Homes for Rent in ZIP Code 34108 with Private Pool

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  $45,000 per month

  • 4 Beds
  • 4.5 Baths
  • 5,641 Sq Ft
  • House for Rent

  590 Carica Rd, Naples, FL 34108

  Available for immediate occupancy. Nestled on a sprawling 1.5-acre lot in the coveted Pine Ridge Estates, this custom-built masterpiece exudes luxury and sophistication. Designed by Wainscott, the home boasts an inviting open floor plan that effortlessly blends elegance with functionality. The oversized master wing offers a serene retreat, featuring a spacious bathroom, a lavish closet, and

  Joe Hoopfer Premier Sotheby's Int'l Realty

  590 Carica Rd, Naples, FL 34108
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  $25,000 per month

  • 3 Beds
  • 4 Baths
  • 2,820 Sq Ft
  • House for Rent

  360 Carlton Place Unit 11, Naples, FL 34108

  Spectacular panoramic golf course view from this two-story remodeled from top to bottom Carlton Place Villa in Pelican Bay. Open, airy villa with southern exposure, 3 bedrooms plus den and 4 baths. Very tastefully decorated with comfort in mind. The brand-new ground floor is transitional in style with all new kitchen appliances and a bar with a wine cooler and icemaker. The living room feature a

  Maria Metzger Royal Shell Real Estate, Inc.

  360 Carlton Place Unit 11, Naples, FL 34108
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  /31

  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • House for Rent

  724 100th Ave N, Naples, FL 34108

  Beautifully remodeled and fully furnished beach house in Naples Park! Just minutes from the Gulf, this pet-friendly rental offers a private heated pool & spa, a fully fenced yard for privacy, and stylish modern upgrades throughout. Enjoy a comfortable, turnkey experience with everything you need for your stay. Located near Mercato and Waterside Shops, you’ll have premier dining, shopping, and

  Denisse Viera Compass Florida LLC

  724 100th Ave N, Naples, FL 34108
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  $20,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft
  • House for Rent

  836 Bentwood Dr, Naples, FL 34108

  OPEN MARCH; April FOR 2026 SEASON! Reduced Price!! Freshly updated, professionally designed. Don’t miss an opportunity to enjoy this lovely house within Pelican Bay, offering all amenities— beach, restaurants, tennis, and fitness center. Located in a quiet neighborhood, offering southern exposure, and beautiful lake views, makes this 3 bedroom, den, 2.5 bath, pool house most attractive. The open

  Marjorie Workinger Royal Shell Real Estate, Inc.

  836 Bentwood Dr, Naples, FL 34108
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  $9,000 per month

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

  593 106th Ave N, Naples, FL 34108

  AVAILABLE ANNUALLY OR SEASON 2026! NAPLES PARK CORNER LOT HOME – WALK OR BIKE TO THE BEACHEnjoy the Naples lifestyle in this spacious and beautifully furnished corner-lot home located in the heart of Naples Park. Just minutes from the beach, Mercato, shopping, and gourmet dining, this home offers the perfect blend of comfort and convenience.Inside, you’ll find a bright open layout with

  Armid Metohu Coldwell Banker Realty

  593 106th Ave N, Naples, FL 34108
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  /14

  $18,000 per month

  • 5 Beds
  • 5 Baths
  • 4,018 Sq Ft
  • House for Rent

  10720 Vanderbilt Dr, Naples, FL 34108

  BRAND NEW, Unfurnished, Annual Rental! This exceptional corner lot graces the desired Vanderbilt Drive, between serene Vanderbilt Beach and Delnor Wiggins State Park. Thoughtfully designed, this five-bedroom plus den, five-bath residence embodies a blend of timeless architecture and modern sophistication. The open-concept interiors are bathed in natural light, showcasing luxury finishes

  Kimberly Costantini Premier Sotheby's Int'l Realty

  10720 Vanderbilt Dr, Naples, FL 34108
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  /19

  $18,500 per month

  • 3 Beds
  • 2 Baths
  • 1,981 Sq Ft
  • House for Rent

  6810 Sand Pointe Cir Unit 4.26, Naples, FL 34108

  Absolutely immaculate single family pool residence located within one of Naples' most desirable communities! Enjoy the complete privacy in the enclosed sunny courtyard patio while lying poolside or entertaining. Pristine condition throughout with solid surface flooring in all living areas with light beige carpeting in the master bedroom and one guest bedroom. Soaring & volume ceilings in all

  Jeffrey Windland Royal Shell Real Estate, Inc.

