$15,000 Per Month
1705 Marsh Run, Naples, FL 34109
Beautiful POOL and SPA home in the highly desirable community of Pelican Marsh! Amazing location, amenities, private pool and a comfortable home - perfect for your winter getaway. 3 bedrooms, 3 bathrooms, a loft, two car garage and a large screened in lanai with a pool and spa. AVAILABLE OFF SEASON 2026 AND SEASON 2027.
Elina Maranz Naples Vibe Realty, LLC
$2,300 Per Month
15191 Cedarwood Ln Unit 2602, Naples, FL 34110
Enjoy stunning sunsets from this sixth-floor unit overlooking the preserve toward the Gulf! This smartly finished and completely furnished 2-bedroom, 2-bath unit features tile floors throughout and a beautifully updated kitchen, complete with granite countertops and stainless steel appliances. The primary suite has a gorgeous view, king bed, luxury walk-in shower, and walk-in closet. Guest room
Marta VanderStarre Realty One Group MVP
$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
$9,000 Per Month
1499 Vintage Ln, Naples, FL 34104
Wonderful pool home , newly decorated and furnished, with features that include granite counters in the kitchen and baths, tile throughout, and stainless-steel appliances in the spacious kitchen. The entertainment deck offers a pool with spacious seating areas and an convenient separate grilling area. Updated master ensuite is away from guest rooms for optimal privacy and offers a walk-in closet
Cristina Tutuianu Alfred Robbins Realty Group
$55,000 Per Month
300 2nd Ave N, Naples, FL 34102
BOOKED FROM JAN. 1- April 30, 2026'. This furnished house, designed by MHK Architect, is perfectly situated just 2 blocks to the beach and a short stroll to Fifth Ave. Open floor plan with 370 Sq. Ft. of sliding pocketed doors to maximize the Florida outdoor living experience. With all important southern exposure, the sun lights up the home. Four bedrooms, a huge bonus room, wide wood plank
Marjorie Workinger Royal Shell Real Estate, Inc.
$50,000 Per Month
556 17th Ave S, Naples, FL 34102
Available April - November. Nestled in the prestigious Aqualane Shores neighborhood of Naples, this unique contemporary home offers an unparalleled retreat. Built in 2019, it features 5 bedrooms and 5 bathrooms, with an open floor plan and state-of-the-art finishes. The gourmet kitchen is a chef's dream, complete with a walk-in cedar-lined wine cellar, butler's pantry, double ovens, gas range,
Sarah Wayne Gulf Coast International Lux R
$6,000 Per Month
3435 Laurel Greens Ln S Unit 102, Naples, FL 34119
NOT AVAILABLE FOR JANUARY 2027, FEBRUARY 2027, MARCH 2027, AND APRIL 2027.Welcome to 3435 Laurel Greens Lane South, Unit 102—an elegantly appointed ground-floor carriage home located in the coveted Cypress Woods Golf & Country Club in Naples, Florida. This beautifully furnished vacation rental offers a seamless blend of sophistication and comfort across 1,758 square feet of thoughtfully
Bill Archer Keller Williams Realty Naples
$7,000 Per Month
4664 Abaca Cir, Naples, FL 34119
Beautiful new seasonal 3 BEDROOM+ DEN/ 3 BATHROOM rental available in the highly desirable gated community of Raffia Preserve, perfectly located in prime North Naples. This exceptional home places you just minutes from top conveniences including Founders Square, Pebblebrooke Plaza, premier dining, shopping, grocery stores, and cafés, and is only a 10–15 minute drive to Naples’ world-renowned
Michael Giusto MDM Naples Real Estate LLC
$10,000 Per Month
8191 Lucello Terrace S, Naples, FL 34114
Beautifully maintained 4-year-old home available for seasonal or off-season rental in the gated community of Esplanade at Hacienda Lakes in Naples, Florida. This spacious residence features 3 bedrooms plus a den, 3 full bathrooms, and a heated pool. Enjoy resort-style amenities including a clubhouse, fitness center, spa, tennis, bocce, and pickleball courts. Seasonal rate is $9,000 per month plus
Jenny Albaz Real Broker, LLC
$6,000 Per Month
10333 Heritage Bay Blvd Unit 1715, Naples, FL 34120
Available for the 2027 season. Golf membership! Stylish 2 bedroom/2 bath FIRST floor condo with golf course and calming water views in desirable Heritage Bay Golf and Country Club. Fully quipped eat-in kitchen, spacious living area, high tech TVS and internet. Master bedroom has king-size bed. TV and en-suite with large shower. Guest Bedroom has a queen- size bed and TV. Great amenities include
