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Holiday Rentals 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.
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Classic old Florida cottage in wonderful location. Beach 1 block (.3 miles). Walk under old Banyan trees to Gulf beaches. Public golf course 3 blocks away. Tennis 6 blocks. Naples' best restaurants and exclusive shops only 10 blocks away, an easy walk or bike ride. Many repeat renters since 1998.... View all property information
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    Naples, Southwest Gulf Coast 34102
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Available February - Must be Monthly Rentals This remodeled condo located at High Point Golf Course in the heart of Naples overlooks the golf course. Located just a mile from downtown/5th Avenue and 1 mile from beautiful Waterside Shopping Center, this condo has the perfect location. The... View all property information
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    Naples, Southwest Gulf Coast 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to our beautifully decorated 2 bedroom / 2 bathroom condominium featuring master bedroom, en-suite with separate soaking tub and shower, granite counter-tops, dishwasher, washer and dryer, etc. The unit enjoys private and quite views of the preserve (see photos) The resort includes three... View all property information
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    Naples, Southwest Gulf Coast 34102
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    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Enjoy casual elegance in this 8th floor condo, which is steps away from Vanderbilt Beach, provides vistas of Baker Carroll Point from screened balcony, and offers easy access to Delnor Wiggins Pass State Park, one of the treasures of southwest Florida. Clean, modern condo features new... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Far away from the hustle and bustle experience life and leisure and wake up with a spectacular view of the gulf of mexico or the vanderbilt channel bay. This beautifully modern renovated (dec.2014) 1,329 sqft - 2 bedroom/ 2 bathroom condominium is located across the street from vanderbilt beach... View all property information
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    Naples, Southwest Gulf Coast 34108
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Greenlinks 1414 is a luxury renovated Greenlinks Golf Villa, offered for rental exclusively through The Holiday Life! Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of features to keep non-golfers happy too! Unit 1414 is a 2 bedroom, 2 bath... View all property information
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    Naples, Southwest Gulf Coast 34113
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    Naples, Southwest Gulf Coast 34112
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with boat dock availability, on second floor of 2 story building. with wifi,1 mile to the beach. Condo is located on the bay. Corner unit, includes a carport below with private parking, large living room with private lanai, large... View all property information
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    Naples, Southwest Gulf Coast 34102
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Naples Florida Vacation Homes' Neapolitan home is a beautiful, newly built holiday villa with sleeping room for 2-8. This vacation home features modern furnishings, private pool and is just a short walk to world-renowned Vanderbilt Beach and Delnor-Wiggins Pass State Park. Additional amenities... View all property information
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    Naples, Southwest Gulf Coast 34108
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sunny Dreams The Sunny Dreams is centrally located in the gated community “Briarwood” in Naples. Thanks to its perfect location, the vacation home is close to the beautiful white sand beaches along the Gulf coast. The Sunny Dreams is perfect for a Florida family vacation. Additional amenities... View all property information
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    Naples, Southwest Gulf Coast 34104
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    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    This charming house is located on a magnificent wood with a pond and a creek. The bedrooms are spacious with queen and double beds (sleep 12 + 2), Open living room/dinning area and kitchen are perfect for gatherings and events. Music room for entertainment with piano and karaoke. Heated pool... View all property information
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    Naples, Southwest Gulf Coast
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    KEY ROYAL is a gated and patrolled community with resort-style pool and spa, WIFI clubhouse with fitness center, business center and game room.. .NEWER FURNITURE AND ALL BRAND NEW INTERIOR DECOR.(NEW PAINT & CARPET)..VERY CLEAN AND READY FOR OCCUPANCY. THIS IS AN OWNERS UNIT THAT WAS JUST... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This 2nd floor (elevator) condominium remodeled in 2009 has spectacular views of the golf course an lakes. This two bedroom two bath condominium with dining room, laundry, living room and screened lanai overlook the (red) 9th fairway on the Foxfire Country Club 27 hole executive golf course. There... View all property information
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    Naples, Southwest Gulf Coast 34104
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Villa Sophia is a true coastal gem that is fresh and breathy as well as warm and cozy. It is just 1,5 miles away from the beautiful beaches of Naples and right in the middle of everything Naples has to offer. The 4-bedroom house with its open-concept living space features soaring 12-foot vaulted... View all property information
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    Naples, Southwest Gulf Coast 34103
