Chrissie Cummings

Now available for Season 2026! Welcome to the award-winning community of Esplanade Golf & Country Club at Lakewood Ranch! Esplanade offers resort style living with many amenities. This pristine and nicely furnished, first floor condo is an end unit and has no stairs to climb, 2 beds/2 baths, den with French doors, bright and open floor plan with tile throughout living areas, carpet in both

AVAILABLE FOR SEASON 2026. Welcome to this modern, spacious and beautifully updated home, located in the sought after community of Gulf Gate and only 10 mins drive to the world famous award-winning Siesta Key Beach with its pristine sands and turquoise waters, and the most amazing sunsets (Professional Photos coming soon). This adorable home has 2 bedrooms, 2 bathrooms, living/dining room and a

Welcome to the beautiful Gated "Promenade Estates on Palmer Ranch!" Available for move-in Feb 1, 2026. This immaculate and exquisitley furnished executive-style single family pool home built in 2022 is being offered as a long-term rental, min 7 months or annually, and comes turnkey furnished. The home has 4 bedrooms, 4 bathrooms and a 2nd floor with a very large and spacious loft area/bonus room,

AVAILABLE DEC 2025 FOR $8,000/MONTH. BOOKED FOR JAN-MARCH 2026. BEAUTIFUL WATER VIEWS OF ANNA MARIA SOUND SURROUND YOU! Located in the gated community of Harbour Isle, this is the absolute perfect, beautifully furnished vacation home! Upon entering this home, you will be met with the open, spacious floor plan. The kitchen opens to the great room, sunroom and the amazing water views. It has 42"

SARASOTA VACATION RENTAL Located in the highly sought after area of Gulf Gate! BOOKED FEB/MAR/APR 2026. New to the rental market, this 3 bedroom/2 bathroom single family pool home has been beautifully updated and furnished. Brand new kitchen with granite counters, seating area, stainless steel appliances, and a drinks/coffee bar. Spacious open floor plan with large living/family room and separate

BOOKED FROM 11/1/2025 TO MAY 7, 2026. 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

CLOSE TO NOKOMIS BEACH! AVAILABLE DECEMBER 2025 $5,000 INCL UTILITIES, AND JAN/FEB/MAR/APR 2026 $7,000/MONTH. Beautiful waterfront 5th Floor condo located in Blackburn Harbor Residences with 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

LONGBOAT KEY "SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE. AVAILABLE DEC 2025 & JAN 2026 AT $3,000/MONTH. UTILITIES INCLUDED. 2 MONTH MINIMUM REQUIRED PER HOA.BOOKED FOR FEB-APRIL 2026. 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

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