Panoramic view taken above Longboat Key in Sarasota County, Florida.

Sarasota County Holiday Rentals

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Our top choices for Sarasota County holiday rentals

Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,265 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is HK$1,518
HK$1,848 total
includes taxes & fees
6 Jul - 7 Jul
Captiva Beach Resort
Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (287 reviews)
"Great place to stay!!!"
United States
Tara
The price is HK$982
HK$1,109 total
includes taxes & fees
23 Jun - 24 Jun
Kon Tiki Inn
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,578 reviews)
"perfect stay and location for a family!"
United States
Jessica
The price is HK$1,461
HK$2,034 total
includes taxes & fees
28 Jun - 29 Jun
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,343 reviews)
"great place to stay for a couple of nights. "
United States
Diana
The price is HK$1,279
HK$1,445 total
includes taxes & fees
25 Jun - 26 Jun
Hibiscus Suites - Gateway to Siesta Key
Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (69 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is HK$1,086
HK$3,060 total
includes taxes & fees
21 Jun - 22 Jun
Siesta Key Island Rentals
In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (138 reviews)
"Very nice room and easy access to an amazing beach."
United States
Michael
The price is HK$2,109
HK$2,383 total
includes taxes & fees
20 Jul - 21 Jul
SeaSpray Resort
Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (642 reviews)
"Nice place ,clean and good location,quiet and relaxing."
United States
yohana
The price is HK$1,592
HK$1,799 total
includes taxes & fees
25 Jun - 26 Jun
A Beach Retreat
Living area

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (370 reviews)
"Loved the tiny house will stay there again!"
United States
Nydia
The price is HK$676
HK$1,716 total
includes taxes & fees
24 Jun - 25 Jun
Tiny House Siesta
Outdoor wedding area

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very good, (277 reviews)
"Is was a great place to stay, everything was perfect!"
United States
Tracie Costello
The price is HK$1,310
HK$1,629 total
includes taxes & fees
8 Jul - 9 Jul
Casey Key Resort - Gulf Shores
Living area

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 HK$1,123
HK$2,845 total
includes taxes & fees
23 Jun - 24 Jun
Siesta Heron Suites & Villas
Front of property

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 HK$1,246
HK$3,574 total
includes taxes & fees
24 Jun - 25 Jun
Home < 1-mi Walk to Warm Mineral Springs Park!
Hair dryer, towels, soap, shampoo

Path to Paradise.

Path to Paradise.
Olde Englewood Village
9.0 out of 10, Wonderful, (2 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 HK$698
HK$2,204 total
includes taxes & fees
23 Jun - 24 Jun
Path to Paradise.
On the beach

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is HK$1,058
HK$2,396 total
includes taxes & fees
21 Jun - 22 Jun
Oceanfront Bliss–Longboat Key Beach 106 by RVA
On the beach, sun-loungers, beach towels

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (92 reviews)
"Host was wondeful!Location and condo fabulous!"
United States
Linda D.
The price is HK$1,959
HK$3,588 total
includes taxes & fees
23 Jun - 24 Jun
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Beach nearby, white sand, beach umbrellas, beach towels

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 HK$2,817
HK$3,617 total
includes taxes & fees
22 Jun - 23 Jun
The Inn On Siesta Key
Beach nearby, sun-loungers, beach towels

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.
The price is HK$588
HK$1,078 total
includes taxes & fees
23 Jun - 24 Jun
Two Miles to Siesta Key
Interior

Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (38 reviews)
"We had a very comfortable stay and had all the amenities that we needed."
United States
Susan H.
The price is HK$882
HK$2,583 total
includes taxes & fees
22 Jun - 23 Jun
Mimosa Memories
Living area

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)
"Great place loved how clean and put together everything was would definitely stay here again"
United States
Jacob
The price is HK$675
HK$1,707 total
includes taxes & fees
20 Jun - 21 Jun
Nestled in North Port. Updated 2 Bed / 1 Bath.
Dining

The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (81 reviews)
"Great location and great views!"
United States
Mark H.
The price is HK$1,748
HK$3,355 total
includes taxes & fees
15 Jul - 16 Jul
The Beach on Longboat Key #227 Resort by RVA
Beach

Newly renovated only minutes away from the beach!!

Newly renovated only minutes away from the beach!!
Olde Englewood Village
9.6 out of 10, Exceptional, (63 reviews)
"Nicely decorated, very close to town. Good additional details like beach towels and laundry detergent. The outside doesn’t look like much but inside was nice and clean. Look forward to staying there again!"
United States
John R.
The price is HK$979
HK$2,219 total
includes taxes & fees
27 Jun - 28 Jun
Newly renovated only minutes away from 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 Sarasota County Hotel Reviews

Siesta Key Beachside Villas

Siesta Key Beachside Villas

10/10 Excellent
"Location was great! We flew in with nothing, but a backpack, and needed nothing. The villas are midway (about .1 miles each way) to the Village and beach access. We could walk easily, but if we didn’t want to walk, bikes were available to check out. Also, included were two beach chairs, towels, and a wagon. We were covered. The street was quiet and peaceful. Our room felt tucked away, but still in walking distance to whatever we wanted to do on Siesta Key. Rooms were clean as well as shared areas. The staff was super friendly and accommodating. We will definitely be back!"
Jessica 4-night trip
Posted 1 hour ago
Siesta Key Beachside Villas