$11,500 per month
- 5 Beds
- 6.5 Baths
- 4,420 Sq Ft
- House for Rent
405 Trade Winds Ave, Naples, FL 34108
405 Trade Winds Ave, Naples, FL 34108$11,500 per month
405 Trade Winds Ave, Naples, FL 34108
405 Trade Winds Ave, Naples, FL 34108$13,000 per month
774 99th Ave N, Naples, FL 34108
Beautifully Renovated Annual Rental Near the Beach! Pets allowed. Live the Naples lifestyle in this stunning, newly renovated 3-bedroom, 2-bathroom home in the highly desirable Naples Park neighborhood—just minutes from Vanderbilt Beach and Mercato. Enjoy the convenience of being a short drive from RSW Airport and Downtown Naples while residing in a peaceful coastal community. This home features
Michael Dedio Naples Trust Real Estate Servi
$10,000 per month
631 100th Ave N, Naples, FL 34108
New construction close to the beach POOL AND SPA entire house. This 4 bedroom 3 bath home is equipped and turnkey ready for your stay. All you need is your suitcase. The lanai includes an outdoor kitchen with grill, and television. Watch the big game while lounging in the pool. The backyard is complete privacy with large hedges and fence surrounding the entire yard. This includes a 2 car garage.
Liz Biswurm KW Elevate Luxury
$30,000 per month
159 Conners Ave, Naples, FL 34108
Available for 2026 Season or off season from May 7 through the end of November. This one of a kind 4BR/3BA turnkey furnished single-family pool/spa home in the Conners off Vanderbilt is truly a hidden gem. Comes with its own boat dock and a location that is hard to beat. This unique coastal home is professionally decorated, where modern design and luxury awaits you. The well-equipped gourmet
Stephanie Spooner WeichertRealtors-ParadiseHomes
$12,500 per month
672 100th Ave N, Naples, FL 34108
COZY POOL HOME VACATION RENTAL with sunny southern exposure located in the desirable 600 block for walking, biking, golf cart shuttle or driving to nearby beaches (Delnor-Wiggins State Beach Park and Vanderbilt Beach). . . . . Oversized pool with spacious pool patio to accommodate the whole family - plenty of seating and chaise lounges - fully fenced for your enjoyment and privacy. . . . . Open
Ellie Penaranda Gulf Breeze Real Estate LC
$25,000 per month
938 Spanish Moss Trail, Naples, FL 34108
Luxurious living combined with a beautiful water view truly defines this impeccable home in the much sought after development of Pelican Marsh in North Naples. Within a 24/7 manned gated community, this home features so much such as: pool/spa, updated furnishings, recently updated guest bathrooms, Southern rear exposure so plenty of Sun, 2 car garage, 4 bedrooms and 3 baths offers plenty of
Joseph Scott Compass Florida LLC
$25,000 per month
819 91st Ave N, Naples, FL 34108
Gorgeous and modern FOUR bedroom, FOUR full bathroom home with a heated POOL and SPA. The kitchen is fully equipped withstate-of-the-art appliances, large island with counter height chairs for breakfast bar and entertaiment area. The living room is tastefullydecorated with a comfortable oversized sofa, a large flat-screen TV, and plenty of natural light. Sliding glass doors lead to a
Elina Maranz Naples Vibe Realty, LLC
$50,000 per month
727 Buttonbush Ln, Naples, FL 34108
This custom-built single-family home is located in prestigious Pelican Bay with the Ritz Carlton to the north and Waterside Shops and restaurants to the south. Contemporary elegance abounds in this 5-bedroom home that features an extensive island kitchen with Sub-Zero and Wolf appliances, butler’s pantry, climate-controlled wine room, wet bar, Smart Home controls, expansive resort-style outdoor
Sarah Wayne Gulf Coast International Lux R
$7,000 per month
878 Meadowland Dr Unit 4, Naples, FL 34108
This two bedroom / two bath, fully furnished home, with a den offers an enclosed lanai with northern exposure providing a tremendous amount of natural sunlight throughout. Enjoy an open-floor plan concept that offers a dining area and fully equipped, open kitchen to entertain friends or prepare family meals. The newest addition to the home is the spacious den that would serve for hosting guests
Craig Taylor Real Estate Specialty Svcs II
$46,000 per month
803 Shadow Lake Ln, Naples, FL 34108
*Luxury Rental in Pelican Bay – Modern Elegance with Resort-Style Living*Live in one of Pelican Bay’s most prestigious enclaves—Oakmont—at this 2018 custom-built estate offering the ultimate blend of sophistication, comfort, and privacy. Perfectly positioned on a 0.38-acre corner lot in a quiet cul-de-sac, this 4-bedroom, 5.5-bath residence features 4,607 square feet of interior living space
Taber Tagliasacchi Calusa Bay Properties LLC
$6,425 per month
572 105th Ave N, Naples, FL 34108
AVAILABLE DECEMBER 2025 AND JANUARY 2026 at $5,900 per month. ALSO AVAILABLE FEBRUARY 2026 at $6,750.Luxurious Coastal Retreat at 572 105th AVE, Naples, FL 34108. Experience the epitome of coastal living in this stunning short-term seasonal rental located in beautiful Naples, Florida. Nestled in the heart of Naples Park, this exquisite property offers a perfect blend of modern elegance
Bill Archer Keller Williams Realty Naples
$19,500 per month
5916 Chanteclair Dr Unit 8, Naples, FL 34108
Spacious updated two story detached pool villa located right in the heart in one of Naples’ most popular communities! Four full bedroom residence boasts the ability to accommodate visiting guests yet still offering privacy for the main residents. Huge expansive living room offering an extra casual dining table plus separate family room, kitchen with dining room/breakfast nook and expansive
Jeffrey Windland Royal Shell Real Estate, Inc.
