Siesta Key Vacation Rentals

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Our top choices for Siesta Key vacation rentals

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 $210
CA $490 total
includes taxes & fees
Apr 20 - Apr 21
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (5 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
Beachy Sarasota Duplex

Sarasota Duplex near Siesta Key

Sarasota Duplex near Siesta Key
Sarasota
9.4 out of 10, Exceptional, (6 reviews)
"We enjoyed our stay! Location was great!!"
United States
Jacy N.
Sarasota Duplex near Siesta Key

[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 $188
CA $502 total
includes taxes & fees
Apr 19 - Apr 20
[escape to paradise] siesta key beach getaway

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (65 reviews)
"We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! "
United States
Laura
The price is CA $259
CA $578 total
includes taxes & fees
Apr 19 - Apr 20
Siesta Key Island Rentals

Siesta Cooler: Only Minutes Walk to Siesta Beach!

Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (71 reviews)
"Perfect location right in the heart of all the restaurants, bars and shops. We parked our car and walked to everything the weekend we stayed. The place was clean and the balcony was great for people to watching. "
United States
Terry G.
The price is CA $255
CA $598 total
includes taxes & fees
Apr 19 - Apr 20
Siesta Cooler: Only Minutes Walk to Siesta Beach!

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (28 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 $209
CA $492 total
includes taxes & fees
Apr 19 - Apr 20
[Beach Elements] pool view withprivate beach access

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, (36 reviews)
"Very nice, clean and quiet place."
United States
Monika Z.
The price is CA $422
CA $765 total
includes taxes & fees
Apr 29 - Apr 30
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More

Siesta Shores 2Bed/2Bath Heated Pool!

Siesta Shores 2Bed/2Bath Heated Pool!
Sarasota
10.0 out of 10, Exceptional, (4 reviews)
"Such a great condo! Absolutely loved it. The pool area is so inviting and lovely. Perfect location to shopping and the beach. "
United States
Kristy C.
The price is CA $270
CA $634 total
includes taxes & fees
Apr 19 - Apr 20
Siesta Shores 2Bed/2Bath Heated Pool!

Siesta Key, Sea Horse Villa, Pool. Daily rentals

Siesta Key, Sea Horse Villa, Pool. Daily rentals
South Village
9.4 out of 10, Exceptional, (48 reviews)
"Beautiful place close to the beach’s and love it would stay here again "
United States
Steve D.
The price is CA $177
CA $405 total
includes taxes & fees
Apr 19 - Apr 20
Siesta Key, Sea Horse Villa, Pool. Daily rentals

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, (13 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 $236
CA $657 total
includes taxes & fees
Apr 21 - Apr 22
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (47 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
The price is CA $209
CA $534 total
includes taxes & fees
Apr 21 - Apr 22
Siesta Key Village-Suite #1: A block to the Beach!

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 $136
CA $414 total
includes taxes & fees
Apr 28 - Apr 29
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is CA $171
CA $470 total
includes taxes & fees
May 12 - May 13
Siesta Heron Suites & Villas

2 Bedroom 2 Bath home near Siesta Key Beach

2 Bedroom 2 Bath home near Siesta Key Beach
Sarasota
8.6 out of 10, Excellent, (38 reviews)
"House was conveniently located. "
United States
CHRISTINE V.
The price is CA $171
CA $338 total
includes taxes & fees
May 7 - May 8
2 Bedroom 2 Bath home near Siesta Key Beach

Siesta Key Village-Suite #4: A block to the Beach!

Siesta Key Village-Suite #4: A block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (41 reviews)
"A great location with easy walk to the beach!"
United States
Alan M.
The price is CA $209
CA $534 total
includes taxes & fees
Apr 21 - Apr 22
Siesta Key Village-Suite #4: A block to the Beach!

Tiny Coral Oasis- beachy tiny house for your getaway

Tiny Coral Oasis- beachy tiny house for your getaway
Sarasota
9.0 out of 10, Wonderful, (20 reviews)
"Cute tiny house Clean and comfortable Had a great time"
United States
DeAnna T.
The price is CA $148
CA $273 total
includes taxes & fees
Apr 28 - Apr 29
Tiny Coral Oasis- beachy tiny house for your getaway

Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Siesta Key
9.2 out of 10, Wonderful, (45 reviews)
"Very nice property! Beautiful beach! We had a problem with one of the showers and it was solved right away.The communication with the management was excellent , they reached to us several times though texts to make sure everything was ok.We highly recommend this property!"
United States
Fernanda L.
Condo with Private Beach Access, Great Shared Amenities - Private Beach House

Beachside Studio Located Across from Main Beach and Half Mile to Village

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (163 reviews)
"Useful place, everything was clean and it has a good location."
United States
Felipe
The price is CA $264
CA $446 total
includes taxes & fees
Apr 21 - Apr 22
Beachside Studio Located Across from Main Beach and Half Mile to Village

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 $263
CA $525 total
includes taxes & fees
Apr 21 - Apr 22
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the 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

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 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 Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool and Gull Villa – Spacious 2BR, Walk to Siesta Key & Village, 1945 Triplex .

How many vacation rentals are there in Siesta Key?

With 395 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.