Siesta Key Vacation Rentals

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Vacation Rentals in Siesta Key

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4865)
"Very Nice Resort!"
The price is CA $192
CA $248 total
includes taxes & fees
Sep 1 - Sep 2
Tropical Beach Resorts

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (14)
"Excellent place, awesome for families. The beach is spectacular, at walking distance. Our family strongly recommend this place"
The price is CA $287
CA $325 total
includes taxes & fees
Sep 1 - Sep 2
SeaSpray Resort

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

10.0 out of 10, Exceptional, (23)
"The house was in great condition and near everything. "
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (317)
"We loved the Villa!! It was spacious and stocked with every kitchen item you can imagine. "
The Ringling Beach House

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1122)
"Everything was perfect with our stay. We will be back soon."
The price is CA $202
CA $275 total
includes taxes & fees
Aug 17 - Aug 18
Captiva Beach Resort

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (276)
"Fun place to stay for family vacation "
The price is CA $689
CA $848 total
includes taxes & fees
Aug 29 - Aug 30
The Residences at Siesta Key Beach by Hyatt Vacation Club

Siesta Key Island Rentals

3.0 star property
9.4 out of 10, Exceptional, (43)
"Quiet neighborhood, clean and well maintained property, responsive management."
The price is CA $208
CA $481 total
includes taxes & fees
Aug 17 - Aug 18
Siesta Key Island Rentals

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (182)
"Great place to stay! "
The price is CA $291
CA $381 total
includes taxes & fees
Aug 15 - Aug 16
The Inn On Siesta Key

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (126)
"An outstanding experience — a place that leaves you with a strong desire to return."
Siesta Palms By the Beach

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

9.6 out of 10, Exceptional, (17)
"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!"
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!

9.4 out of 10, Exceptional, (34)
"Very nice location, clean, nice amenities"
Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!

Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views

10.0 out of 10, Exceptional, (40)
"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!"
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very good, (35)
"It was perfect for my family of 4 for our beach vacation!!"
The price is CA $157
CA $455 total
includes taxes & fees
Aug 17 - Aug 18
Siesta Heron Suites & Villas

5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING

10.0 out of 10, Exceptional, (140)
"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. "
5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING

Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

10.0 out of 10, Exceptional, (45)
"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. "
Amazing Ocean Views, Steps to Beach, Pool w/ Waterslide, 6 Hole Mini Golf Course

Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

9.6 out of 10, Exceptional, (8)
"The rental was spacious and very clean!!I would definitely stay here again. Place looked exactly like the pictures!! "
Gulfside No Roads to Cross 1-bedroom condo with AC, WiFi On Siesta Key Beach..

Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

9.2 out of 10, Wonderful, (40)
"Enjoyable stay"
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access

Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

9.6 out of 10, Exceptional, (49)
"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!"
The price is CA $479
CA $1,167 total
includes taxes & fees
Aug 17 - Aug 18
Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Beachside Retreat with Pool and Beach Access

8.8 out of 10, Excellent, (40)
"Great location for all our visitors to walk to many various restaurants and shops"
Beachside Retreat with Pool and Beach Access

*Fully Remodeled* Surfs Up on Siesta Beach

9.4 out of 10, Exceptional, (63)
"This is our second time staying here. Absolutely love this rental. Very clean and walking distance to the village "
*Fully Remodeled* Surfs Up on Siesta Beach
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

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.