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Featured Vacation Homes in Siesta Key

Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (29)
"I love this property and people that run it are awesome. Paige you never left me hanging on anything you always answered my questions or problems immediately. Thank You"
Siesta Key Island Rentals
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very Good, (28)
"This place was great I highly recommend it . The bed was hard and not comfortable and the couch was not very comfortable but the location and cleanliness of this place was great . We would definitely come back and stay . "
Siesta Heron Suites & Villas
Bianco Sands by Beachside Management
3.5 star property
8.4 out of 10, Very Good, (81)
"This is the third time we've rented in this city, and each year we enjoy it more. The units are very comfortable, and the office service is very efficient and professional."
Bianco Sands by Beachside Management
Crescent Street by VTrips
3.5 star property
2.0 out of 10, (1)
"Overpriced! Sleeps 6 people only 1 bathroom which we knew but no upgrades to this place since god knows when! One roll of toilet paper, no soap, sink didn’t drain well and cleanliness was poor- apparently dusting above the ground is not included, which you can tell by the cake of dust on every ceiling fan. Pool nice but you share with other unit and you have to walk past there porch to get in- sorry to disturb them! All the outside lights don’t work and the light in pool broken! Needs some work...
Crescent Street by VTrips
Sea Club II by Beachside Management
2.5 star property
7.6 out of 10, Good, (19)
"The area was really nice, the people were awesome and the beach was the best."
Sea Club II by Beachside Management
Beachside of the Village by Beachside
4.0 star property
9.4 out of 10, Exceptional, (3)
"House was beautiful. Great location to beach and restaurants."
Beachside of the Village by Beachside
Family Tides by Beachside Management
4.0 star property
6.0 out of 10, (2)
"Place was nice, clean, and welcoming is walking distance from the beach. The staff is really nice and professional will recommend to others. "
Family Tides by Beachside Management
Siesta Beach House by Beachside Mgmt
2.5 star property
4.0 out of 10, (1)
"Very tiny and uncomfortable!"
Siesta Beach House by Beachside Mgmt
Fanta-Sea on the Beach by Beachside Management - 49 Beach Rd
4.0 star property
10.0 out of 10, Exceptional, (2)
"This is a completely remodeled property with 4 California King beds and (1) room with bunk beds. (4) full baths. 15 Yards from the beach and two blocks from the Village. This is a great location I will surely be returning to. Enjoy!"
Fanta-Sea on the Beach by Beachside Management - 49 Beach Rd
A Tide that Binds Us By Beachside Mgmt
3.5 star property
7.0 out of 10, Good, (2)
" We own and manage a short term rental and we were surprised and disappointed by this units shortcomings. Pros: very clean, decent amount of space, short, walk to beach, staff. Cons: Listing showed many inaccurate photos of the much better actual beach view unit next door. This really felt like false advertising and we would not have rented the unit if the photos had been accurate. Very high cleaning fee. You’re required to pay a daily resort fee even if you don’t use the pool (it’s...
A Tide that Binds Us By Beachside Mgmt
Beach Walk by Beachside Management
3.5 star property
10.0 out of 10, Exceptional, (1)
"This place was great for our family of 8! It was super cute and well decorated. We had plenty of space to move around and bedrooms were a good size. The beds themselves, were pleasantly comfortable for all. Whoever cleans the unit did a fantastic job! We felt at home because of this and did not want to leave. If you stay long enough, they do offer a midstay clean for an extra charge(we did not do this but it was an option). The walk to the beach was super short and easy to make!! It was our...
Beach Walk by Beachside Management
Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
10.0 out of 10, Exceptional, (3)
"Loved the location! "
Lulu's Key House Kemp Ridley 1/1 Downstairs
Fanta-Sea on the Beach by Beachside Management - 55 Beach Rd
4.0 star property
9.0 out of 10, Wonderful, (2)
"Beachside condo rental, Sarasota, March 12-19, 2022. All good. The condo itself was slightly narrow. The beach outfront was a bit too crowded. Construction was going on next-door."
Fanta-Sea on the Beach by Beachside Management - 55 Beach Rd
Lulu's Key House Green 1/1 Upstairs
3.5 star property
Lulu's Key House Green 1/1 Upstairs
Fanta-Sea on the Beach by Beachside Management - 53 Beach Rd
3.5 star property
10.0 out of 10, Exceptional, (5)
"Loved it. Perfect for my family. In front of the beach. Like a dream."
Fanta-Sea on the Beach by Beachside Management - 53 Beach Rd
Bay Oaks C Ground Floor
3.5 star property
Bay Oaks C Ground Floor
Off the Hook by Beachside Management
4.0 star property
Off the Hook by Beachside Management
Sun and Sea 2 by Beachside Management
2.0 star property
Sun and Sea 2 by Beachside Management
A Tide that Binds Us - 600 by Beachside Management
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great place and location. Just blocks away from restaurants and bars. Free trolley stop right in front. "
A Tide that Binds Us - 600 by Beachside Management
Las Palmas by beachside Management
4.0 star property
Las Palmas by beachside Management
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 stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
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)
"Everyone on the staff was wonderful, fun and friendly! The resort is beautiful and soooo accommodating! "
The price is P25,747
P32,064 total
includes taxes & fees
Nov 19 - Nov 20
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.