Seasonal Rentals in Sarasota

Lifestyle Club. Downtown Living

Call for current furnished and short-term rental pricing.

Call 941-241-1077

Why Choose Our Rentals

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

Boat Club at CitySide Sarasota

Boat Club

Golf Club at CitySide Sarasota

Golf Club

Beach Club at CitySide Sarasota

Beach Club

Rooftop Pickleball at CitySide Sarasota

Rooftop Pickleball

Tennis at CitySide Sarasota

Tennis

Shuttle Service at CitySide Sarasota

Shuttle Service

Paddleboarding at CitySide Sarasota

Paddleboarding

Kayak Adventures at CitySide Sarasota

Kayak Adventures

Instructor-Led Fitness at CitySide Sarasota

Instructor-Led Fitness

Furnished Floor Plans

Prices shown are total monthly charges for furnished 4-6 month leases, including utilities and applicable tax.

Finch floor plan

Finch

1 Bed1 Bath713 sq. ft.$1,000 Deposit

From $6,478 / month

Martin floor plan

Martin

1 Bed1 Bath895 sq. ft.$1,000 Deposit

From $8,036 / month

Osprey floor plan

Osprey

1 Bed1 Bath804 sq. ft.$1,000 Deposit

From $7,257 / month

Parrot floor plan

Parrot

1 Bed1 Bath774 sq. ft.$1,000 Deposit

From $7,000 / month

Sandpiper floor plan

Sandpiper

1 Bed1 Bath572 sq. ft.$1,000 Deposit

From $5,271 / month

Skimmer floor plan

Skimmer

1 Bed1 Bath892 sq. ft.$1,000 Deposit

From $8,010 / month

Tern floor plan

Tern

1 Bed1 Bath788 sq. ft.$1,000 Deposit

From $7,120 / month

Egret floor plan

Egret

2 Bed2 Bath1,040 sq. ft.$1,000 Deposit

From $9,277 / month

Flamingo floor plan

Flamingo

2 Bed2 Bath1,161 sq. ft.$1,000 Deposit

From $10,313 / month

Heron floor plan

Heron

2 Bed2 Bath1,172 sq. ft.$1,000 Deposit

From $10,407 / month

Pelican floor plan

Pelican

2 Bed2 Bath1,090 sq. ft.$1,000 Deposit

From $9,705 / month

Popular Weekly Events

Sample of our Events & Activities

Live Music at CitySide Sarasota

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.

Boat Club at CitySide Sarasota

Boat Club

Boat Outing at CitySide Sarasota

Boat Outing

Brunch at CitySide Sarasota

Brunch

Dinner Club at CitySide Sarasota

Dinner Club

Holiday Events at CitySide Sarasota

Holiday Events

View All Amenities

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

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

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

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.