Ann DiLonardo Naples Trust Real Estate Servi
$9,500 Per Month
3837 Ruby Way, Naples, FL 34114
Gorgeous 4 Bed 3 Full bath home for SEASON in Copper Cove Preserve. Pool and gated community in SE Naples. You will love this home with large, screened lanai ready for entertaining with grill, sound bar for music, and lots of seating and dining space overlooking water. The living room has very comfortable leather auto reclining couches. Each bedroom is fresh and ready for your vacation stay. King
Lauren Wells Premier Sotheby's Int'l Realty
$16,500 Per Month
2904 Tiburon Blvd E, Naples, FL 34109
**Experience Luxurious Florida Living in Serafina at Tiburon!** This stunning four-bedroom, 3 full and 2 half-bathroom home in the prestigious Serafina at Tiburon captures the essence of tropical design and the Florida lifestyle. The interior features exquisite wood and stone flooring, complemented by beautiful architectural accents throughout. Guest bedrooms are enhanced with built-in bunk beds,
Gina Nelson Premiere Plus Realty Company
$13,000 Per Month
9584 Caymas Terrace, Naples, FL 34114
Stunning Turnkey Lakefront Home with Pool & Spa – Available for 2026 Season, minimum 30 days. Welcome to this beautifully appointed 3-bedroom, 3 full bath, 2 half bath home featuring a screened-in gas-heated pool and spa with southern exposure and tranquil lake views—the perfect setting for your seasonal escape. Step inside to discover high-end tile flooring throughout, elegant quartz
Eddie Rodriguez John R Wood Properties
$40,000 Per Month
4646 Crayton Rd, Naples, FL 34103
WALK TO THE BEACH from this UPSCALE lakefront, single family home available in PARK SHORE. Enjoy elegant, easy living in this single-story home built in 2020 on nearly 1⁄2 acre with no expense spared! Natural light fills the home with a wide lake view through the 14' wall of sliding glass doors. The Great Room is truly the heart of the home with comfortable seating around the large, mounted Smart
Julie Baron Premier Sotheby's Int'l Realty
$7,500 Per Month
13628 Mandarin Cir, Naples, FL 34109
Exquisite Former Model Home – Prime Naples Location Step into luxury with this impeccably maintained, turnkey former model home, perfectly located just 6 miles from Naples' pristine beaches and minutes from the best shopping, dining, and entertainment in the area. This beautifully furnished 2-bedroom, 2-bathroom home with a den offers over-the-top comfort and style, designed for both relaxation
Eddie Rodriguez John R Wood Properties
$3,750 Per Month
6828 Sterling Greens Place Unit 4105, Naples, FL 34104
Available NOW for this 2026 winter! Escape to sunny Naples, FL and unwind in this nicely maintained, turnkey-furnished condo located in the desirable Glen Eagle Country Club. This clean and comfortable first-floor residence offers 2 bedrooms, 2 full bathrooms, and a bright, open layout. Enjoy newer kitchen appliance package, newer carpeting in both bedrooms, and tile flooring throughout the main
Mark Nichols Realty One Group MVP
$15,000 Per Month
3878 Cotton Green Path Dr, Naples, FL 34114
Welcome to your exquisite retreat in Fiddler’s Creek. Nestled within this lush, gated, resort-style community just minutes from Naples and Marco Island, this beautifully decorated 3-bedroom home offers the ideal fusion of elegance, comfort, and leisure. Created by Robb & Stucky, the interiors are curated with fine furnishings and designer touches throughout. Step outside to your private pool—an
Jake Ponsler Naples Vacation Properties
$7,000 Per Month
14796 Canton Ct, Naples, FL 34114
Pet-friendly single family home available for the 2027 Season! Very sweet and comfortable, this 3 bedroom, 2 bath, home is PET FRIENDLY. It features a 2-car attached garage and heated, saltwater pool. It is decorated with a modern and simple flair. There is a large flat screen TV in the living room and TV in the Primary Bedroom. The screened lanai has a nice outdoor table with 6 chairs, 2
Kimberly Costantini Premier Sotheby's Int'l Realty
$30,000 Per Month
795 18th Ave S, Naples, FL 34102
Step into your own slice of paradise in the heart of Naples! This stunning coastal retreat blends luxury, comfort, and location in one unforgettable package. Nestled directly on the water with backyard access to Naples Bay, and just a short stroll to the vibrant Third Street South district, you’ll enjoy the best of both worlds—secluded tropical serenity and walkable access to world-class dining,
