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Holiday Rentals, Apartments and Homes in Naples, FL

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    Travellers to Naples are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Augusta Falls could not be better located in Naples as it is short walk of a large shopping centre, less than a mile from an interstate junction, very much in the centre of Naples, yet on one of Naples most well known sought after secure gated golf communities. Thus peace and quiet are combined... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
    About this property
    This home has everything you could need or want to enjoy your fabulous stay in paradise. Heated pool and spa, outdoor kitchen, and dining area give you lots of reasons to stay longer. Spacious interior features 2 living areas on the main floor and another family room on the second floor so you have... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Inis Cove is a private gated community on one of Naples most popular roads with easy access to all that the area has to offer. The home has a private pool which enjoys views over the lake. Available for a minimum of 30 days and a maximum of 60 days one has access to the community facilities... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This condo offers spectacular views of the Gulf and Bay. Walk to the beach. Waterside Shops and Venetian Bay are just minutes away. Access to pool, fitness center, tennis court and spa/hot tub. Beautifully furnished. seven days minimum. This condo is in a very prestigious gated community. 2... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This peaceful, secluded house is just a short drive from all the excitement and activity of Naples. It’s 1,500 square feet and it sleeps six, with one king bed, one queen, two twins and two bathrooms. The lanai is surrounded by tall palms and lush greenery, giving you total privacy as you relax in... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    ****SEASONAL $15,000 PER MONTH FOR 4 MONTHS OR $16,500 FOR 3 MONTHS, OR ANNUAL LEASE OPTION**** Come enjoy your seasonal or off seasonal vacation at the beautiful Marquesa in Bay Colony! Two bedrooms plus a den with pullout sofa and 3 bathrooms. Panoramic views of the Gulf throughout the condo.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Located in the private Lely Resort, this spacious second floor 3 Bedroom 3 Bathroom beautifully appointed open floor plan features high ceilings, granite counter tops, and a gorgeous lake view. With an eastern sun exposure, you can greet the day by enjoying the sunrise from the comfort of your... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful view of the gulf and the Bay. nicely furnished. Seven days minimum. This condo is in a very prestigious gated community. 2 bedroom plus den, 2 bath with an absolutely gorgeous view of the beach and Gulf. There is also an olympic size swimming pool and a hot tub on property. Rental Agent /... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy your time in Naples in this sought after community of Pelican Bay. This 2-bedroom plus den (with pull out couch), 2 bath, 1st floor condominium, has a one- car garage. Bright north-western exposure with relaxing views of the babbling brook and flowing stream waters that run through the... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Nestled into a quiet and safe neighborhood near the beach and shopping, this four bedroom, two and a half bath home features dramatic cathedral ceilings and an open floor plan that flows out to a beautiful pool and spacious yet private lanai. There is a formal dining room, great room and a living... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy spending a great vacation with your family or significant other in this wonderful 3-bedroom, 2-bathroom home that will leave all members of the family happy. This home sleeps 6 people comfortably. You will also find that this home has several amenities including a garage where you and your... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Waterfront lot, downtown location, style, and amenities galore - it doesn’t get much better than Harbor Lane Bungalow for a visit to Naples! Set on a gulf access canal just 5 minutes from 5th Ave S, the location is super convenient for boating, beaching and exploring the restaurants and shops of... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautiful rarely available 1st floor end-unit offers easy living in one of the most affordable rental condominium communities in Naples. Well maintained and professionally managed, Piper's Pointe is a stable community. The home has been newly painted and has great beach decor with new bedding and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Surrounded by water, nature and luxury, you will enjoy this private island condo that lives and feels like a home. From your large screened terrace, enjoy the water views of Wiggins Bay on to the Gulf of Mexico, endless sunsets, and gentle Gulf breezes. This luxurious 3-bedroom plus den, 3.5 -bath... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    For more information contact Chelsea Grosvenor at 239-262-4242 or by email to CjelseaG@premiermail.net Information contained herein deemed reliqble but not guaranteed Additional amenities include: flooring tile/carpet, rate - weekly $5000, distance to beach across the street, guest bedroom 2 queem... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Newly renovated Chateaumere in Pelican Bay! This spectacular unit has more than 1900 square feet of living space. This condo boasts 3 bedrooms and 3 bathrooms. Oversized lanai with more than 400 square feet of outdoor living space with plenty of seating accommodations to enjoy the peaceful views.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A stunningly-renovated penthouse at The Aria, #1601 is one of the most prestigious residences in Park Shore. The property has never had a tenant, and everything is new -furniture, fixtures, furnishings - artwork, chandeliers, linens and more. As you enter this residence's private foyer, you are... View all property information
