Holiday Rentals in Sarasota County

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Top Cities in Sarasota County

Holiday RentalsHoliday Rentals

Sarasota

Sarasota

Our top choices for Sarasota County holiday rentals

Property grounds
Tropical Beach Resorts

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5185)
"Great location, value, clean, friendly staff. Will definitely stay there again. "
United States
JoAnna
The price is €157
includes taxes & fees
4 Jan - 5 Jan 2026
Tropical Beach Resorts
Exterior
Kon Tiki Inn

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (248)
"Was close to the beach! Enjoyed having the little kitchen. Very quiet. Would definitely stay again."
United States
Linda
The price is €225
includes taxes & fees
7 Jan - 8 Jan 2026
Kon Tiki Inn
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Aparthotel in Sarasota

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2222)
"Very nice place !"
United States
Ivette
Hibiscus Suites - Gateway to Siesta Key
Cabin (Tiny House - The Siesta) | Living area
Tiny House Siesta

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very good, (346)
"Enjoyable stay. "
United States
Lori
The price is €198
includes taxes & fees
6 Jan - 7 Jan 2026
Tiny House Siesta
On the beach, white sand
A Beach Retreat

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (580)
"Great location, recent updates"
United States
Michael
A Beach Retreat
Condo, Pool View | Private kitchen
Siesta Heron Suites & Villas

Holiday Home in Siesta Key

Siesta Heron Suites & Villas
3.5 star property
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
The price is €349
includes taxes & fees
4 Jan - 5 Jan 2026
Siesta Heron Suites & Villas
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

Aparthotel in South Village

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (304)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is €447
includes taxes & fees
21 Jan - 22 Jan 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club
Fridge, microwave, stovetop, coffee/tea maker
Charming cottage for 2 across warm mineral springs park

Cottage in Warm Mineral Springs

Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (10)
"Property was perfect for the price."
United States
William M.
The price is €150
includes taxes & fees
1 Jan - 2 Jan 2026
Charming cottage for 2 across warm mineral springs park
Exterior
#3 Small house walking distance to Warm Mineral Spring

Cottage in Warm Mineral Springs

#3 Small house walking distance to Warm Mineral Spring
9.0 out of 10, Wonderful, (9)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
The price is €150
includes taxes & fees
15 Jan - 16 Jan 2026
#3 Small house walking distance to Warm Mineral Spring
322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen
Siesta Key Island Rentals

Holiday Home in Siesta Key

Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (55)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is €297
includes taxes & fees
6 Jan - 7 Jan 2026
Siesta Key Island Rentals
Interior
The Sapphire Suite 1Bed/1Bath

Condo in Indian Beach Sapphire Shores

The Sapphire Suite 1Bed/1Bath
9.8 out of 10, Exceptional, (88)
"We loved our stay here, it was a perfect location with lots to do within even walking distance! "
United States
Austin S.
The Sapphire Suite 1Bed/1Bath
Smart TV, Netflix, streaming services
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach

Holiday Home in Sarasota

Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
9.4 out of 10, Exceptional, (17)
"Great location! Clean, easy to find and perfect amount of room. "
United States
Maribeliz G.
The price is €213
includes taxes & fees
28 Jan - 29 Jan 2026
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Terrace/patio
Casa Azul 2Bed/1Bath

Condo in Bayou Oaks

Casa Azul 2Bed/1Bath
9.6 out of 10, Exceptional, (69)
"We enjoyed our stay. Comfortable, neat and tidy. Everything we needed."
United States
Diana C.
Casa Azul 2Bed/1Bath
Outdoor dining
The Mermaid at Tiny House Siesta

Holiday Home in Sarasota

The Mermaid at Tiny House Siesta
2.0 star property
10.0 out of 10, Exceptional, (2)
"It was exactly as listed on here. No problems with the check in it was very smooth as well as the check out process. Location was AMAZING, we were able to walk just 10 minutes to a longhorn to eat dinner and right next to it there was a bar near the beach and we were able to go back to the property just by walking. Really calm the area and the tiny house is very comfortable."
United States
Jackeline R.
The price is €223
includes taxes & fees
27 Jan - 28 Jan 2026
The Mermaid at Tiny House Siesta
Beach
KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS

Apartment in South Village

KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
9.8 out of 10, Exceptional, (32)
"Private, nice, and new Easy access Would stay again "
United States
Frederick
The price is €183
includes taxes & fees
2 Jan - 3 Jan 2026
KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
Dining
Nestled in North Port. Updated 2 Bed / 1 Bath.

Holiday Home in North Port

Nestled in North Port. Updated 2 Bed / 1 Bath.
10.0 out of 10, Exceptional, (12)
"My husband's stay here was perfect for some time spent with older aunts/uncles in the area. This gave them a place to unwind, relax and such in between the visits. He said it was a very nice place to stay"
United States
Debbie S.
Nestled in North Port. Updated 2 Bed / 1 Bath.
Outdoor dining
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Holiday Home in The Meadows

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
10.0 out of 10, Exceptional, (19)
"Fun place "
United States
Maureen
The price is €243
includes taxes & fees
19 Jan - 20 Jan 2026
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
Property grounds
Old Floridian cottage in Historic Gulf Village

Holiday Home in Olde Englewood Village

Old Floridian cottage in Historic Gulf Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
The price is €269
includes taxes & fees
11 Jan - 12 Jan 2026
Old Floridian cottage in Historic Gulf Village
Terrace/patio
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Holiday Home in Southgate

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
10.0 out of 10, Exceptional, (69)
"Enjoyed our stay. Great location close to everything we needed"
United States
Christine M.
The price is €260
includes taxes & fees
4 Jan - 5 Jan 2026
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Exterior
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

Holiday Home in South Village

NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
9.4 out of 10, Exceptional, (44)
"Beautiful place close to the beach’s and love it would stay here again "
United States
Steve D.
The price is €192
includes taxes & fees
4 Jan - 5 Jan 2026
NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS
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

The Ringling Beach House

The Ringling Beach House

10/10 Excellent
"Fantastic room, clean, roomy, great location, good communication from owner. 10 out of 10. Will definitely stay again!!!"
Teresa 2-night trip
Posted 1 day ago
The Ringling Beach House

Find out more about Sarasota County

Holiday Homes in Sarasota County

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