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

Sarasota County Holiday Rentals

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Top Cities in Sarasota County

Our top choices for Sarasota County holiday rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,649 reviews)
"perfect stay and location for a family!"
United States
Jessica
The price is NZ$343
includes taxes & fees
9 Aug - 10 Aug
Tropical Beach Resorts

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,282 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is NZ$353
includes taxes & fees
2 Aug - 3 Aug
Captiva Beach Resort

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (648 reviews)
"Nice place ,clean and good location,quiet and relaxing."
United States
yohana
The price is NZ$324
includes taxes & fees
3 Aug - 4 Aug
A Beach Retreat

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,368 reviews)
"Excellent location, great place to stay! "
United States
Lynn
The price is NZ$264
includes taxes & fees
3 Aug - 4 Aug
Hibiscus Suites - Gateway to Siesta Key

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (375 reviews)
"The house was clean and simple. Perfect for a couple to stay for a few nights. Not too far from the beach. Very quiet and safe area."
United States
bruno
The price is NZ$372
includes taxes & fees
19 July - 20 July
Tiny House Siesta

The Ashton Hideaway

The Ashton Hideaway
2.0 star property
Sarasota
The price is NZ$478
includes taxes & fees
13 July - 14 July
The Ashton Hideaway

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"The room was clean and spacious with all the amenities. The location was perfect. I would highly recommend!"
United States
Amanda
The price is NZ$944
includes taxes & fees
18 July - 19 July
The Inn On Siesta Key

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (34 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 NZ$587
includes taxes & fees
19 July - 20 July
[Beach Elements] pool view withprivate beach access

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (149 reviews)
"Very nice room and easy access to an amazing beach."
United States
Michael
The price is NZ$504
includes taxes & fees
20 July - 21 July
SeaSpray Resort

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NZ$563
includes taxes & fees
13 July - 14 July
Siesta Heron Suites & Villas

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!
Ridge Wood Heights
10.0 out of 10, Exceptional, (17 reviews)
"Great place. Clean with everything you need"
United States
Thomas Lee
The price is NZ$567
includes taxes & fees
13 July - 14 July
BAREFOOT BUNGALOW- 1O MINUTES TO SIESTA BEACH AND AMENITIES! PET FRIENDLY!

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.6 out of 10, Exceptional, (4 reviews)
"The house was very clean and well accommodating. There was room for our boat in the driveway. Will definitely stay again if in the area."
United States
Jeremy
The price is NZ$495
includes taxes & fees
13 July - 14 July
Path to Paradise.

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (103 reviews)
"Very clean room and property. Very pleased with our stay. Would highly recommend."
United States
Andrea O.
The price is NZ$515
includes taxes & fees
9 Aug - 10 Aug
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Charming 2-bedroom house in lovely Sarasota with yard.

Charming 2-bedroom house in lovely Sarasota with yard.
Kensington Park
9.2 out of 10, Wonderful, (32 reviews)
"What a lovely find! Yani’s place is cute, clean, and perfectly located. We had a fantastic stay and appreciated the hospitality. We’ll definitely be back—highly recommend!"
United States
Jani S.
The price is NZ$363
includes taxes & fees
15 July - 16 July
Charming 2-bedroom house in lovely Sarasota with yard.

Dolphin Villa - Pool - Steps to Siesta Key Village

Dolphin Villa - Pool - Steps to Siesta Key Village
Siesta Key Village
9.4 out of 10, Exceptional, (17 reviews)
"Great location to downtown, beach. Kitchen and furnishing updated and in great condition. Negatives would be the lock on the backdoor, air conditioning from the ceiling that could not be controlled from our apartment. The pool was great and had plenty of seating. Only issue with the Dolphin apartment is the many windows, which kind of made it feel like living in a fish bowl. That might not be an issues for others. "
United States
Sandra C.
The price is NZ$601
includes taxes & fees
13 July - 14 July
Dolphin Villa - Pool - Steps to Siesta Key Village

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (31 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 NZ$568
includes taxes & fees
13 July - 14 July
[escape to paradise] siesta key beach getaway

Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is NZ$774
includes taxes & fees
13 July - 14 July
Home < 1-mi Walk to Warm Mineral Springs Park!

Nestled in North Port. Updated 2 Bed / 1 Bath.

Nestled in North Port. Updated 2 Bed / 1 Bath.
North Port
10.0 out of 10, Exceptional, (25 reviews)
"Every part of this stay was perfect! "
United States
Stephen P.
The price is NZ$385
includes taxes & fees
13 July - 14 July
Nestled in North Port. Updated 2 Bed / 1 Bath.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (26 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
The price is NZ$416
includes taxes & fees
9 Aug - 10 Aug
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Two Miles to Siesta Key

Two Miles to Siesta Key
Gulf Gate Estates
10.0 out of 10, Exceptional, (55 reviews)
"Great place to stay! Very close to Siesta Key and anything you need, easy check in and out. Would stay here again! "
United States
Brian K.
Two Miles to Siesta Key
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 Sarasota County Hotel Reviews

Find out more about Sarasota County

Everything you need to know about Sarasota County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sarasota County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Sarasota County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sarasota County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sarasota County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sarasota County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sarasota County holiday rentals we have selected for you start as low as NZ$264 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sarasota County rentals

At Expedia, we put the best Sarasota County holiday 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 Sarasota County 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 Sarasota County holiday.

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