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$229
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$212
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$287
Vacation Home on Alligator Drive . Winter 2025 Special !
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 5
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$149
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$195
Responds fast! avg. 2 hours 14 minutes
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$103
Perfect Venice Island 2+2 Vacation Rental close to downtown and the beach!
Venice house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$132
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$155
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$211
Enjoy our pool and prime location for beach, downtown and bike trail.
Venice house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$149
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$292
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$189
Private Heated Pool Home. Walk or bike to Shamrock Park and close to the beaches
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$160
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$516
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$286
Venice Pool Home Centrally Located, Just Waiting For You
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$275
Price per night from
$249
Great rentals within 20 miles that match your search
Practically Perfect in Every Way a real dream home
Rotonda West villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$119
Price per night from
$171
“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!
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$155
Fabulous private south facing villa with great golf course views
Rotonda West villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$206
****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$454
Price per night from
$182
Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private
Sarasota house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 0 minutes
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$229
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$144
Responds fast! avg. 2 hours 17 minutes
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$315
Spacious Home Built in 2014, 30' Pool, Large Lanai
Port Charlotte house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$189
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$172
“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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$532
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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$184
Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Don Pedro Island house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
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$596
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$153
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$315
“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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$802
Pet Friendly Guest House - Enjoy some peace at Indian Beach - Saphire Shores!
Sarasota cottage
- 1 bathroom
- sleeps 2
“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.
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$229
“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
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!
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$500
“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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$509