Siesta Key Vacation Rentals

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Aug 5 - Aug 6
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Aug 15 - Aug 17

Vacation Rentals in Siesta Key

Tropical Beach Resorts
Relax by the serene pool surrounded by lush tropical vegetation and lounge under the shade of a blue umbrella.

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4834)
"Very nice stay"
The price is ￥20,481
￥26,462 total
includes taxes & fees
Sep 1 - Sep 2
Tropical Beach Resorts
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
9.0 out of 10, Wonderful, (7)
"Nice place to stay in SK! "
The price is ￥29,938
￥33,831 total
includes taxes & fees
Sep 1 - Sep 2
SeaSpray Resort
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
Relax by the serene pool surrounded by lush greenery and palm trees, set amidst a tranquil atmosphere.

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

10.0 out of 10, Exceptional, (22)
"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
Classic hotel with a symmetrical facade, central entrance, and upper-level balcony.

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
Relax in the Captiva chair, surrounded by lush greenery and a stylish sign.

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."
Captiva Beach Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
Property amenity

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (274)
"Fun place to stay for family vacation "
The price is ￥69,559
￥86,073 total
includes taxes & fees
Aug 20 - Aug 21
The Residences at Siesta Key Beach by Hyatt Vacation Club
Siesta Key Island Rentals
Enjoy cooking in this kitchen with a refrigerator, oven, and dishwasher, and a convenient green tiled backsplash.

Siesta Key Island Rentals

3.0 star property
9.4 out of 10, Exceptional, (43)
"Quiet neighborhood, clean and well maintained property, responsive management."
Siesta Key Island Rentals
The Inn On Siesta Key
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a comfortable stay.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"A very accommodating property. Very clean and well maintained. The staff are extremely helpful and friendly. Great location."
The Inn On Siesta Key
Siesta Palms By the Beach
Stunning palm tree stands tall amidst lush greenery.

Siesta Palms By the Beach

3.5 star property
9.2 out of 10, Wonderful, (125)
"An outstanding experience — a place that leaves you with a strong desire to return."
Siesta Palms By the Beach
Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!
Guests can enjoy a wide, sandy beach with the ocean at their doorstep.

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!
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
Guests can enjoy access to a wide, sandy beach with clear waters.

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 Heron Suites & Villas
Enjoy cooking in this well-lit kitchen with a stainless steel range, sink, and coffee maker.

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 ￥29,157
￥86,081 total
includes taxes & fees
Aug 6 - Aug 7
Siesta Heron Suites & Villas
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
Relax by the serene pool surrounded by lush vegetation and natural rock formations.

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

10.0 out of 10, Exceptional, (40)
"We were very pleased to stay at such a beautiful property. Everything was very clean, well maintained and comfortable. The hottub was a perfect fit as it was cooler in Florida when we arrived. Thank you!"
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING
Guests can enjoy a peaceful beach experience with calm seas and plenty of space to relax.

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

10.0 out of 10, Exceptional, (140)
"This is a beautifully furnished and managed property. We stayed for a week with 7 adults and 4 small children, and we all had a great time."
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
Relax by the heart-shaped pool surrounded by lush greenery and palm trees, with lounge chairs and a serene atmosphere.

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..
Relax by the ocean with a gazebo and comfortable seating for two.

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

9.8 out of 10, Exceptional, (6)
"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
Relax on the beach with comfortable seating and a picnic table, surrounded by tranquil surroundings.

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
Siesta Key Village-Suite #3: A Block to the Beach!
Relax on the beach with comfortable chairs and umbrellas, perfect for a leisurely day.

Siesta Key Village-Suite #3: A Block to the Beach!

9.4 out of 10, Exceptional, (51)
"Great little place in the middle of everything in Siesta Key Village. Within walking distance of beach, restaurant, drinks, ice cream and much more. Definitely recommend and will stay again!!"
Siesta Key Village-Suite #3: A Block to the Beach!
Tropical Green Cottage – Siesta Key, Just Cross the Street! Unit B
Enjoy a serene beach experience with access to the ocean and a tranquil atmosphere.

Tropical Green Cottage – Siesta Key, Just Cross the Street! Unit B

8.8 out of 10, Excellent, (42)
"Great owner, very easy to work with. "
Tropical Green Cottage – Siesta Key, Just Cross the Street! Unit B
Beachside Retreat with Pool and Beach Access
Enjoy a peaceful retreat on the balcony with a glass-top table and comfortable seating for four.

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"
The price is ￥80,371
￥164,877 total
includes taxes & fees
Aug 7 - Aug 8
Beachside Retreat with Pool and Beach Access
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

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Awesome"
Hector 2-night trip
Posted 15 hours ago
Siesta Key Beach Resort and Suites

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 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. Some other top choices in Siesta Key are Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times and Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool.

How many vacation rentals are there in Siesta Key?

With 800 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. While here, Crescent Beach and Siesta Key Marina 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.