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

Holiday Homes in Sarasota

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Sarasota holiday homes

5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

1. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (80 reviews)
"Great location, very clean and spacious."
United States
Jason
The price is NZ$541
includes taxes & fees
31 Aug - 1 Sept
Siesta Key Island Rentals
Coffee/tea maker, fridge, microwave, oven

2. [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)
"Thanks for a great stay, Jayme! Perfect location and extremely accurate Vrbo listing! Beds super comfy!"
United States
Sue H.
The price is NZ$488
includes taxes & fees
7 Sept - 8 Sept
[lounge like locals] walk to siesta beach +bikes
House, Lakeside | Living area

3. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (45 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NZ$524
includes taxes & fees
2 Sept - 3 Sept
Siesta Heron Suites & Villas
Beach nearby, beach umbrellas, beach towels

4. Tropical Villas of Venice Beach

Tropical Villas of Venice Beach
3.5 star property
Venice Island
9.6 out of 10, Exceptional, (268 reviews)
"It was amazing and way beyond what I thought. Easy walk to beach(0.4 mikes) and shops. Private location with small pool. Just what you need."
United States
Christina
The price is NZ$196
includes taxes & fees
30 Aug - 31 Aug
Tropical Villas of Venice Beach
Microwave, oven, stovetop

5. 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, (34 reviews)
"My husband and I really enjoyed our stay at this home. It was clean, nicely decorated, and had everything we needed. The host was very responsive and friendly. The neighborhood was quiet and nice. The AC works well."
United States
Julie B.
The price is NZ$404
includes taxes & fees
26 Sept - 27 Sept
Charming 2-bedroom house in lovely Sarasota with yard.
Coffee/tea maker, fridge, microwave, oven

6. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Southgate
10.0 out of 10, Exceptional, (84 reviews)
"Her stay was outstanding everything was so professionally ready for us we felt at home comfortable the Privacy was impeccable"
United States
James W.
The price is NZ$432
includes taxes & fees
7 Sept - 8 Sept
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Coffee/tea maker, fridge, microwave, oven

7. 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$395
includes taxes & fees
10 Sept - 11 Sept
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
Property grounds

8. Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
10.0 out of 10, Exceptional, (34 reviews)
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Property grounds

9. Island Villa | Cozy Beach Retreat | Walk to Village

Island Villa | Cozy Beach Retreat | Walk to Village
Siesta Key Village
8.4 out of 10, Very good, (14 reviews)
"Great place to stay and very close to restaurants "
United States
Amber B.
The price is NZ$637
includes taxes & fees
31 Aug - 1 Sept
Island Villa | Cozy Beach Retreat | Walk to Village
Beach nearby

10. Sarasota Pet Friendly Vaca Home | Balcony + Garage

Sarasota Pet Friendly Vaca Home | Balcony + Garage
Central Sarasota
9.4 out of 10, Exceptional, (13 reviews)
"Great place and close to everything. "
United States
Brandon M.
The price is NZ$952
includes taxes & fees
31 Aug - 1 Sept
Sarasota Pet Friendly Vaca Home | Balcony + Garage
Outdoor dining

11. 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$605
includes taxes & fees
7 Sept - 8 Sept
Dolphin Villa - Pool - Steps to Siesta Key Village
Villa, Pets allowed, Beach View | Pool

12. DOLPHIN PRIVATE HOUSE

DOLPHIN PRIVATE HOUSE
3.0 star property
Siesta Key Village
The price is NZ$1,008
includes taxes & fees
30 Aug - 31 Aug
DOLPHIN PRIVATE HOUSE
Beach towels

13. Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (14 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is NZ$645
includes taxes & fees
7 Sept - 8 Sept
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Dining

14. Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly

Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly
Sarasota Springs
10.0 out of 10, Exceptional, (13 reviews)
"Host is really friendly n helpful!! Loved our stay and would definitely stay again "
United States
Kathryn K.
The price is NZ$556
includes taxes & fees
30 Aug - 31 Aug
Sunny 3BR Oasis • Water View • 2 TVs • Beach Gear • Fenced Yard • Pet Friendly
Beach

15. Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (191 reviews)
"Enjoyed my stay. "
United States
Stephanie R.
The price is NZ$611
includes taxes & fees
2 Sept - 3 Sept
Paradise Retreat with HEATED POOL-- Need We Say More
Outdoor dining

16. Luxury Family Home Near Downtown & Siesta Key Beach

Luxury Family Home Near Downtown & Siesta Key Beach
Alta Vista
9.8 out of 10, Exceptional, (80 reviews)
"Excellent property at a great value. Very clean and centrally located. "
United States
Joseph C.
The price is NZ$589
includes taxes & fees
3 Sept - 4 Sept
Luxury Family Home Near Downtown & Siesta Key Beach
Outdoor pool, a heated pool

17. Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (64 reviews)
"Great house! Super clean and amazing pool area. Would stay again!"
United States
Katina M.
The price is NZ$748
includes taxes & fees
30 Aug - 31 Aug
Backyard Oasis & Resort Style Pool
Beach nearby, sun-loungers, beach towels

18. IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!

IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!
South Bradenton
9.8 out of 10, Exceptional, (140 reviews)
"Beautiful pool, nice kitchen, and close to Anna Marie Island."
United States
Gary B.
The price is NZ$877
includes taxes & fees
30 Aug - 31 Aug
IMG Lake & Beach Home Pool White Sand Beaches Aug, Sept, Oct, Nov, Dec SPECIALS!
Outdoor dining

19. Everglades Villa • Sleeps 8 • Walk to Siesta Beach

Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Siesta Key Village
9.0 out of 10, Wonderful, (15 reviews)
"We loved staying here for my bachelorette!"
United States
Kelsey E.
The price is NZ$687
includes taxes & fees
2 Sept - 3 Sept
Everglades Villa • Sleeps 8 • Walk to Siesta Beach
Outdoor dining

20. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
9.6 out of 10, Exceptional, (44 reviews)
"Superb value, quiet area, responsive owner, very nicely appointed; will definitely book again for next visit to Anna Maria Island!"
United States
Bryce W.
The price is NZ$819
includes taxes & fees
30 Aug - 31 Aug
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
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 Hotel Reviews

The Westin Sarasota

The Westin Sarasota

10/10 Excellent
"the Westin was a fantastic experience for us to celebrate our one year anniversary at. The staff catered to ever whim, the breakfast for 2 deal every day let us get a quick bite at the buffet or expand our horizons by ordering off the menu, and the property's rooftop was the best spot to start or end a day! I will definitely be recommending it to anyone and everyone planning to go to Sarasota :)"
Adam 7-night trip
Posted 2 hours ago
The Westin Sarasota

Find out more about Sarasota

Sarasota Holiday Homes information

Number of reviews
891
Accommodation
5526 Holiday Homes
Lowest Price
NZ$196
Highest Price
NZ$952