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Naples Holiday Homes

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    Travellers to Naples are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    28 Matching Rentals in NaplesView all 1,047 rentals
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    North Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pascoli Waterfront Condo at the Regatta1 / 26
    (10)Very good
    North Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    North Naples, Pelican Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Fabulous residence right in the heart of Pelican Bay. Completely updated and modernized to reflect today's 'casual elegance' Florida style. Unique courtyard style residence with completely private walled-in pool/spa area and separate guest suite cabana. Entertaining is ideal and a pleasure as...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Waterfront
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WATERFRONT-SOUTHERN EXPOSURE-GULF ACCESS - Vanderbilt Beach voted #5 in US News' Most Relaxing Beaches for 2011. Voted #2 in Coastal Living's Happiest SeasideTowns. TripAdvisor's Travelers' Choice 2011 Awards Top 25 Beaches in US. THIS SUN FILLED HOME WAS RENOVATED IN DECEMBER 2009. A new...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Come and enjoy your seasonal vacation here in Pelican Bay at Barrington! View from screened lanai off of living room shows the lovely water flowing over the rocks along the nature paths. Bright and cheerful den that accommodates a built-in office area. Breakfast nook off of kitchen offers french...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Enjoy your own luxury beach-access villa in St Raphael at Pelican Bay! Stroll along beautiful boardwalks through carefully preserved mangrove forests leading to the Gulf, where two residents-only beachfront restaurants provide the perfect beach setting. Enjoy the St Raphael world-class amenities...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    About this property
    Spectacular panoramic golf course view from this two story Carlton Place Villa in Pelican Bay. Open, airy villa with southern exposure, 3 bedrooms plus den and 4.5 baths. Private screened pool and patio were completely renovated in 2017. Very tastefully decorated with comfort in mind. On the first...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous long lake views from this updated bright and cheery first floor residence. Light Florida style decor and colors throughout. Sofa, two chairs and an ottoman in the living room. The wood dining room table seats six plus there is a two person dinette in the eat-in kitchen and three bar...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Lakefront in Pelican Bay! Beautiful views from this 2 bedroom + Den/ 2 Bath condominium. Open Floor plan, Spacious, and Neat, this condo has new Living Room Couches as of December 2011. The Dining Area has a table and seating for six. The Kitchen has cream-colored cabinets, stainless refrigerator...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning views of the Gulf, bay and mangroves from this seventeenth floor residence. Traditional Florida decor with neutral and Earth tone color accents throughout. Stone tile throughout all the living areas with beige carpeting in the bedrooms and den. The living room combination consists of a...
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    Location Information
    Naples, Southwest Gulf Coast 34110
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and sunny Pebble Creek unit, sleeps 6. This 3 bedroom, 2 bath residence enjoys a southern exposure and a lake view. The Master bedroom has a King-size bed, soft colored bedspread, matching end tables and lamps, walk-in closet, TV, and updated private bath with a walk-in shower. The...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beauville in Pelican Bay: Completely updated and remodeled. Marble and wood floors. Fabulous kitchen, private office, private pool and golf course views. The Living Room has 2 couches, ( One Pull-out Queen), 2 matching chairs, and large High-Back Chair and ottoman, all set in rich mahogany wood and...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Patio
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury awaits at one of Pelican Bay's highest caliber high-rise buildings! Breathtaking distant Gulf, bay and mangrove views from this highly desirable and rarely available south end unit residence. Endless sunsets await and can be enjoyed from many rooms as well as the oversized partially...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous pool home in the heart of prestigious Pelican Bay! This house offers luxury at every turn, with a spacious pool area, and summer kitchen, overlooking the lake beyond, truly a beautiful outdoor setting! Every item, from furnishings and linens to cookware, are top quality. Furnished in...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tastefully furnished third floor end unit residence overlooking tree top foliage in the popular condominium community of Pebble Creek in Pelican Bay. Ideally located near the main entrance of the community and boasts a convenient walking location to one of Pelican Bay's beach shuttle stations!...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Finest luxury high-rise tower that offers the 'pi'ece de resistance' of Pelican Bay. This pristine southwest corner end unit residence is located at an ideal eighth floor living level and boasts private access via a security coded elevator. The furnishings have been thoughtfully hand-picked by...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the very popular and prestgious Pelican Bay, this house offers style and comfort and excellent proximity to shopping, restaurants,entertainment and the beach. Immaculately clean and well equipped, the house offers a heated pool anad spa, family room, living room, dining room, den with...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immaculately maintained end unit residence in one of Pelican Bay's newest low-rise communities. Bright western exposure with views of the manicured babbling brook and flowing stream waters that run through the center of the complex. Furnished in rich Earth tones throughout with hints of color....
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pelican Bay at Its' Best! Additional amenities include: rate monthly 10000, TVs/VCR/DVD 3/DVD, cleaning fee 250, # bed/bath 3+/2, credit card accepted, answering machine, listing agent marjorie workinger, application fee req. 100, bathrooms/master shower/tub, den/study pull out/flatscr TV, bed...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is tastefully decorated in rich tones of brown,. cocos and rust. Lanai overlooks golf course and lake and is perfect for entertaining with it's comfortable furnishings and jenn-aire range. The Florida style decor gives you a real tropical feeling. The livingroom offers a...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This professionally decorated, open floor plan, three bedroom, open den/three bath condominium is situated in the newest luxury high-rise in Pelican Bay, Cap Ferrat. This upscale building offers a grand lobby with barrel ceilings, two-story majestic hand-painted museum quality artwork, magnificent...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rare opportunity to live in one of Pelican Bay's most desirable condominium communities. Fabulous vista golf course and lake views from the main screened lanai as well as partial distant Gulf views from the master bedroom screened lanai! Completely renovated residence boasting newer decor of...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and cheery first floor end unit residence in one of Naples' most desired communities. Pleasantly updated with newer carpeting, mostly new decor & electronics, updated kitchen with corian countertops & new cabinetry, new master bath vanity & countertops, freshly repainted interior plus much...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Very rarely available first floor residence located in one of Pelican Bay most exclusive low-rise communities! Located right in the heart of Pelican Bay and so close to everything this premier development has to offer. Furnished in a casual neutral decor scheme with accents of color throughout....
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Gulf and bay views over the mangroves from this fourteenth floor end unit residence located in one of Pelican Bay 's most centrally located high-rise towers. Enjoy endless sunset views from either the screened or open balcony. Immaculate condition of cool and neutral accents throughout...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Naples, Pelican Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This totally updated condo offers tile floors in the living areas, wood flooring in the dining area and granite kitchen counter tops, new appliances. spectacular Gulf and unobstructed sunset views PLUS city views! A total of 3 bedrooms offering a king bed, a queen bed and twin beds plus 2 bathrooms...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Lovely 12th floor condo at exclusive St. Raphael in Pelican Bay. Outstanding views of the Gulf, Clam Bay and winter sunsets! This luxury condo offers soothing colors of cream and sage with travertine tile flooring, area rugs, and brand new carpeting in both bedrooms. There are two screened lanais...
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    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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