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43 Holiday homes in Naples, FL

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  • Naples, FL Clear
  • All suburbs
  • Bonita Springs (3)
  • Briarwood (4)
  • Cypress Woods (1)
  • Estero (2)
  • Lely Resort (12)
  • Naples Beach (6)
  • Vanderbilt Beach Area (4)

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43 Results  |  
13 Photos

Condo | 2 Bedrooms | sleeps 4

Excellent 5/5 

14 Nights min stay

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from £35 /night

£239 - £350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Air conditioning
  • No pets allowed
The Perfect 2 Bed 2 Bath Seasonal Rental  …see more

13 Photos

Condo | 2 Bedrooms | sleeps 4

14 Nights min stay

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from £35 /night

£239 - £350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Air conditioning
  • No pets allowed
The Perfect 2 Bed 2 Bathroom Seasonal Rental in the great Naples. Wonderful beaches at few miles and the best golf court's offer. Very quiet area  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

6 Nights min stay

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from £61 /night

£424 - £1306 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Single family home with large private pool, 3 bed-, 2 bathrooms, PC, printer, free internet. Living room, master and guest bedroom with tv. Beach, centre & Pier in 4 mls, Amenities close to house. 3 bikes, a cot, high chair and children's safety poolfence available. additional to price: 10% tax, heated pool (Oct-April), E100 cleaning, Entrance community E 85 /per arrival  …see more

Featured properties

16 Photos

Condo | 3 Bedrooms | sleeps 6

14 Nights min stay

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from £69 /night

£477 - £572 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Enjoy luxury and comfort in this stylish condo in a beautiful gated community. The community has a club house with a gym and large pool. Also tennis courts, boccia and kids playgrou  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £59 /night

£409 - £686 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
100 STEPS TO BEACH, Newly Renovated, Luxury Accomodations, Free Tennis, Heated Outdoor Pool, High Speed Internet, Gas Bar-B-Que Grills, NO SMOKING, NO PETS, 1 bedroom studio on 6th floor, kitchen, screened porch/lanai, quiet, great location, Beautiful Beach & Bay Views  …see more

19 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £125 /night

£875 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
We are extremely happy to add new in 2012 this outstanding 3 bed home with pool in a prime location across the road from the ever popular Ley resort . Thus just a 10 minute drive to Naples 5th Avenue and Naples beach, or to Marco Island and the beaches there  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 8

14 Nights min stay

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from £112 /night

£779 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The outstanding 3 bed detached villa, Augusta Falls, with private pool, could not be better located in Naples, short walk of a large shopping centre, very much in the centre of Naples, yet on one of Naples most well known sought after secure gated golf communities.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Short stays welcome

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from £108 /night

£750 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
My wife and I built our 4 bed 5 bath home a few years ago with the intention of moving to Naples but it has not worked out. But we built it with all whistles and bells, no expense spared in a prime location. Rest assured it will be a wonderful option for a holiday Enjoy our 4 bed million dollar home in a gated community in a prime location within Naples  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

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from £56 /night

£390 - £569 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
A beautiful 2 bed' + den 2 bath' condo on Falling Waters, Amelia Lake, a stunning, world class gated resort complex themed around tropical gardens and waterfalls & one of the largest and most photogenic swimming pools in SW Fl. All attractions are all within easy reach  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £112 /night

£779 - £959 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Our Villa is a luxury home, with full air conditioning set in the small-gated community situated within Lely Resort Golf and Country Club, Just minutes from beautiful beaches, Fifth Avenue shops, Naples Pier, Marco Island, World Class Golf Courses. Furnished to a very high standard with a beautiful pool overlooking the golf course.  …see more

14 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £108 /night

£750 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Westlake Villa is in a prime central location within Naples, walking distance from the beach. It has a secluded south west facing heated private pool and lania are 3 bedrooms. It is also within 5 minutes walking distance of some popular restaurants.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £1 /night

£6 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Private pool home with screen cage, close to the beach, private hot tub (jacuzzi) cable tv, large plasma tv, bedroom wall mount tv's, clothes washer & dryer, king size bed with sleep number type matress (adjustable firmness), queen size bed, large refrigerator with ice Small children's (quality) stroller, play pen, high chair  …see more

