Holiday Rentals Siesta Key from ฿5,197: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Siesta Key has to offer?

Siesta Key Island Rentals : This highly rated holiday home rental in Siesta Key comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Siesta Heron Suites & Villas .

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Top Holiday Rentals in Siesta Key

"Love this resort "

฿6,604 total

includes taxes & fees

9 Jul - 10 Jul

"Excellent property, excellent communication with Susan, i recommend it to anyone who wants to have an amazing vacation."

"Perfect location close to the beach clean and cozy place"

Superior Studio Suite | 2 bedrooms, in-room safe, iron/ironing board, free WiFi

"Nice place to stay in SK! "

฿10,291 total

includes taxes & fees

3 Aug - 4 Aug

"Fun place to stay for family vacation "

฿19,531 total

includes taxes & fees

6 Aug - 7 Aug

Barefoot Bungalow W/Pool | Private kitchen

"Great vacation stay "

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

"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "

Beach nearby, white sand, sun-loungers, beach umbrellas

"Loved the location, it was so close to the beach. We had everything we needed in the house, it was home away from home. "

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Find out more about Siesta Key

Search for holiday rentals in Siesta Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Siesta Key using one of the methods below:

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Recent reviews of Siesta Key properties

5/5 Excellent

"Very clean and great location!"

A verified traveller stayed at Siesta Key Beach Resort and Suites

Posted 1 day ago

The Residences at Siesta Key Beach by Hyatt Vacation Club

5/5 Excellent

"Everything was wonderful from start to finish!! We love the location on Siesta key beach! We stayed in a spacious 3 bedroom, 3 bath villa with a nice terrace. The villas are absolutely beautiful with everything you can imagine. Top of the line everything in the kitchen and baths. Nespresso machine, blender... added to the enjoyment. Shampoo, cond & body wash in each shower, and small tubes of lotions available; basic kitchen supplies and laundry detergent. The property is small with only about 44 units, which we enjoyed and it didn't seem crowded. Easy beach access with plenty of chairs and umbrellas for your use at no charge. A lot of pool side loungers and cabanas also free of charge and first come basis. Also available a small fitness club, 2nd floor terrace with pool and ping pong tables, an owners lounge and breakfast spot. Breakfast every day is included and had pastries, oatmeal, cereal, yogurt, fruits, and hard boiled eggs, coffee, tea, milk & juice. These are high end timeshare ownership type villas and it was definitely a step above your typical villa. Service was wonderful and helpful. We were able to use the property after check out as we had a late flight and there are showers in the fitness center with towels etc. There is a small bar poolside; drinks are expensive, but potent!! :) They do offer a small menu, but we did not order any food. Short walk to restaurants, convenience store, sandwich shop, ice cream.Highly recommend!"

A verified traveller stayed at The Residences at Siesta Key Beach by Hyatt Vacation Club

Posted 3 days ago

5/5 Excellent

Great little resort, close to all on Siesta key

"The tropical breeze was very nice. It’s a conglomerate of small motels, not one contiguous property. Each is clustered around a pool. Close to the beach, clean, very spacious. Our room looked to be recently renovated. It has a full size fridge and full size stove (?!?) Walking distance to good restaurants and the beach and biking to everywhere on the key. They have bikes that guests can borrow for up to 2 hrs. The property was well maintained. "

A verified traveller stayed at Tropical Breeze Resort

Posted 3 days ago

5/5 Excellent

Captiva is where it's at! Just book and enjoy

"Absolutely loved this resort! My original stay was for a week, but I extended that by a day, just for the fact there is so much to do. Pros: The pool is nice and actually very deep • pull out l shaped sofa is great and comfortable • extremely fast and reliable Internet • smart TV in living area and bedroom • a 2 minute walk to the beach • access to shottlecock, bean bag toss and ping pong right outside your door. • full kitchen with oven, pots, pans, cups, utinsuls, microwave and dishwasher •super soft dining table chairs • no need to carry a key to access your room --------------------- Only two cons for me is the glass shower door barely passes the toilet when opened and there is no bathtub, and there are only 8 parking spots available, and one is handicap. I left the property several times and always came back to an available parking spot, but I definitely can see where that would not always be the case. Overall this is my new go-to place when I vacation to Sarasota and it should be yours as well."

A verified traveller stayed at Captiva Beach Resort

Posted 7 days ago

Frequently asked questions

Can I find a holiday rental in Siesta Key?

Yes, there are holiday rentals in Siesta Key close to Jim Neville Marine Preserve, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Siesta Key has to offer?

Siesta Key Island Rentals: This highly rated holiday home rental in Siesta Key comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Siesta Key is Siesta Heron Suites & Villas.

How many holiday rentals are there in Siesta Key?

With 810 Expedia holiday rentals, you're guaranteed 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. While here, Crescent Beach and Siesta Key Marina are other places worth a visit.

What are holiday rentals like in Siesta Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Siesta Key. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.

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Search Holiday Rentals in Siesta Key

Check prices for these dates

Top Holiday Rentals in Siesta Key

Tropical Beach Resorts

The Ringling Beach House

Captiva Beach Resort

SeaSpray Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club

Siesta Key Island Rentals

The Inn On Siesta Key

Siesta Palms By the Beach

Siesta Heron Suites & Villas

VH106AMelissa

Find out more about Siesta Key

Recent reviews of Siesta Key properties

Siesta Key Beach Resort and Suites

Turtle Beach Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club

Tropical Beach Resorts

The Capri at Siesta

Tropical Breeze Resort

The Ringling Beach House

Captiva Beach Resort

Siesta Key Inn

Frequently asked questions