Siesta Key Vacation Rentals from ￥20,527: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Siesta Key?

Siesta Key Island Rentals : Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times .

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Vacation Rentals in Siesta Key

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

"Very Nice Resort!"

￥26,522 total

includes taxes & fees

Sep 1 - Sep 2

"Excellent place, awesome for families. The beach is spectacular, at walking distance. Our family strongly recommend this place"

￥34,776 total

includes taxes & fees

Sep 1 - Sep 2

"The house was in great condition and near everything. "

"We loved the Villa!! It was spacious and stocked with every kitchen item you can imagine. "

"Everything was perfect with our stay. We will be back soon."

"Fun place to stay for family vacation "

￥90,791 total

includes taxes & fees

Aug 29 - Aug 30

Barefoot Bungalow W/Pool | Private kitchen

"Quiet neighborhood, clean and well maintained property, responsive management."

￥51,402 total

includes taxes & fees

Aug 17 - Aug 18

Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas

"Great place to stay! "

￥39,953 total

includes taxes & fees

Aug 15 - Aug 16

"An outstanding experience — a place that leaves you with a strong desire to return."

"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!"

"Very nice location, clean, nice amenities"

"This was the perfect place to stay for a large family with kids. The location to the beach and restaurants couldn't have been more convenient. Amazing vacation!"

Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop

"It was perfect for my family of 4 for our beach vacation!!"

On the beach, sun loungers, beach towels

"This property was perfect for our family gathering. Enough space to sit and talk and the pool was wonderful. Plenty of beach chairs, toys, towels and beach buggies to enjoy a day at the beach. "

"This was an amazing house. It had everything you could want, walkable to everything, restaurant shopping , and the beach. We never needed to rent a car. So many things to do at this house. Every age range of people were completely satisfied. I would definitely stay at this house again it was beautiful top to bottom. "

"The rental was spacious and very clean!!I would definitely stay here again. Place looked exactly like the pictures!! "

"Enjoyable stay"

"This place has a great layout, it was so easy to walk to and from the beach and enjoy the porches and views. Thanks for all the beach equipment too!"

￥124,940 total

includes taxes & fees

Aug 27 - Aug 28

"Great location for all our visitors to walk to many various restaurants and shops"

"This is our second time staying here. Absolutely love this rental. Very clean and walking distance to the village "

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Top Siesta Key Hotel Reviews

The Inn On Siesta Key

10/10 Excellent

"Great place to stay! "

Tropical Beach Resorts

10/10 Excellent

"The resort was truly fantastic! The pool was stunning, and we captured some breathtaking photos. The service was excellent, making our stay even more enjoyable. My only minor issue was with the shower—the water didn't get cool enough, and the faucet didn't fully switch to the showerhead. Aside from that, everything was immaculate and comfortable, and the check-in staff were exceptionally friendly and welcoming. I was genuinely impressed with the level of hospitality!"

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

10/10 Excellent

"Hands down, best VRBO stay for the beach. Easy communication, our host went above and beyond and communicated as often as we needed, before, during and after our stay. Accommodating is an understatement. Whatever local needs I had, he was quick to reply and offer suggestions. The location was great, beautiful private beach on siesta key. We Spent so much time at the beach, we didn’t get a chance to enjoy the pool. We would definitely stay here again. "

Find out more about Siesta Key

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Frequently asked questions

Can I find a vacation rental in Siesta Key?

Yes, we give you a choice of vacation rentals in Siesta Key close to Jim Neville Marine Preserve, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors to Siesta Key like the popular beaches and live music. You can also check out the entertainment venues while you're visiting.

What are some of the best vacation rentals in Siesta Key?

Siesta Key Island Rentals: Visitors give good reviews to this Siesta Key vacation home rental, which comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times.

How many vacation rentals are there in Siesta Key?

With 812 Expedia vacation rentals, you're sure to find just the right place for your Siesta Key stay.

What can I see and do in Siesta Key?

Siesta Key Beach and Crescent Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. While here, Siesta Key Marina and Point of Rocks are other places worth a visit.

What are vacation rentals like in Siesta Key?

Vacation rentals are private accommodations you can stay in for several days or longer in Siesta Key. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

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Siesta Key Vacation Rentals

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Vacation Rentals in Siesta Key

Tropical Beach Resorts

SeaSpray Resort

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

The Ringling Beach House

Captiva Beach Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club