$5,500 per month
725 95th Ave N, Naples, FL 34108
Location Location Location! Beautifully turnkey furnished Naples home, thoughtfully designed for comfort and style. Enjoy the heated pool, relax in the outdoor dining area, or unwind in the covered lanai with TV—ideal Florida living.Perfectly located just minutes from Naples’ stunning beaches, 5 minutes to Mercato, and 20 minutes to downtown shops and restaurants. Easy access to Fort Myers
Roland Abin Sanabria Century 21 AllPoints Realty
$22,000 per month
816 Turkey Oak Ln, Naples, FL 34108
Now available for lease in the coveted Oakmont neighborhood of Pelican Bay, this beautifully updated single-level home offers nearly a quarter-acre of privacy and tranquility in one of Naples' premier communities. Nestled on a quiet cul-de-sac, the residence features a two-car garage plus parking for three additional vehicles, perfect for hosting guests or family visits.A lush tropical
Joe Hoopfer Premier Sotheby's Int'l Realty
$60,000 per month
681 Katemore Ln, Naples, FL 34108
Escape to Luxury in Pelican Bay, Naples, FL – A Premier Vacation Destination. Indulge in the ultimate winter getaway at this stunning Waterford estate, located in the heart of the prestigious Pelican Bay community—one of the most iconic and sought-after destinations in Naples, Florida. This exquisite two-story residence offers over 6,000 square feet of sophisticated living space, blending
Nathan Dyer William Raveis Real Estate
$20,000 per month
631 100th Ave N, Naples, FL 34108
New construction close to the beach POOL AND SPA entire house. This 4 bedroom 3 bath home is equipped and turnkey ready for your stay. All you need is your suitcase. The lanai includes an outdoor kitchen with grill, and television. Watch the big game while lounging in the pool. The backyard is complete privacy with large hedges and fence surrounding the entire yard. This includes a 2 car garage.
Liz Biswurm KW Elevate Luxury
$10,500 per month
291 Heron Ave, Naples, FL 34108
Live the Naples lifestyle in this fully updated 4-bedroom, 3 full baths, canal front home in the popular Conners at Vanderbilt Beach! This stylish home offers modern upgrades, a bright open layout, and a private pool. The entire home has been designed with comfort and style in mind.Boaters will love the direct canal access—you’ll be in the Gulf of Mexico in just minutes. And when you’re not on
Alfredo Camacho Landmark Living Solutions, LLC.
$5,000 per month
648 96th Ave N, Naples, FL 34108
GREAT LOCATION - WALK TO THE BEACH! SEASONAL OR OFF SEASON RENTAL - TURNKEY FURNISHED - TOTALLY REMODELED - NEW POOL AND SPA - WEEKLY RENTALS AVAILABLE . GORGEOUS 3 bedroom, 2 bathroom home located in the 600 block of Naples Park With a 2 Car Garage. The incredible Features include - Mid-Century Modern Decor, Tile Throughout, Newly Painted Outside, Remodeled Bathrooms, Plantation Shutters, Custom
David Roy Downing Frye Realty Inc.
$40,000 per month
337 West St, Naples, FL 34108
Living is easy in this impressive contemporary sprawling estate that exudes soft, sophisticated elegance with its textures, colors, architectural details and stands out from the rest. This beautiful newly finished home boasts 6 spacious bedrooms plus a den/office and 8 luxurious bathrooms, all within 6,500 sq ft of one-level air-conditioned living space, designed to meet all your lifestyle needs.
