$35,000 per month
1645 Mullet Ct, Naples, FL 34102
Beautiful four bedroom four bathroom home in Royal Harbor. Ask about the Christmas/New Years dates. Boat is available for rent with Captain for an extra charge.
Jason Minder Bayview Realty of Florida
$16,500 per month
1977 Gulf Shore Blvd N Unit 505, Naples, FL 34102
A place you will never want to leave! The beach view from the 5 floor is enough to fall in love with. Once you walk in you will see why this unit does not disappoint. Every detail of this 2bdr/2 bath completely remodeled, and exquisitely decorated condo was considered. This rental has it all, including 4 beach cruiser bikes to adventure into the heart of the famous old Naples district of 5th Ave
Calley Fletcher Downing Frye Realty Inc.
$6,000 per month
1300 Gulf Shore Blvd N Unit 407, Naples, FL 34102
Escape to paradise in this beautifully updated 2-bedroom, 2-bath vacation rental, ideally located on Gulf Shore Boulevard N in Naples’ coveted Coquina Sands neighborhood. Just steps from the soft sands of Lowdermilk Park Beach, this fourth-floor end unit offers an inviting coastal retreat with modern amenities and an unbeatable location. Inside, you’ll find a bright, welcoming space with tile
Monica Simon William Raveis Real Estate
$7,500 per month
1930 Gulf Shore Blvd N Unit A302S, Naples, FL 34102
Available for the 2026 season and special off-season rates for 2025! Completely furnished, bright & sunny condo with beautiful western views of the Gulf of Mexico. Only steps away from the white sandy beaches with the most amazing sunsets. The front end unit with windows throughout facing the Gulf of Mexico! 3rd (top) floor with elevator and reserved parking space. Tile through out and smoke
Tess Skocik REMAX Affinity Mercato
$40,000 per month
444 2nd Ave N, Naples, FL 34102
Discover timeless charm with a front porch perfect for morning coffee or evening breezes in the heart of Olde Naples! This two-story gem, just several blocks from the beach, offers a unique blend of character and coastal allure. Inside, find 3 bedrooms, a flexible den, and an open, sunlit layout that combines Old Florida charm with modern comforts. Step outside to enjoy your private pool and spa,
Connie Kommer William Raveis Real Estate
$35,000 per month
370 6th Ave S, Naples, FL 34102
Nestled in the heart of Olde Naples, this exquisite 4-bedroom, 3-bathroom home offers the perfect blend of luxury, privacy, and convenience. With its prime location just one block from the bustling 5th Avenue and three blocks from the pristine beaches, you'll have the best of both worlds: the tranquility of a private oasis and the excitement of a vibrant coastal town.As you step through
Michael Dedio Naples Trust Real Estate Servi
$40,000 per month
12 6th St S, Naples, FL 34102
Welcome to Naples Coastal Retreat – Your Luxurious Getaway! Experience the epitome of coastal contemporary living at our stunning vacation rental home in beautiful Naples, FL. This exquisite three-bedroom sanctuary, each with its own attached bathroom, offers the perfect blend of luxury, comfort, and style, making it an ideal retreat for families or groups of friends. Each of the three spacious
Michael Dedio Naples Trust Real Estate Servi
$40,000 per month
1844 Alamanda Dr, Naples, FL 34102
Nestled in the highly desirable neighborhood of The Moorings, this 5-bedroom, 6-bath home with a den is an ideal winter retreat. The area is renowned for its scenic, tree-lined streets, quiet atmosphere, and proximity to popular shopping, dining, and entertainment, offering a perfect balance of coastal convenience and charm.Upon entering, you’re welcomed into a grand foyer that leads to dual
Sarah Wayne Gulf Coast International Lux R
$40,000 per month
1844 Alamanda Dr, Naples, FL 34102
Nestled in the highly desirable neighborhood of The Moorings, this 5-bedroom, 6-bath home with a den is an ideal winter retreat. The area is renowned for its scenic, tree-lined streets, quiet atmosphere, and proximity to popular shopping, dining, and entertainment, offering a perfect balance of coastal convenience and charm.Upon entering, you’re welcomed into a grand foyer that leads to dual
Sarah Wayne Gulf Coast International Lux R
$6,300 per month
766 Central Ave Unit 303, Naples, FL 34102
