The Quarry Naples Real Estate

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For Rent Season Rate: $38,000 Off-Season Rate: $18,000 Rate: $38,000 MLS# 224066979

2261 Trout Court
Naples, FL 34102
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Available December 2025 Only. This upscale residence truly represents the perfect opportunity to fully immerse yourself in the enchanting Naples waterfront lifestyle. This beautiful contemporary waterfront residence is located on Naples Bay. This fo...

2430 Sqft,
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Premier Sothebys Intl Realty
Call: Mary Babroff 239-405-1841

For Rent Season Rate: $38,000 Off-Season Rate: $18,900 Rate: $38,000 MLS# 224061771

Naples Park

588 111Th Avenue
Naples, FL 34108
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This premier location property is as close you can get to the beach with no minimum stays. Located in walking distance to Delnor-Wiggins State Beach and Park, and one of the most popular beach locations; Vanderbilt Beach. Vanderbilt beach offers wide...

2300 Sqft, 0.13 Acres
6 Bed, 5 Bath
Status A-Active
Listing Courtesy of:
Naples Florida Vacation Homes
Call: Kristen Jasi Jasinski 239-396-6676

For Rent Season Rate: $38,000 Rate: $38,000 MLS# 224084366

Olde Naples

354 1St Avenue
Naples, FL 34102
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Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Annual rate is $28,500 per month. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar s...

3100 Sqft, 0.25 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Bill Earls, PA 239-777-6622

For Rent Season Rate: $37,500 Rate: $37,500 MLS# 224085912

Olde Naples

255 2Nd Avenue
Naples, FL 34102
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**Available for the 2025 Winter Season - New to Market! Take Advantage of Special Discounted Introductory Rates for 2025.** Complimentary Beach Picnic with each booking! Escape to your perfect family beach retreat, just seven doors away from the stun...

4351 Sqft, 0.26 Acres
6 Bed, 6 Bath
Status A-Active
Listing Courtesy of:
Alpizar & Company, LLC
Call: Robert Alpizar 239-537-1943

For Rent Season Rate: $36,750 Rate: $36,750 MLS# 224077567

Olde Naples

168 2Nd Avenue
Naples, FL 34102
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Advertised rate is for high-season (Nov. through April); longer lease terms have greater discounted rates. Annual rate is $29,400. This Old Naples Cottage home is a perfect union of style and function and is situated just three doors to the beach o...

3815 Sqft, 0.34 Acres
4 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Bill Earls, PA 239-777-6622

For Rent Season Rate: $36,750 Rate: $36,750 MLS# 224084367

Olde Naples

206 1St Avenue
Naples, FL 34102
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Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Annual rate is $29,400. Charming in every respect, this cottage is located a mere minutes walk to the beach! The residence features four spacious b...

2216 Sqft, 0.39 Acres
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Bill Earls, PA 239-777-6622

For Rent Season Rate: $36,250 Rate: $36,250 MLS# 224063669

Park Shore

4501 Gulf Shore Boulevard #501
Naples, FL 34103
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Nestled in the prestigious Park Shore community, this sophisticated and charming 4-bedroom, 3-bath condo epitomizes beachfront living. With ten-foot ceilings and expansive glass windows, youll enjoy uninterrupted views of the Gulf, bay, and city skyl...

4096 Sqft,
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Gulf Coast International Lux R
Call: Sarah Wayne, PA 239-289-2318

For Rent Season Rate: $36,000 Rate: $36,000 MLS# 224066099

Park Shore

3777 Fountainhead Lane
Naples, FL 34103
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You do not want to miss this beautiful renovated Park Shore Home! Walk to the Private Beach Club or Venetian Village! Just Minutes from Downtown Naples and Waterside Shops. This stunning property boasts contemporary design and luxurious amenities tha...

2457 Sqft, 0.33 Acres
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
John R Wood Properties
Call: Samantha Ford 239-776-0877

For Rent Season Rate: $35,000 Off-Season Rate: $26,700 Rate: $35,000 MLS# 224006670

Olde Naples

215 3Rd Avenue
Naples, FL 34102
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Welcome to this stunning private pool & spa 5-bedroom, 5 1/2-bath oasis, meticulously designed for luxurious living. Nestled within walking distance to both the pristine beach and the vibrant downtown area, this home seamlessly blends elegance with c...

6213 Sqft, 0.34 Acres
5 Bed, 5 Bath
Status A-Active
Listing Courtesy of:
Premier Property Management
Call: Cassidy Curtin 239-380-0987

For Rent Season Rate: $35,000 Rate: $35,000 MLS# 223092926

Vanderbilt Shores

10701 Gulfshore Drive #201
Naples, FL 34108
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BEAUTIFUL CONDO ON THE SECOND FLOOR WITH VIEWS OF THE BEACH FROM EVERY ROOM.KITCHEN AND BATHROOMS HAVE ALL BEEN RENOVATED.LOBBY IS PRESENTLY UNDER CONSTRUCTION....

1803 Sqft,
3 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
Downing Frye Realty Inc.
Call: Virginia Devisse 239-598-9925

For Rent Season Rate: $35,000 Rate: $35,000 MLS# 224078400

Olde Naples

425 5Th Street #A
Naples, FL 34102
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Location, location, location! This stunning, 3 level, 3 bedroom villa is located less than 1 block from Fifth Avenue in beautiful downtown Naples, featuring a private pool/spa and outdoor kitchen with wet bar & fridge. As you enter the 1st level you ...

3213 Sqft,
3 Bed, 4 Bath
Status A-Active
Listing Courtesy of:
Gulf Coast International Lux R
Call: Sarah Wayne, PA 239-289-2318

For Rent Season Rate: $35,000 Off-Season Rate: $15,000 Rate: $35,000 MLS# 224046448

Kalea Bay

13915 Old Coast Road #502
Naples, FL 34110
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Available January, February & March 2025! Kalea Bay is the definition luxury living. Located in North Naples, this private community has over 88,0000 square feet of amenities. The amenity center has three pools, a resort styled pool, an adult pool, a...

3280 Sqft,
4 Bed, 3 Bath
Status A-Active
Listing Courtesy of:
William Raveis Real Estate
Call: Nathan Dyer 417-350-7803