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Short Term Rentals in Siesta Key, FL

25 rentals

4028 Via Sienna Cir - Photo 1 of 1

20h ago

Short Term townhouse for rent in Sarasota

$3,500 - 2 Bedroom 2.5 Bathroom Townhouse In Sarasota with Pool

4028 Via Sienna Cir, Sarasota, FL 34243

Short term | In-unit laundry | Air conditioning

2 beds

2.5 baths

$3,500

House for rent

Available Nov 4

Top amenities
Air Conditioning
Assigned Parking
In-Unit Laundry
Swimming Pool
2473 Yorkshire Dr - Photo 1 of 1

23h ago

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Verified

2473 Yorkshire Dr, Sarasota, FL 34231

Short term | Furnished | Garage parking

5 beds

3 baths

$6,251

Apartment for rent

Top amenities
Furnished
1037 W Peppertree Dr - Photo 1 of 1

23h ago

Our team has verified this company

Verified

1037 W Peppertree Dr, Siesta Key, FL 34242

Short term | In-unit laundry | Furnished

2 beds

2 baths

$6,405

Condo for rent

Top amenities
Central Heat
Furnished
Garage Parking
In-Unit Laundry
Oven
Wi-Fi
1555 N Tuttle Ave - Photo 1 of 1

23h ago

Our team has verified this company

Verified

1555 N Tuttle Ave, Sarasota, FL 34237

Short term | In-unit laundry | Furnished

3 beds

1 bath

$3,899

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
Residents Lounge
TV
Wi-Fi
153 Vista Hermosa Cir - Photo 1 of 1

23h ago

Our team has verified this company

Verified

153 Vista Hermosa Cir, Sarasota, FL 34242

Short term | In-unit laundry | Furnished

2 beds

2 baths

$5,874

$4,184

Price drop

Apartment for rent

Top amenities
Assigned Parking
Dishwasher
Furnished
Oven
TV
Wi-Fi
CitySide - Photo 1 of 1
Rent special
3D tour

2d ago

8.8

Very good

CitySide

700 Cocoanut Ave, Sarasota, FL 34236

Short term | Swimming pool | Fitness center

1–2 beds

1–2 baths

$2,466–$6,365

Apartment for rent

Available Apr 21

Nearby rental good for eco-living

$1,900

Osprey

Nearby rental good for pet owners

$3,899

Sarasota

4631 Longwater Chase Unit 116 #NA - Photo 1 of 1

3d ago

Short Term The Meadows house for rent in The Meadows

$3,600 - 2 Bedroom 2 Bathroom House In Sarasota With Great Amenities

4631 Longwater Chase Unit 116 #NA, The Meadows, FL 34235

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$3,600

House for rent

Available Dec 1

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Swimming Pool
1945 Gulf Of Mexico Dr #213 - Photo 1 of 1

3d ago

Short Term condo for rent in Longboat Key

$5000 - Gulf-front building 3 Bedroom 2 Bathroom Condo In Longboat Key With Great Amenities

1945 Gulf Of Mexico Dr #213, Longboat Key, FL 34228

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$5,000

Condo for rent

Available May 1

Top amenities
Assigned Parking
Central Heat
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Swimming Pool
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1642 Stickney Point Rd #101 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1642 Stickney Point Rd #101, Sarasota, FL 34231

Short term | In-unit laundry | Furnished

2 beds

2 baths

$2,395

$2,295

Price drop

Condo for rent

Available Jun 1

Top amenities
Central Heat
Dishwasher
Furnished
In-Unit Laundry
Swimming Pool
458 Woodland Dr #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Sarasota

$3,500 - 2 Bedroom 2 Bathroom House In Sarasota With Great Amenities

458 Woodland Dr #NA, Sarasota, FL 34234

Short term | Furnished | Garage parking

2 beds

2 baths

$3,500

House for rent

Available Apr 19

Top amenities
Furnished
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Find sweet deals near Siesta Key

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$6,405

Siesta Key

$6,251

Sarasota

$3,500

Sarasota

$3,500

Sarasota

431 N East Ave #433 - Photo 1 of 1

5d+ ago

Short Term apartment for rent in Sarasota

Cozy 2 Bed, 1 Bath Unit in Sarasota - $1990/mo - Available 4/1/2026

431 N East Ave #433, Sarasota, FL 34237

Short term | In-unit laundry | Air conditioning

2 beds

1 bath

$2,400

$1,990

Price drop

Apartment for rent

Available Apr 1

Top amenities
Air Conditioning
In-Unit Laundry
3823 42nd St - Photo 1 of 1

5d+ ago

Short Term house for rent in Sarasota

UTC Area Modern Updated, Fenced Home! No HOA Restrictions!!!

3823 42nd St, Sarasota, FL 34235

Short term | Furnished | On-site laundry

2 beds

2 baths

$2,250

House for rent

Available Aug 6

Top amenities
Dishwasher
Furnished
On-Site Laundry
4631 Longwater Chase #116 - Photo 1 of 1

5d+ ago

Short Term The Meadows condo for rent in The Meadows

Close to the Beach with Golf

4631 Longwater Chase #116, The Meadows, FL 34235

Short term | In-unit laundry | Furnished

2 beds

2 baths

$3,600

Condo for rent

Available May 11

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Microwave
5829 Fairwoods Cir #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$6.5k for Jan, Feb, Mar include some utilities-other months are cheaper. Golf-course, Pool House In Sarasota.