24 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £123 /night

£857 - £1267 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Its a beautiful holiday home away from home with an ideal location for a holiday in Naples. Its just 5 minutes drive to all that Naples has to offer like Naples beach, 5th avenue and downtown. The house contains 3 bedroom & 2 bathrooms. You will find every amenity that you need just 5 minutes walk from the door steps.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

Short stays welcome

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from £97 /night

£678 - £825 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
TWO MASTER SUITES BEACH Villa. 4 bedroom 3 bath, private heated pool/spa. The beach is 3.8 miles, golf 5 min, near everything. Private community with clubhouse + sauna, fitness centre, billiards tables, Another Heated pool, lake, tennis courts, bike/running paths & more PC+ High Speed Internet Phone CABLE/ALL+HBO etc 3.2 miles to 5th Avenue South Pack Light we have everything  …see more

19 Photos

Condo | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £60 /night

£414 - £658 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Luxury top floor apartment with vaulted ceilings. Private balcony overlooking pool and picnic area rear. Wi-Fi, HD TV with free movies. 10 minutes away from downtown Naples, Marco Island, The Everglades and beaches. Ideal location for golfers and non golfers alike. Discounts for two weeks or more. Please contact owners for quote or see pricing information for details!  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

5 Nights min stay

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from £83 /night

£575 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
Our beautiful west facing modern home is situated by a large lake in the gated community of Briarwood, just 10 minutes drive from the beach. The glorious sunsets from the private pool are remarkable and help to create a most relaxing and peaceful holiday.  …see more

24 Photos

Condo | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £89 /night

£623 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Air conditioning
  • No pets allowed
We visited Naples for the first time in 2010 and we fell in love with the people, places and lifestyle. The sense of community, easy access to the airport (20 min drive), beautiful view of the lake, newly renovated Golf Course and Club made us select Cypress Woods. All the upgrades from early December 2013 were designed with your comfort in mind.Luxury hotel like ambiance  …see more

18 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £119 /night

£827 - £1643 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Grand luxury living, private pool inc Jacuzzi jets, covered lanai, BBQ, beautiful gardens front and back + surrounding ideal for evening stroll or morning bike rides, pool table, bar, flat screen movie centre, pro poker table, AC,wifi, all utilities etc. Home from home  …see more

16 Photos

Condo | 2 Bedrooms | sleeps 5

1 night min stay

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from £109 /night

£762 - £953 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
All udpated! New beds, linens, furnishings, electronics (including 4 flat screen TV's), wi-fi, cable - plus one of best views in complex overlooking pond and pool! Quiet second floor locations allows for quieter, peaceful setting - with high ceilings, views & security.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £114 /night

£795 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful 4 Bedroom villa with private pool with views over lake on secure community. Ideal location to enjoy the beaches of Naples and Marco Island. Great location for exploring The Everglades.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £112 /night

£779 - £1018 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
This is our vacation home and we have furnished it to such a high standard because it is what we would expect at home and I'm sure our guests will agree. If you really want to be pampered, go no further than the members only Lely Players Club. membership is optional. There are 2 lounges and 2 dining areas, in the family room there is flat screen tTVand Blue Ray player  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

30 Nights min stay

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from £65 /night

£450 - £599 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
With restaurants on site and shopping minutes away you have it all at you beckon call. Don't forget the spa for a massage, manicure, facial etc. All these amenities are only for Players Club guests when you stay in our home. There are 3 public golf courses in Lely that you can use.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £142 /night

£989 - £1561 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 24 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Stay amongst golf courses in a quality lakeside villa with a pool. It is on a gated community between Twin Eagles and Valencia. This ensures delightful surroundings at an affordable price near to golf courses and local amenities whilst being within reach of Naples. The villa is on a quiet, broad, palm-lined boulevard in a prime position with a large, south facing pool.  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

