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$224
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$339
Responds fast! avg. 13 minutes
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$217
Indulge in a spacious 4-bedroom rental with private pool and beach access!
Siesta Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
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$976
Discover the perfect beachfront getaway with a private pool & hot tub.
Siesta Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$855
Responds fast! avg. 1 hour 22 minutes
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$328
Family Tides - High Tides: By Beachside Management
Siesta Key apartment
- 5 bedrooms
- 5 bathrooms
- sleeps 11
Responds fast! avg. 1 hour 40 minutes
1 of 2 match: Video player, Pets allowed
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$551
Responds fast! avg. 1 hour 40 minutes
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$401
Responds fast! avg. 1 hour 40 minutes
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$516
A Somewhere Is Here - Changes in Attitude: By Beachside Management
Siesta Key apartment
- 3 bedrooms
- 3 bathrooms
- sleeps 9
Responds fast! avg. 1 hour 40 minutes
1 of 2 match: Video player, Pets allowed
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$413
A Somewhere is Here - Changes in Latitude: By Beachside Management
Siesta Key apartment
- 3 bedrooms
- 3 bathrooms
- sleeps 9
Responds fast! avg. 1 hour 40 minutes
1 of 2 match: Video player, Pets allowed
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$459
Responds fast! avg. 1 hour 40 minutes
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$631
Hidden Paradise - Bungalow 1; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 1 hour 40 minutes
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$286
Hidden Paradise - Bungalow 2; by Beachside Management
Siesta Key condo
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 1 hour 40 minutes
1 of 2 match: Video player, Pets allowed
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$286
Responds fast! avg. 1 hour 40 minutes
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$160
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$631
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$884
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$999
“Great place, super location” We thoroughly enjoyed our stay at your home. It was very spacious, clean and inviting. We had everything we needed and the location is wonderful. Thanks and we would definitly recommend your home to others
1 of 2 match: Video player, Pets allowed
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$192
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. 1 hour 14 minutes
1 of 2 match: Video player, Pets allowed
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$224
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.
1 of 2 match: Video player, Pets allowed
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$165
“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!
1 of 2 match: Video player, Pets allowed
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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
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$401
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$267
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$401
Living the Dream - Mermaid: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 1 hour 40 minutes
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$343
Responds fast! avg. 1 hour 40 minutes
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$240
Living the Dream - Starfish: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 1 hour 40 minutes
1 of 2 match: Video player, Pets allowed
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$343
Living the Dream - Pink Flamingo: By Beachside Management
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 1 hour 40 minutes
1 of 2 match: Video player, Pets allowed
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$320
Lovely Siesta Key house with heated pool - A block away from Siesta beach!
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$492
“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.
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$115
Tiny House Siesta - Yellow Lifeguard Stand Tiny House
Siesta Key hotel apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
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$422
Tiny House Siesta - Tiny Blue Oasis – a tiny house with 3 Queen beds
Siesta Key hotel apartment
- 3 bedrooms
- 1 bathroom
- sleeps 6
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$460
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$377
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$442
Tiny House Siesta - Eleanor- our bright & beautiful Tiny House near the beach
Siesta Key hotel apartment
- 1 bedroom
- 1 bathroom
- sleeps 3
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$447
Tiny House Siesta - Sand Dollar – A private master loft and open living space
Siesta Key hotel apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Video player, Pets allowed
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$447