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Explore Similar Houses Within 2 Miles of Bears Paw, FL

  • /29

    $10,000 per month

    • 5 Beds
    • 3 Baths
    • 3,092 Sq Ft
    • House for Rent

    5655 Lago Villaggio Way, Naples, FL 34104

    SEASONAL RENTAL – Experience the perfect blend of comfort, sophistication, and convenience in this beautifully maintained TWO-STORY POOL HOME nestled in the sought-after community of Lago Villaggio within Glen Eagle. Offering over 3,000 SQFT OF LIVING SPACE, this spacious residence features 5 BEDROOMS and 3 FULL BATHROOMS, designed for both relaxation and entertaining. The GOURMET KITCHEN

    Agent Photo

    Carlos Diaz

    Icon Premier Group, LLC

    (239) 946-6986

    5655 Lago Villaggio Way, Naples, FL 34104
  • /23

    $7,000 per month

    • 3 Beds
    • 3 Baths
    • 2,141 Sq Ft
    • House for Rent

    3722 Rachel Ln, Naples, FL 34103

    "Live Life Beautifully in Southwest Florida" in the Mews of Naples. Experience the ultimate Naples lifestyle in The Muse of Naples, a turnkey furnished single-family home located in the prestigious Park Shore community. Just west of US-41 and only blocks from the beach, this beautifully appointed 3-bedroom + den, 3-bath residence offers a seamless blend of elegance, comfort, and coastal

    Agent Photo

    Keri Huber

    John R Wood Properties

    (239) 423-8497

    3722 Rachel Ln, Naples, FL 34103
  • /21

    $3,250 per month

    • 3 Beds
    • 2 Baths
    • 300 Sq Ft
    • House for Rent

    3954 Coconut Cir N, Naples, FL 34104

    Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home with a guest house ust 10 minutes from the stunning beaches of Naples and the charming shops and restaurants of 5th Avenue downtown. Step inside and experience an open, modern floor plan featuring a spacious living area, a gourmet kitchen with stainless steel appliances, and a dining space perfect for hosting. Recent upgrades

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    Griselle Arrastia

    Camelot Professional Realtors

    (239) 329-7690

    3954 Coconut Cir N, Naples, FL 34104
  • /34

    $6,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,289 Sq Ft
    • House for Rent

    6623 Monterey Point, Naples, FL 34105

    !!! 2025 OFF Season and Season 2026 !!!! The Marbella Lakes community is centrally located in beautiful Naples. Come stay in this beautiful 3 bed/ 3 bath/ 1 story/ Lake View/ Pool Home. Tranquil and tasteful decor make this a pleasant place to stay. The open air pool and patio overlooking the lake makes for a wonderful tropical feel. Amenities include an 8000 sq ft lifestyle center and recreation

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    Cameron Murray

    WeichertRealtors-ParadiseHomes

    (239) 366-3310

    6623 Monterey Point, Naples, FL 34105
  • /46

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • 2,682 Sq Ft
    • House for Rent

    4222 Crayton Rd, Naples, FL 34103

    Available Now! This property has been completely renovated and is an ideal seasonal rental. Located in Park Shore, 4222 is just a short walk to the beach, The Venetian Village, and Waterside Shops. The outdoor living space is truly impressive, featuring a large pool and several areas for entertaining.Ask for long term rate!

    Patricia Moreno

    Naples Homes and Rentals Inc

    (239) 310-2195

    4222 Crayton Rd, Naples, FL 34103
  • /38

    $3,600 per month

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • House for Rent

    1318 Michigan Ave, Naples, FL 34103

    Step into a seamlessly blend of comfort and style with our freshly renovated home. Boasting 3 cozy bedrooms and 1-bathroom, this 1,176 sqft gem offers the perfect retreat for relaxation and entertainment. Wood-like flooring through out, split floor plan with a flex area that could be used as a 3 bedroom, office, formal dinning etc. Large fenced patio ready to enjoy the nice Florida weather.

