








Chrissie's Listings
Chrissie's Recent Active Listings
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$7,750 per month
- 3 Beds
- 2 Baths
- 2,143 Sq Ft
- 5100 Jessie Harbor Dr
- Unit 504
- Osprey, FL
This beautiful 5th Floor condo located in Blackburn Harbor Residences is now available for Season 2026! There are breathtaking panoramic water views of Little Sarasota Bay, which can be seen from the living room, kitchen, primary bedroom suite, and spacious balcony! The condo comes turnkey furnished and has 3 bedrooms (3rd bedroom was converted from a den) and 2 bathrooms. As you step inside the
Chrissie Cummings JENNETTE PROPERTIES INC
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$3,300 per month
- 2 Beds
- 2 Baths
- 1,447 Sq Ft
- 5911 Midnight Pass Rd
- Unit 504
- Sarasota, FL
Located in the gated Boca Siesta Condominium on Siesta Key, this beautifully maintained 5th floor fully furnished condo features 2 bedrooms and 2 bathrooms, and breathtaking views of Little Sarasota Bay and the Intracoastal waterway is now available as a long-term rental. Upon entering the condo, you are met with a bright, open, nicely furnished living and dining room area, with beautiful water
Chrissie Cummings JENNETTE PROPERTIES INC
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$6,500 per month
- 2 Beds
- 2 Baths
- 928 Sq Ft
- 1945 Gulf of Mexico Dr
- Unit M2402
- Longboat Key, FL
"SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY. BOOKED FOR FEB-APRIL 2026 and OFF-SEASON MONTHS 2025! Immaculate, Turnkey Furnished 2 bedrooms/2-bathroom condo on the 4th floor, located in the sought after Seaplace, a resort style community on the beautiful Barrier Island of Longboat Key. Upon entering the unit, you are met with a light, bright and open feeling with the natural
Chrissie Cummings JENNETTE PROPERTIES INC
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$7,500 per month
- 3 Beds
- 3 Baths
- 2,095 Sq Ft
- 6738 Pleasant Hill Rd
- Bradenton, FL
Tara Golf & Country Club. New listing now available for March/April 2025 and Season 2026 at $7,500/month with a 3-month minimum, with Full Golf & Social Membership Transfer. Also available for short term off-season rental 2025 at $4,000/month, or 6+ months. This beautifully updated 3 bedroom, 3 bath pool home, is Located on the golf course, it has a fabulous split open floor plan with a living
Chrissie Cummings JENNETTE PROPERTIES INC
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$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,758 Sq Ft
- 4704 Vignette Way
- Sarasota, FL
Now available as an Annual “turnkey” furnished” 3 bedroom, 2.5 bathroom, townhome located in Palmer Place/Artistry Community. Built in 2018, the homeowner has made several upgrades to the interior, which includes brand new kitchen cabinets, quartz counter tops, brand new stainless appliances, and luxury vinyl plank flooring throughout the downstairs living area, carpeted stairs and bedrooms. The
Chrissie Cummings JENNETTE PROPERTIES INC
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$16,000 per month
- 3 Beds
- 2 Baths
- 1,704 Sq Ft
- 327 Avenida Milano
- Sarasota, FL
Welcome to this amazing Siesta Key vacation home! This beautiful 3 bed/2 bath canal-front beach home is ideally located just a short stroll to Siesta Key Village, with its array of shops, dining options, and entertainment. Situated on a quiet residential street, this home has so much to offer. As you enter this exquisite home, you will find original and restored terrazzo floors, wood beams with
Chrissie Cummings JENNETTE PROPERTIES INC
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$10,500 per month
- 3 Beds
- 2 Baths
- 2,248 Sq Ft
- 6137 Cessna Run
- Bradenton, FL
AVAILABLE NOW! JAN/FEB/MAR/APRIL 2026 (Utilities included). Also available as a long-term rental (utilities not included at $5,000). Welcome to Lakewood National! Beautifully decorated, turnkey furnished, 3 bed, + Study/office which can be used as a 4th bedroom, 2 bath, open floor plan. The master suite has sliding glass doors leading to the lanai, tray ceiling, two walk-in closets with custom
Chrissie Cummings JENNETTE PROPERTIES INC
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$6,000 per month
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
- 260 Indian Creek Dr
- Rotonda West, FL
NEW SEASONAL RENTAL NOW AVAILABLE FOR SEASON 2025! Welcome to your next Florida vacation home, nestled in the Rotonda Heights community. This newly built home features 3 large bedrooms, 2 bathrooms, 2 car garage and a large sparkling pool with pavered screened lanai. Upon entering this beautiful home, you will find a spacious open floor plan with tile throughout, tastefully furnished to give that
Chrissie Cummings JENNETTE PROPERTIES INC
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$7,900 per month
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
- 14041 Bellagio Way
- Unit 316
- Osprey, FL
NOW AVAILABLE FOR APRIL AND OFF-SEASON MONTHS 2025 AND JAN-APRIL 2026! Welcome to BELLAGIO at Osprey Harbor Village, offering luxurious waterfront living! This turnkey direct waterfront condo has 3 beds/2 baths plus a den is the perfect place for your next Florida vacation, located in a private gated community. As you step off the elevator, you are basically outside this 3rd floor end unit. Upon
Chrissie Cummings JENNETTE PROPERTIES INC