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Relax in this luxury 3 bedroom, 2 bathroom, 2nd floor condo. (Low rise unit - 2 floors only). Vaulted ceilings. End unit offers plenty of light. This condo boasts 2 three seater sofa's along with a king pillow top bed in the master, ensuite bathroom with shower, double sinks and a... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    It is quiet and has a great pool area outside that people enjoy as all the guests so far are returning this year again . I have been lucky to get such get reviews on how nice it is, I have three flat screen TV's as well as internet and cable. It is close to downtown Naples and close to shopping... View all property information
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    Naples, Southwest Gulf Coast 34104
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    ​Elegance and Sophistication Elegance and sophistication is the way to describe this beautifully decorated 1652 sq. ft 3 bedroom 3 bathroom courtyard home with private pool located in the prestigious gated Prestwick Place Community in Lely Resort. Walk into the courtyard and you can see why this... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    A great vacation condo located in the Enclave at Naples, just minutes (7 miles) of the white sandy beaches that stretch along the Gulf of Mexico. The Enclave at Naples is a well maintained gated property, off of Davis Blvd, near Interstate 75. It is only thirty minutes away from the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Ideal location - 1 mile to beaches, downtown, dining, entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more Spectacular views of pool, fountain lighted at... View all property information
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    Naples, Southwest Gulf Coast 34103
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Welcome to fabulous Naples Golf Club. Large 2 bedroom, 2 bath condo, 1400 sq.ft. on the FIRST FLOOR overlooks the beautiful Glades Golf course. Large spacious rooms with bedrooms on the opposite sides of the condo separated by the living room. Big Lanai overlooks the fairway. Full kitchen, formal... View all property information
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    Naples, Southwest Gulf Coast 34112
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    'Capri Cottage' in the Heart of Olde Naples - Superb Location Luxurious four bedroom, two bath cottage in the very best location in the Historic District of Olde Naples. Walk a few blocks to Third Street's famous Restaurant and Art Gallery District or enjoy shopping and fine dining nearby on... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34102
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    The Forest Glen subdivision is conveniently located near I-75 and ideally located just east of downtown Naples and just north of Marco Island. Be prepared to relax on the lanai that overlooks the 6th tee of the Arthur Hills designed Forest Glen Golf Course. Or if you prefer, you can watch the... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34114
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1,000 square foot 2 bedroom, 1.5 bath Park Model in a gated RV park. Crystal Lakes is rated in the top 30 RV parks in North America and has such amenities as putting greens, fitness center, salt water pool and hot tub, horseshoes, bocce ball, 6 pickle ball courts, tennis courts, activities... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34119
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Princeton place at Tarpon Bay Yacht & Racket Club off Wiggins pass rd. north of vanderbilt beach. remodeled condo from kitchen, baths, windows, furnishing , available for june thru December 2016 at reduced rate. available amenities include beach boat shuttle, tiki bar, club restaurant, tennis,... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    WELCOME to our sunny 2 BR 2 BA condo in the lush tropical gated community of Falling Waters. Clean and bright, featuring fully equipped kitchen complete with new coffee maker and blender. Spacious master suite, queen bed, large walk-in closet, new Samsung TV, newly remodeled master bath with... View all property information
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    Naples, Southwest Gulf Coast 34112
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    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 34113
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    At peak months Dec-March the minimum rental is 1 month. Beautiful home is laid out with all the upgrades and impeccable landscaping. The exterior features a paver driveway, lanais, tiled roof, peaceful views of the lake from both the 1st fl screened lanai & the 2nd fl balcony. The expansive... View all property information
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    Naples, Southwest Gulf Coast 34112
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Home is located in a residential neighborhood 0.5 miles from private park (for owners and their guests ) adjacent to the beautiful Naples beach. We are also 0.5 miles from shopping, grocery store and restaurants. This home has been recently renovated with all new air-conditioning, kitchen... View all property information
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    Naples, Southwest Gulf Coast 34103
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    This homy and very clean, one level condo in Blue Heron complex is conveniently located just few minutes away from major shopping, restaurants, historic Old Naples, Naples beaches, Marco Island, Alligator Alley, and I 75 highway. It has over 1450 sq feet of living space overlooking an inland lake.... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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
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    Naples, Southwest Gulf Coast 34110
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Welcome to our resort style, luxurious villa in Paradise! "Tivoli Paradise" is set on a beautiful, lush and tropical property, with plenty of trees to provide privacy, our guests can enjoy their own private oasis only 5-10 minutes from all that Naples has to offer. Unlike other rental properties... View all property information
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    Naples, Southwest Gulf Coast 34104
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The Casabella at GreenLinks is a 1,343-square-foot condo, was built in 2006, and is impeccably maintained both inside and outside. Accommodations include a fully appointed kitchen with solid surface countertops, dining room, spacious living room with HD plasma cable television, two bedrooms, two... View all property information