Stacey Cotter John R Wood Properties
$7,000 Per Month
3280 Miyagi Ln, Naples, FL 34114
Available for the 2026 Season! Experience elevated coastal living in this stunning 2+Den/2 bath single-family home with tranquil lake views, a spacious 2-car garage, and a private spa retreat—no pool, just pure serenity. Located in the prestigious Fiddler’s Creek, residents enjoy access to 60+ weekly fitness classes—from water aerobics and spinning to Pilates, Tai Chi, and more—all led by expert,
James Pilkington WeichertRealtors-ParadiseHomes
$3,500 Per Month
1983 E Crown Pointe Blvd, Naples, FL 34112
One or more photo(s) has been virtually staged, AI generated or rendered. ***AVAILABLE JUNE!*** Spacious long-term/annual rental (unfurnished) with its own private screened-in heated pool in Crown Pointe! Cable AND Internet included as well as lawncare & pool care. This rarely available model boasts a spacious floor plan with 3bed/2bath, 2-car garage, and stainless steel appliances in the
Todd Culmer Waterfront Realty Group Inc
$25,000 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 landscape
Joe Hoopfer Premier Sotheby's Int'l Realty
$16,500 Per Month
9451 Montelanico Loop, Naples, FL 34119
Imagine the opportunity to live in a contemporary, fully furnished pool home within a luxurious golf and country club community in Naples - with a fully transferable golf membership available! That is just the lifestyle our Lazio home in Esplanade Golf and Country Club has to offer! Lazio is a 3 bedroom plus den, 3 bath single family home complete with covered and screened outdoor living and
Stacey Cotter John R Wood Properties
$10,000 Per Month
2750 Gulf Shore Blvd N Unit 204, Naples, FL 34103
Welcome to your luxury winter getaway! This completely remodeled 3 bed /2 bath and 1 carport condo offers an exceptional opportunity to live in one of Naples most beautiful coastal settings, perfectly positioned overlooking Moorings Bay and just steps to the beach. Here you find everything you need for your winter getaway. Designed with sophisticated, coastal-inspired finishes throughout, giving
Kirsten Prizzi Posh International Properties
$9,000 Per Month
6155 Dogleg Dr, Naples, FL 34113
PLAYERS CLUB AVAILABLE WITH THIS HOME. Located at 6155 Dogleg DR, Naples FL. AVAILABLE JUNE THROUGH JANUARY. This charming house offers an exceptional living experience with its spacious layout and beautiful surroundings. Built in 2007, this upscale property spans 2,043 square feet under air and is situated on an oversized corner lot within a gated community. The house features 3 bedrooms and 2
Rob Lahay Downing Frye Realty Inc.
$9,000 Per Month
401 Bayfront Place Unit 3205, Naples, FL 34102
Available off-season 2026 at incredible rates! Experience Naples at this elegant and upscale condo in the heart of Naples. Enjoy waterfront living and easy access to everything special about Naples from this 2 bedroom, 2 bath unit with large outside balcony. Enjoy the comfort of 1,223 square feet of light filled space with tall ceilings, crown molding, updated kitchen and bathrooms. Equipped with
Rob Mauceli Compass Florida LLC
$12,000 Per Month
6631 Trident Way Unit D-3, Naples, FL 34108
Available Seasonally ($12,000) and Annually ($6,000/m). The Villas at Pelican Bay offer an exceptional lifestyle in the heart of the prestigious Pelican Bay community, perfectly situated along the 9th fairway. This beautifully updated villa boasts 2 spacious bedrooms, 2 bathrooms, and a 2-car attached garage—everything you need for your dream home in paradise. The primary suite includes a
Sarah Wayne Gulf Coast International Lux R
$11,000 Per Month
7655 Pebble Creek Cir Unit 201, Naples, FL 34108
Owner will take 90-days. Located on the 2nd floor, and offering beautiful views of the golf-course and lake, this 3 bedroom/3 bath condominium has 1813 sq. ft.’ of living area, an open floor plan and is very neat and clean. Enjoy the easy access, Just across the street, to catch the Tram to the Beach and Restaurants of Pelican Bay. The Living Room has 2 neutral-toned, upholstered couches, large
Marjorie Workinger Royal Shell Real Estate, Inc.
$28,000 Per Month
1257 11th Ct N, Naples, FL 34102
Experience elevated Naples living in this brand-new contemporary masterpiece located in the desirable Lake Park neighborhood—just minutes from the pristine white-sand beaches, 5th Avenue’s fine dining and boutiques, and the best of downtown Naples. The residence offers four spacious bedrooms, each with a private ensuite, plus a dedicated office and convenient pool bathroom. The open-concept
Samantha Ford John R Wood Properties
$3,890 Per Month
552 97th Ave N, Naples, FL 34108
We are pleased to highlight this beautiful, turnkey 3-bedroom, 2-bath pool home located just one mile from Vanderbilt Beach. This property is available for either a 12-month lease or a 4-month seasonal lease from January through April ($9,880/mo, all-inclusive). Thoughtfully upgraded for comfort, the home features: - Modern Amenities: Saltwater heated pool, new stainless Samsung appliances, and a
Nancy Brown Starlink Realty, Inc
$9,500 Per Month
9013 Terranova Dr, Naples, FL 34109
Experience elevated North Naples living in this exceptional UNFURNISHED annual rental located within the prestigious gated community of Pelican Marsh. Surrounded by lush tropical landscaping, sparkling lakes, and scenic preserves, this residence offers the perfect blend of luxury, comfort, and convenience in one of Naples’ most sought-after communities. Designed for those seeking a refined
Mike Zecchino The Agency Naples
$3,500 Per Month
14558 Edgewater Cir, Naples, FL 34114
ANNUAL AVAILABILITY - This 2+den/2 bath villa in the amenity-rich community of Naples Reserve, comes "Turnkey-Furnished" for your convenience! Situated on one of the largest pie shaped lots in the Coral Harbor subdivision with Southeastern exposure and beautiful lake views. Tastefully decorated with modern decor and furnishings while giving you the "home away from home" cozy feel. Tenants will
Jason Farquhar Coldwell Banker Realty
$25,000 Per Month
4916 Crayton Rd, Naples, FL 34103
Available from May, 2026 to January 30, 2027. Rented in February and March 2027.Coastal Charm Meets Park Shore Luxury! Discover the ultimate Naples lifestyle in this lakefront gem located in the prestigious Park Shore community, just a short walk to the beach, Venetian Village, and Waterside Shops offering world-class shopping and dining.This beautifully maintained home features a remodeled
Monika Korencsik William Raveis Real Estate
$40,000 Per Month
428 Rudder Rd, Naples, FL 34102
Stunning, recently renovated, and professionally decorated throughout. Five bedroom plus den, five and a half bathrooms, and a grand entry foyer with sweeping stair case. Double-height living room with soaring coffered ceilings. The location is excellent in the much desired Moorings neighborhood, which is just minutes to the beach, Fifth Avenue South and Third Street South restaurants,
Tamera Montante Waterfront Realty Group Inc
$3,100 Per Month
2081 Crestview Way Unit A7, Naples, FL 34119
Golf Course Villa in a Naples Community - $3,700/Month Annual Rental Enjoy the best of Naples living in this spacious attached villa with beautiful golf course views! Located in a gated community just 5-6 miles from the beach, shopping, and dining, this home offers comfort, convenience, and plenty of amenities. The villa features a two-car garage with a large driveway, an open layout, and plenty
John Skubinski Naples Flat Fee Realty LLC
$17,500 Per Month
3123 Heather Glen Ct, Naples, FL 34114
Step into luxury with this stunning 4-bedroom, 3-bathroom Iris model located in the exclusive Marsh Cove community within Fiddler’s Creek. Perfectly situated on a quiet cul-de-sac with expansive waterfront views, this home offers both elegance and comfort in one of Naples’ most desirable gated communities. Inside, you’ll find nearly 3,000 square feet of beautifully designed living space featuring
Andrea Clark Premier Property Management
$87,000 Per Month
2325 Lantern Ln, Naples, FL 34102
Stunning, spacious living in a home that is classic in style but has a southern flair. An ideal location that is walking distance to the beach, close to Third Street South and Fifth Avenue South, for world-class restaurants, shopping, entertainment, art galleries, and more. A distinguished estate with wrap around porches, and more than 3,000 sq ft of outdoor living space suitable for relaxing and
Tamera Montante Waterfront Realty Group Inc
$45,000 Per Month
377 Pirates Bight, Naples, FL 34103
Luxury Waterfront Vacation Home in Park Shore, just a short walk to the beach, available in June, August, November, December 2026 and January 2027. Not available in July and October 2026 and February and March 2027. Experience true coastal elegance in this stunning two story, 5 BR, 5 Baths waterfront home overlooking beautiful Venetian Bay. Primary and one guest BR downstairs, 3 additional guest
Monika Korencsik William Raveis Real Estate
$9,750 Per Month
550 Forest Hills Blvd, Naples, FL 34113
Fully Furnished/turn key: LELY GOLF ESTATES Stunning, corner lot, Three (3) bed, Two (2) bath, Two (2) car garage, pool; home is available now. Semi Circle Driveway which allow for more on property parking space. Open floor plan, all tile floors for ease of maintenance. New A/C and all new windows. Great family property located within vacation home community. Kitchen has wood cabinets, TILES
Ehab Shaheen London Foster Realty
$9,000 Per Month
167 Torrey Pines Point, Naples, FL 34113
Discounted rate of $5000 for December 2025! Torrey Pines is a spacious, newly renovated single family home in Lely Country Club. A heated pool with sun shelf overlooks the Royal Palm Country Club golf course and the screened lanai keeps the bugs out as you enjoy indoor-outdoor living in your covered patio area. Inside, the home has been stylishly renovated in a farmhouse-chic style with wood
Stacey Cotter John R Wood Properties
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