$15,000 per month
- 3 Beds
- 3.5 Baths
- 3,524 Sq Ft
- Condo for Rent
1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242
1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242
303
Homes for Rent in ZIP Code 34242
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$8,500 per month
- 2 Beds
- 2 Baths
- 1,455 Sq Ft
- Condo for Rent
1195 Coquille St Unit 309, Sarasota, FL 34242
1195 Coquille St Unit 309, Sarasota, FL 34242 -
$6,300 per month
- 3 Beds
- 2.5 Baths
- 2,260 Sq Ft
- Condo for Rent
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242
5911 Midnight Pass Rd Unit 601, Sarasota, FL 34242 -
$10,000 per month
- 2 Beds
- 2 Baths
- 1,626 Sq Ft
- House for Rent
1203 Lyric Ln, Sarasota, FL 34242
1203 Lyric Ln, Sarasota, FL 34242 -
$2,000 per month
- 2 Beds
- 2 Baths
- 895 Sq Ft
- Condo for Rent
9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242
9200 Midnight Pass Rd Unit 10, Sarasota, FL 34242 -
$10,000 per month
- 4 Beds
- 3 Baths
- 2,743 Sq Ft
- House for Rent
31 Lands End Ln, Sarasota, FL 34242
31 Lands End Ln, Sarasota, FL 34242 -
$2,795 per month
- 1 Bed
- 1 Bath
- 778 Sq Ft
- Condo for Rent
9397 Midnight Pass Rd Unit 603, Sarasota, FL 34242
9397 Midnight Pass Rd Unit 603, Sarasota, FL 34242 -
$2,500 per month
- 2 Beds
- 2 Baths
- 1,160 Sq Ft
- Condo for Rent
8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242
8625 Midnight Pass Rd Unit B508, Sarasota, FL 34242 -
$6,000 per month
- 4 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
8302 Midnight Pass Rd, Sarasota, FL 34242
8302 Midnight Pass Rd, Sarasota, FL 34242 -
$13,000 per month
- 5 Beds
- 5 Baths
- 3,126 Sq Ft
- House for Rent
5624 Cape Leyte Dr, Sarasota, FL 34242
5624 Cape Leyte Dr, Sarasota, FL 34242 -
$3,553 per month
- 1 Bed
- 1 Bath
- Condo for Rent
6706 Sarasea Cir Unit SI ID1364701P, Sarasota, FL 34242
6706 Sarasea Cir Unit SI ID1364701P, Sarasota, FL 34242The advertised rate of $3,553/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 23, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$10,000 per month
- 1 Bed
- 1 Bath
- 936 Sq Ft
- Condo for Rent
5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242
5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242Welcome to The Terrace 10-2 on Siesta Key, a fully renovated 10th-floor beachfront condo offering some of the most breathtaking panoramic views on Florida’s Gulf Coast. Designed by the renowned architect Frank Folsom Smith, The Terrace stands as one of Siesta Key’s most architecturally significant landmarks, combining mid-century sophistication with timeless coastal beauty. The Space This
Sean Altice ALTEZ VACATIONS, LLC
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$3,500 per month
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Condo for Rent
4822 Ocean Blvd Unit 3D, Siesta Key, FL 34242
4822 Ocean Blvd Unit 3D, Siesta Key, FL 34242Property Id: 2175264This Siesta Key condominium in Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask
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$4,750 per month
- 2 Beds
- 2 Baths
- 1,264 Sq Ft
- House for Rent
131 Whispering Sands Cir Unit V33, Sarasota, FL 34242
131 Whispering Sands Cir Unit V33, Sarasota, FL 34242Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect
Curtis Ware KW COASTAL LIVING III
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$4,969 per month
- 2 Beds
- 2 Baths
- 1,033 Sq Ft
- Condo for Rent
153 Vista Hermosa Cir Unit SI ID1462580P, Sarasota, FL 34242
153 Vista Hermosa Cir Unit SI ID1462580P, Sarasota, FL 34242The advertised rate of $4,970/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 23, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
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$6,550 per month
- 3 Beds
- 2 Baths
- 1,835 Sq Ft
- House for Rent
4237 Higel Ave, Sarasota, FL 34242
4237 Higel Ave, Sarasota, FL 34242Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the
Joleisy Machado-Gonzales RELAX PROPERTY GROUP, LLC
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$3,900 total monthly price
- 2 Beds
- 2 Baths
- 1,350 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 5th, Sarasota, FL 34242
1055 W Peppertree Dr Unit 5th, Sarasota, FL 34242Beach front…water and Sun set views…modern…I king size bed and full bathSecond bedroom 2 full size beds and a full bathHuge porch with beach front views…Available 5/1 till 11/30 with some flexibility…
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$7,000 per month
- 3 Beds
- 3 Baths
- 1,963 Sq Ft
- House for Rent
710 Treasure Boat Way, Sarasota, FL 34242
