Naples Vacation Rentals
View Top Destination Searches
Rental Type
Bedrooms
Bathroom
Pets
Amenities
Search Radius
Surrounding Areas

Click the pins to select or deselect an area.

Loading...
Proximity
Condo Complex
Apply Filter ×

Naples Vacation Rentals

  • Guaranteed Bookings with 100% Protection

  • Easy Changes & Cancellation

  • 24/7 Emergency Support

Angela L. VaycayHero Guest

"I really like that with VaycayHero my booking is confirmed right away. I also appreciate their concierge."

Sort By
Recommended
Rating

897 rentals are available

  • As you walk into this expansive, light and bright three bedroom two bathroom newly updated penthouse condo with screened lanai and vaulted ceilings throughout, you are beckoned with a glorious view of the bay, pond, and pool. The open-concept living room, dining room, and lanai offer a large, newly-tiled living area with 180 degree views, perfect for morning coffee and sunrise/sunset views. The kitchen also opens to the large living area for easy conversing while cooking the perfect meal with almost all new appliances. This property is not furnished like typical vacation rentals; it has some of the most high-end furnishings with matching textiles throughout and some art pieces. The lanai also has cozy furnishings and a second dining table.

    The unit has brand new carpet in each of the three bedrooms with two twin beds in the first spare bedroom, one king bed in the second bedroom, and one king bed and one fold-out futon/couch in the master bedroom. The master bedroom has an ensuite with walk-in closet, separate vanity with double sinks, standing shower, and soaking tub. The two spare bedrooms share a bath in the hall with an updated vanity with a stone counter and tub/shower combination. Each of the spare bedrooms have large closets to store your belongings.

    Naples
  • Crisp, classic and chic, this single family home has been completely remodeled and totally upgraded. Tucked away in the friendly neighborhood of Sorrento Gardens, enjoy being within walking distance to the Waterside Shops and Clam Pass Beach. Step out back and find an expansive fenced-in outdoor area complete with a large heated pool, fire pit, and plenty of seating and dining options.

    Three bedrooms including a stunning master suite with a reclining memory foam king size bed and private access to the lanai. Two bathrooms, a spacious kitchen and living area, front loading washer/dryer, and a one car attached carport complete this lovely home.

    Amenities include PETS OK, Pool in Unit.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: Queen.

    Square Footage: 1513 Square Feet.

    Naples
  • Stately charm and Olde Naples elegance awaits you in beautiful Villa Rosa, a classic Bahamanian villa just steps from the sugar-sand beaches in Olde Naples. Four bedrooms and three full baths makes this home the perfect spot for the whole family to enjoy.

    There's a large kitchen and living area for entertaining guests, and everyone can walk to 5th Avenue, 3rd Street, Cambier Park for dinner, art shows and the Farmer's Market. This beautiful villa is bright and clean with brand new tile throughout the living area. Enjoy the Naples lifestyle at one of the most exclusive addresses in town. Offered weekly for holidays or monthly throughout the year. Your well behaved pets are welcome with approval.

    Amenities include PETS OK, First Floor Unit, Walk to the Beach & Available by the Week.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: Queen | Bedroom 4: Queen.

    Square Footage: 2293 Square Feet.

    Naples
  • Imagine grabbing a hot cup of coffee of the Keurig and venturing through the gorgeous French doors onto your own slice of paradise. This alluring 3 bedroom home will bring out the entertainer in you. The large kitchen and open floor plan is perfect for guests. There is a large pool and equally spacious lanai designed with grilling in mind! With flat screen TVs, wifi, and new furnishings, who would want to leave? But just in case you do... Enjoy a short stroll to 5th avenue for dining shopping and entertaining or venture over to the Naples Pier for fishing and sunsets. You're a short walk from the beach so parking won't be an issue. Just make sure you bring a pair of flip-flops and a swimsuit! Welcome to Olde Naples on the Gulf.

    Naples
  • Open the cypress door to the the hidden entry courtyard with gurgling fountain, and you are transported to Tuscany right in the heart of Olde Naples! This magnificent and spacious villa was built and decorated by sophisticated owners who spared no expense to create the ultimate vacation headquarters for your family adventure in Naples.

    From the hand-glazed walls to the soaring coffered ceilings, to the breathtaking gourmet kitchen, to the three opulent ensuite bedrooms plus comfortable den, to the state-of-the-art whole-house music and entertainment systems, to the gorgeous designer furnishings, this property is the complete package of comfort, convenience and pure tasetful luxury.

    Featured on the hit HGTV show HOUSE HUNTERS, this magical retreat may be yours for a week, a month or the entire season. Your well behaved pets are welcome with approval.

