Siesta Key Vacation Rentals from $179: Search Short-Term Rentals

Q: 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 .

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Our top choices for Siesta Key vacation rentals

1. Tropical Beach Resorts

South Village

Alexander

$158 nightly

Sep 27 - Sep 28

Total with taxes and fees

Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

2. Hibiscus Suites - Gateway to Siesta Key

Sarasota

Kat

$124 nightly

Sep 27 - Sep 28

Total with taxes and fees

Superior Suite, 2 Bedrooms | In-room safe, iron/ironing board, WiFi (free)

3. SeaSpray Resort

Siesta Key

Michelle Suzanne

$217 nightly

Sep 28 - Sep 29

Total with taxes and fees

4. Captiva Beach Resort

South Village

Karla

$182 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

5. Tiny House Siesta

Sarasota

Mario

$184 nightly

Oct 5 - Oct 6

Total with taxes and fees

6. Siesta Key Island Rentals

Siesta Key

Meghan

$288 nightly

Sep 30 - Oct 1

Total with taxes and fees

7. [Beach Elements] pool view withprivate beach access

Siesta Key

Natalie M.

$241 nightly

Sep 24 - Sep 25

Total with taxes and fees

House, Lakeside | Living area | 39-inch flat-screen TV with digital channels, TV, streaming services

8. Siesta Heron Suites & Villas

Siesta Key

Christopher Robert

$290 nightly

Sep 23 - Sep 24

Total with taxes and fees

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Top Siesta Key Hotel Reviews

Siesta Key Beach Resort and Suites

10/10 Excellent

"Internet was very spotty. Not good in room, had to go to pool to stay connected. Otherwise great."

Beautiful, Cozy 3/2 Siesta Key home close to village,beaches, city and airport

10/10 Excellent

"Such a cute and cozy place on Siesta Key! The 3-bedroom home had 5 beds and 2 full bathrooms, so there was plenty of space for everyone. It was nicely put together, located in a quiet area, and had lots of room for parking. We also loved being only about a mile from the Siesta Key Village area!The host was very responsive, and both check-in and check-out were quick and easy. We had absolutely no issues during our stay. We also appreciated the little extras provided, like soaps and toothpaste.A few coffee pods for the Keurig and some basic kitchen items like a toaster, cooking oil, or a few spices would be nice additions, but those are definitely “nice to haves” and didn't take away from our stay.Overall, a comfortable, convenient, and enjoyable place to stay. We would absolutely stay here again!"

Beachfront Luxury - Resort Pool - Steps to Village

10/10 Excellent

"Beautiful House and Great Location! The beach and the village was a short walk from the house. The host providing wagons, ice chests, and beach chairs was such a convenience. We would spend the day at the beach and evenings by the pool. Great place for a family vacation! David, the house manager, was very friendly and the check in and out process was a breeze!"

Price trends for vacation rentals in Siesta Key

Less expensive	More expensive	Next month
May	March	$339

Month	Price
January	$418
February	$509
March	$542
April	$406
May	$339
June	$398
July	$403
August	$348
September	$343
October	$339
November	$385
December	$428

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Siesta Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Siesta Key

Everything you need to know about Siesta Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Siesta Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Siesta Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Siesta Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Siesta Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Siesta Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $179 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Siesta Key rentals

At Expedia, we put the best Siesta Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Siesta Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Siesta Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Siesta Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do 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 406 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 Safe Harbor Siesta Key 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.

Siesta Key Vacation Rentals

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Check prices for these dates

Our top choices for Siesta Key vacation rentals

1. Tropical Beach Resorts

2. Hibiscus Suites - Gateway to Siesta Key

3. SeaSpray Resort

4. Captiva Beach Resort

5. Tiny House Siesta

6. Siesta Key Island Rentals

7. [Beach Elements] pool view withprivate beach access

8. Siesta Heron Suites & Villas

9. Siesta beach....one and only

10. [lounge like locals] walk to siesta beach +bikes

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

12. Siesta Vibe Pool Walk To Crescent Beach

13. Siesta Key, Sea Horse Villa, Pool. Daily rentals

14. Heart of Village: Dog-Friendly w/ Pool & Parking

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

16. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

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

18. Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.

19. Siesta Key - Poolside Suite - Studio - Heated Pool

20. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Find vacation rentals that suit your style

Top Siesta Key Hotel Reviews

Siesta Key Beach Resort and Suites

Price trends for vacation rentals in Siesta Key

Find out more about Siesta Key

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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