2,440

Homes for Rent near Guidepost Montessori at Naples

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  • /34

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft
    • Townhouse for Rent

    407 Crossfield Cir, Naples, FL 34104

    Unfurnished spacious villa with attached double garage . This 3 bed, 2 full bath home is situated in a quiet dog friendly community, close to downtown Naples. The community pool is within easy walking distance. The villa offers 1800 square footage under air. Tile floors throughout, except in two of the bedrooms. Lawn maintenance and outside pest control included in the rent.

    407 Crossfield Cir, Naples, FL 34104
  • /19

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,482 Sq Ft
    • Condo for Rent

    850 Central Ave Unit 202, Naples, FL 34102

    Available Annually now! Flexible rates and dates! This boutique condo is in an exclusive 22 unit building in theheart of Naples. The building offers plenty of privacy, but you’ll be just steps from 5th Avenue shopping and dining and mere blocks from the beach — truly the best of both worlds. This 2 bedroom unit was designed with clean lines and contemporary touches, high end finishes, and airy,

    Jocelyn Lujen Coldwell Banker Realty

    850 Central Ave Unit 202, Naples, FL 34102
  • /17

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • Condo for Rent

    5342 Caldwell St Unit B, Naples, FL 34113

    5342 Caldwell St Unit B, Naples, FL 34113
  • /36

    $3,850 per month

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Condo for Rent

    Unlisted Address

    Welcome to your new haven at Windsor in lovely Kings Lake community! This beautiful 2-bedroom, 2-bath condo offers stunning lake views that you can enjoy from the comfort of your living room. Residents have access to fantastic amenities including a community pool, tennis courts, pickleball and scenic walking and jogging paths. Don’t miss the chance to live in this serene and vibrant community!

    Paula Kazeva Realty One Group MVP

    Unlisted Address
  • /47

    $3,300 per month

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Condo for Rent

    3637 Poplar Way Unit Groundfloor Unit, Naples, FL 34112

    Modern 2BR/2BA Furnished Unit- Utilities Included $3,300/mo2 Beds | 2 Baths | 1,196 sq ftGroundfloor, beautifully renovated, unit designed with privacy and comfort in mind. Each bedroom has its own private entrance and en-suite bathroom, and both can be locked off from the shared living space.Features You'll Love:Fully furnished.Two private bedroom/bathroom

    3637 Poplar Way Unit Groundfloor Unit, Naples, FL 34112
  • /47

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,246 Sq Ft
    • Condo for Rent

    4500 Botanical Place Cir Unit 106, Naples, FL 34112

    Welcome to Botanical Place, a gated tropical oasis in the heart of the vibrant Bayshore Arts District. This first-floor unit, with a garage offers an unparalleled Naples lifestyle with all the best amenities right at your doorstep. Just a 5-minute drive to Fifth Avenue South, you'll enjoy easy access to upscale restaurants, shops, entertainment, and the pristine beach.This floor plan offers, a

    Cassady Curtin Premier Property Management

    4500 Botanical Place Cir Unit 106, Naples, FL 34112
  • /14

    $2,500 per month

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

    6040 Huntington Woods Dr, Naples, FL 34112

    This quaint, 2bed/2bath villa is an end unit and lives just like a single family home! This private oasis features a split bedroom & open floor plan, high ceilings with skylights providing lots of natural light. The super spacious screened lanai has two pocketing glass slider doors AND a separate slider leading from the primary bedroom. There’s also an oversized TWO-car garage and a HUGE driveway

    6040 Huntington Woods Dr, Naples, FL 34112
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    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft
    • House for Rent

    4532 Beechwood Lake Dr, Naples, FL 34112

    Stunning 3-Bedroom Home with Pool in Prestigious Lakewood – Available July 1! or EarlierWelcome to your dream rental! This beautifully appointed 3-bedroom, 2-bathroom home features an elegant layout perfect for families or professionals seeking comfort and style. Step outside to your private oasis — a gorgeous pool ideal for relaxing or entertaining.Located in the sought-after Lakewood

    Susan Thomas Coastal Intl Properties LLC

    4532 Beechwood Lake Dr, Naples, FL 34112
  • /28

    $2,300 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    3411 Goldie Ln Unit Guest house back villa, Naples, FL 34112

    This 1-bedroom, 1-bathroom property located at 3411 Goldie Ln offers 700 square feet of living space. The living room provides ample space for relaxation and includes furnishings for immediate occupancy. The bedroom is designed for comfort and includes storage options. The bathroom features standard fixtures and is conveniently located near the bedroom. Additional amenities include air

