Search Siesta Key Condo Rentals

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Featured Condo Rentals in Siesta Key

Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1057)
"Nice and quiet place, close to the beach and dining places."
Captiva Beach Resort
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
10.0 out of 10, Exceptional, (114)
"Very nice. Clean "
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
9.0 out of 10, Wonderful, (46)
"More than we expected for a young family...locker well stocked for the beach"
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
ON BEACH!, Pool, Remodeled!! sleeps 6. beach chairs, shops, eatery 5 min walk
10.0 out of 10, Exceptional, (127)
"Great location. Over looked pool. Great hosts in Carol and Ron."
ON BEACH!, Pool, Remodeled!! sleeps 6. beach chairs, shops, eatery 5 min walk
On beach, View, pool, beautifully remodeled professionally managed
9.8 out of 10, Exceptional, (88)
"The property was very nice. Very clean and a great location. Our host was excellent, very responsive and easy to connect with. We have been to Siesta Key area many times. This was one of our most enjoyable stays. We will definitely be back!!"
On beach, View, pool, beautifully remodeled professionally managed
2 BR/2 BA Condo on Siesta Key
9.8 out of 10, Exceptional, (33)
"This property doesn’t have a view of the Gulf, but it’s a mere .2 of mile walk before your toes hit the sand. Easy! Condo was super clean and the host was incredibly responsive to emails. I do wish more info was provided on well equipped it was. Didn’t realize there were coolers and a beach umbrella/tent we could use. We purchased a cabana. Bring your own beach towels. But overall an exceptional stay. Checking in was easy and they have a super friendly staff. "
2 BR/2 BA Condo on Siesta Key
Surfs Up on Siesta Beach, Beachside Condo
9.2 out of 10, Wonderful, (58)
"Everything was great with a couple exceptions, path to the beach is pretty long and there was some dead wildlife in the outdoor storage area. We also had an AC issue when we arrived but it was repaired within 2 hours, so no big deal. Overall we were very satisfied with our stay. "
Surfs Up on Siesta Beach, Beachside Condo
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
9.2 out of 10, Wonderful, (80)
"We enjoyed seeing our family on the beach. The pool was very beautiful and the wagon was very useful. We also enjoyed the porch "
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
Jamaica Royale Siesta Key Condo 109
9.2 out of 10, Wonderful, (23)
"Very pretty and clean. Next time we would like to be closer to the beach due to walking. At Various times there were problems with the electric gates on the property to drive in."
Jamaica Royale Siesta Key Condo 109
Renovated! Private Beachfront Complex with 3 Pools
9.4 out of 10, Exceptional, (24)
"The condo was just as described. It had everything we needed for our stay including starter supplies. The trolly service is fantastic and dropped off passengers directly in from of the complex when we picked it up. They dropped us off there again later that evening. The unit is close to the grill which we loved. The only complaint we had was that the thermostat was unable to be set any lower than 73 degrees. As Floridians, we typically lower our temp from 75 during the day to 69 at night. We...
Renovated! Private Beachfront Complex with 3 Pools
☀️ Gulf View from Every Room, Beach & Pool Open! Wifi,Steps from Beach,6th Floor
9.8 out of 10, Exceptional, (102)
"we really enjoyed our stay being so close to the beach the house was just the right size for a big family I enjoyed being able to Instacart to the house as well. We are really close to all the wonderful restaurants I loved the The house came with chairs and made it a really easy stay"
☀️ Gulf View from Every Room, Beach & Pool Open! Wifi,Steps from Beach,6th Floor
Brand New Renovation- Fall 2023! Amazing Location! Walk everywhere!!
9.8 out of 10, Exceptional, (152)
"We had a wonderful time staying at this condo. It was very clean and comfortable. The location was also great as we were able to walk to restaurants and entertainment. "
Brand New Renovation- Fall 2023! Amazing Location! Walk everywhere!!
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
10.0 out of 10, Exceptional, (22)
"Everything was great! You won’t be disappointed. Check in was flawless, the place was very clean, charming and well stocked. Had a small issue with the back door and the manager responded to my text within 10 minutes. We will absolutely stay again!"
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Bay View Condo, Walking Distance to Beach
9.4 out of 10, Exceptional, (30)
"Nice, well-maintined condo in a convenient location in Siesta Key. Unfortunately had to cut our trip short due to Milton, but owner was excellent to work with and will definitely look for this property on our next trip to Siesta."
Bay View Condo, Walking Distance to Beach
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
9.8 out of 10, Exceptional, (77)
"The beach area was amazing. Only issue was not many towels for an 8 day stay and the main laundry room was closed for renovations. The beach umbrella, wagon, cooler and chairs is great."
Clean, ground floor tastefully decorated condo on US #1 Private Siesta Key Beach
Waterfront/Pool mins to Siesta Key Beach-paddle to private beach - bikes/SUPs
9.8 out of 10, Exceptional, (82)
"Absolutely loved our stay! The pictures don’t do it justice. So wonderful, clean & spacious!! We had absolutely everything we needed. The place was appointed so well! The bed was AMAZING. I was sad to leave it. The pool was great! The location was perfect. We enjoyed riding the bikes around the area too!! Would definitely book it again!"
Waterfront/Pool mins to Siesta Key Beach-paddle to private beach - bikes/SUPs
Lower Pricing! Private Beach, 2 Heated Pools, Bay Sunrises, Unaffected by Hurricane, Ready to Book!
9.4 out of 10, Exceptional, (87)
"Overall we had a great experience, however the place needs a new toaster and utensils, we accommodate based with what we’ve got. "
Lower Pricing! Private Beach, 2 Heated Pools, Bay Sunrises, Unaffected by Hurricane, Ready to Book!
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome
10.0 out of 10, Exceptional, (57)
"Sisters trip long weekend. Around the corner from the beach. Nice clean pool. The house was very clean. So much space and beautiful setup. There was enough towels, beach towels, place settings, and beach chairs for everyone... if I come back I would definitely stay again"
Great Gulf View! Steps to the No.1 Beach in a 2,759 sqft luxury townhome
Bright & Beachy - Steps to the water!
10.0 out of 10, Exceptional, (75)
"Great little place to stay! "
Bright & Beachy - Steps to the water!
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway
9.6 out of 10, Exceptional, (51)
"The place is great, beautiful location close to everything, very clean premises, great views etc.none of the cleanest rentals we’ve seen and we’ve seen a lot."
Dreamview Beachfront Condo - Romantic/Pet Friendly Beach Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Siesta Key

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4537)
"The people who worked there where so pleasant and even the other customers seem to enjoy there stay "
Tropical Beach Resorts
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, (1057)
"Nice and quiet place, close to the beach and dining places."
Captiva Beach Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (208)
"Excellent property, I’ve been there twice this year and planning on definitely coming back."
The price is AU$808
includes taxes & fees
20 Nov - 21 Nov
The Residences at Siesta Key Beach by Hyatt Vacation Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.