  6810 Sand Pointe Cir Unit 4.26, Naples, FL 34108
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  $14,000 per month

  • 3 Beds
  • 4.5 Baths
  • 2,915 Sq Ft
  • House for Rent

  9171 Mercato Ln, Naples, FL 34108

  AVAILABLE ANNUALLY AT $14,000 PER MONTH AND SEASONALLY AT $28,000 PER MONTH. Furnished Azure Model Villa | Residences at The Mercato 3 Bedrooms + Cabana | 4.5 Bathrooms | Private Pool | Over 3,800 Total Sq Ft Experience perfection and privacy in paradise with this rarely available Azure model, a stunning furnished two-story villa located in the exclusive gated enclave of The Residences at The

  Joe Hoopfer Premier Sotheby's Int'l Realty

  9171 Mercato Ln, Naples, FL 34108
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  /26

  $19,500 per month

  • 4 Beds
  • 3 Baths
  • 2,467 Sq Ft
  • House for Rent

  482 Tradewinds Ave, Naples, FL 34108

  This beautiful, spacious and comfortable vacation rental home is located in the highly desireable Connors section off of Vanderbilt drive. Veryclose to the beach, Mercato and all that Naples has to offer! 4 bedrooms, 3 full bathrooms, large lanai with a heated pool facing the canal - whatelse could you ask for your winter vacation? Dogs are welcome with owners' approval!

  Elina Maranz Naples Vibe Realty, LLC

  482 Tradewinds Ave, Naples, FL 34108
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  $6,800 per month

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • House for Rent

  671 94th Ave N, Naples, FL 34108

  MAR, APR 2026 now available! Weekly rates available upon request. PRIVATE HEATED POOL – CLOSE TO BEACH and PET FRIENDLY ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, lawn/pool service, damage waiver, etc. are ALL included). Naples FL turnkey vacation rental. Nestled in a great set of neighboring homes in North

  Nancy Brown Starlink Realty, Inc

  671 94th Ave N, Naples, FL 34108
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  /22

  $9,000 per month

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

  791 94th Ave N, Naples, FL 34108

  Naples Park Pet Friendly, Private Pool, Vacation HomeWelcome to an exclusive vacation destination with our unique Triple -Clean promise. This spectacular, cozy single-family home in Naples Park, has been designed & furnished with your comfort and enjoyment in mind. We invite you to enjoy our Sparkling Private Heated Pool and Hot Tub, comfortable accommodations, and many outdoor activities

  Dali Mihajlovic ALL IN PROPERTY MANAGEMENT LLC

  791 94th Ave N, Naples, FL 34108
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  $28,000 per month

  • 3 Beds
  • 4.5 Baths
  • 2,915 Sq Ft
  • House for Rent

  9171 Mercato Ln, Naples, FL 34108

  Available - Jan and Feb, 2026 at $28000per month. Available annually at $14000 per month staring May 1, 2026Furnished Azure Model Villa | Residences at The Mercato3 Bedrooms + Cabana | 4.5 Bathrooms | Private Pool | Over 3,800 Total Sq FtExperience perfection and privacy in paradise with this rarely available Azure model, a stunning furnished two-story villa located in the exclusive

  Joe Hoopfer Premier Sotheby's Int'l Realty

  9171 Mercato Ln, Naples, FL 34108
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  $12,500 per month

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

  690 100th Ave N, Naples, FL 34108

  Desirable southern exposure location with heated pool and spa in the Vanderbilt Beach area - features include a very spacious screened lanai, new pool and spa, generous patio/pool deck space and an inviting and open floor plan. Easy stroll or bike ride to both Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . . Great shopping, restaurants, cafes, public tennis, pickle ball courts,