    3411 Goldie Ln Unit Guest house back villa, Naples, FL 34112
  • /31

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • House for Rent

    3 Kings Rd Unit A-7, Naples, FL 34112

    3 Kings Rd #A7 is a fully renovated 2-bed, 2-bath villa with a den in the Royal Park Villas community of Naples, FL. Built in 1967 and offering 1,296 sq ft, it features an open floor plan, tile flooring, impact-resistant windows, and updated appliances, HVAC, and roof. The home includes a private patio, carport, and is part of a well-kept, non-gated community close to downtown Naples, beaches,

    Bill Archer Keller Williams Realty Naples

    3 Kings Rd Unit A-7, Naples, FL 34112
  • /10

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    205 Belle Isle Ct, Naples, FL 34112

    This IMPECCABLY UPDATED, move-in-ready, manufactured home, located on a CUL-DE-SAC, is in a 55+ Community in the HEART of Naples, Florida, in Riviera Golf Estates! The home boasts over 1,456 sq ft of open concept living space, with natural light that beams throughout the home. As you enter the home, notice the luxury vinyl that was installed throughout, including the TWO MASTER SUITES. This home

    205 Belle Isle Ct, Naples, FL 34112
  • /30

    $10,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • Condo for Rent

    8008 Signature Club Cir, Naples, FL 34113

    Signature Club has it’s own private entrance to the Resort, Pool, Restaurant and amenities. Brand new very open and Spacious Coach home. Enter through 2 Car garage and take stairs up to second floor boasting 3 Bedrooms with private spacious Den that can be used as 4th Bedroom. 3 1/2 bathrooms, beautiful lake view. Located within walking distance of the Gorgeous Lely resort, pool, exercise room

    Luis Benedito Safe Harbor Real Estate Servic

    8008 Signature Club Cir, Naples, FL 34113
  • /38

    $8,500 per month

    • 2 Beds
    • 2 Baths
    • 1,787 Sq Ft
    • Condo for Rent

    1111 Central Ave Unit 503, Naples, FL 34102

    Eleven Eleven Central amenities include an infinity pool, fitness center, social room, game room, movie theater, grilling area, fire pits, cabana bar with TVs, electric car charging stations, putting green, life-size chess board, Bocce, and many planned social events throughout the season. The private shuttle will take you to the beach or your favorite restaurant. Close to the Zoo, Botanical

    1111 Central Ave Unit 503, Naples, FL 34102
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    $25,000 per month

    • 2 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    1199 9th Ave N, Naples, FL 34102

    NEW to the rental market! Available for Seasonal or Annual- Gorgeous 3 Bedroom 2 Bath home in Lake Park. Combine the convenience of being close to the activity of downtown Naples with the serenity of a home that opens up to the privacy of a covered outside oasis, large heated pool and separate spa. This home has upgraded finishes: wide plank wood floors throughout, custom cabinets, granite

    Monica Simon William Raveis Real Estate

    1199 9th Ave N, Naples, FL 34102
  • /21

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,406 Sq Ft
    • Condo for Rent

    4664 Arboretum Cir Unit 101, Naples, FL 34112

    Beautiful new coach home stylishly decorated for rent seasonally in the exciting Bayshore Arts District of Naples, FL. Within walking distance to the Botanical Gardens, National Pickelball Center, Celebration Park and many amazing restaurants and art galleries. Just a few minutes drive to the famous 5th Avenue and the gorgeous Naples beaches. Turnkey, 2 car garage attached, corner unit,

    4664 Arboretum Cir Unit 101, Naples, FL 34112
  • /16

    $9,500 per month

    • 2 Beds
    • 2 Baths
    • 1,058 Sq Ft
    • Condo for Rent

    290 4th St S Unit 202, Naples, FL 34102

    Welcome to your serene retreat in the heart of Olde Naples! This beautifully renovated 2nd-floor condo is ideally located just two blocks from the world-famous 5th Avenue and under four blocks to the pristine sugar-sand beaches of the Gulf. Tucked away in the exclusive Beach Breeze community—a boutique building with only 8 residences—you'll enjoy peace, privacy, and low-density living in a truly

    Keith Ponsler Naples Vacation Properties

    290 4th St S Unit 202, Naples, FL 34102
  • /17

    $2,395 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    2529 Linwood Ave, Naples, FL 34112

    Beautiful two bedroom one bath duplex unit with private pool & screened lanai and pool cage connected! This unit located just 3/4 miles from world famous 5th ave. Beautiful Landscaping & enclosed fence around entire property with private fenced back yard containing paved outdoor patio. Unit is finished with all new amenities: New roof, new air conditioner, impact windows-Low e, new stainless