    Location Information
    Naples, Southwest Gulf Coast
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Beautiful 2 bedroom, 2 bath, 1st floor condominium with 1 car attached garage. Dramatic wide lake view with fountain and two waterfalls. Glass enclosed lanai expands the under air living space. Centrally located in L'Ambiance in desirable Pelican Bay, with easy access to Naples white sandy beaches,... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located just minutes from the beach, The Strada at Mercato offers the latest trend in urban living. Exciting restaurants extraordinary shops and a luxury movie theater are just an elevator ride away. This two bedroom, two bath model, has a casual comfortable feel. There are two true vintage... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 51
    5 of 5 stars (6) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Hot Tub
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    • Ocean Views
    • Mountain Views
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    • x
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    • x
    About this property
    Naples' best vacation home! Luxury Old Florida Beach House style pool home in heart of Old Naples prestigious Moorings. Lushly landscaped tropical pool area. Features one of the few private beaches in Naples. This home has been beautifully furnished by one of the countries top designers. No detail... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Live in a Ritz Carlton Resort with Tiburon Medallion Golf Club Membership! Ventanas is a luxury condominium located within one of Naples' most coveted golf clubs - the Tiburon Golf Club at the Ritz Carlton Resort. Unit 304 is a two bedroom, two bath condo overlooking the resort style pool area and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This wonderful first floor residence in Terra Verde is a spacious 3 bedroom, 3 bath that also has a living-dining room, family room with breakfast area, screened lanai and 2-car garage with golf cart space. This home boasts a superb location across from the resort style pool. This community is... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    If you love the beach, fine dining and shopping, but like the privacy and comfort of a single home, then our luxury 3 bedroom, 2 bathroom villa with a private screened, heated pool is a perfect choice. The house is located 3/4 miles from Vanderbilt Beach in Naples near the Ritz Hotel, a 5 minute... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This property is the ultimate 'surf and turn condo' in Olde Naples. Walk 1/2 block to 5th Avenue restaurants and 3 1/2 blocks to the beach. Fabulous French condo features two-bedrooms and two-baths and very upgraded galley kitchen. This is a very special condo for anyone wanting to experience... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Just a short drive from restaurants and downtown 5th Avenue shops, this 1st floor condo has a community pool and tennis courts. It has a community park around the corner with walking trails, baseball fields, basketball courts, tennis courts, racket ball court, boat ramps, a small water park, gym... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 9
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    This is A PRIVATE ROOM & PRIVATE BATH TO RENT IN A SHARED CONDO WITH OWNER (Who is healthy, happy drug & drink free). It's cheerful, spotless, fully furnished (but not cluttered) condo in Naples. Neighborhood nice established, safe, in a great location & not the typical rental in a concrete... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Don't miss this incredible condo on Gulf Shore Drive that comfortably sleep 12 people! Nearly 4000 sq ft of impeccably furnished living space, on one level, with incredible tree-top views of the gulf and a large western facing balcony with amazing sunsets. Simply cross the street for direct access... View all property information
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    Naples, Southwest Gulf Coast
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This pristine, open floor plan, beautiful single family home is locating in Barrington of Pelican Bay. You have gorgeous views of the Oakmont Lake, access to the jogging path, beautifully remodeled throughout featuring 3 large bedrooms + a den, 4 full baths plus a powder room. The executive den has... View all property information
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    Naples, Southwest Gulf Coast
    1 / 8
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    A light, bright and casually inspired beach cottage in the heart of Olde Naples. Newly redecorated for the season with brand new furnishings, high quality linens, and dishware. Master bedroom features a queen bed, flat-screen TV and ensuite bathroom with marble countertop. 2nd guest room offers... View all property information
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    Naples, Southwest Gulf Coast
