Siesta Key Holiday Rentals - Holiday Homes in Siesta Key

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

Siesta Key Island Rentals : Visitors like this Siesta Key vacation home rental. It comes with 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.

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Our top choices for Siesta Key vacation rentals

1. Tropical Beach Resorts

South Village

Airida

P10,859 total

includes taxes & fees

Sep 10 - Sep 11

In-room safe, iron/ironing board, WiFi (free)

2. SeaSpray Resort

Siesta Key

Isabel

P14,196 total

includes taxes & fees

Sep 1 - Sep 2

Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

3. Hibiscus Suites - Gateway to Siesta Key

Sarasota

Justine

P9,276 total

includes taxes & fees

Aug 12 - Aug 13

4. Captiva Beach Resort

South Village

Vania

P11,762 total

includes taxes & fees

Aug 12 - Aug 13

Beach nearby, white sand, beach umbrellas, beach towels

5. The Inn On Siesta Key

Siesta Key

"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and...

Lisa

6. Tiny House Siesta

Sarasota

Mario

P13,870 total

includes taxes & fees

Aug 12 - Aug 13

7. Siesta Heron Suites & Villas

Siesta Key

Christopher Robert

P20,717 total

includes taxes & fees

Aug 17 - Aug 18

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Top Siesta Key Hotel Reviews

Siesta Key Beach Resort and Suites

10/10 Excellent

"My wife and I stayed at the resort for a couple days to celebrate our anniversary. The room was small, but newly updated and was fine for a couple. Having the pub with live music as part of the resort was nice and the hotel is just a block from the beach in one direction and Siesta Key village in the other so very convenient."

The Capri at Siesta

10/10 Excellent

"We had a wonderful stay at The Capri at Siesta! The room was clean, comfortable, and very well maintained. The location is excellent, close to the beach and everything Siesta Key has to offer. Check-in and check-out were easy, and the staff was friendly and helpful throughout our stay. We really enjoyed our time here and would definitely stay again. Highly recommended!"

The Inn On Siesta Key

10/10 Excellent

"Gabe greeted us with the full tour. Everything on the property was spotless & purposefully positioned for maximum ease & comfort. All new appliances, electronics & TV’s. Bed was extremely comfortable. Actually everything was very comfortable.. The pool was beautiful, quiet & relaxing. Appreciated the beach chairs, umbrellas, wagons, coolers & a FULL sized ice machine…. 😀 Good location if the drum circle is your thing. Property was close enough to restaurants. We needed the walk anyway. Free public transportation on the island is very much appreciated if you wish to take it. It is located about 1/2 mile from town but still very walkable if you don’t have mobility issues. I would give this property an 11 out of 10 if I could. A lot of time, energy, thought & planning make this my new favorite place. Can’t wait to go back."

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 like this Siesta Key vacation home rental. It comes with 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.

How many vacation rentals are there in Siesta Key?

With 421 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 Shell Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Jim Neville Marine Preserve. You’ll find favorite places to visit like Lido Beach and Venice Beach in the larger area.

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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