    2529 Linwood Ave, Naples, FL 34112
  • /18

    $15,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,937 Sq Ft
    • House for Rent

    115 Cambria Ln, Naples, FL 34112

    Seahorse Cottages – Private Pool Oasis Minutes from 5th Ave & BeachesDiscover Seahorse Cottages, a hidden gem just minutes from the boutiques and restaurants of 5th Avenue and Naples’ stunning Gulf beaches. This beautifully like new 3-bedroom, 3-bath cottage offers the perfect blend of laid-back luxury and unbeatable location. Each bedroom features its own private en-suite bath, offering comfort

    Karen Ball Serhant-Naples

    115 Cambria Ln, Naples, FL 34112
  • /16

    $4,000 per month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    1517 Chesapeake Ave Unit 1517 Chesapeake Avenue, Naples, FL 34102

    You will relax with the calm and quiet neighborhood sitting on the "first floor" porch enjoying your 5 o'clock ritual sometimes seeing the dolphins and an occasional manatee, and wave to the boating neighbors as they pass by. We have a boat dock available if your boat is 22ft. or less. We are minutes from downtown Naples and it provides ample parking areas for your car and

    1517 Chesapeake Ave Unit 1517 Chesapeake Avenue, Naples, FL 34102
  • /37

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Condo for Rent

    2609 Seychelles Cir Unit 1603, Naples, FL 34112

    Like New!! First floor 2 bedroom 2 bath unit at Seychelles, this unit offers ceramic tile in all the common areas and carpet in the bedrooms. Large open floor plan with island kitchen featuring soft closing cabinets and drawers, stainless steel appliances, and quartz counter tops. Oversized master suite, with huge walk in closet. Large lanai with lake view. Seychelles offers a clubhouse, with a

    Matthew Liguori DomainRealty.com LLC

    2609 Seychelles Cir Unit 1603, Naples, FL 34112
  • /35

    $5,000 per month

    • 2 Beds
    • 1 Bath
    • 755 Sq Ft
    • Condo for Rent

    473 12th Ave S Unit B-10, Naples, FL 34102

    Dates available 5/1/205-12/31/2025 and all 2026. 30 day minimum. Book early the peak season lease 12 months in advance (2025 peak jan-mar gone). Located in the heart of Naples and just 1 block from the Historic 3rd Street South. You will find fine dining, boutique shops, and a weekly farmer's market. As if that wasn't enough the condo is only a few blocks from the beach and Naples Pier. Bonaire

    473 12th Ave S Unit B-10, Naples, FL 34102
  • /37

    $4,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • Townhouse for Rent

    441 4th Ave S Unit 304, Naples, FL 34102

    Live the best of the downtown Naples lifestyle in this large townhome that is one quiet block from the best dining and shopping located on Fifth Avenue South and only four blocks to the world famous white sugar sand Naples Beach. Spend the day at the beach soaking in the sun, come home and clean up and decide whether you are eating at Del Mar, Le Colonial, Tulia, Molto or any other of the

    Claudia Kryszalowicz The Agency Naples

    441 4th Ave S Unit 304, Naples, FL 34102
  • /21

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 886 Sq Ft
    • Condo for Rent

    4605 Bayshore Dr Unit G-8, Naples, FL 34112

    4605 Bayshore Dr Unit G-8, Naples, FL 34112
  • /19

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Condo for Rent

    4983 Pepper Cir Unit H201, Naples, FL 34113

    Winter is just around the corner! 2026 DECEMBER - APRIL AT REGENCY WOODS. Secure your sunny escape to beautiful Naples, Florida. $2900 per month for 2 to 4 months Rental during season.Fully furnished large 1250 ft., two bed, two bath, second floor.. bright and spacious with high ceilings and Eat-in kitchen.. flooded with natural light.. covered parking space included.. walk to the beautiful

    Karen Wagenheim Downing Frye Realty Inc.

    4983 Pepper Cir Unit H201, Naples, FL 34113
  • /6

    $3,000 per month

    • 1 Bed
    • 1.5 Baths
    • 900 Sq Ft
    • Condo for Rent

    1550 Gulf Shore Blvd N Unit Lago Mar, Naples, FL 34102

    Walking distance to restaurants and shops. Across the street from Lowdermilk Park and beach.