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    Naples, Southwest Gulf Coast 34113
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Impeccable first floor condo was just renovated in August of 2015. One bedroom, one bath with shower and tub. New tile flooring throughout, fresh paint and professional decorating. Quiet neighborhood where at least one of you must be 55 or older, It is surrounded by the Golden Gate Country Club,a... View all property information
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    Naples, Southwest Gulf Coast 34116
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Relax in casual elegance in our beautiful 5 bedroom 3.5 bath house named Asolare in Vanderbilt Beach. Spacious and convenient this home is the perfect rendezvous for your family vacation near the beach. Located less than 1 mile from the gulf's white sandy beach, Asolare is perfectly located... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy the beautiful Florida sun in this cute furnished house with lush pool. This Home offers 2 bedroom 1 bathroom that have been completley remodeled. The Master has a King bed and the guestroom has 2 twins. Lay out at your private pool and enjoy the quite setting. Walk to Oaks farm and get all... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Parking
    • Private Garden
    • Air Conditioning
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Furnished and decorated to the highest standards and sleeping 6 people comfortably, the accommodation includes three bedrooms plus a den converted to make further bedroom if required to sleep 8, bathroom with vanity units, fully equipped kitchen with table and breakfast bar, lounge and formal... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Newly renovated and newly furnished second level condo located at the Quail Run Golf Club. All tiles throughout the unit with Granite counter tops in kitchen and bathrooms. Centrally located just off Pine Ridge Rd in North Naples, minutes away from shopping, restaurants and Naples beautiful... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34105
    1 / 19
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Rent Greenlinks Golf Villa Unit 1712, offered exclusively by The Holiday Life! Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of features to keep non-golfers happy too! Unit 1712 is a 2 bedroom, 2 bath ground floor condo that sleeps 4 people... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This charming non-smoking home is located half a mile from a beautiful beach in North Naples (10 minutes walk or 2 minute bike ride). The house was redone in the bright floridian colors with a brand new Pool/Spa. It has all amenities to let you relax and have a memorable vacation. The house is very... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Terrace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Rent Greenlinks Golf Villa Unit 423, offered exclusively by The Holiday Life! Greenlinks at Lely Resort was designed as a tropical haven for golf enthusiasts, complete with plenty of resort features to keep non-golfers happty too! Unit 423 is a 2 bedroom, 2 bath second floor condo which has a den... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Balcony
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Comfortably furnished and nicely decorated, 1st floor Spring Run deluxe condo is your perfect retreat. With its private ground floor entry, this unit is conveniently located to the airport, shopping, beaches, and more. It is situated on a par 72 championship Audubon Certified Golf Course that winds... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34135
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Villa is in Naples, FL, about 1 mile off of Rt.41. It is a 3 bedroom, 2 bath condo with an attached 2 car garage in a quiet, gated community. There is a nice community pool there .There is a washer and dryer in the condo, and cable and wireless internet. It also has a screened in lanai with... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34112
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    WALK TO THE BEACH! Enjoy southwest facing water views & spectacular sunsets from this sprawling ranch! Fabulous floorplan boasting formal entry into living room & adjacent dining room leading straight out to outdoor living, master suite or spacious island kitchen! Den & elegant master suite with... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34108
    1 / 27
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor...
    • Patio
    • Grill
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    A real treasure in Naples. Beautiful 3 bed 2.5 baths estate set on a sprawling 2 acres Pet friendly gorgeous 3 bedroom Naples home is secluded in a great neighborhood. Set back, gated, and surrounded by trees you'll have plenty of privacy during your stay. And with 2 acres of free space, you'll... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34110
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Patio
    • Washer
    • Secure Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Why rent just a condo or house when you can be living the country club lifestyle in a resort quality condo? <BR><BR>I invite you to discover Stonebridge Country Club, the area's premier bundled community which is ideally located in the heart of North Naples. You will love your home away from home... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34109
    1 / 17
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Briarwood Gated Community: Beautifully appointed 3 bedroom 2 bath vacation home with its own PRIVATE POOL. This comfortable home has a bright spacious open floorplan with vaulted ceilings and ceramic flooring in kitchen and living areas. Enjoy your morning breakfast in a spacious eat-in kitchen... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34104
    1 / 47
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Make your next group getaway a memorable one at this sunny Naples property - two adjacent homes that offer private swimming pools, beautiful golf course views, and community access to a hot tub, tennis courts, and basketball courts. These two three-bedroom homes sit alongside the Flamingo Island... View all property information
    Location Information
    Naples, Southwest Gulf Coast 34113