
221 Lookout Point Dr, Osprey, FL 34229
What This House Offers
Stunning 3 Bedrooms and 3 Baths for rent in Southwest Florida,located on the Intracoastal waterway with easy access to nearby beaches,cultural attractions and... golf,The community-owned marina is for the exclusive use of the Southbay Homeowners.This home is available on May,15th,2026.Last year was remodeled and upgraded troughout featuring a modern kitchen with granite countertops and wine cooler,spacious living areas and a lovely lanai,outdoor garden spaces with portable grill,perfect for enjoying Florida's indoor-outdoor.The property is fully furnished with Tommy Bahamas furniture and original artworks offering both confort and style. The newly renovated clubhouse overlooks the marina and includes a ballroom with catering kitchen and dance floor,community room with kitchen and piano,entertaintment area,fitness center with aerobic and strenght -training equipment,card room,library and meeting room. Additional amenities include:Geomethermal heated pool and youth pool,covered outdoor patio and waterfront park,3 tennis courts,4 pickleball courts,2 shufflelboards courts,youth basketball court and playground,kayac storage,miles of scenic walking and biking paths over 20 acres of beautifully maintained common grounds. Southbay ideally located just minutes from highly rate schools,world class beaches,restaurants and shopping. An Exceptional opportunity to experience the best of Florida waterfront living. MLS# A4688034
Unit
- $3,750 / month
- 3 Beds
- 2.5 Baths
- 2155 sq. ft.
- Available May 15
Home Features
- Furnished
Community Features
- Garages
221 Lookout Point Dr is a single-family home for rent in Osprey, FL
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
- Garage
Dogs
- Dogs Allowed
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Home Details
Home Design
- Built in 1980
- Single Family Detached Home
Interior Spaces
- Furnished
- Family Room Off Kitchen
- Ceiling Fan
- 2155 Sq Ft Home
- 1-Story Property
- Window Treatments
Kitchen
- Solid Surface Countertops
- Wine Refrigerator
- Solid Wood Cabinet
- Cooktop
- Ice Maker
- Microwave
- Dishwasher
- Disposal
Bedrooms and Bathrooms
- Walk-In Closet
- 2.5 Bathrooms
- 3 Bedrooms | 3 Bathrooms
- 3 Bedrooms
Laundry
- Laundry Room
- Dryer
- Washer
Parking
- 2 Car Attached Garage
Lot Details
- 10800 Sq Ft Lot
Schools
- Laurel Nokomis Elementary School
- Sarasota Middle School
- Venice Senior High School
Utilities
- Thermostat
- Central Heating and Cooling System
- Electric Water Heater
Listing and Financial Details
- Security Deposit $3,750
- Property Available on 2026-05-15
- 12-Month Minimum Lease Term
- Application Fee
- Assessor Parcel Number 0158080020
- Tenant pays for cleaning fee
- The owner pays for pest control
- Residential Lease
Community Details
Overview
- No Home Owners Association
- Southbay Yacht & Racquet Club Community
- Southbay Yacht & Racquet Club Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
Pet Policy
- Dogs Allowed
- Pet Size Limit
- Small pets allowed
- Pet Deposit $500
- 2 Pets Allowed
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Osprey, FL 34229

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Area Scores
Walkability
Somewhat walkable30 / 100
Transit
Minimal public transit10 / 100
Driveability
Exceptionally drivable90 / 100
Bikeability
Moderately bikeable60 / 100
Soundscore ™
Active79 / 100
Travel and Transit

Discover Venice/Englewood, Osprey, FL
Shopping Centers
Shoppers will appreciate 221 Lookout Point Dr proximity to The Shops at Casey Key, Osprey Plaza, and Newton Plaza. The Shops at Casey Key is 0.7 miles away, and Osprey Plaza is within a 21 minute walk.
Parks and Recreation
Recreational activities near 221 Lookout Point Dr are plentiful. Discover 2 parks within 3.9 miles, including Oscar Scherer State Park and Laurel Park.
Airports
Living in Venice/Englewood provides easy access to Sarasota/Bradenton International, located just 33 minutes from 221 Lookout Point Dr. Another nearby airport is Punta Gorda, located 41.4 miles away.
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