    Amenities include PETS OK, Pool in Unit, Spa in Unit, Walk to the Beach, Garage & Available by the Week.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: Queen & Twin.

    Square Footage: 3328 Square Feet.

    Naples
  • This fabulous waterfront home in Royal Harbor is a boater's dream come true with direct access to the Gulf of Mexico from the canal right behind the home! It doesn't get any easier to access fishing, beaches, and nature. Situated in a quiet neighborhood just minutes from Naples Bay, Tin City, downtown Naples, 3rd Street, dining, entertainment, and the beaches.

    This 3 bedroom 2 bathroom home is bright and airy and is in the process of being completely renovated. Come mid-October, brand new furnishings will grace every room in this house. Each bathroom will feature new granite counters and modernized fixtures. Enjoy your screened-in lanai surrounded by tropical trees and plants, overlooking the heated pool and the canal. This unique home is pet friendly and is available for the week or for the month. Your well behaved pets are welcome with approval.

    Amenities include PETS OK, Pool in Unit, Garage, Available by the Week & Water Direct.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: 2 Twins.

    Square Footage: 1800 Square Feet.

    Naples
  • Looking for an impressive high end home? Well look no further. This stunning Arthur Rutenberg designed home has it all including a serene view of the lake! Beautifully appointed with amazing attention to detail both small are large and too numerous to list here. Start with 5,335 square feet living space inside offering soaring ceilings, tall windows, five spacious bedrooms, six and a half baths, den, formal and casual living areas, plus a media room.

    Top-of-the-line stainless appliances, granite counters, and a large center island grace the kitchen and make entertaining friends and family a breeze. The expansive outdoor area features a heated pool and spa, covered dining area, and summer kitchen. A beautiful sparkling blue lake serves as the backdrop to all of this!

    Amenities include PETS OK, Pool in Unit, Spa in Unit, Golf Course, Wet Bar, Den, Gated Community & Garage.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: Queen | Bedroom 4: 2 Twins.

    Square Footage: 5335 Square Feet.

    Naples
  • Be the first to enjoy this brand new, never lived-in condo in stunning Treviso Bay! Situated in the subdivision of Giaveno, you are conveniently located across the street from the brand new Golf Club to be completed in Dec 2016. Treviso Bay boasts the only TPC golf course in SWFL and has amenities galore such as a state of the art fitness center with class instruction and trainers, a full service spa, an amazing resort style pool and oversized hot tub, a sandy lake front beach with hammocks, a pool side bar and grill, tennis club, basketball court, pickle ball courts, and the new Golf Club will have more formal dining with seating up to 400! This condo has been furnished to the "T" and offers a king size bed in the master and comfy queen bed in the guest bedroom. The lanai overlooks a serene perserve area to enjoy the warm winter mornings and evenings. What are you waiting for?! All of this can be yours for a winter season getaway or any time of year. 

    Property Features: PETS OK, Golf Course, Golf Membership, Top Floor Unit, Gated Community, Common Elevator in Building 

    Square Footage: 1107

    Naples
  • Be the first to enjoy this brand new condo featuring model-esque upgrades in stunning Treviso Bay! For the discerning guest, this home has been prepared with custom wall insets, custom paint, and gorgeous high end furnishings and fixtures! Situated in the subdivision of Giaveno, you are conveniently located across the street from the brand new Golf Club. Treviso Bay boasts amenities galore such as a state of the art fitness center with class instruction and trainers, a full service spa, an amazing resort style pool and oversized hot tub, a sandy lake front beach with hammocks, a pool side bar and grill, tennis club, basketball court, pickle ball courts, and the new Golf Club will have more formal dining with seating up to 400! The lanai overlooks a serene preserve area to enjoy the warm winter mornings and evenings. What are you waiting for?! All of this can be yours for a winter season getaway or any time of year. You’re just a short drive away from all that Naples has to offer – from fine shopping and dining Down Town, to endless miles of white sandy beaches. 

    Property Features: Golf Course, Golf Membership, Common Elevator in Building 

    Square Footage: 1107

    Naples
  • This stunning 3 bedroom 3 1/2 bath condo is the perfect setting for your winter getaway or summer holiday! It has a spacious, open floor plan and each bedroom has it's own attached bathroom which is perfect for guests. The gorgeous open patio overlooks Naples Bay Resort marina and you get the most beautiful sunset views over Olde Naples. Naples Bay Resort offers world class amenities such as resort pool complex with a meandering lazy river pool, lap pool, children's pool, zero entry family pool with waterfall, expansive sundeck with poolside cabanas; Blue Water Bar & Grill; Full-service organic spa; Tennis Center with six lighted Har-Tru courts; Extensive fitness facilities with Techno Gym, Pilates room and yoga studio; and Full service marina providing full and half day boat rentals, kayak rentals, bike rentals, paddle board rentals and private beach excursions! 