Kimberly Costantini Premier Sotheby's Int'l Realty
$20,000 per month
7968 Grand Bay Dr Unit 7, Naples, FL 34108
Looking for an OFF season lease Stunning courtyard home overlooking golf course with lush tropical landscape Exterior features include a spacious courtyard with lovely over sized pool, spa, and water feature; as well as ample entertaining space, mature plantings, and outdoor shower. Interior features an open floor plan, volume ceilings, three bedrooms with en-suite baths. Adjacent to the
Stephanie Harrison Downing Frye Realty Inc.
$7,500 per month
656 108th Ave N, Naples, FL 34108
Enjoy stylish luxury living. Recently constructed property in Naples Park. Modern home features 12.5 ft. ceilings in the foyer and just under 10 foot ceilings throughout. Luxury tile floors and open floor plan sets this house apart. Home features 4 large bedrooms, coffered ceilings, tall doorways, giant quartz island, stainless steal appliances, pot filler, modern cabinet space, bar, salt water
David Puskaric Parkline Realty
$8,500 per month
534 96th Ave N, Naples, FL 34108
COMPLETELY RENOVATED! 3 bedroom, 2 bath beach house on the desirable 500 block in Naples Park. Freshly painted outside and inside, tile throughout, completely new kitchen with custom, white cabinets, granite countertops, stainless steel appliances, sink with custom faucet & pantry. All new bathrooms with custom tile, vanities & mirrors. Additional upgrades & amenities include screened in entry,
Tony Blaskis William Raveis Real Estate
$5,500 per month
792 108th Ave N, Naples, FL 34108
May to October $5500/monthNovember to April $8500/monthWALK TO THE BEACH! Your own private tropical retreat. Just minutes from Vanderbilt Beach and Wiggins Pass, this beautifully maintained 3-bedroom, 2-bath residence offers a rare blend of location, comfort, and privacy.Step inside to find a light-filled, open-concept layout with tile flooring throughout and a seamless flow between the living
Mia Hrescak The Agency Naples
$45,000 per month
188 West St, Naples, FL 34108
Situated in the prestigious Pine Ridge Estates, this exceptional residence captures the essence of luxury living in Naples. Boasting 7 bedrooms plus a den and 10 bathrooms, this estate is set on a sprawling 1.72-acre corner lot, complete with two driveways and lush, manicured landscaping. Inside, the gourmet kitchen is a culinary dream, featuring Sub-Zero and Wolf appliances, an oversized
Sarah Wayne Gulf Coast International Lux R
$14,000 per month
625 97th Ave N, Naples, FL 34108
Nestled in the heart of Naples Park, this beautiful house is just blocks away from the beach. This freshly decorated home features 3 spacious bedrooms and 2 pristine bathrooms, boasting tile throughout the main living areas and brand new vinyl flooring in all bedrooms. Perfect for families or groups, this home offers a convenient in-house laundry room, ensuring that you'll have everything you
Michael Dedio Naples Trust Real Estate Servi
$16,000 per month
10842 Vanderbilt Dr, Naples, FL 34108
Welcome to our luxurious vacation rental nestled in the heart of Naples Park, where every detail has been carefully curated to provide the ultimate getaway experience. This exquisite property boasts 4 bedrooms and 3 bathrooms, offering ample space and comfort for up to 10 guests. As you step inside, you'll be greeted by a spacious and elegantly furnished living area, perfect for unwinding after a
Michael Dedio Naples Trust Real Estate Servi
$3,450 per month
640 104th Ave N, Naples, FL 34108
*QUICK MOVE-IN*Walk to the beach!This spacious two-bedroom, two-bath, single-car garage pool home is located in Naples Park. Home features updated granite and lighting installed in the kitchen and some newer appliances. The owners updated the bathroom off the kitchen. The home has tile flooring in the main living and wet areas, and laminate wood flooring in the bedrooms. Swim in your own
Erin Hale Premier Property Management
$4,500 per month
570 100th Ave N, Naples, FL 34108
Annual Unfurnished Rental – 3 Bedroom Pool & Spa Home in Naples Park (500 Block)This beautifully updated 3-bedroom, 2-bathroom unfurnished home with a private pool and spa is located in the highly desirable 500 block of Naples Park. Just minutes from Wiggins Pass State Park and Vanderbilt Beach access, this property offers the best of coastal living.Enjoy a freshly renovated
Joe Hoopfer Premier Sotheby's Int'l Realty
$12,000 per month
541 110th Ave N, Naples, FL 34108
All about location 500 block Naples park 3bed/2bath/2car garage Pool home just down the street from the beach! Close to the shopping and dining of the Mercato and Ritz-Carlton.
