








Chrissie's Listings
Chrissie's Recent Active Listings
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$4,250 per month
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- 2308 Waterbluff Place
- Unit V304
- Sarasota, FL
Sarasota Seasonal Rental! Located in the 55+ Private and Active Community of Strathmore Villas. This 2bed/2bath villa has been beautifully updated and furnished, kitchen has a center island and seating area, stainless appliances, and fully equipped. There is a large family room and dining room, plus a formal living area. The primary bedroom has a king-sized bed, walk-in closet, and ensuite
Chrissie Cummings JENNETTE PROPERTIES INC
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$2,100 per month
- 2 Beds
- 2 Baths
- 1,224 Sq Ft
- 2332 Canalbluff Place
- Unit V298
- Sarasota, FL
Welcome to Strathmore Villas, a very active 55+ private, waterfront boating community! This is a Stand-alone Villa located at the end of a cul-de-sac and in a very private setting. This 2bed/2bath villa has been beautifully updated throughout. It has porcelain tile floors, the kitchen has granite countertops, wood cabinetry, and stainless-steel appliances. Both bathrooms are also updated, with
Chrissie Cummings JENNETTE PROPERTIES INC
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$7,000 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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$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. AVAILABLE NOV 2025 AT $3,500, DEC 2025 AT $5,000 & JAN 2026 AT $6,500. 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
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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$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