30 Nights min stay

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from £46 /night

£318 - £583 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Our home in Naples is just that a home from home If you are fed up with noisy holiday complex's give us a call. Over 80% of our renter's are repeat bookings and some have become friend's need I say more. Thanks for looking. Graeme You don't have to stay 28 days but the minimum booking we can accept is 28 days.Any Questions please call me  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £86 /night

£600 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
2005 villa with private, heated, south facing pool located on a lake. Great shopping/dining within a mile. Perfect for sun lovers, beach and golfers.  …see more

19 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £108 /night

£756 - £1067 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful New Home - Last Minute - Still Available for January - Guests will love this unique house. It comes fully furnished and has all the amenities you could ask for.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £115 /night

£800 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Recently refurbished luxury holiday villa with 4 double bedrooms and a heated pool. The location is stunning: 5 minute drive to beach, private, quiet, nearby golf in abundance. The house is fantastic for families of all ages.  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £99 /night

£689 - £869 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 13 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury 3 bedroom home located in a gated community in the exclusive Lely Resort Golf & Country Club in SW Naples. Large heated pool & spa with South facing lanai offering tranquil lake views. Minutes from the Gulf Coast, Marco Island and Downtown Naples.  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £304 /night

£2124 - £5900 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Location, location, location!!! This professionally managed 3 bedroom, 3 bath property in a spacious, lush and private garden is nestled in the heart of Olde Naples  …see more

12 Photos

Condo | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £196 /night

£1372 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
This condo is located in the heart of Pelican Bay within the Valencia community  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £99 /night

£689 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Truly outstanding 1500 sq. ft. three bedroom two bath home with garage. Newly renovated inside out, is accented with beautiful tile and granite through out, kitchen features beautiful raised panel cabinets and new appliances, great room opens up to large screene  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £95 /night

£661 - £2213 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Wonderful single family home 3/2 with private swimming pool in the gated community of Briarwood  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £89 /night

£619 - £1138 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
THE PRICES INCLUSIVE FLORIDA TAX and POOLHEATING  …see more

12 Photos

Condo | 2 Bedrooms | sleeps 8

14 Nights min stay

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from £66 /night

£460 - £566 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Location: Falling Waters Beach Resort, Naples, Florida USA (Corner of 951 & 41; Minutes from Marco Island) Accommodations: Condominium, 2 Bedrooms + 2 Futos and a pull out couch, 2 Baths (Sleeps 4-8) This beautifully decorated two-bedroom, two-bath, first floor, fully-equipped condominium has a gorgeous living room, dining room and eat-in kitchen  …see more

10 Photos

Condo | 2 Bedrooms | sleeps 6

1 night min stay

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from £19 /night

£129 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Fourth (4th) floor beauty hovers over the lake and seventh green....bundled golf...close to pool & tennis court...beautiful newly renovated club house,retail pro shop & fitness center...close to downtown and beaches. Monthly rentals. Great for snowbirds wanting t  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 7

6 Nights min stay

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from £68 /night

£471 - £883 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Tivoli Lake Home, villa maison individuelle est exposée sud au bord de l'eau le long du lac le plus sauvage du Domaine de Briarwood. Atouts : ameublement moderne, piscine privée et spa, quatre chambres dont deux suites avec lit king size et leurs salles de bains Pour votre confort, la maison est non-fumeur. Mais le climat clément vous permet de fumer sur la terrasse.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

30 Nights min stay

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from £59 /night

£413 - £477 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
wunderschoen an einer Lagune gelegen, die direkt auf den Golf von Mexico fuehrt. Der Wiggins Pass Naturpark Strand hat Kabinen, Duschen, WC's, Grillplaetze, ausreichende Zahl an Parkplaetzen. Die Wohnanlage ist mitten in der Natur und trotzdem ist man innerhalb von weni Direkt am Wiggins Pass, der 2014 als Nr. 10 der besten Straende in USA geweaehlt wurde.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

6 Nights min stay

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from £117 /night

£817 - £1158 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beste Lage, Süd - West, Sonne von morgens bis zum Sonnenuntergang und wer nicht soviel Sonne mag, findet in unserem tropischen Garten auch schöne Plätze im Schatten. