A coastal cityscape with a golf course, marina, and beachfront hotels.

Vacation Rentals in Sarasota County

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Dates

November 2026

December 2026

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Top cities in Sarasota County

A theater with a sign reading "Florida Studio Theatre" and a smaller sign for "Wednesday's Child Now Playing".

Check prices for these dates

In two weeks

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Our top choices for Sarasota County vacation rentals

A pool area with a waterfall feature, lounge chairs, and palm trees.

1. Tropical Beach Resorts

South Village

Christine

$178 nightly

Dec 6 - Dec 7

Total with taxes and fees

An outdoor patio with a grill, white chairs, and a red umbrella.

2. Hibiscus Suites - Gateway to Siesta Key

Sarasota

Kat

$152 nightly

Nov 24 - Nov 25

Total with taxes and fees

A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.

3. SeaSpray Resort

Siesta Key

Geraldine

$204 nightly

Nov 8 - Nov 9

Total with taxes and fees

A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

4. A Beach Retreat

Casey Key

Robin

$205 nightly

Dec 6 - Dec 7

Total with taxes and fees

A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

5. Captiva Beach Resort

South Village

Andriy

$188 nightly

Nov 10 - Nov 11

Total with taxes and fees

A wooden structure with a thatched roof overlooking a beach.

6. Casey Key Resort

Casey Key

Tracie Costello

$215 nightly

Dec 2 - Dec 3

Total with taxes and fees

A compact living space with a kitchen, a dining area, and a sofa with cushions.

7. Tiny House Siesta

Sarasota

Staci

$183 nightly

Nov 18 - Nov 19

Total with taxes and fees

A wide sandy beach with clear turquoise water and a clear blue sky.

8. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key

Peter

$337 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden pathway leading to a beach with lush greenery on either side.

9. Oceanfront Oasis – Longboat Key 226 by RVA

Longboat Key

Sherri G.

$309 nightly

Nov 19 - Nov 20

Total with taxes and fees

An aerial view of a beach resort with a large sandy beach, a parking area, and a building complex with multiple structures.

10. 🌷Steps to Siesta Beach, Chic Studio, Pool & Patio

Siesta Key

Colleen O.

$461 nightly

Nov 8 - Nov 9

Total with taxes and fees

A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

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

South Village

maureen p.

$262 nightly

Nov 8 - Nov 9

Total with taxes and fees

A patio with a sun lounger, a table with chairs, and an umbrella.

12. Beach View 100ft To Beach and SPA

Siesta Key Village

$381 nightly

Nov 11 - Nov 12

Total with taxes and fees

A beach with clear blue water, gentle waves, and a distant sailboat.

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

Siesta Key Village

Kris

$351 nightly

Nov 9 - Nov 10

Total with taxes and fees

A beach with a small cluster of palm trees in the foreground and a sandy beach extending to the horizon.

14. [Beach Elements] pool view withprivate beach access

Siesta Key

Natalie M.

$251 nightly

Nov 9 - Nov 10

Total with taxes and fees

A balcony with a view of a beach, a pool, and palm trees.

15. Direct Oceanview on LBK: Open Mon & Tues!

Longboat Key

Ivan

$302 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hot tub surrounded by a wooden fence, with lounge chairs and an umbrella in the background.

16. PinkMango Cottage Steps to Beach&Village

Siesta Key Village

A beach with a wooden picnic table, palm trees, and a clear blue sea.

17. Studio Retreat Across the Street from Beautiful Siesta Key Beach

Siesta Key

Brittany K.

$275 nightly

Nov 16 - Nov 17

Total with taxes and fees

A bedroom with a bed, a TV, a window, and a view of the outside.

18. Ivory & Ocean •walk to Lido beach •private patio

Lido Key

Kathy P.

$245 nightly

Nov 15 - Nov 16

Total with taxes and fees

19. Yellow Palm Cottage, Heart of Siesta Key

Siesta Key Village

$400 nightly

Nov 9 - Nov 10

Total with taxes and fees

A small, single-story building with a porch, surrounded by tropical vegetation.

20. BlueDolphin Cottage Walk To Siesta Beach

Siesta Key Village

$380 nightly

Nov 9 - Nov 10

Total with taxes and fees

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Find vacation rentals that suit your style

Top Sarasota County Hotel Reviews

A hotel pool area with lounge chairs and a covered seating area.

Carlisle Inn

Pinecraft

10/10 Excellent

Rebecca

A pathway with wooden posts and ropes, leading to a building with a sign indicating a nautical room.

Kon Tiki Inn

Venice Island

10/10 Excellent

Bonnie

The Inn On Siesta Key

Siesta Key

10/10 Excellent

We just finished our fall break getaway at The Inn On Siesta Key, and we absolutely loved it! The owners are so friendly and accommodating, staying here was the best choice we could have made. We stayed in the Cottage, and it was awesome, so inviting and cozy, and perfect for our family of 4. The great service started on our check in day. We arrived very early, as we had taken an early morning flight into Sarasota. Paige gave us an introduction to the property and let us change in the Cottage,...

Steven

An outdoor seating area with a circular fire pit, wooden chairs, and a pergola structure.

Homewood Suites by Hilton Sarasota Lakewood Ranch

Sarasota

10/10 Excellent

Fantastic amenities. Pool with cabanas and plentiful outdoor seating we’re superb. Great fire pit and grills too. Proximity to a Nathan Benderson park was a major plus, the couple of minutes walk to the park was great. Provided a great option for early morning walk or jog in a gorgeous setting. Plus loved that there were nearby food and shopping options. Only drawback about a 30 minutes drive to Siesta Key or Lido beaches.

Kara

An outdoor seating area with a stone fire pit and cushioned sofas.

Home2 Suites Sarasota I-75 Bee Ridge, FL

Sarasota

10/10 Excellent

Marcus

A rock formation with a waterfall and a pool.

The St. Regis Longboat Key Resort

Longboat Key

10/10 Excellent

Jacob

A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.

Escape Coastal Resort on Casey Key

Casey Key

10/10 Excellent

paul

A pool area with lounge chairs, palm trees, and a building with balconies.

Siesta Key Inn

South Village

10/10 Excellent

Jerome

SeaSpray Resort

Siesta Key

10/10 Excellent

Tram Anh

A modern hotel lobby with wooden furniture, a central bar area, and large windows offering a view of palm trees.

SpringHill Suites by Marriott Punta Gorda Harborside

Downtown Punta Gorda

10/10 Excellent

Steve

A hotel with a pool, palm trees, and a sign reading "Twin Palms."

Twin Palms at Siesta

Siesta Key

10/10 Excellent

The room was very comfortable and clean. Checking in was a breeze. The kitchenette is perfect for cooking and just enough space for two people. The bed was comfortable. The bathroom was very clean. Very home-like feeling. The room was a very nice stroll away from Siesta Key beach which is so lovely. There is a heated pool which was very nice when it was windy outside. All in all, it is a great place to stay for a relaxing time. Small grocery, restaurant and bar all in walking distance.

Monique

A covered outdoor area with a pool, lounge chairs, and a wooden deck.

Siesta Key Palms Resort

Sarasota

10/10 Excellent

Lori

An outdoor patio with wicker furniture, a grill, and lush tropical plants.

Coral Pointe Sarasota, an Ascend Collection Hotel

Fruitville

10/10 Excellent

The hotel is beautifully decorated. Its very clean from the lobby to the room. The room was spotless, the beds were comfortable and they supply shampoo, conditioner and body wash in their bathrooms. The breakfast was very good. They offer hot food i.e. eggs, sausage, bacon, french toast or pancakes. They also have cereals, oatmeal, fruits and yogurt. The pool was another wonderful feature, clean and heated with plenty of chairs and tables. The staff was super friendly and very helpful. There are...

Ester

A rooftop bar with outdoor seating, a pool, and a view of the sea.

Art Ovation Hotel, Autograph Collection

Central Sarasota

10/10 Excellent

David

A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Nokomis

10/10 Excellent

Linda

Tropical Beach Resorts

South Village

10/10 Excellent

Heather

An outdoor patio with grey sofas, a glass-top table, and a fire feature.

Hampton Inn & Suites North Port

North Port

10/10 Excellent

Angellee

A spacious indoor area with wooden tables and chairs, large windows, and hanging plants.

Kompose Boutique Hotel

Sarasota

10/10 Excellent

Steven

Frequently Asked Questions

How many vacation rentals are available in Sarasota County?

Expedia has plenty of vacation rentals to choose from in and around Sarasota County, so you’re guaranteed to find the right one for you.

How much is a vacation rental in Sarasota County?

The selection of Sarasota County vacation rentals we have selected for you start as low as $141 per night. Entering your travel dates in the search wizard you might find even better deals!

What type of vacation rental can I get in Sarasota County?

Vacation rentals in Sarasota County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Sarasota County vacation rentals to suit everyone.

Why should I choose a vacation rental in Sarasota County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Sarasota County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.

How do I find the best deal on a vacation rental in Sarasota County?

Find vacation rentals in Sarasota County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Sarasota County.

What amenities are available in a vacation rental in Sarasota County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Sarasota County vacation rentals designed to suit every budget and trip type.

When is the best time to stay in a vacation rental in Sarasota County?

Everytime is a great time to head to Sarasota County! Staying in a Sarasota County vacation rentals you will always find lots going on to keep you entertained.

Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Sarasota County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Sarasota County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Sarasota County, you can save even more.

Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Sarasota County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.

Vacation Rentals in Sarasota County

Bundle & Save

OneKeyCash

Upfront pricing

Top cities in Sarasota County

Sarasota

Check prices for these dates

Our top choices for Sarasota County vacation rentals

1. Tropical Beach Resorts

2. Hibiscus Suites - Gateway to Siesta Key

3. SeaSpray Resort

4. A Beach Retreat

5. Captiva Beach Resort

6. Casey Key Resort

7. Tiny House Siesta

8. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

9. Oceanfront Oasis – Longboat Key 226 by RVA

10. 🌷Steps to Siesta Beach, Chic Studio, Pool & Patio

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

12. Beach View 100ft To Beach and SPA

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

14. [Beach Elements] pool view withprivate beach access

15. Direct Oceanview on LBK: Open Mon & Tues!

16. PinkMango Cottage Steps to Beach&Village

17. Studio Retreat Across the Street from Beautiful Siesta Key Beach

18. Ivory & Ocean •walk to Lido beach •private patio

19. Yellow Palm Cottage, Heart of Siesta Key

20. BlueDolphin Cottage Walk To Siesta Beach

Find vacation rentals that suit your style

Top Sarasota County Hotel Reviews

Carlisle Inn

10/10 Excellent

Frequently Asked Questions

How many vacation rentals are available in Sarasota County?

How much is a vacation rental in Sarasota County?

What type of vacation rental can I get in Sarasota County?

Why should I choose a vacation rental in Sarasota County?

How do I find the best deal on a vacation rental in Sarasota County?

What amenities are available in a vacation rental in Sarasota County?

When is the best time to stay in a vacation rental in Sarasota County?

Why book a vacation rental with Expedia?

Can I cancel my vacation rental through Expedia?

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