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Short Term Rentals in Siesta Key, FL

25 rentals

CitySide - Photo 1 of 1
Rent special
3D tour

1h 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–$6,385

Apartment for rent

Available Mar 6

2408 S Brink Ave - Photo 1 of 1

8h ago

Our team has verified this company

Verified

2408 S Brink Ave, Southgate, FL 34239

Short term | In-unit laundry | Furnished

2 beds

2 baths

$4,960

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
Microwave
TV
Wi-Fi
1730 Caribbean Dr - Photo 1 of 1

8h ago

Our team has verified this company

Verified

1730 Caribbean Dr, Sarasota, FL 34231

Short term | In-unit laundry | Furnished

3 beds

3 baths

$9,813

$9,625

Price drop

Apartment for rent

Top amenities
Air Conditioning
Fitness Center
Furnished
Microwave
Swimming Pool
Wi-Fi
5855 Midnight Pass Rd - Photo 1 of 1

8h ago

Our team has verified this company

Verified

5855 Midnight Pass Rd, Siesta Key, FL 34242

Short term | In-unit laundry | Furnished

4 beds

3 baths

$6,521

$6,310

Price drop

Condo for rent

Top amenities
Dishwasher
Fitness Center
Furnished
In-Unit Laundry
TV
Wi-Fi
6706 Sarasea Cir - Photo 1 of 1

8h ago

Our team has verified this company

Verified

6706 Sarasea Cir, Sarasota, FL 34242

Short term | In-unit laundry | Furnished

1 bed

1 bath

$6,183

$4,349

Price drop

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Central Heat
In-Unit Laundry
Oven
TV
1669 Colleen St - Photo 1 of 1

8h ago

Our team has verified this company

Verified

1669 Colleen St, Sarasota, FL 34231

Short term | In-unit laundry | Furnished

3 beds

3 baths

$10,184

$8,283

Price drop

Apartment for rent

Top amenities
Air Conditioning
Assigned Parking
Business Center
Furnished
Microwave
Wi-Fi

Nearby rental good for eco-living

$6,000

Sarasota

Nearby rental good for pet owners

$3,300

Laurel Park

1862 6th St - Photo 1 of 1

8h ago

Our team has verified this company

Verified

1862 6th St, Sarasota, FL 34236

Short term | Furnished | Air conditioning

1 bed

1 bath

$2,317

Apartment for rent

Top amenities
Air Conditioning
Dishwasher
Furnished
Oven
TV
Wi-Fi
4819 Winslow Beacon #4819 - Photo 1 of 1

16h 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
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4863 Winslow Beacon #4863 - Photo 1 of 1

16h ago

Short Term The Meadows condo for rent in The Meadows

$2,500 - 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

$2,100

Condo for rent

Available Feb 1

Top amenities
Assigned Parking
Hardwood Floor
In-Unit Laundry
Swimming Pool
3541 Longmeadow #21 - Photo 1 of 1

2d ago

Short Term The Meadows condo for rent in The Meadows

$1,800 - Cozy 1BR/1BA Condo in The Meadows, 30+ Day Stay | Utilities Included 🌞

3541 Longmeadow #21, The Meadows, FL 34235

Short term | Air conditioning | Assigned parking

1 bed

1 bath

$1,800

Condo for rent

Available Apr 20

Top amenities
Dishwasher
Swimming Pool
Advertisement

Find sweet deals near Siesta Key

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

$3,950

Arlington Park

$1,800

The Meadows

$2,500

The Meadows

$2,100

The Meadows

4607 Longwater Chase #72 - Photo 1 of 1

3d ago

Short Term The Meadows condo for rent in The Meadows

$2,500 - Beautiful updated 2BR/2BA Condo in The Meadows, 30+ Day Stay | Utilities Included 🌞

4607 Longwater Chase #72, The Meadows, FL 34235

Short term | In-unit laundry | Air conditioning

2 beds

2 baths

$2,500

Condo for rent

Available May 20

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
In-Unit Laundry
Swimming Pool
Wheelchair Accessible
8335 38th Street Cir E #305 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Sarasota

8335 38th Street Cir E #305, Sarasota, FL 34243

Short term | In-unit laundry | Furnished

2 beds

2 baths

$3,250

Condo for rent

Available Jun 11

Top amenities
Cable
Furnished
In-Unit Laundry
Microwave
On-Site Laundry
Swimming Pool
1945 Gulf Of Mexico Dr #213 - Photo 1 of 1

5d+ ago

Short Term condo for rent in Longboat Key

$6000 - 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

$6,000

Condo for rent

Available May 1

Top amenities
Dishwasher
Fireplace
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
Glen Oaks Dr E #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Sarasota

All-Inclusive Fully Furnished & Fully Stocked Modern House in the Heart of Sarasota

Glen Oaks Dr E #NA, Sarasota, FL 34232

Short term | In-unit laundry | Furnished

3 beds

2 baths

$3,600

House for rent

Available Mar 24

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
In-Unit Laundry
4867 Winslow Beacon #4867 - Photo 1 of 1

5d+ ago

Short Term The Meadows condo for rent in The Meadows

$2,400 - 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

$2,400

Condo for rent

Available May 1

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
Swimming Pool
2156 Wisteria St - Photo 1 of 1

5d+ ago

Short Term Arlington Park house for rent in Sarasota

Beautiful 4 beds 2 baths pool house

2156 Wisteria St, Sarasota, FL 34239

Short term | In-unit laundry | Furnished

4 beds

2 baths

$3,950

House for rent

Available Mar 1

Top amenities
Fireplace
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
524 Columbia Ct #NA - Photo 1 of 1

5d+ ago

Short Term Laurel Park house for rent in Sarasota

$3300 - 3 Bedroom 2 Bathroom Bungalow in Downtown Sarasota!

524 Columbia Ct #NA, Sarasota, FL 34236

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$3,300

House for rent

Available Nov 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
In-Unit Laundry
Residents Lounge
5551 Bentgrass Dr #103 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

5551 Bentgrass Dr #103, Sarasota, FL 34235

Short term | In-unit laundry | Air conditioning

3 beds

2 baths

$2,999

Condo for rent

Available Feb 1

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
Storage
Advertisement
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
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
Fitness Center
In-Unit Laundry
Swimming Pool
2229 Bougainvillea St #NA - Photo 1 of 1

5d+ ago

Short Term house for rent in Sarasota

$6,000 - 3 Bedroom 2 Bathroom House In Sarasota With Great Amenities near SMH.

2229 Bougainvillea St #NA, Sarasota, FL 34239

Short term | In-unit laundry | Furnished

3 beds

2 baths

$6,000

House for rent

Available Jan 16

Top amenities
Air Conditioning
Furnished
In-Unit Laundry
Swimming Pool
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
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: March 6, 2026

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🔑Available apartment rentals25
💰Best rent deal3404 Newtown Blvd
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