710 Treasure Boat Way, Sarasota, FL 342426 to 12 months lease options. $7500 on a 6 month lease and $7000 for a 12 month lease. Ready to move in unfurnished meticulously maintained house for lease. 24 month lease at $6500 a month is a possibility for Lease-To-Own option. Live and experience the magic of the resort feel in the very desired Siesta Beach. Master Suite accessing the pool area 2 other bedrooms sharing one full bath in a
Parvathi Ganduri REAGAN REALTY LLC
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$4,750 per month
- 3 Beds
- 2 Baths
- 2,083 Sq Ft
- House for Rent
5354 Shadow Lawn Dr, Sarasota, FL 34242
5354 Shadow Lawn Dr, Sarasota, FL 34242Available on an Annual Lease. This is a nicely furnished 3 bedroom 2 bath Grand Canal pool home with a deep-water dock on Siesta Key! The home has a foyer entry with etched glass front doors. The open concept floor plan includes living, dining and family rooms which feature pocketing sliding glass doors leading to the large, screened-in lanai, paver deck and sparkling free-form pool overlooking
Todd Roughton SARASOTA MANAGEMENT & LEASING
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$3,300 per month
- 2 Beds
- 2 Baths
- 1,435 Sq Ft
- Condo for Rent
4822 Ocean Blvd Unit 5F, Sarasota, FL 34242
4822 Ocean Blvd Unit 5F, Sarasota, FL 34242Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass
Cody Smith RENT SARASOTA
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$3,350 per month
- 2 Beds
- 2 Baths
- 1,222 Sq Ft
- Condo for Rent
8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242
8625 Midnight Pass Rd Unit 506B, Sarasota, FL 34242Enjoy private access to the soft sand and tranquil setting of Turtle Beach - Siesta Key... Beautiful 5th-floor, fully furnished penthouse offering picturesque bay and treetop views in one of the most desirable Gulf-to-Bay communities on South Siesta Key. Move-in ready and designed for easy coastal living, this light-filled residence features an open split floor plan and tile flooring throughout.
Robert Bevington SHOWTIME REALTY
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$5,000 per month
- 2 Beds
- 2 Baths
- 1,389 Sq Ft
- Condo for Rent
1355 S Portofino Dr Unit 103, Sarasota, FL 34242
1355 S Portofino Dr Unit 103, Sarasota, FL 34242Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points.This
Alison Kanter DANIELLE GLADDING & CO. REALTY
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$1,800 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Townhouse for Rent
7006 Midnight Pass Rd Unit 2, Sarasota, FL 34242
7006 Midnight Pass Rd Unit 2, Sarasota, FL 34242Welcome to your refreshed beach retreat on Siesta Key at 7006 Midnight Pass Rd #2. This bright and inviting 1-bedroom, 1-bath residence offers approximately 850 square feet of easy, coastal living with new paint throughout and a brand-new kitchen featuring granite countertops and stainless appliances (dishwasher and microwave included). The open living and dining area is finished with ceramic
Anthony Almengual BRIGHT REALTY
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$1,700 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Townhouse for Rent
7006 Midnight Pass Rd, Sarasota, FL 34242
7006 Midnight Pass Rd, Sarasota, FL 34242Welcome to your beach retreat on Siesta Key at 7006 Midnight Pass Rd #4. This bright and inviting 1-bedroom, 1-bath residence offers approximately 850 square feet of easy, coastal living with new paint throughout. The open living and dining area is finished with ceramic tile flooring for effortless maintenance—perfect for the beach lifestyle—while central air conditioning keeps everything
Anthony Almengual BRIGHT REALTY
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$1,800 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- Townhouse for Rent
7006 Midnight Pass #1 Rd, Sarasota, FL 34242
7006 Midnight Pass #1 Rd, Sarasota, FL 34242Welcome to your renovated beach retreat on Siesta Key at 7006 Midnight Pass Rd. This bright and inviting 1-bedroom, 1-bath residence offers approximately 850 square feet of easy, coastal living with new paint throughout and a brand-new kitchen featuring granite countertops and stainless appliances (dishwasher and microwave included). The open living and dining area is finished with ceramic tile
Anthony Almengual BRIGHT REALTY
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$6,000 per month
- 3 Beds
- 2 Baths
- 2,295 Sq Ft
- House for Rent
5310 Hidden Harbor Rd, Sarasota, FL 34242
5310 Hidden Harbor Rd, Sarasota, FL 34242Siesta Key Annual rental. Located just a half mile from Siesta Key Beach, this four-bedroom, two-bath home is tucked away in the quiet Hidden Harbor area. Set in a beautiful tropical environment with canopy-lined streets, the property features 2,300 square feet of living space and a 1200-square-foot lanai.The interior offers an open floor plan with vaulted ceilings, skylights, and updated
Margaret Young JENNETTE PROPERTIES, INC.
