price per night from
$91

Serene Sarasota Getaway near shopping and golfing.
Fruitville villa
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$115

Peaceful Home, close to siesta key and DT Sarasota
Fruitville house
3 bedrooms / 2 bathrooms / sleeps 13
Price per night from
$339
Price per night from
$230
Great rentals within 20 miles that match your search
Responds fast! avg. 2 hours 47 minutes
Price per night from
$110
Responds fast! avg. 2 hours 14 minutes
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$203
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$99
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$253
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$460
“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.
Responds fast! avg. 2 hours 43 minutes
Price per night from
$196
“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.
Responds fast! avg. 3 hours 36 minutes
Price per night from
$402
2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
Bradenton Beach cottage
3 bedrooms / 2 bathrooms / sleeps 8
“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of it. We will definitely be looking to rent from Tim again in the future.
Price per night from
$165
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck
Sarasota apartment
2 bedrooms / 2 bathrooms / sleeps 4
“Very comfortable lodgings” Loads of extras in this unit. Well cared for, updated very nicely. Disappointed that the large deck was taken out of service, possibly for a year! It seems to me that usage could have been sustained by posting signs that caution all users to wear appropriate foot-ware on the deck at all times, and to avoid running or playing on the deck. Also the deck restoration could be tackled section by section so as to retain the use by all tenants and owners.
Responds fast! avg. 3 hours 2 minutes
Price per night from
$281
Responds fast! avg. 2 hours 27 minutes
Price per night from
$356
“beautiful, relaxing vacation!” Beautiful home with all the amenities a family would need. Enjoyed the open kitchen, dining area. The two bedrooms were very comfortable each with their own baths. So close to the beaches, canal and lovely town of Venice.
Price per night from
$104
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♡
Responds fast! avg. 1 hour 28 minutes
Price per night from
$253
Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 5
“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!
Responds fast! avg. 35 minutes
Price per night from
$224
AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS
Bradenton Beach apartment
2 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$197
Responds fast! avg. 3 hours 49 minutes
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$219
Price per night from
$144
River Strand Country Club Resort Vacation Home
Bradenton apartment
2 bedrooms / 2 bathrooms / sleeps 4
Price per night from
$153
“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!
Price per night from
$804
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$144
Responds fast! avg. 1 hour 23 minutes
Price per night from
$92
Grand accomdation on USA #1 Beach - Siesta Key Fl
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$126
Price per night from
$199
Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453
Bradenton Beach apartment
3 bedrooms / 3 bathrooms / sleeps 6
“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really impressed with how many little things were available. There were plenty of towels, soap and shampoo dispensers in the bathroom, spices in the cabinet, beach towels, and even aloe gel for burns. In the garage there is an area full of sand toys and floats and a grill. We felt so comfortable and had a true vacation.
Price per night from
$263
Responds fast! avg. 1 hour 35 minutes
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$206
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$328
Luxurious 2 BR Condo - Short Walk to Siesta Beach, #1 in The USA
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.
Price per night from
$157
“Pleasantly surprised!” We stayed at this property in March, 2014 for five nights. The house was very well maintained and clean and appears to have been renovated recently. The furniture throughout the house and the appliances all looked new. The kitchen was very well equipped and the bathrooms were very neat and spotless. We enjoyed staying at this house and recommend it to everyone without any hesitation.
Responds fast! avg. 2 hours 29 minutes
Price per night from
$138
“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!
Price per night from
$273
A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
Siesta Key house
3 bedrooms / 2 bathrooms / sleeps 9
“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!
Price per night from
$502