Short Term Rentals in Sarasota

Lifestyle Club. Downtown Living

Starting at $3,995 /month

*Based on 3 month lease

Why Choose Our Short Term Rentals

We offer 24/7 concierge services, maintenance, and security. Access to the best of Sarasota.

Boat Club

Golf Club

Beach Club

Rooftop Pickleball

Tennis

Shuttle Service

Paddleboarding

Kayak Adventures

Instructor-Led Fitness

Available Seasonal Units

Browse fully furnished homes with premium amenities & flexible seasonal leases.

Flamingo 2-bedroom furnished apartment living area at CitySide Sarasota

Flamingo 2-bedroom furnished apartment bedroom at CitySide Sarasota

Flamingo 2-bedroom furnished apartment kitchen at CitySide Sarasota

Flamingo

From $8,127 /month

2 Bed / 2 Bath

1,161 sq. ft

Osprey 1-bedroom furnished apartment living area at CitySide Sarasota

Osprey 1-bedroom furnished apartment bedroom at CitySide Sarasota

Osprey 1-bedroom furnished apartment kitchen at CitySide Sarasota

Osprey

From $5,628 /month

1 Bed / 1 Bath

804 sq. ft

Sandpiper 1-bedroom furnished apartment living area at CitySide Sarasota

Sandpiper 1-bedroom furnished apartment bedroom at CitySide Sarasota

Sandpiper 1-bedroom furnished apartment kitchen at CitySide Sarasota

Sandpiper

From $3,995 /month

1 Bed / 1 Bath

572 sq. ft

Flamingo

2 Bed | 2 Bath | 1,161 Sq. Ft

From

$8,127

Per month

3 Units Available

Lease Information

Deposit: $750

Highlights

Washer/Dryer
Trash Compactor
Air Conditioning
Storage Space
Heating
Double Vanities
Ceiling Fans
Tub/Shower
Smoke Free
Sprinkler System
Cable Ready
Framed Mirrors

Kitchen Features & Appliances

Dishwasher
Eat-in Kitchen
Disposal
Kitchen
Ice Maker
Microwave
Granite Countertops
Oven
Stainless Steel Appliances
Range
Pantry
Refrigerator
Island Kitchen
Freezer

Floor Plan Details

Balcony
Patio
Carpet
Tile Floors
Vinyl Flooring
High Ceilings
Den
Views
Walk-In Closets
Linen Closet
Furnished
Window Coverings

Apply Now

Osprey

1 Bed | 1 Bath | 804 Sq. Ft

From

$5,628

Per month

3 Units Available

Lease Information

Deposit: $750

Highlights

Washer/Dryer
Trash Compactor
Air Conditioning
Storage Space
Heating
Double Vanities
Ceiling Fans
Tub/Shower
Smoke Free
Sprinkler System
Cable Ready
Framed Mirrors

Kitchen Features & Appliances

Dishwasher
Eat-in Kitchen
Disposal
Kitchen
Ice Maker
Microwave
Granite Countertops
Oven
Stainless Steel Appliances
Range
Pantry
Refrigerator
Island Kitchen
Freezer

Floor Plan Details

Balcony
Patio
Carpet
Tile Floors
Vinyl Flooring
High Ceilings
Den
Views
Walk-In Closets
Linen Closet
Furnished
Window Coverings

Apply Now

Sandpiper

1 Bed | 1 Bath | 572 Sq. Ft

From

$3,995

Per month

2 Units Available

Lease Information

Deposit: $750

Highlights

Washer/Dryer
Trash Compactor
Air Conditioning
Storage Space
Heating
Double Vanities
Ceiling Fans
Tub/Shower
Smoke Free
Sprinkler System
Cable Ready
Framed Mirrors

Kitchen Features & Appliances

Dishwasher
Eat-in Kitchen
Disposal
Kitchen
Ice Maker
Microwave
Granite Countertops
Oven
Stainless Steel Appliances
Range
Pantry
Refrigerator
Island Kitchen
Freezer

Floor Plan Details

Balcony
Patio
Carpet
Tile Floors
Vinyl Flooring
High Ceilings
Den
Views
Walk-In Closets
Linen Closet
Furnished
Window Coverings

Apply Now

Popular Weekly Events

Sample of our Events & Activities

Live Music

Enjoy relaxed evenings with local artists and acoustic performances that bring our community together. Soft vibes, warm lights, and a perfect coastal mood.

Sunset Cruise

Dinner Club

Brunch

Paw and Pose

Holiday Events

View Social Calendar

Sarasota Living & Travel Tips

Discover expert guides, travel inspiration, and local insights to plan your perfect seasonal stay.

Best Areas to Stay in Sarasota for Seasonal Renters

World-famous beaches with powder-white sand and crystal-clear waters just steps from your rental.

Top 10 Things to Do in Sarasota in Winter

Vibrant urban living with easy access to theaters, museums, fine dining, and shopping.

How to Choose a Seasonal Rental in Florida

Exclusive island living with luxury properties and breathtaking waterfront views.

Ready for Sarasota?

Call us today to experience the best of Sarasota.

5 years in a row