This Gem awaits you in Olde Naples. Quaint 2 BDR quiet unit is everything you need for your stay. Super close to the beach, quick walk to Downtown 5th Ave., for all your shopping, dinning, Art and exciting entertainment Naples has to offer. Also just a few blocks to our awarded white sandy beaches, for unbelievable sunrises and sunsets. The prettiest sunsets are in Naples,
Ody Noa Hamro & Associates LLC
$9,000 per month
1747 Sandpiper St Unit B, Naples, FL 34102
Beautifully Appointed & Decorated 3 Bedroom, 2 Bath Home. Vaulted Ceiling, New Kitchen, Luxurious Master Bedroom & Bath. Expansive Screened Lanai Overlooking Tranquil Shimmering Lakes, Great For Outdoor Entertaining. Private Gas Grill, Hardwood & Tile Flooring Throughout. 2 Car Attached Garage. Located Royal Arms, Community Features, Heat & Chilled Pool, Tennis & Pickle Ball Courts. EV Charging
Daryl Fiene DC Fiene Realty
$16,000 per month
1977 Gulf Shore Blvd N Unit 205, Naples, FL 34102
A dream come true on the beach! January, February, March, April, May offered at $17,500. This 2-bedroom, 2-bathroom condo will amaze you and your guests with its prime location and amenities. The photos only hint at the elegance and comfort of this beachfront oasis in the midst of Naples’ attractions. The Gulf Towers is a rare find of serenity and convenience. With only 36 units, you can savor a
Calley Fletcher Downing Frye Realty Inc.
$7,500 per month
964 8th Ave S Unit B2, Naples, FL 34102
Yearly rental in a prime area, conveniently located close to 5th Ave S, 3rd St S, Tin City, shopping, dining and only 9 blocks away from the beach. This three-bedroom home includes 2 bathrooms and plenty of storage options. The primary living space features vinyl wood plank floors, and the great room contains a sitting area, dining space, and a sectional couch. The kitchen features stainless
Charlie Wallen Naples Flat Fee Realty LLC
$10,500 per month
964 8th Ave S Unit B2, Naples, FL 34102
Off-season and 2026 season is AVAILABLE - Excellent location that is easily accessible to 5th Ave S, 3rd St S, Tin City, shops, dining options, and only 9 blocks away from the beach. This condominium features three bedrooms, 2 bathrooms and ample storage options. The primary living space features vinyl wood plank flooring, and the great room includes a seating area, dining space, and a sectional
Charlie Wallen Naples Flat Fee Realty LLC
$12,000 per month
451 Bayfront Place Unit 5307, Naples, FL 34102
Available May through December 2025 at astounding off season rates! This stunning, re-imagined, corner unit blends luxurious elegance and casual coastal comfort to create the perfect resting spot for your Naples getaway. The corner location offers the best views at Bayfront with two outdoor areas to relax and enjoy the sights and sounds. Inside, the rich wood floors, neutral paint, custom
Rob Mauceli Compass Florida LLC
$23,000 per month
1499 3rd St S, Naples, FL 34102
Nestled in one of Naples’ most coveted locations, this rare, direct Gulf-access property is a true boater’s sanctuary. Set on an expansive .32-acre corner lot, just a 5-minute stroll to the beach, this residence offers seamless access to the best of coastal living. Located on Third Street and surrounded by premier dining, boutique shopping, and entertainment, this property provides the ultimate
Kenneth Frederick Excel Real Estate Services Inc
$17,500 per month
1605 Osprey Ave, Naples, FL 34102
AVAILABLE WEEKLY, ANNUALLY, FURNISHED FOR THE SEASON OR UNFURNISHED/FURNISHED ANNUALLY !! Welcome to this Royal Harbor Direct-Gulf access waterfront home, ideally situated less than a mile from downtown Naples. Enjoy the convenience of walking, biking, or taking your golf cart to the vibrant shopping of 5th Avenue South, sunset views from Naples Pier, or the fine dining and shopping of 3rd Street
Kenneth Frederick Excel Real Estate Services Inc
$17,500 per month
1399 Osprey Ave, Naples, FL 34102
This fully renovated coastal waterfront home offers a truly exceptional lifestyle. Framed by elegant Christmas & Royal palms, a brick-paved driveway, and lush tropical landscaping, it creates a warm, welcoming entrance. Inside, an open floor plan offers stunning water views from every room, along with upscale finishes, including quartz countertops, custom cabinetry, stainless steel appliances, a
