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Vacation Homes in Siesta Key

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (40)
"I want use Expedia to select a vacation destination again."
Siesta Key Island Rentals

Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!

9.4 out of 10, Exceptional, (23)
"Very good impression of the property. Can strongly recommend and very friendly communication with the host. "
Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!

Private Home Directly on Siesta Key Beach!

10.0 out of 10, Exceptional, (2)
"The home was beautiful and well equipped and management was quick to respond to any questions that we had. Direct access to a gorgeous beach was definitely the highlight!! "
Private Home Directly on Siesta Key Beach!

Beachside Retreat with Pool and Beach Access

8.8 out of 10, Excellent, (40)
"Great location for all our visitors to walk to many various restaurants and shops"
Beachside Retreat with Pool and Beach Access

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

10.0 out of 10, Exceptional, (30)
"The house is a perfect place in a wonderfully located neighborhood. It is very clean and comfortable! Carrie is easy to communicate with. Just a fantastic place!"
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.6 out of 10, Exceptional, (17)
"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things

10.0 out of 10, Exceptional, (103)
"We had a great stay at this spacious, clean, conveniently located property"
2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things

Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!

9.6 out of 10, Exceptional, (77)
"Accommodations were perfect for our family Thanksgiving get away. "
The price is AED 2,020
AED 3,425 total
includes taxes & fees
1 Sep - 2 Sep
Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!

Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

9.0 out of 10, Wonderful, (52)
"So close to the beach!"
Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach

Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining

9.8 out of 10, Exceptional, (35)
"Amazing location to walk to beach and town. Place is really clean and well stocked with towels, kitchen needs and beach supplies. Would absolutely stay here again!"
Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining

Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!

10.0 out of 10, Exceptional, (14)
"The Home was incredible. It is completely updated and it was exceptionally clean. It is also in a great location. Also, the property managers were fantastic. Easy to reach and followed up during the stay to make sure everything was good. I highly recommend this home."
Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!

Luxury Home Steps from Siesta Key Beach with Game Room and Resort-Style Pool

8.4 out of 10, Very Good, (6)
"This place was incredible! Even better than we hoped for — super clean, beautifully decorated, and really well designed. The house had tons of space, great furniture, and everything was brand NEW! The pool, hot tub, and outdoor setup were amazing and made it hard to leave! Plus, it’s a very short walk to the beach, dining, entertainment, and even the trolley that takes you to the Village. You can tell a lot of thought went into every detail. We had an awesome stay and would definitely come back....
Luxury Home Steps from Siesta Key Beach with Game Room and Resort-Style Pool

Siesta Beach Cottage 3 Bedroom 2 Bath - Walk to Beach and Private Fishing Dock

10.0 out of 10, Exceptional, (15)
" Beautiful property with something for every age group! Quick to respond to any needs or questions and what seemed to be the Mayor of SK and maintenance was a pleasure to chat with. And make sure we had everything and more. "
Siesta Beach Cottage 3 Bedroom 2 Bath - Walk to Beach and Private Fishing Dock

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very Good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
Siesta Heron Suites & Villas

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

9.6 out of 10, Exceptional, (100)
"We had a wonderful time and were very comfortable in this beautiful home. Loved the layout and the amenities. The pool was wonderful and warm. Siesta Key is our most favorite place to be. Thank you!"
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

Luxurious Paradise with Tiki Bar and Heated Pool, Just Remodeled!

9.8 out of 10, Exceptional, (7)
"The house was awesome, we love playing pool every night, we had awesome meals together, it's near every great restaurant and the square in Sarasota. Heidi recommended for anyone who wants to have an awesome family vacation."
Luxurious Paradise with Tiki Bar and Heated Pool, Just Remodeled!

Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!

10.0 out of 10, Exceptional, (52)
"We had a blast at this condo. Perfect location and accommodations!"
Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!

Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3

9.8 out of 10, Exceptional, (97)
"So nice. Our unit had 2 comfortable king beds. So close to beach, with wagon, chairs and umbrella. Short walk to restaurants and shops, too! "
Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

9.6 out of 10, Exceptional, (109)
"Awesome location, perfect beach supplies provided, and VERY clean! "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

Steps From Siesta Key Beach! 1BR w/ Heated Pool

9.8 out of 10, Exceptional, (26)
"The place was perfect for us. It was great to have access to the private beach. The pool was very nice as well."
Steps From Siesta Key Beach! 1BR w/ Heated Pool
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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Top Siesta Key Hotel Reviews