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

Holiday Rentals in Sarasota County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Sarasota County

A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.
Holiday RentalsHoliday Rentals

Sarasota

Sarasota

Our top choices for Sarasota County holiday rentals

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

1. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,943 reviews)
"Amazing resort,"
United States
kurt
The price is €159
includes taxes & fees
8 Oct - 9 Oct
Tropical Beach Resorts
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.

2. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (188 reviews)
"Great place with a bunch of little touches that put it above and beyond"
United States
Rafe
The price is €225
includes taxes & fees
2 Nov - 3 Nov
SeaSpray Resort
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

3. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,316 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is €172
includes taxes & fees
6 Oct - 7 Oct
Captiva Beach Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

4. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,458 reviews)
"This place was perfect!"
United States
Kat
The price is €126
includes taxes & fees
2 Nov - 3 Nov
Hibiscus Suites - Gateway to Siesta Key
A compact living space with a kitchen, a dining area, and a sofa with cushions.

5. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (387 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
The price is €182
includes taxes & fees
8 Oct - 9 Oct
Tiny House Siesta
A pair of stacked front-loading washing machines in a commercial setting.

6. Beach View 100ft To Beach and SPA

Beach View 100ft To Beach and SPA
2.0 star property
Siesta Key Village
The price is €314
includes taxes & fees
8 Oct - 9 Oct
Beach View 100ft To Beach and SPA
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

7. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!!"
United States
Genghis
The price is €185
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
A living room with a sofa, armchair, coffee table, and a potted plant.

8. Siesta Vibe Pool Walk To Crescent Beach

Siesta Vibe Pool Walk To Crescent Beach
2.0 star property
South Village
The price is €347
includes taxes & fees
6 Oct - 7 Oct
Siesta Vibe Pool Walk To Crescent Beach
A beach with a small cluster of palm trees in the foreground and a sandy beach extending to the horizon.

9. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (43 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 €238
includes taxes & fees
8 Oct - 9 Oct
[Beach Elements] pool view withprivate beach access
A wooden pathway leading to a beach with lush greenery on either side.

10. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (140 reviews)
"We loved it and recommend it and definitely plan another. Locals only lol."
United States
Kenneth
The price is €291
includes taxes & fees
7 Oct - 8 Oct
Oceanfront Oasis – Longboat Key 226 by RVA
A wooden pathway leading to a beach with lush greenery on either side.

11. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

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

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is €232
includes taxes & fees
6 Oct - 7 Oct
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A residential backyard with a lawn, a wooden deck, and a white house with a grey roof.

13. 4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota

4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
3.0 star property
Ridge Wood Heights
The price is €225
includes taxes & fees
18 Oct - 19 Oct
4 Mi to Dtwn! Studio w/ Screened Porch in Sarasota
The Beach at Longboat Key - 15 condos!

14. Beach Bliss: Open Thurs, $125/nt + Fees!

Beach Bliss: Open Thurs, $125/nt + Fees!
Longboat Key
9.8 out of 10, Exceptional, (20 reviews)
"Heidi was fantastic! She responded to all email questions before our stay. She sent helpful text messages, right before our stay with recommendations for our visit. Followed up during stay also to make sure there were no issues or questions with the property. Would rent again from her; great host!"
United States
Eileen
The price is €272
includes taxes & fees
8 Oct - 9 Oct
Beach Bliss: Open Thurs, $125/nt + Fees!
A living room with a red sofa, a glass coffee table, a TV mounted on the wall, and a dining area with a floral tablecloth.

15. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is €122
includes taxes & fees
6 Oct - 7 Oct
Charming cottage for 2 across warm mineral springs park
A wooden structure with a thatched roof overlooking a beach.

16. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (284 reviews)
"Nice little property,very well kept.Host was very nice and helpful.Will be back again."
United States
Greg
The price is €204
includes taxes & fees
28 Oct - 29 Oct
Casey Key Resort
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

17. 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, (29 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 €196
includes taxes & fees
6 Oct - 7 Oct
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a large island with bar stools.

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

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful stay , I walked each day to the beach and really is 13 min walk to get to the beach - pickle ball courts available to play in the morning -the beach is excellent - the place have everything we need beds and shower was really nice -Really excellent we will come back."
United States
Moreixa C.
The price is €253
includes taxes & fees
6 Oct - 7 Oct
[lounge like locals] walk to siesta beach +bikes
A beach with clear turquoise water and gentle waves.

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

Siesta Key, Sea Horse Villa, Pool. Daily rentals
South Village
9.4 out of 10, Exceptional, (54 reviews)
"Perfect weekend getaway stay for my husband and I! The cottage had everything we needed, was thoroughly cleaned and location was perfect for restaurant hopping and beach going. Would definitely stay again!"
United States
Allie A.
The price is €271
includes taxes & fees
11 Oct - 12 Oct
Siesta Key, Sea Horse Villa, Pool. Daily rentals
A beach with clear turquoise water, people swimming and walking along the shore, and a sailboat in the distance.

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

Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
South Village
9.8 out of 10, Exceptional, (34 reviews)
"Great stay."
United States
James J.
Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sarasota County Hotel Reviews

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

10/10 Excellent
"It was great"
Tiffany 2-night trip
Posted 3 hours ago
Casey Key Resorts - Beachfront

Find out more about Sarasota County

Holiday Homes in Sarasota County

Search for holiday homes in Sarasota County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Sarasota County using one of the methods below: 

  • View our selection of featured holiday homes in Sarasota County
  • Use the map to find apartments and other holiday rentals in the Sarasota County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Sarasota County while they last

Look no further and take a look at our great range of rental properties in Sarasota County!