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful view of the gulf and the Bay. nicely furnished. Seven days minimum. Additional amenities include: smoking: no smoking, gated community, pets: no pets, pool and tennis. View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    No detail has been overlooked in this sophisticated home. This rental has every extravagance you can imagine, including designer furnishings, framed mirrors, dramatic ceilings, crown molding, granite countertops, and inviting master suite. Luxurious golf view home in sought after Fiddler's... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Walk to beach, lounge by the pool or enjoy a short stroll down 5th Avenue. This 2800 sq. ft. home sits in the heart of Old Naples. This home features 3 bedrooms, office with a built in desk, large dining room, living room and gourmet kitchen. Retractable screens open the lanai to the pool deck... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Just east of the fabulous Player’s Club and Spa in Lely Resort is the neighborhood of Saratoga. Just a short walk from all the amenities that make this community famous, our Saratoga Vacation Rental boasts beautiful views of a shimmering lake as well as a lushly landscaped, world-class golf course.... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Very beautiful little house on an RV Resort. Freshly renovated. A brand new mattress in the bedroom and another one in Florida room for your guests. Washer- dryer and dishwasher are included, Dishes, towels and bedding are included. There's an outdoor terrace. Not included: electricity fees. A... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 32
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Don't miss this amazing opportunity to live on the beautiful Naples beach. This extended floor plan offers expansive views from every room in the condo and has 2 full bedrooms, 3.5 bathrooms and a den. The updated kitchen is bright and open with Corian countertops and breakfast bar. You can... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Enjoy the sweeping views from this wonderful Grey Oaks, Terra Verde, 2nd floor residence. This furnished coach home is warm and inviting with Granite counters, wood cabinets and carpeted bedrooms. The master suite offers residence a quiet retreat with a large bath, double vanities with a separate... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Available for off-season in 2016, and for December 2016 - February 28, 2017. La Mer is a phenomenal building that is the closest in proximity to the Gulf of Mexico in Park Shore. This two-bedroom plus den, with two full baths was recently renovated. Features include a great kitchen with granite... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This condo is in a very prestigious gated community. 2 bedroom plus den, 2 bath with an absolutely gorgeous view of the beach and Gulf. There is also an olympic size swimming pool and a hot tub on property. Rental Agent / Concierge services on site. Additional amenities include: smoking: no... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 35
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Shared Garden
    • DVD Player
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    WATERFRONT property with a spectacular view! This 6 bedroom waterfront home with expansive views sleeps 14 and offers endless fun for your vacationing pleasure. Dolphin watching; fishing and boating right from your very own back yard. Enjoy popular nearby Vanderbilt Beach and The Mercato from this... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Breath-taking views of the Gulf and bay backwater views from this top floor condominium. Upgrades include bone tile in all living areas. A beach themed condo to relax in. White leather sofa and a leather chair in the living room. The glass dining room table seats four plus there is a two... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy tranquil views while dining al fresco on the spacious lanai overlooking the heated pool and spa. The lanai also features a summer kitchen with gas grill and service area. This brand new single family home offers an open floor plan, fully equipped kitchen with granite counters and upscale... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 2
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Very well-maintained 2 bedroom, 2 bath, Robb + Stucky-designed condo features a spacious glassed-in lanai which adds more than 300 square feet of living space complete with an expansive view. Interlachen is conveniently located across from tram station and the tennis courts in Pelican Bay, Naples'... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Internet Access
    • Washer
    • Hot Tub
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The finest Fiddler’s Creek has to offer…Amador is a 4 bedroom, 4 bath single family home tucked into the beautiful Veneta community. Built for entertaining, this home welcomes you and your guests through the lofty foyer to home’s ground floor with spacious open living and dining areas, a separate... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Say OLE! to this great three-bedroom, two and a half town-house. Located in Lely Resort, the property is equidistance to Naples and to Marco Island on the corner of Collier Blvd. (951) and Tamiami Trail. Great for a family or two couples, this unit features an updated kitchen and great master... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious carriage home with exquisite details and stunning views. This second floor end unit provides abundant light highlighting the properties features including tiled floors, raised ceilings and large windows with an unobstructed view of the lake. Residents enjoy a private community pool and... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy tranquil views while dining al fresco on the spacious lanai overlooking the heated pool and spa and the nature preserve beyond. The lanai also features a summer kitchen with gas grill and service area. This brand new single family home offers an open floor plan, fully equipped kitchen with... View all property information
    Location Information
    Naples, Southwest Gulf Coast
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful beachfront 2 bedroom and two bath 4th floor condo is located in the prestigious Park Shore area on Gulf Shore Blvd!! You have gorgeous panoramic views of the Gulf, Bay and a breathtaking sunset followed by a view of the city lights at night. Bay Shore Place offers numerous... View all property information
    Location Information
    Naples, Southwest Gulf Coast