Kenneth Frederick Excel Real Estate Services Inc
$27,000 per month
201 8th St S Unit 310, Naples, FL 34102
Experience the ultimate in luxury and convenience at The Mark on 8th, the latest high-end condominium development located in Olde Naples. This property is extremely unique in the fact it allows weekly rentals (please inquire for rates)! Just steps away from world-class boutiques, charming cafés, renowned restaurants, and the pristine sandy beaches of the Gulf of Mexico, this prime location is
Stacey Cotter John R Wood Properties
$33,000 per month
677 18th Ave S, Naples, FL 34102
AVAILABLE SHORT OR LONG TERM. Cozy and comfortable Florida home with circular driveway located in the prestigious area of Aqualane Shores! Direct canal front. Bring your boat and tie up to the floating dock. Entertainer's delight from the built-in pool and a hot tub to the many outdoor seating areas. Split bedrooms allow for privacy while the great room provides a fabulous gathering space that
Maureen Vita Berkshire Hathaway FL Realty
$4,000 per month
72 7th St S Unit 203, Naples, FL 34102
In the heart of Olde Naples, Park Terrace Club -- Two bedroom condo with one full bath and a half bath. A second floor unit in an elevator building for $4,000 for January 2026 plus 11% tourist tax plus cleaning fee. Also an application fee to be paid by Renter. The open floor plan for the dining and living area extends to the enclosed lanai. Crown molding and laminate flooring in living and
Karen Meola Downing Frye Realty Inc.
$10,000 per month
1012 7th St S Unit B-2, Naples, FL 34102
Discover luxury living in this meticulously designed 3-story villa, ideally located in the charming Olde Naples neighborhood. This residence features three spacious bedrooms and three full bathrooms, complemented by a private elevator just steps from your two-car garage, ensuring seamless access to all levels. Bask in abundant natural light throughout the day with five exquisite balconies that
Samantha Ford John R Wood Properties
$8,000 per month
410 Bayfront Place Unit 2208, Naples, FL 34102
Available Off Season at a great rate! Make your Naples experience exceptional with a stay in this elegant and upscale waterfront property with waterfront views from two balconies. This one-bedroom plus den, one-and-a-half bathroom condominium boasts 1,126 square feet of living space complete with everything you need to enjoy your extended vacation in Florida. Bayfront offers a lifestyle of
Rob Mauceli Compass Florida LLC
$6,000 per month
410 Bayfront Place Unit 2509, Naples, FL 34102
This top floor, one-bedroom residence has everything that you need in a premier location. High ceilings, neutral tile, and a large balcony create an open and bright setting while stainless steel appliances, an eat-in kitchen, and secured parking provide all of the comforts and conveniences you deserve during your Naples experience. Bayfront offers an array of luxurious amenities on-site
Rob Mauceli Compass Florida LLC
$60,000 per month
1550 Gordon Dr, Naples, FL 34102
Nestled in the prestigious Aqualane Shores, just one block from the beach, this two-story Old Florida home offers easy access to the beach, just a short walk. Located on a 100x150 lot with 5 bedrooms + den and 5 1/2 bathrooms spread over 5,300 square feet, the residence provides ample space for comfortable living, the perfect rental for multi-family use with an owner's suite on the first level
Ellen Jolley William Raveis Real Estate
$25,000 per month
1900 Sandpiper St, Naples, FL 34102
Renovated Royal Harbor home undamaged from storms. Walk in through oak front doors into an open floor plan with vaulted ceilings and a view to the outdoor living area with a pool that overlooks the canal. Enjoy a luminous kitchen including White Glacier countertops, white cabinetry-to ceiling w/glass fronts, gas stove/gas range with hood, microwave all new with the renovation. The kitchen also
Mary Babroff Premier Sotheby's Int'l Realty
$15,000 per month
1222 Gordon Dr Unit 4, Naples, FL 34102
Available after March 2025 !!!! Indulge in the unparalleled sophistication of this breathtakingly remodeled, first-floor condominium, meticulously curated with opulent furnishings, and adorned with lavish doors and windows. Nestled in one of the most esteemed destinations in all of Naples, a mere block away from the pristine beach and the renowned 3rd St. dining and shopping district, this 2 Bed