5829 Fairwoods Cir #NA, Sarasota, FL 34243

Short term | In-unit laundry | Air conditioning

3 beds

3 baths

$7,000

$6,500

Price drop

House for rent

Available Feb 24

Top amenities
Assigned Parking
Garage Parking
Hardwood Floor
In-Unit Laundry
Storage
Swimming Pool
4819 Winslow Beacon #4819 - Photo 1 of 1

5d+ ago

Short Term The Meadows condo for rent in The Meadows

$1800 - 2 Bedroom 2 Bathroom Condo In Sarasota With Great Amenities

4819 Winslow Beacon #4819, The Meadows, FL 34235

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$1,800

Condo for rent

Available Apr 1

Top amenities
Assigned Parking
Dishwasher
Hardwood Floor
In-Unit Laundry
Wheelchair Accessible
4863 Winslow Beacon #4863 - Photo 1 of 1

5d+ ago

Short Term The Meadows condo for rent in The Meadows

$1,950 - 2 Bedroom 2 Bathroom Condo In Sarasota With Great Amenities

4863 Winslow Beacon #4863, The Meadows, FL 34235

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$1,950

Condo for rent

Available Feb 1

Top amenities
Assigned Parking
Hardwood Floor
In-Unit Laundry
Swimming Pool
4867 Winslow Beacon #4867 - Photo 1 of 1

5d+ ago

Short Term The Meadows condo for rent in The Meadows

$2100 - 2 Bedroom 2 Bathroom House In Sarasota With Great Amenities

4867 Winslow Beacon #4867, The Meadows, FL 34235

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$2,100

Condo for rent

Available May 1

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Swimming Pool
3355 Central Ave #3A - Photo 1 of 1

5d+ ago

Short Term Bayou Oaks apartment for rent in Sarasota

3355 Central Ave

3355 Central Ave #3A, Sarasota, FL 34234

Short term | In-unit laundry | Furnished

1 bed

1.5 baths

$745

Apartment for rent

Available Apr 1

Top amenities
In-Unit Laundry
On-Site Laundry
Advertisement
3355 Central Ave #1B - Photo 1 of 1

5d+ ago

Short Term Bayou Oaks apartment for rent in Sarasota

3355 Central Ave

3355 Central Ave #1B, Sarasota, FL 34234

Short term | In-unit laundry | Furnished

1 bed

1.5 baths

$645

Apartment for rent

Available Apr 1

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
Package Service
3355 Central Ave #1A - Photo 1 of 1

5d+ ago

Short Term Bayou Oaks apartment for rent in Sarasota

3355 Central Ave

3355 Central Ave #1A, Sarasota, FL 34234

Short term | In-unit laundry | Furnished

1 bed

1.5 baths

$645

Apartment for rent

Available Apr 1

Top amenities
Central Heat
Furnished
In-Unit Laundry
On-Site Laundry
Package Service
1945 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Short Term condo for rent in Longboat Key

2 Bedroom 1 Bathroom Condo In Longboat Key With Great Amenities

1945 Gulf Of Mexico Dr, Longboat Key, FL 34228

Short term | In-unit laundry | Furnished

2 beds

1 bath

$5,000

Condo for rent

Available Sep 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
In-Unit Laundry
Swimming Pool
Wheelchair Accessible
8960 Huntington Pointe Dr #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Sarasota

$4,200 - 3 Bedroom 2 Bathroom House In Sarasota With Great Amenities

8960 Huntington Pointe Dr #NA, Sarasota, FL 34238

Short term | In-unit laundry | Furnished

3 beds

2 baths

$4,200

House for rent

Available May 17

Top amenities
Dishwasher
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
Swimming Pool
236 Woodland Dr - Photo 1 of 1

5d+ ago

Short Term condo for rent in Osprey

Quiet spacious condo in Osprey

236 Woodland Dr, Osprey, FL 34229

Short term | In-unit laundry | Furnished

2 beds

2 baths

$1,900

Condo for rent

Available May 15

Top amenities
Assigned Parking
Dishwasher
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
3404 Newtown Blvd - Photo 1 of 1

5d+ ago

Short Term house for rent in Sarasota

3404 Newtown Blvd, Sarasota, FL 34234

Short term | In-unit laundry | Furnished

1 bed

1 bath

$900

House for rent

Available Dec 8

Top amenities
Air Conditioning
In-Unit Laundry
On-Site Laundry
5880 Midnight Pass Rd #204 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Siesta Key

Welcome to SIESTA KEY BEACH, CASARINA, a 2BR condo on the #1 rated beach!

5880 Midnight Pass Rd #204, Siesta Key, FL 34242

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$11,000

Condo for rent

Available Jun 1

Top amenities
Assigned Parking
Dishwasher
In-Unit Laundry
Swimming Pool
Showing 1 - 25 of 25 results
Home > Apartments in Siesta Key > Siesta Key Short term rentals
Updated: April 21, 2026

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Looking for short term apartments in Siesta Key, FL near you?

🔑Available apartment rentals25
💰Best rent deal3355 Central Ave #1A
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