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$6,972 per month
- 1 Bed
- 1 Bath
- 672 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 36, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 36, Sarasota, FL 34242New photos coming soon! Villa 36 at Aloha Kai is perfectly situated on Siesta Key, a popular barrier island on Florida’s West Coast. Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key ranks among Florida’s top vacation
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$8,970 per month
- 2 Beds
- 2 Baths
- 900 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242Villa 61 at Aloha Kai warmly welcomes you with its cheerful coastal décor, designed to help you forget your worries and simply be happy. Its casual, comfortable style will make you feel right at home, while offering the luxury of both beach and pool access—you’ll just have to decide which you prefer. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$7,050 per month
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242This luxurious condo is in a Gulf-side High-rise and is located on the 7th floor. This condo has 2 bedrooms and 2 full bathrooms.A fully equipped kitchen awaits you with cabinet lighting, a ceiling fan and a breakfast bar for 3. It is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and a Keurig.The formal dining room
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$7,470 per month
- 1 Bed
- 1 Bath
- 572 Sq Ft
- House for Rent
6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242
6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$8,900 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 302AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 302AA, Sarasota, FL 34242Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The unit is in a Gulfside Highrise building on the 3rd floor. The kitchen has been renovated with stainless steel appliances and is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig. The master bedroom
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$7,500 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$8,500 per month
- 2 Beds
- 2 Baths
- 1,163 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 606AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 606AA, Sarasota, FL 34242his condo is in a Gulf-side High-rise on the 6th floor, approximately 75 yards from Crescent Beach.A beautiful remodeled kitchen awaits you with stainless steel appliances, granite counter tops and recessed lighting. It is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker.The formal dining area has seating for 6 and
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$8,010 per month
- 2 Beds
- 2 Baths
- 1,310 Sq Ft
- House for Rent
1205 E Peppertree Dr Unit 232, Sarasota, FL 34242
1205 E Peppertree Dr Unit 232, Sarasota, FL 34242This 2 bedroom, 2 bath is a bay-side townhouse with interior stairs and is approximately 100 yards from the Intracoastal waterway.The master bedroom is upstairs and offers a king bed, a workspace, and beautiful windows to the green gardens outside. The en suite master bathroom has two sinks and a shower/tub combination.The guest bedroom is upstairs and offers 2 twin beds, and the en suite
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$9,500 per month
- 2 Beds
- 2.5 Baths
- 1,310 Sq Ft
- Townhouse for Rent
1207 E Peppertree Dr Unit 231, Sarasota, FL 34242
1207 E Peppertree Dr Unit 231, Sarasota, FL 34242This 3 bedroom, 3 bath is a townhouse on the bay side of Midnight Pass and is approximately 100 yards from the Intracoastal waterway.The master bedroom has a king bed, a large TV, a ceiling fan, and an en suite bathroom. The master bathroom has a quartz counter, recessed lighting, and a tub/shower combination.The first guest bedroom has a queen bed, a ceiling fan, and a 3/4 guest
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$9,500 per month
- 2 Beds
- 2 Baths
- 1,105 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$12,296 per month
- 2 Beds
- 2 Baths
- 1,319 Sq Ft
- House for Rent
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$8,500 per month
- 2 Beds
- 2 Baths
- 1,345 Sq Ft
- Condo for Rent
1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242
1055 W Peppertree Dr Unit 405AA, Sarasota, FL 34242Nestled just a stone's throw from the pristine sands of Siesta Key beach, this midrise villa offers a luxurious retreat for those seeking a blend of comfort and convenience. With a 30-night minimum stay, guests can fully immerse themselves in the tranquil beach lifestyle. The villa boasts two bedrooms and two bathrooms, accommodating up to four guests, making it an ideal choice for families or
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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$6,000 per month
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
- House for Rent
1224 S View Dr, Sarasota, FL 34242
1224 S View Dr, Sarasota, FL 34242Stunning Renovated Home for Long-Term Rent in Siesta Cove. Discover your dream coastal lifestyle in this beautifully renovated single-family home located in the exclusive neighborhood of Siesta Cove, just steps away from the acclaimed Siesta Key Beach—voted the number one beach in the United States! This elegant residence boasts 3 spacious bedrooms and 2 luxurious bathrooms, offering a high
Beth Dilley ASCENDIA REAL ESTATE
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$3,500 per month
- 2 Beds
- 1.5 Baths
- 1,122 Sq Ft
- Townhouse for Rent
11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242
11 Sandy Cove Rd Unit 8F, Sarasota, FL 34242SIESTA KEY...11 SANDY COVE RD. #8F. This 2 bedroom, 1.5 bathrooms is located in the sought after Sandy Cove Community, just steps away from Siesta Village with its own private beach. Plenty of restaurants and shopping. Enjoy breathtaking Gulf sunsets from this fully turnkey furnished townhouse ready for you to enjoy. Don't miss out on living the Florida life style at its best. Call now for a
Teresa Ribaudo JENNETTE PROPERTIES INC
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