Siesta Key Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Siesta Key Vacation Homes

Siesta Key Island Rentals
Enjoy cooking in this kitchen with a refrigerator, oven, and dishwasher, and a convenient green tiled backsplash.

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!
Enjoy cooking in this kitchen with sleek cabinetry, a refrigerator, oven, and microwave.

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!
On the beach

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!
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Relax in this serene sunroom with a backyard view of the pool, featuring comfortable seating and a stone tile floor.

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
Beachside Retreat with Pool and Beach Access
Enjoy a peaceful retreat on the balcony with a glass-top table and comfortable seating for four.

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"
The price is CA $846
CA $1,664 total
includes taxes & fees
Aug 2 - Aug 3
Beachside Retreat with Pool and Beach Access
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Guests can enjoy access to a wide, sandy beach with clear waters.

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
Enjoy a seamless flow between the kitchen and dining areas, featuring a large island with a sink and bar stools.

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!
Relax by the serene pool surrounded by lush greenery and palm trees.

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 CA $871
CA $1,459 total
includes taxes & fees
Aug 2 - Aug 3
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
Enjoy stunning ocean views from this beachfront hotel's spacious rooms.

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
Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!
Enjoy a serene beach experience with calm waters and ample space for relaxation and leisure activities.

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!
Siesta Heron Suites & Villas
Enjoy cooking in this well-lit kitchen with a stainless steel range, sink, and coffee maker.

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!!"
The price is CA $172
CA $473 total
includes taxes & fees
Aug 16 - Aug 17
Siesta Heron Suites & Villas
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Enjoy cooking in this kitchen with a central island, dishwasher, and stainless steel appliances.

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!"
The price is CA $408
CA $915 total
includes taxes & fees
Aug 1 - Aug 2
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.
Siesta Key 2BR 1Bath unit COZY at 1945 Barefoot Bungalows 1500 ft from access#3
Guests can enjoy a serene beach experience with access to the ocean.

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
Avanti Villa | Walk To Siesta Key Beach + Village, w/ Rooftop Panoramic Views!
Relax on the spacious beach with comfortable chairs and umbrellas.

Avanti Villa | Walk To Siesta Key Beach + Village, w/ Rooftop Panoramic Views!

10.0 out of 10, Exceptional, (2)
"Really nice property- plenty of space on each floor to accommodate teens (and they loved the private elevator to fourth floor rooftop deck ). Short walk to beach and the shops. 2 kayaks provided- we used them a lot. All amenities provided and friendly and prompt service from management. We will be back! Thank you."
Avanti Villa | Walk To Siesta Key Beach + Village, w/ Rooftop Panoramic Views!
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Enjoy serene beach walks along the wide, sandy shoreline.

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
Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!
Guests can enjoy a day at the beach with umbrellas and a lifeguard tower nearby.

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 private beach access
Relax on the beach with sun loungers and umbrellas, surrounded by a serene natural environment and the calm ocean.

Siesta Key private beach access

10.0 out of 10, Exceptional, (110)
"The townhouse was perfect. Stocked well, had everything you could need for your stay. Home was clean, beds were comfortable and location to beach was perfect. Loved our stay here!"
Siesta Key private beach access
The Beach Bungalow Siesta Key - 205
Enjoy the serene beach views and lush surroundings.

The Beach Bungalow Siesta Key - 205

10.0 out of 10, Exceptional, (29)
"we were in town for my daughter's wedding and had a mix of friends and family staying at the house. Instructions were clear, access to a property manager was straightforward to trouble shoot issues when they arose. We were able to host a casual dinner for 14 people in the back yard comfortably. Amenities were as described. "
The Beach Bungalow Siesta Key - 205
Large Pool Home- Blocks from Siesta Key Beach
Beach

Large Pool Home- Blocks from Siesta Key Beach

10.0 out of 10, Exceptional, (135)
"It is a wonderful property start to finish! This is our second time staying at this home and it was just as perfect! We appreciated the upgraded deck and all the beach supplies you need! Thank you for the wonderful family memories"
Large Pool Home- Blocks from Siesta Key Beach
[lounge like locals] walk to siesta beach +bikes
Fully equipped kitchen with a refrigerator, microwave, stove, and sink.

[lounge like locals] walk to siesta beach +bikes

9.8 out of 10, Exceptional, (21)
"Lovely stay at Siesta Key! Minute walk to beaches and restaurants. Very spacious and clean! Highly recommended "
The price is CA $179
CA $504 total
includes taxes & fees
Aug 7 - Aug 8
[lounge like locals] walk to siesta beach +bikes
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"We loved the fact that it was so easy to walk from the property to the beach. That was the main reason we stayed here because of the close proximity to the beach. Only took 2-3 min. at the most to be on the beach. "
Kelly J 1-night trip
Posted 2 days ago
Tropical Beach Resorts