Steven Tanurdzic REMAX Affinity Mercato
$4,500 per month
541 110th Ave N, Naples, FL 34108
All about location 500 block Naples park 3bed/2bath/2car garage Pool home just down the street from the beach! Close to the shopping and dining of the Mercato and Ritz-Carlton
Steven Tanurdzic REMAX Affinity Mercato
$22,000 per month
720 Turkey Oak Ln, Naples, FL 34108
BOOKED FOR THE 2026 SEASON. Available OFF SEASON ONLY for $12,000 / Month. Nestled on a desirable corner lot in the prestigious Pelican Bay community, this beautifully appointed 3 bedroom + den, 3 bathroom home is the ultimate Florida home. Tastefully decorated with modern touches, the kitchen features stainless steel appliances, a wall oven, a cozy eat-in nook, and a spacious breakfast bar. The
Sarah Wayne Gulf Coast International Lux R
$10,500 per month
793 97th Ave N, Naples, FL 34108
Everything is new! Be the First to enjoy this lovely house and its' location! Beautifully remodeled 3 bedroom, 2 bath home in Naples Park, just minutes from the beach, great restaurants on the beach and bay, and shopping at Mercato. Freshly painted throughout, all new "wood-look" tile flooring throughout, new cabinets, granite countertops and stainless steel kitchen appliances. This house offers
Maria Metzger Royal Shell Real Estate, Inc.
$3,500 per month
688 106th Ave N, Naples, FL 34108
Live on Vacation! This wonderful 3 bedroom 2 bath home comes fully furnished. Great family room/ dining area, living room, spacious open kitchen, 1 car garage. Close to Vanderbilt Beach, Mercato and More. You will feel right at home. Start Living your Best Life & Fall in Love with SWFL. Pool Care & Lawn Care Included
Susy Gurevich Downing Frye Realty Inc.
$11,500 per month
768 96th Ave N, Naples, FL 34108
Rented for season 2026 WONDERFUL POOL HOME!!! Come enjoy the warm weather and beautiful beaches of Naples. This pool home features 3 spacious bedrooms and a large nicely updated eat in kitchen. There is a large lanai and wonderful pool with spa. This home is located on a quiet street in Naples Park just 1.4 miles away from the beach entrance and .7 miles from The Mercato Shops. Ride your bike or
Stephanie Harrison Downing Frye Realty Inc.
$15,000 per month
513 96th Ave N, Naples, FL 34108
* Naples Park Pet Friendly Vacation Home*Welcome to an exclusive destination with our unique Triple -Clean promise. This magnificent Newly Remodeled Single-family home has been meticulously designed & furnished with your comfort and enjoyment in mind.We invite you to enjoy our Sparkling Private Heated Pool, luxurious accommodations, and many outdoor activities that Naples has to offer
Maya Mihajlovic Realty One Group MVP
$12,000 per month
648 96th Ave N, Naples, FL 34108
GREAT LOCATION - WALK TO THE BEACH! SEASONAL OR OFF SEASON RENTAL - TURNKEY FURNISHED - TOTALLY REMODELED - NEW POOL AND SPA - WEEKLY RENTALS AVAILABLE . GORGEOUS 3 bedroom, 2 bathroom home located in the 600 block of Naples Park With a 2 Car Garage. The incredible Features include - Mid-Century Modern Decor, Tile Throughout, Newly Painted Outside, Remodeled Bathrooms, Plantation Shutters, Custom
David Roy Downing Frye Realty Inc.
$5,500 per month
786 109th Ave N, Naples, FL 34108
ANNUAL RENTAL - SMALL PETS OK - Gorgeous three bedroom, two bathroom, + den/study, & SUNROOM, SOUTHERN exposure POOL home, completely refashioned with high end finishes and attention to every detail. The HOME IS COMPLETELY SOLAR POWERED with Tesla technology. Kitchen is finished with sleek European cabinetry complimented by quartz counters, stanless appliances, island with waterfall counter.
Jennifer DeFrancesco Coldwell Banker Realty
$25,000 per month
336 Lagoon Ave, Naples, FL 34108
Absolutely magnificent! Full view of the Bay from the back of the property from the kitchen dining room Den Master bed guest bed upstairs, nothing has been missed living exceptional has an address. 30-day minimum long-term available.
Shaun Thompson Liberty Real Estate Services
$25,000 per month
596 111th Ave N, Naples, FL 34108
Walk to the beach! This fully furnished property is mere blocks from Delnor Wiggins state park & Vanderbilt Beach. This luxurious home contains 3,350 square feet of living area perfect for entertaining friends, family, and business acquaintances alike as it includes a pool with patio, outdoor kitchen and grill as well an outdoor bathroom. This two level home has a living area as well as a gourmet
Anthony Porter Sun Realty
$17,000 per month
754 105th Ave N, Naples, FL 34108
4 bed 2 bath salt water pool/spa home located minutes to Vanderbilt Beach. Home is rented turn key, bring your personal belongings and move right in. No Pets, No smoking!
Derrick Frakes Frakes Realty
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