Holiday Homes in Siesta Key

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Featured Holiday Homes in Siesta Key

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
The price is NZ$601
includes taxes & fees
16 July - 17 July
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, (19)
"We stayed for just a few nights but this is easy to find and in a quiet neighborhood. We enjoyed our stay. Don't hesitate to book. "
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, (1)
"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

10.0 out of 10, Exceptional, (29)
"Just 9 minutes to Siesta Key Beach and when you get back enjoy a late swim in the pool. Very nice home and neighborhood. Close to restaurants and shopping. We enjoyed our stay! "
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Beachside Retreat with Pool and Beach Access

9.0 out of 10, Wonderful, (38)
"Great location for all our visitors to walk to many various restaurants and shops"
The price is NZ$2,175
includes taxes & fees
7 Aug - 8 Aug
Beachside Retreat with Pool and Beach Access

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.4 out of 10, Exceptional, (16)
"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, (102)
"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 NZ$1,757
includes taxes & fees
16 July - 17 July
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)
"Some errors in listing. No laundry, pool not heated. Otherwise very good place."
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!

10.0 out of 10, Exceptional, (10)
"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

3.5 star property
8.4 out of 10, Very good, (33)
"A very comfortable stay in Siesta Key. Our apartment had been fully redeveloped since Hurricane Milton. Excellent job. Pool was really good. Nikes to ride. Kayaks to addle in the lagoon. All in allan exceptional choice. "
The price is NZ$627
includes taxes & fees
16 July - 17 July
Siesta Heron Suites & Villas

LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

9.6 out of 10, Exceptional, (99)
"very nice"
The price is NZ$1,166
includes taxes & fees
23 July - 24 July
LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.

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!

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

9.6 out of 10, Exceptional, (106)
"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!

10.0 out of 10, Exceptional, (51)
"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

10.0 out of 10, Exceptional, (109)
"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

10.0 out of 10, Exceptional, (28)
"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

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

9.8 out of 10, Exceptional, (20)
"Family trip to Siesta Key"
The price is NZ$488
includes taxes & fees
17 July - 18 July
[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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