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    Estrella Ruiz

    Smart Realty of Florida PA

    (239) 420-2475

    1318 Michigan Ave, Naples, FL 34103
  • /29

    $6,000 per month

    • 5 Beds
    • 3 Baths
    • 3,092 Sq Ft
    • House for Rent

    5655 Lago Villaggio Way, Naples, FL 34104

    Discover the epitome of LUXURY LIVING in this expansive TWO-STORY home tucked within the prestigious community of Lago Villaggio at Glen Eagle. Boasting over 3,000 SQFT, this beautifully maintained residence offers 5 SPACIOUS BEDROOMS and 3 FULL BATHROOMS, providing ample space for families or guests. The thoughtfully designed layout features an OPEN-CONCEPT LIVING AREA that effortlessly blends

    Agent Photo

    Carlos Diaz

    Icon Premier Group, LLC

    (239) 266-9207

    5655 Lago Villaggio Way, Naples, FL 34104
  • /42

    $4,700 per month

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    2727 66th St SW, Naples, FL 34105

    Fully furnished turnkey 4 bedrooms plus an office, pool, hot tub, Huge house with a large fenced in yard. Pets are OK. Close to the beach (10 Minutes). Lawn is included in the rent. Long driveway with room for many cars and boats. Available now. 2 refrigerators, 2 washer and dryers. There is an apartment on the side that is currently rented but tenant works 2 jobs and won't bother you.

    2727 66th St SW, Naples, FL 34105
  • /27

    $20,000 per month

    • 3 Beds
    • 3 Baths
    • 2,138 Sq Ft
    • House for Rent

    1216 Cypress Woods Dr, Naples, FL 34103

    If you are looking for the upmost in privacy, while being close to everything Naples has to offer, this residence is for you. Exceptionally clean, with designer furnishings and well-stocked with all the "at home" conveniences like Nespresso, Keurig, Moen fixtures and Sonos. All bedroom suites have Matouk fine linens, plush mattresses, custom closets and showers. The property is surrounded by

    Heather Hobrock Premier Sotheby's Int'l Realty

    1216 Cypress Woods Dr, Naples, FL 34103
  • /14

    $3,200 per month

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • House for Rent

    1019 S Alhambra Cir, Naples, FL 34103

    One family home with fenced yard. Newly remodeled, kitchen and bathroom

    1019 S Alhambra Cir, Naples, FL 34103
  • /25

    $55,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,905 Sq Ft
    • House for Rent

    642 6th Ave N, Naples, FL 34102

    Escape to this stunning Olde Naples retreat, perfectly located on a beautiful tree-lined street just blocks from the beach, parks, and the vibrant dining and shopping of Fifth Avenue South and Third Street. Designed for both relaxation and entertaining, this spacious single-level home offers nearly 4,000 sq. ft. of living space with 5 bedrooms, multiple living areas, and a flexible layout ideal

    Monica Simon William Raveis Real Estate

    642 6th Ave N, Naples, FL 34102
  • /18

    $4,200 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    1287 Cooper Dr, Naples, FL 34103

    3 bedroom 2 bath pool home with one car garageIn town location, bike to the beachFreshly painted interior and exterior, remodeled throughout, kitchen has granite counters with GE profile appliances.Entire home has tile floorsPrivate fenced backyard with screened lanai.Front yard has a privacy hedge and paver patio.Owner pays for pool service and landscapingRenter

    1287 Cooper Dr, Naples, FL 34103
  • /28

    $9,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,597 Sq Ft
    • House for Rent

    6582 Monterey Point, Naples, FL 34105

    Turnkey furnished annual long term rental located in North Naples. This gorgeous well manicured home offers 3,597 sq. ft. which includes 5 bedrooms and loft, 5 baths and 3 car garage. The home is facing south from the rear overlooking a lake and includes 1,200 sq. ft. of outdoor living space with a full outdoor kitchen. Upgrades include white 42” cabinetry in the kitchen, granite countertops,

    Pete Masouras Realty One Group MVP

    6582 Monterey Point, Naples, FL 34105
  • /17

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,124 Sq Ft
    • House for Rent

    4418 Parrot Ave, Naples, FL 34104

    Located in a clean, quiet, and safe neighborhood, this freshly painted 2-bedroom, 2-bathroom single-family home is move-in ready and thoughtfully maintained. Ideal for small families, professionals, or anyone seeking comfort and convenience.Property Details:2 spacious bedrooms with ample closet space2 full bathrooms, clean and well-keptSpacious full kitchen with all standard

    4418 Parrot Ave, Naples, FL 34104
  • /47

    $3,450 per month

    • 4 Beds
    • 3 Baths
    • 2,177 Sq Ft
    • House for Rent

    1487 Vintage Ln, Naples, FL 34104

    ** 4 BED-3 BATH PRIVATE SINGLE FAMILY POOL HOME ** BRIARWOOD COMMUNITY ** GREAT LOCATION ** Welcome to your private retreat in the highly sought-after gated community of Briarwood, just minutes from downtown Naples and the pristine white sand beaches of Southwest Florida. This beautifully furnished single-family home offers 4 spacious bedrooms, 3 full bathrooms, and over 2,100 square feet of

    Cheri Anne DeMonico Premier Property Management

    1487 Vintage Ln, Naples, FL 34104
  • /15

    $3,207 per month

    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • House for Rent

    1096 Rordon Ave, Naples, FL 34103

    Cozy 3-Bedroom Home for Rent Near the BeachAvailable unfurnished or furnished.Discover your perfect seaside escape with this delightful 3-bedroom, 1-bathroom house located just a short stroll away from the picturesque Naples beach. This charming property offers the ideal blend of comfort and convenience, perfect for those seeking a tranquil beach lifestyle with easy access to all

    1096 Rordon Ave, Naples, FL 34103
  • /21

    $3,400 per month

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • House for Rent

    2358 River Reach Dr, Naples, FL 34104

    Come see this rarely available 3+ bedroom/2 bath home in River Reach Community. This is not a regular single home, it is a little piece of paradise! The home features vaulted ceilings and split rooms with tile and wood floors. It has a spacious living room, Formal dining room, beautiful kitchen, and a Florida room below air-conditioning leading to a southern exposure paved brick patio with fruit

    Lina Gutierrez-Galindo Premiere Plus Realty Company

    2358 River Reach Dr, Naples, FL 34104
  • /32

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • House for Rent

    465 8th St N, Naples, FL 34102

    Fully furnished home! Available for Annual, Monthly, & Weekly Rentals.AVAILABLE NOW & Beyond! Weekly/Monthly/Yearly Rentals! Call Kate for more info!Be transported back in time to the beachy town days of Olde Naples with the modern comforts of today in this charming newly renovated beach cottage. Located in the heart of Olde Naples, 1 block west of 41, be shopping & dining on 5th

    465 8th St N, Naples, FL 34102
  • /13

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • House for Rent

    497 Donna St, Naples, FL 34104

    Great home available for rent!Beautifully renovated single family home offered as annual rental. Centrally located just minutes from Downtown Naples,Mercato,concerts,Hospitals,cultural events at the Artis Naples & the pristine beaches of Naples & Marco Island.This quaint home is just far enough from the main road for perfect privacy,but still close enough to easily get to the best Naples has to

    Bianca Cirakovic Sun Realty

    497 Donna St, Naples, FL 34104
  • /27

    $5,500 per month

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    3511 Santiago Way, Naples, FL 34105

    This beautiful 4-bedroom, 2-bathroom home is the ultimate retreat for families and friends. Naples Oasis features a fully equipped kitchen and a cozy outdoor BBQ area, perfect for enjoying relaxing dinners at home. For beach lovers, we’ve got you covered with beach chairs and umbrellas provided. Golfers will appreciate the availability of golf clubs for a day on the greens!Located just 7

    3511 Santiago Way, Naples, FL 34105
  • /28

    $9,000 per month

    • 4 Beds
    • 3 Baths
    • 1,600 Sq Ft
    • House for Rent

    2048 Holiday Ln, Naples, FL 34104

    Discover the ultimate vacation retreat at Holiday Lane, a spacious pool home adorned with bright, modern furnishings that create an inviting and stylish atmosphere. Ideal for your Southwest Florida escape, this beautiful property offers the perfect blend of comfort, ease, and convenience. With four generously-sized bedrooms, this home accommodates up to eight guests in total comfort. While the

    Stacey Cotter John R Wood Properties

    2048 Holiday Ln, Naples, FL 34104
  • /20

    $3,650 per month

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • House for Rent

    203 Esther St, Naples, FL 34104

    Property Id: 1996394Furnished updated home 4 bed ,2 bath .Front porch & Back Porch . Big fenced back yard . Lawn care included. pets with approval . all tile & laminate floors . Easy access to Radio rd . Airport rd & livinsgston Rd. Minutes to downtown 5th ave south , resturants , beaches 6 months minimum to a year is great . perfect fot relocation or stay longer. credit score

    203 Esther St, Naples, FL 34104
  • /13

    $15,000 per month

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • House for Rent

    1927 Crayton Rd, Naples, FL 34102

    Gorgeous 3/2 Completely remodeled pool home plus 2 car garage with fabulous floor plan. Your mini-Mansion in the Moorings, without out the high-end price. New everything, all high-end finishes, wood cabinets, base and crown moldings, solid core doors, quartz counter-tops, new tile, glass tile in lays, high-end fixtures, tray ceilings, recessed lighting, rope lighting, frame less shower doors,

    Carl Suarez Sun Realty

    1927 Crayton Rd, Naples, FL 34102
  • /14

    $2,800 per month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    286 Leawood Cir, Naples, FL 34104

    Welcome to your future home in the desirable Leawood Lakes district of Naples, FL! This charming property offers a comfortable and convenient lifestyle. This recently renovated home has granite counters tops, luxury vinyl wood plank floors, stainless steel appliances, and a beautiful fenced backyard patio.Perfect for those wishing to enjoy the natural beauty of the area while being close

    286 Leawood Cir, Naples, FL 34104
  • /23

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft
    • House for Rent

    745 Crossfield Cir, Naples, FL 34104

    LOCATION!!! LOCATION!! LOCATION! AVAILABLE FOR SEASON FROM JANUARY 1, 2026 THRU APRIL 30, 2026 AND OFF SEASON FROM SEPTEMBER 1, 2025 THRU AUGUST 31, 2026 ALSO, AVAILABLE FOR ANNUAL RENTAL STARTING IMMEDIATELY, TURNKEY.

    Susan Cohen Downing Frye Realty Inc.

    745 Crossfield Cir, Naples, FL 34104
  • /42

    $28,000 per month

    • 3 Beds
    • 3 Baths
    • 2,823 Sq Ft
    • House for Rent

    967 Tivoli Dr, Naples, FL 34104

    Live the luxurious Naples Lifestyle at this grand estate home in the gated community of Briarwood. This former model home and Grand Venetian Floor plan features 4 bedrooms, 3 full baths, oversized saltwater swimming pool & spa, summer outdoor kitchen, BBQ Grill & fireplace. Sleep up to 8 people. House is on propane gas. Full kitchen and dry bar. Other Features: Home surround sound system, Free

    Elliot Barton Waterfront Realty Group Inc

    967 Tivoli Dr, Naples, FL 34104
  • /47

    $6,000 per month

    • 4 Beds
    • 3 Baths
    • 2,784 Sq Ft
    • House for Rent

    2347 Coach House Ln, Naples, FL 34105

    ANNUAL ONLY - A Great opportunity to reside in this private residence that has never before been rented. A Unique fully furnished 4 bedroom 3 bath home on a 2 1/2 Acre parcel of land that is not only TOTALLY PRIVATE, the entire 2 1/2 acres is fully fenced with a landscaped and wooded acre of land as your back yard. The home and furnishings are all upscale and unconventional as it was created and

    Sheila Lewis Gulf Coast Investment Properties

    2347 Coach House Ln, Naples, FL 34105
  • /55

    $30,575 per month

    • 4 Beds
    • 3 Baths
    • 2,566 Sq Ft
    • House for Rent

    635 Fountainhead Ln, Naples, FL 34103

    This property boasts a prime location, situated conveniently west of 41 in one of the most desirable neighborhoods, Park Shore. This recently renovated exquisite home is just a few minutes away from the beach, Venetian Village, and Waterside Shops, making it the perfect spot for those who enjoy a lively and active lifestyle. The area is renowned for its scenic beauty, upscale shopping and dining

    Jonathan Minerick Homecoin.com

    635 Fountainhead Ln, Naples, FL 34103
  • /35

    $36,000 per month

    • 3 Beds
    • 3 Baths
    • 2,245 Sq Ft
    • House for Rent

    2728 Crayton Rd, Naples, FL 34103

    Located in Moorings, one of Naples' most desirable and highly sought-after neighborhoods is this chic and sophisticated 3 bedroom/3 full-bath home featuring an open-concept living area, and an oversized, covered lanai with a heated pool and sweeping views of the Moorings golf course. Decorated by one of Naples' finest interior designers, Wilfredo Emanuel. Close to downtown and the beach, this

    Jonathan Minerick Homecoin.com

    2728 Crayton Rd, Naples, FL 34103
  • /22

    $13,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,684 Sq Ft
    • House for Rent

    1088 Wisconsin Dr, Naples, FL 34103

    Central Naples BLISS! This PET-FRIENDLY 2 bedroom, 2 1/2 bath home lives large with more than 2,000 sf of private, back yard living space. Enjoy the heated pool with a sun shelf, spa and outdoor shower; large, covered family room /dining area with a mounted flat screen TV and gas grill; ample open patio space for soaking in the sun and a storage area for the pool and yard toys. Inside, the

    Julie Baron Premier Sotheby's Int'l Realty

    1088 Wisconsin Dr, Naples, FL 34103
  • /46

    $65,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,145 Sq Ft
    • House for Rent

    154 4th Ave N, Naples, FL 34102

    Coastal Chalet in Olde Naples - this stunning coastal dream is only a 2-min walk to the sparkling coastline of the Gulf of Mexico! This beautifully appointed home includes 4 bedrooms (two of them being primary suites), a centrally located study perfect for midday meetings, an upstairs den set up as a 2nd entertainment area, and an upstairs loft perfect for reading or cards. This vacation home is