  Ellie Penaranda Gulf Breeze Real Estate LC

  690 100th Ave N, Naples, FL 34108
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  $12,500 per month

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

  682 95th Ave N, Naples, FL 34108

  GREAT LOCATION IN THE 600 BLOCK OF 95th AVENUE with SOUTHERN EXPOSURE ON NEW POOL, TANNING SHELF with UMBRELLA plus HAMMOCKS.......WALK TO VANDERBILT BEACH. EASY BIKE RIDE or WALK TO DELNOR-WIGGINS PASS STATE BEACH PARK. Generous outdoor space, big patio around the pool, Weber grill. TOTAL PRIVACY with fully fenced backyard along with tropical landscaping, chaise lounges, Adirondack chairs and

  Ellie Penaranda Gulf Breeze Real Estate LC

  682 95th Ave N, Naples, FL 34108
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  $22,000 per month

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • House for Rent

  343 Conners Ave, Naples, FL 34108

  Your dream waterfront canal getaway! This beautifully renovated vacation home offers a great combination of coastal elegance and comfort. There is ample space for relaxing and entertaining with a fully equipped kitchen, a resort style backyard, 15x30 pool and an exquisite gazebo for your day or evening enjoyment (seating arrangement, coffee table, TV). . . . . Three bedrooms, 2 bath and 2014

  Ellie Penaranda Gulf Breeze Real Estate LC

  343 Conners Ave, Naples, FL 34108
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  $12,500 per month

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

  575 101st Ave N, Naples, FL 34108

  NEW, NEW, NEW!!! Renovated from top to bottom and front to back with new flooring, new kitchen, new bathrooms, new paint in and out, new patio and refreshed heated pool. No detail missed. Bright and sunny natural light inside and generous outdoor living in the private, fully fenced backyard. Coastal design and decor. All new furnishings. Location is in the 500 block near Vanderbilt Drive so it's

  Ellie Penaranda Gulf Breeze Real Estate LC

  575 101st Ave N, Naples, FL 34108
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  $12,500 per month

  • 3 Beds
  • 3 Baths
  • 1,997 Sq Ft
  • House for Rent

  712 108th Ave N, Naples, FL 34108

  HEATED POOL with water feature - Single Family Vacation Home with southern exposure on the pool for full sun and within walking / biking distance to Vanderbilt Beach and Delnor-Wiggins State Beach Park. Clean, newer construction, well maintained and fully equipped with everything you need to enjoy a memorable vacation in Paradise. The central location is nearby Mercato (restaurants, bars,

  Ellie Penaranda Gulf Breeze Real Estate LC

  712 108th Ave N, Naples, FL 34108
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  $18,000 per month

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • House for Rent

  548 101st Ave N, Naples, FL 34108

  This is truly a treat! Every detail was considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples. . . . . LOCATION: The sought after 500 block with southern exposure. Easy walk or bike ride to the white sand of Vanderbilt Beach & Delnor Wiggins State Park and Beach. . . . THE INTERIOR: a spacious and inviting floor plan, quality furnishings, modern

  Ellie Penaranda Gulf Breeze Real Estate LC

  548 101st Ave N, Naples, FL 34108
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  $25,000 per month

  • 4 Beds
  • 3 Baths
  • 3,034 Sq Ft
  • House for Rent

  159 Conners Ave, Naples, FL 34108

  Available from Mar 15th through Mar 31, 2026 Season at a discounted rate 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

  Stephanie Spooner WeichertRealtors-ParadiseHomes

  159 Conners Ave, Naples, FL 34108
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  $12,000 per month

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

  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

  672 100th Ave N, Naples, FL 34108
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  $25,000 per month

  • 4 Beds
  • 3 Baths
  • 2,998 Sq Ft
  • House for Rent

  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

  938 Spanish Moss Trail, Naples, FL 34108
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  $25,000 per month

  • 4 Beds
  • 4 Baths
  • 1,926 Sq Ft
  • House for Rent

  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

  819 91st Ave N, Naples, FL 34108
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  $50,000 per month

