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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Siesta Key vacation rentals

Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very Good, (376 reviews)
"The house was clean and simple. Perfect for a couple to stay for a few nights. Not too far from the beach. Very quiet and safe area."
United States
bruno
The price is NT$2,141
NT$6,333 total
includes taxes & fees
Jul 19 - Jul 20
Tiny House Siesta
House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NT$3,955
NT$10,947 total
includes taxes & fees
Jul 17 - Jul 18
Siesta Heron Suites & Villas
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,371 reviews)
"Excellent location, great place to stay! "
United States
Lynn
The price is NT$4,383
NT$4,953 total
includes taxes & fees
Aug 5 - Aug 6
Hibiscus Suites - Gateway to Siesta Key
Superior Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (151 reviews)
"Very nice room and easy access to an amazing beach."
United States
Michael
The price is NT$8,662
NT$9,788 total
includes taxes & fees
Jul 20 - Jul 21
SeaSpray Resort
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,663 reviews)
"perfect stay and location for a family!"
United States
Jessica
The price is NT$4,901
NT$6,375 total
includes taxes & fees
Aug 9 - Aug 10
Tropical Beach Resorts
5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (72 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is NT$6,858
NT$14,688 total
includes taxes & fees
Jul 20 - Jul 21
Siesta Key Island Rentals
Beach nearby, white sand, beach umbrellas, beach towels

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The price is NT$13,710
NT$17,276 total
includes taxes & fees
Jul 18 - Jul 19
The Inn On Siesta Key
Beach nearby, white sand, beach umbrellas, beach towels

Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.4 out of 10, Exceptional, (3 reviews)
"Nice getaway. "
United States
Jeff
The price is NT$7,642
NT$19,212 total
includes taxes & fees
Jul 17 - Jul 18
Beach Club at Siesta Key Poolside D
Terrace/patio

Palm Haven at Cape Leyte

Palm Haven at Cape Leyte
2.0 star property
Siesta Key
The price is NT$11,963
NT$24,131 total
includes taxes & fees
Jul 19 - Jul 20
Palm Haven at Cape Leyte
Front of property - evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,286 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is NT$5,307
NT$6,543 total
includes taxes & fees
Aug 10 - Aug 11
Captiva Beach Resort
House | 4 bedrooms, high-speed internet

Coastal Home w Hot Tub Firepit and Music Lounge

Coastal Home w Hot Tub Firepit and Music Lounge
2.0 star property
Siesta Key
The price is NT$14,028
NT$24,980 total
includes taxes & fees
Jul 19 - Jul 20
Coastal Home w Hot Tub Firepit and Music Lounge
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

Azul Resort Siesta Key

Azul Resort Siesta Key

10/10 Excellent
"Todo espectacular a pocos minutos de la playa todo muy limpio la piscina espectacular"
Adilson 2-night trip
Posted 12 hours ago
Azul Resort Siesta Key

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 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 Siesta Heron Suites & Villas.

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 St. Armands Circle 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.