    Stacey Cotter John R Wood Properties

    154 4th Ave N, Naples, FL 34102
  • /50

    $45,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,514 Sq Ft
    • House for Rent

    215 Mooring Line Dr, Naples, FL 34102

    Sailboat Pointe - a waterfront OASIS just minutes from the beach! Enjoy soaking up the sun on your private pool lanai that wraps around the entire rear of the home and has a beautiful panoramic water view. This 2-story home is situated in a highly desired Naples neighborhood known for its coastal feel & convenient location. You will literally be minutes from being able to soak up the sun on the

    Stacey Cotter John R Wood Properties

    215 Mooring Line Dr, Naples, FL 34102
  • /16

    $3,200 per month

    • 3 Beds
    • 2.5 Baths
    • 1,985 Sq Ft
    • House for Rent

    1400 Mariposa Cir Unit 104, Naples, FL 34105

    Centrally located and close to all Naples has to offer. This 4BR +Den, 2.5 bathrooms, MBR on ground floor, 3+ Den on top floor also touts 2 Lanais with a Lake View. This unit comes with a two car garage, end unit with many upgrades throughout. It is located in a gated community

    Eleanor Cheffer Downing Frye Realty Inc.

    1400 Mariposa Cir Unit 104, Naples, FL 34105
  • /38

    $18,000 per month

    • 3 Beds
    • 3 Baths
    • 2,600 Sq Ft
    • House for Rent

    4083 Belair Ln, Naples, FL 34103

    An exquisite rental property at luxurious Park Shore located in Naples Florida is now being offered for rent. 3 bedroom, 3 bathroom, open floor plan unique property with a lot of character and charm is surrounded by lush beautiful landscaping. This home is privately tucked in and secluded, while facing fabulous sunsets with a western exposure. Outdoors dinning, entertainment and relaxation

    Tomas Nagys Realty One Group MVP

    4083 Belair Ln, Naples, FL 34103
  • /37

    $15,000 per month

    • 2 Beds
    • 2 Baths
    • 1,466 Sq Ft
    • House for Rent

    1063 22nd Ave N, Naples, FL 34103

    Welcome to this stunning 3-bedroom, 2-bathroom, turn key furnished luxury residence located in the desirable community of Lakewood Park in Naples, Florida. Thoughtfully updated with modern finishes, this home combines style, comfort, and functionality to make your stay a relaxing an memorable experience. Step inside to an inviting open layout featuring spacious living areas and a

    Kim DeWeese John R Wood Properties

    1063 22nd Ave N, Naples, FL 34103
  • /33

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 1,436 Sq Ft
    • House for Rent

    507 14th St N, Naples, FL 34102

    Highest Elevation in the Neighborhood! No claim or flooding from Hurricane.

    Frank Stier Naples Investment Realty

    507 14th St N, Naples, FL 34102
  • /31

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 1,754 Sq Ft
    • House for Rent

    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 Baird & Warner Residential

    1499 Vintage Ln, Naples, FL 34104
  • /30

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,469 Sq Ft
    • House for Rent

    250 Leawood Cir, Naples, FL 34104

    Beautiful 2-Story House for Rent in the Desirable Radio Rd Area!This charming 3-bedroom, 2.5-bathroom home is located in an excellent location, within a quiet, safe, and family-friendly community, perfect for anyone seeking comfort and a great lifestyle. Plus, it's close to top-rated schools, making it ideal for families with children.Smart Layout: 2 bedrooms upstairs for added

    Diana Villarreal Xclusive Homes LLC

    250 Leawood Cir, Naples, FL 34104
  • /31

    $9,000 per month

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • House for Rent

    2026 Terrazzo Ln, Naples, FL 34104

    Welcome to your beautiful southern exposure long lakeview vacation and seasonal rental villa offering you a combination of natural light, warmth, and picturesque scenery, creating a truly enjoyable living experience all year round. This stunning seasonal villa offers an idyllic escape, providing the perfect setting for unforgettable moments. Imagine starting your day with coffee bathed in warm

    Kirsten Prizzi Posh International Properties

    2026 Terrazzo Ln, Naples, FL 34104
  • /13

    $15,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,094 Sq Ft
    • House for Rent

    155 1st Ave S, Naples, FL 34102

    Welcome to your coastal retreat, just steps from the pristine white sands of Naples' famous beaches. Nestled on one of the most coveted and tranquil streets in Olde Naples, this timeless residence is now available as a long-term, unfurnished rental. Recently refreshed with new interior paint and updated landscaping, this home offers an ideal retreat for those seeking comfort, charm, and location.

    Samantha Ford John R Wood Properties

    155 1st Ave S, Naples, FL 34102
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