    1550 Gulf Shore Blvd N Unit Lago Mar, Naples, FL 34102
  • /19

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • Condo for Rent

    5778 Highbourne Dr, Naples, FL 34113

    This stunning villa offers the perfect blend of comfort and luxury for those seeking a year-long rental. With 2 bedrooms and 2 bathrooms, including a den that can be transformed into a home office or additional sleeping space, this home provides ample room for both relaxation and productivity. The highlight of this property is undoubtedly the refreshing pool, where you can take a dip and soak up

    Patrick Burke Jr Halo Home Management LLC

    5778 Highbourne Dr, Naples, FL 34113
  • /17

    $12,000 per month

    • 4 Beds
    • 3 Baths
    • 2,349 Sq Ft
    • House for Rent

    299 1st Ave S, Naples, FL 34102

    !!AVAILABLE NOW!! Annual, Monthly, Weekly Rentals!Olde Naples, wonderful 3BDRM Office w/sofa bed used as 4th bedroom/3 BATH ranch home. Just 3 blocks to the beach and 5 blocks to 5th Avenue!Video Tour Here: youtu.be/yvtanc8xu5kGranite Kitchen and open floor plan. 40' Lap pool with spa in a beautiful secluded tropical yard. Living room, dining room, laundry room, screened

    299 1st Ave S, Naples, FL 34102
  • /37

    $3,650 per month

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • House for Rent

    2285 River Reach Dr, Naples, FL 34104

    Luxurious Naples Living. Renovated Home with Resort Amenities! Welcome to your dream home in Naples! Enjoy luxury with this completely remodeled residence boasting a spacious kitchen island and an inviting open floor plan, perfect for modern living. Nestled in one of Naples' most sought-after neighborhoods, this home offers the epitome of comfort and convenience. Key features include a stunning

    Luz Pelissier A Plus Realty

    2285 River Reach Dr, Naples, FL 34104
  • /25

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    780 10th Ave S Unit 24, Naples, FL 34102

    a very nice 1 bedroom, 1 bathroom apartment in Olde Naples FL for seasonal of annual rent. Included in the condo: common balcony, central air/heat, dishwasher, washer dryer, common yard, and common storage for bicycles and small beach equipment. Utilities included: cable, electricity, heat, internet, air conditioning and water. Is pet friendly. In the kitchen is a refrigerator, stovetops,

    780 10th Ave S Unit 24, Naples, FL 34102
  • /13

    $4,800 per month

    • 4 Beds
    • 3 Baths
    • 2,757 Sq Ft
    • House for Rent

    6688 Huntley Ln S, Naples, FL 34104

    Spectacular views of the pool and lake from this 4bd/ 3ba home in Berkshire lakes. 10 minutes to the beach and Naples 5th Ave. home comes partially furnished, with all basic essentials. Beautifully updated kitchen has everything you may need. 2 master suites, 2 car garage. Community has tennis courts, pool, multiple walking paths and a fishing pier. This house sits high and dry- no damage in Ian.

    Lyubov Zagorodniy Berkshire Hathaway FL Realty

    6688 Huntley Ln S, Naples, FL 34104
  • /22

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    4502 Parrot Ave, Naples, FL 34104

    Beautiful Pool Home in Flamingo Estates – Pet Friendly & Available for Quick Move-In! Welcome to 4502 Parrot Ave., Naples, FL 34104 – a stunning and well-maintained annual rental located in the desirable Flamingo Estates neighborhood. This unfurnished 3-bedroom, 2-bath home offers the perfect blend of comfort, privacy, and convenience! Property Highlights:Sparkling private

    4502 Parrot Ave, Naples, FL 34104
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    $3,300 per month

    • 2 Beds
    • 2 Baths
    • 1,747 Sq Ft
    • House for Rent

    2268 Piccadilly Ct, Naples, FL 34112

    2268 Piccadilly Court in Naples, FL is a 2-bedroom, 2-bathroom single-family home with a den, located in the Crown Pointe East community. Built in 1992, it spans 1,747 sq ft and features vaulted ceilings, tile and carpet flooring, and a screened-in heated pool with spa. The home comes with modern appliances, a two-car garage, and is offered furnished or unfurnished. Community amenities include a

    Bill Archer Keller Williams Realty Naples

    2268 Piccadilly Ct, Naples, FL 34112
  • /36

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 994 Sq Ft
    • Condo for Rent

    1100 8th Ave S Unit A203, Naples, FL 34102

    Bright and Sunny condo In Old Naples . Completely Renovated, gorgeous new furnishings, hardwood floors and plenty of sun! Enjoy the large and exclusive pool area, or gaze at the boats and dolphins on the Bay of Naples. Walk to the shops and fine restaurants of Tin City, The Bayfront, Naples Bay Resort and 5th Avenue. Stroll or bike ride to the beach for sunsets. Life is fabulous here! Amenities :