  • 5 Beds
  • 6 Baths
  • 5,462 Sq Ft
  • House for Rent

  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

  727 Buttonbush Ln, Naples, FL 34108
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  $5,900 per month

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft
  • House for Rent

  1 Bluebill Ave Unit 210, Naples, FL 34108

  Live the coastal lifestyle in this beautifully turnkey-furnished 2-bedroom, 2-bathroom condo just steps from some of the most stunning beaches in Naples. Located in a private, gated tower community, this elegant residence offers resort-style living with access to a sparkling pool and well-maintained grounds. The condo is exquisitely furnished and ready for immediate occupancy—just bring your

  Blanca Carrasco Premiere Plus Realty Company

  1 Bluebill Ave Unit 210, Naples, FL 34108
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  $19,500 per month

  • 4 Beds
  • 3 Baths
  • 2,419 Sq Ft
  • House for Rent

  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.

  5916 Chanteclair Dr Unit 8, Naples, FL 34108
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  $3,000 per month

  • 4 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • House for Rent

  858 97th Ave N, Naples, FL 34108

  THIS IS A OFF SEASON FURNISHED RENTAL AVAILABLE FROM April 15, 2026 till January 15, 2027 4 Bedroom, 2 NEW Baths and NEW Kitchen, Single Family POOL Home in Naples Park ! This home is furnished and in the perfect Location!!! Relax by the Pool or head to the beach, enjoy Naples living at its finest.

  Linda DeJesus Naples Breeze Realty

  858 97th Ave N, Naples, FL 34108
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  $25,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,231 Sq Ft
  • House for Rent

  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

  816 Turkey Oak Ln, Naples, FL 34108
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  /50

  $60,000 per month

  • 6 Beds
  • 6.5 Baths
  • 6,022 Sq Ft
  • House for Rent

  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

  681 Katemore Ln, Naples, FL 34108
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  $11,500 per month

  • 3 Beds
  • 2 Baths
  • 1,735 Sq Ft
  • House for Rent

  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.

  768 96th Ave N, Naples, FL 34108
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  /21

  $8,500 per month

  • 3 Beds
  • 2 Baths
  • 1,198 Sq Ft
  • House for Rent

  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

  534 96th Ave N, Naples, FL 34108
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  $8,500 per month

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft
  • House for Rent

  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

  Mia Hrescak LPT Realty,LLC

  792 108th Ave N, Naples, FL 34108
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  /35

  $16,000 per month

  • 4 Beds
  • 3 Baths
  • 2,402 Sq Ft
  • House for Rent

  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

  10842 Vanderbilt Dr, Naples, FL 34108
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  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,496 Sq Ft
  • House for Rent

  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

  625 97th Ave N, Naples, FL 34108
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  /22

  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • House for Rent

  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

  541 110th Ave N, Naples, FL 34108
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  /22

  $10,500 per month

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • House for Rent

  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

  541 110th Ave N, Naples, FL 34108
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  /31

  $25,000 per month

  • 3 Beds
  • 3 Baths
  • 2,962 Sq Ft
  • House for Rent

  720 Turkey Oak Ln, Naples, FL 34108

  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 elegant light-filled dining room comfortably seats six. French doors open

  Sarah Wayne Gulf Coast International Lux R

  720 Turkey Oak Ln, Naples, FL 34108
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  /26

  $10,500 per month

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

  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.

  793 97th Ave N, Naples, FL 34108
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  $14,000 per month

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft
  • House for Rent

  530 108th Ave N, Naples, FL 34108

  Welcome to your private tropical escape in Naples Park, where resort-style living meets one of Naples’ most desirable locations. This beautifully maintained home is just minutes from Vanderbilt Beach, Delnor-Wiggins Pass, and Mercato, offering the perfect blend of relaxation and convenience. Step outside to your own backyard paradise featuring a sparkling private pool, relaxing spa, and a custom

  Michal Serafin Coldwell Banker Realty

  530 108th Ave N, Naples, FL 34108

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