Blaze Zdravev John R Wood Properties
$16,000 per month
627 6th Ave S Unit B302, Naples, FL 34102
Incredible location, beautifully renovated, decorator furnished, two bedroom condo in the heart of downtown Naples and just five blocks from the beach! Two large, split arrangement bedroom suites , with large bathrooms. This exceptional property is steps from downtown 5th Avenue South’s and 3rd Street South’s world-class shopping, dining, entertainment and white-sand beaches. Minimum
Frank Sajtar William Raveis Real Estate
$5,000 per month
1100 Gulf Shore Blvd N Unit 209, Naples, FL 34102
** STUNNING REMODELED 2/2 CONDO IN THE ELEVEN HUNDRED CLUB AT COQUINA SANDS NAPLES ** SEASONAL RENTAL **Discover modern living in this beautifully remodeled 2nd floor, 2-bedroom, 2-bathroom condo located in the sought-after Coquina Sands neighborhood. Just a short walk from Lowdermilk Park Beach, and the renowned dining and shopping destinations of Fifth Avenue South and the Third Street
Cheri Anne DeMonico Premier Property Management
$15,000 per month
1012 7th St S Unit B-2, Naples, FL 34102
Discover luxury living in this meticulously designed 3-story villa, ideally located in the charming Olde Naples neighborhood. This residence features three spacious bedrooms and three full bathrooms, complemented by a private elevator just steps from your two-car garage, ensuring seamless access to all levels. Bask in abundant natural light throughout the day with five exquisite balconies that
Samantha Ford John R Wood Properties
$58,500 per month
380 5th Ave N, Naples, FL 34102
Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure
Stacey Cotter John R Wood Properties
$58,500 per month
380 5th Ave N, Naples, FL 34102
Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure
Stacey Cotter John R Wood Properties
$15,000 per month
1135 3rd Ave S Unit 507, Naples, FL 34102
NAPLES SQUARE, in the Heart of Downtown Naples AVAILABLE August, September, October for 30 DAY MINIMUM! Luxury condominium with a true urban vibe, walkability to world-class shopping and fine restaurants, ideally situated near the Gulf of Mexico beaches, marinas, casual dining, pubs, local playhouses, art galleries, Baker Park, pickleball, The Botanical Gardens and more! 5th Floor, west facing
Laurie Bellico William Raveis Real Estate
$3,500 per month
676 12th Ave S Unit 676, Naples, FL 34102
Discover the charm of Old Naples with this beautifully located property, just steps from the stunning white sandy beaches and the sparkling Gulf of Mexico. Nestled in one of Naples' most coveted neighborhoods, this home offers the ultimate coastal lifestyle.Enjoy leisurely walks to nearby beach access points, perfect for soaking in breathtaking sunsets, or take a short stroll to the vibrant
Teresa Herraiz Coldwell Banker Realty
$30,000 per month
271 1st Ave S, Naples, FL 34102
Annual Rate is $22,500 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect Naples escape. Pets welcome! Only a short walk to
Bill Earls John R Wood Properties
$42,500 per month
431 1st Ave N, Naples, FL 34102
Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde Naples sits this custom 4-bedroom home with a very accommodating floorplan. Freshly updated and decorated. Features include including wood floors throughout, hurricane impact
Bill Earls John R Wood Properties
$45,000 per month
195 2nd Ave N, Naples, FL 34102
Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other
Bill Earls John R Wood Properties
$42,000 per month
206 1st Ave N, Naples, FL 34102
Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach! The residence features four spacious bedrooms, three renovated bathrooms, a fireplace, as well as multiple clean and bright living spaces. Located beyond the rear of the home's French
Bill Earls John R Wood Properties
$42,750 per month
354 1st Ave N, Naples, FL 34102
Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire. The interior of the residence is dressed in
Bill Earls John R Wood Properties
$54,000 per month
Unlisted Address
Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space
Bill Earls John R Wood Properties
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