    Property Features: PETS OK, Social Membership, Top Floor Unit, Bay Front or Bay View Unit, Walk to the Beach, Gated Community, Available by the Week, Water Direct, Common Elevator in Building 

    Square Footage: 2111

    Naples
  • Be the first to enjoy this custom home in the stunning Marbella Isles - central to everything that Naples has to offer! You’re just a short drive away from fine shopping and dining opportunities at The Mercato, as well as endless miles of sunkissed white sandy beaches! The owner has spared no expense, with all new Tile floors throughout, plantation shutters, and light and bright cabinetry and paint. With nearly 3000 sq ft under air, this spacious home has room to comfortably accommodate your entire family along with a 3 car garage! Relax and unwind from the comfort of your screened lanai overlooking the lake. Brand new clubhouse which includes a Social Hall for Events and Parties, a Fully-Equipped Fitness Center, Indoor Sports Court for Indoor Play, Multi-Purpose Room for Arts & Crafts or Yoga, Game Room, Card Room, Media Room, Resort-Style Swimming Pool, Wet Play Area For Children,Hollywood Cabanas, Spa, Tiki Hut, 3 Har-Tru Tennis Courts, 4 Pickleball Courts, 2 Bocce Courts, Tot Lot and Party Pavilion. 

    Property Features: Lake Front or Lake View, Den, Gated Community, Garage 

    Square Footage: 2850

    Naples
  • Move right in to this beautiful ground floor condo steps to the pool overlooking golf course! The location couldn't be any better! Just one mile to the Naples beach, two miles from downtown, and right in the middle of shopping and delicious restaurants. One spacious bedrooms with ample closet space, 1 bathrooms, fully-equipped kitchen, an open living area, and an expansive screened lanai. Additional features include a washer and dryer in the unit, common elevator, and a 1 car carport. The community of High Point Country Club offers an executive 3 par golf course, plus 6 pools, tennis courts, fitness room, clubhouse with pro shop, restaurant, activities, card playing, yoga, art and many special events. Sorry, pets are not allowed. 30 day min. 

    Property Features: Golf Course, Golf Membership, First Floor Unit, Common Elevator in Building 

    Square Footage: 731

    Naples
  • Enjoy one of Park Shore Resort’s most highly upgraded condos, available seasonally! Enjoy expansive serene views from your lanai, overlooking the pond, complemented by charming well maintained landscaping. Park Shore Resort boasts a heated community pool and hot tub, tennis courts, shuffleboard, exercise rooms and more! You’re just steps away from endless miles of white sandy beaches and luxurious shopping and dining at the Venetian Villages! 

    Property Features: Walk to the Beach, Common Elevator in Building 

    Square Footage: 864

    Naples
  • Available for the 2016 season! Bright and open, this exceptional home has a refreshing feel of wonderfully coordinated decor and has a floor plan that lends itself to indoor and outdoor entertaining. Some of the features include a fully equipped kitchen with newer stainless steel appliances that opens to the formal dining area and expansive living room.

    Extending off the living room is the oversized screened lanai with heated pool and spa overlooking the preserve. 4 bedrooms, three bathrooms, laundry room, and a three car attached garage complete this fantastic home. Located in Copper Cove Preserve, the fabulous shopping, dining, and entertainment experiences of Downtown Naples and Marco Island are just a short drive away! Your well behaved pets are welcome with approval. Ask your agent about unit 3126.

    Bed Configuration: Bedroom 1: King | Bedroom 2: Queen | Bedroom 3: 2 Twins | Bedroom 4: 2 Twins.

    Square Footage: 2267 Square Feet.

    Naples
  • February 2016 Special! This light & bright second floor condo is perfect for your next Naples vacation! Beautiful lake view from the master bedroom. This 2 bed, 2 bath condo is in pristine condition and has been freshly painted throughout. St Croix is a gated community that offers very nice amenities such as a community clubhouse with fitness center, reading center, heated outdoor pool, and a spa and cabana right next to the pool, just to name a few. 30 day minimum. Sorry, pets are not allowed.

    Property Features: Gated Community

    Square Footage: 942

    Naples

See Our Other Locations

See All Locations
Or
View Your Password By signing up, I agree to VaycayHero's Terms of Service & agree to join our mailing list for special offers and travel tips.
×
Or
×

Forgot Password?

×

Our concierge specialist is standing by to help you with your booking.
Call 888-733-2964 .

×
Filter