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$139
Great rentals within 20 miles that match your search
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$230
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$190
Fabulous private south facing villa with great golf course views
Rotonda West villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$207
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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$259
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
“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
Beautiful Palm Island Island Beach House with Pool, Spa and Dock - Walk 2 Beach!
Boca Grande house
- 3 bedrooms
- 4 bathrooms
- sleeps 7
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$482
A little piece of paradise: Villa Santorini on the Lake
Rotonda West villa
- 4 bedrooms
- 2 bathrooms
- sleeps 6
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$195
Come to Manasota Key this fall. It’s the place to be!
Englewood house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$459
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
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$150
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$230
PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!
Manasota Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
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$435
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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$286
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$683
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$402
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
Port Charlotte 3 bedroom, 2 bathroom heated pool villa
Port Charlotte villa
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$99
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$172
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$287
Entire 3 bedroom 2,5 bath Villa with large, heated pool near Beaches
Englewood house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
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$178
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$252
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$281
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$104
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
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$263
Magnificent Bayfront Condo - Resort Living on the Bay
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 4
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$161
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
Tropical Escape Sarasota - Discover Real Florida Up-Close!
Lockwood Ridge house
- 3 bedrooms
- 2 bathrooms
- sleeps 12
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$150
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$311
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$266
Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$311
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Renovated!
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Great Experience” This condo is well kept, clean and looks directly onto the Gulf of Mexico. We liked it because the furniture is up to date and replaced when it becomes worn. We also love the fact it is within walking distance of a good restaurant. In fact there is nothing about this rental that we don't like and that is why we return there year after year. A great choice for you to start a great experience!
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$266
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$303