    1100 8th Ave S Unit A203, Naples, FL 34102
  • /25

    $9,000 per month

    • 3 Beds
    • 2 Baths
    • 2,099 Sq Ft
    • Condo for Rent

    9484 Casoria Ct Unit 201, Naples, FL 34113

    Available for 2026 Season with a 3-month minimum, as well as off season with social membership transfer! Lovely second floor 3BR/2BA coach home, turnkey furnished, professionally decorated with premium furnishings and décor, just like the onsite coach model. This beautiful coach home features tile and carpet floors, granite kitchen counter-tops, stainless steel appliances. Social membership is

    Stephanie Spooner WeichertRealtors-ParadiseHomes

    9484 Casoria Ct Unit 201, Naples, FL 34113
  • /111

    $2,800 per month

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • Condo for Rent

    582 Windsor Square Unit 201, Naples, FL 34104

    3 bedrooms, 2 bathrooms, screened balcony, second floor. Quiet and worry-free Naples getaway in an ideal location, available year-round. Open and flowing floor plan with large rooms and super high ceilings gives you lots of extra space and very generous closet/storage options. Brand new stainless steel Samsung kitchen appliances: refrigerator, range/oven, dishwasher, and microwave. Newly

    582 Windsor Square Unit 201, Naples, FL 34104
  • /17

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • Condo for Rent

    900 5th Ave S Unit 301, Naples, FL 34102

    ANNUAL RENTAL AVAILABLE IN DOWNTOWN NAPLES!! This third-floor residence boasts 2 bedrooms and 2 baths, is merely steps to award-winning restaurants, galleries and shopping is a perfect place to call home. Gleaming wood floors, an updated kitchen, tastefully appointed bathrooms, floor to ceiling windows and a generous balcony overlooking they city. Access to the residence is via a secure entry

    Monica Simon William Raveis Real Estate

    900 5th Ave S Unit 301, Naples, FL 34102
  • /19

    $3,995 per month

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    7350 Saona Ct Unit Isles Cottage Old Naples, Naples, FL 34113

    This cottage has high ceilings and is light and bright with new furniture as was built in 2024. Sunset facing Cottage in the heart of Naples near beaches, restaurants. The master suite has a new king bed, and master bath has duel quartz square sinks and a beautiful tile/glass shower leading into a large walk-in custom closet. The living room boasts high ceilings, all white and bright and has

    7350 Saona Ct Unit Isles Cottage Old Naples, Naples, FL 34113
  • /23

    $8,500 per month

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • Condo for Rent

    9533 Avellino Way Unit 2916, Naples, FL 34113

    Enjoy plenty of natural light in this two bed+den/office, two bath END UNIT in Avellino at Treviso Bay. A panoramic lake view puts you in a Florida state of mind while you relax on your pavered screened lanai. Meticulous care and pride in this home is evident from the plank tile flooring to the custom lighting and window treatments. A one car garage offers convenience and protection from the sun

    Connie Kommer William Raveis Real Estate

    9533 Avellino Way Unit 2916, Naples, FL 34113
  • /39

    $2,195 per month

    • 2 Beds
    • 2 Baths
    • 1,246 Sq Ft
    • Townhouse for Rent

    4759 Lakewood Blvd, Naples, FL 34112

    Lakewood - Naples (South of Davis Boulevard / East of Airport Pulling Road) $ 2195.00 2 bedrooms 2.0 bathrooms Currently Available UNFURNISHED VILLA WITH ONE CAR ATTACHED GARAGE No Smoking 2 bedrooms / 2 bathrooms - Villa with one car attached garage. Large open kitchen with new laminate flooring, pantry, flat top stove, dishwasher and

    4759 Lakewood Blvd, Naples, FL 34112
  • /44

    $16,500 per month

    • 2 Beds
    • 2.5 Baths
    • 2,282 Sq Ft
    • Condo for Rent

    1125 Central Ave Unit 567, Naples, FL 34102

    Enjoy luxury condo living, an ideal location, and the best resort style amenities in downtown Naples at Eleven Eleven Central! Unit 567 on the 5th floor is brand new, featuring modern accents, a sprawling primary suite and a guest suite, both with walk-in closets and en suite bathrooms, plus a den with a queen sleeper sofa and a half bathroom. Every accent, piece of art, and furnishing was

    Stacey Cotter John R Wood Properties

    1125 Central Ave Unit 567, Naples, FL 34102

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