Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (30 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is CA $189
CA $514 total
includes taxes & fees
May 31 - Jun 1
[escape to paradise] siesta key beach getaway

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is CA $227
CA $512 total
includes taxes & fees
Jun 9 - Jun 10
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (68 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is CA $165
CA $476 total
includes taxes & fees
Jun 3 - Jun 4
Siesta Key Island Rentals

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
Coastal Breeze Siesta - Turtle

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (131 reviews)
"Very nice room and easy access to an amazing beach."
United States
Michael
The price is CA $347
CA $392 total
includes taxes & fees
Jun 1 - Jun 2
SeaSpray Resort

Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool

Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool
Siesta Key
8.4 out of 10, Very good, (21 reviews)
"This was a fabulous location once we discovered the Trolley. The stop is right at the end of the road, we came during spring break and the traffic/ parking was horrific, so the Trolly was a lifesaver. The place was VERY clean and setting is awesome. I saw some reviews about the beds being soft, We actually slept better here than on our harder mattresses at home. I would definitely come back!"
United States
Carol
The price is CA $191
CA $431 total
includes taxes & fees
Jun 4 - Jun 5
Siesta Key ~New Waterview studio ~ sleeps 4 ~ pool

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is CA $311
CA $428 total
includes taxes & fees
Jun 3 - Jun 4
The Inn On Siesta Key

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

Siesta Key Village-Suite #3: A Block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (75 reviews)
"Perfect location, super clean.comfortable"
United States
matthew w.
The price is CA $226
CA $564 total
includes taxes & fees
Jun 10 - Jun 11
Siesta Key Village-Suite #3: A Block to the Beach!

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (85 reviews)
"106A was great - loved the sitting area right outside our door. Also loved that the beach chairs and umbrella were in a bedroom closet. Showers were great too. Will likely stay here again."
United States
Margaret
The price is CA $265
CA $534 total
includes taxes & fees
Jun 1 - Jun 2
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Newly Renovated Beach-Side villa | Pool | Dock

Newly Renovated Beach-Side villa | Pool | Dock
Siesta Key Village
9.4 out of 10, Exceptional, (16 reviews)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
The price is CA $199
CA $569 total
includes taxes & fees
May 29 - May 30
Newly Renovated Beach-Side villa | Pool | Dock

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (43 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is CA $172
CA $472 total
includes taxes & fees
May 28 - May 29
Siesta Heron Suites & Villas

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (30 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is CA $184
CA $467 total
includes taxes & fees
May 28 - May 29
[Beach Elements] pool view withprivate beach access

Perfect Location minutes to beach and downtown with heated pool and hot tub

Perfect Location minutes to beach and downtown with heated pool and hot tub
Sarasota
9.8 out of 10, Exceptional, (8 reviews)
"Host was great! Location excellent! I would definitely stay again! "
United States
Laurie G.
The price is CA $252
CA $532 total
includes taxes & fees
Jun 8 - Jun 9
Perfect Location minutes to beach and downtown with heated pool and hot tub

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,258 reviews)
"Great spot, short walk to the beach. Perfect for a couples weekend getaway."
United States
Cody
The price is CA $284
CA $345 total
includes taxes & fees
May 28 - May 29
Captiva Beach Resort

Waterfront Siesta key entire King suite

Waterfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (10 reviews)
The price is CA $146
CA $394 total
includes taxes & fees
May 28 - May 29
Waterfront Siesta key entire King suite

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful location Perfect for what we wanted in a quick escape. "
United States
Antonio
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Siesta Key
9.8 out of 10, Exceptional, (117 reviews)
"The place was perfect, clean, with all the amenities needed beachside. Loved the little walk to the beach, there were plenty of chairs on the beach during our stay. Kids appreciated the memory foam mattress topper for the pull out. "
United States
Joshua D.
The price is CA $275
CA $640 total
includes taxes & fees
Jun 5 - Jun 6
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
Siesta Key
9.2 out of 10, Wonderful, (37 reviews)
"Everything was perfect. Location great, condition of property excellent, ease of access perfect. Just wish I could stay longer!"
United States
Michael V.
The price is CA $371
CA $699 total
includes taxes & fees
May 28 - May 29
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (87 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is CA $137
CA $420 total
includes taxes & fees
Jun 10 - Jun 11
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
Siesta Key Village
9.0 out of 10, Wonderful, (14 reviews)
"We enjoyed our stay at Everglades Villa. The location was the best feature as we were able to walk to Siesta Key Village and the beach. "
United States
Lisa S.
The price is CA $303
CA $749 total
includes taxes & fees
May 31 - Jun 1
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
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

Find out more about Siesta Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Siesta Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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. Some other top choices in Siesta Key are 3-bed 2-bathroom Siesta Key townhome close to village,beaches, city and airport and Last Minute Luxury Beachside Home 100 ft Walk to Siesta Key Beach Pool.

How many vacation rentals are there in Siesta Key?

With 408 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.