A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Siesta Key Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Siesta Key vacation rentals

Property grounds

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,812 reviews)
"Great place to visit!"
United States
Margaret Lai Ling
The price is NT$3,516
NT$4,795 total
includes taxes & fees
Aug 31 - Sep 1
Tropical Beach Resorts
Superior Suite, 2 Bedrooms | In-room safe, iron/ironing board, WiFi (free)

2. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (175 reviews)
"Beautiful hotel comfortable bed nice and friendly staff!!!!"
United States
Isabel
The price is NT$6,517
NT$7,364 total
includes taxes & fees
Sep 2 - Sep 3
SeaSpray Resort
Front of property - evening/night

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,302 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is NT$4,758
NT$5,913 total
includes taxes & fees
Sep 1 - Sep 2
Captiva Beach Resort
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

4. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,433 reviews)
"This place was perfect!"
United States
Kat
The price is NT$4,258
NT$4,812 total
includes taxes & fees
Aug 31 - Sep 1
Hibiscus Suites - Gateway to Siesta Key
Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services

5. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (384 reviews)
The price is NT$2,651
NT$7,285 total
includes taxes & fees
Sep 23 - Sep 24
Tiny House Siesta
5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

6. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is NT$3,029
NT$10,025 total
includes taxes & fees
Aug 31 - Sep 1
Siesta Key Island Rentals
Beach nearby, white sand, beach umbrellas, beach towels

7. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (206 reviews)
"The property was perfect. Walk to down town and the beach. Loved the provisions for the beach which made it so convenient. Room was super clean and overall the property was well maintained."
United States
Stephen
The price is NT$6,157
NT$8,709 total
includes taxes & fees
Aug 31 - Sep 1
The Inn On Siesta Key
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

8. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very Good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NT$3,102
NT$9,865 total
includes taxes & fees
Sep 2 - Sep 3
Siesta Heron Suites & Villas
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

8/10 Good
"It’s a beautiful and cozy hotel but is missing bagels and muffins for breakfast!"
Maria 1-night trip
Posted 1 hour ago
Tropical Beach Resorts

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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Look no further and take a look at our great range of rental properties in Siesta Key!

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 414 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.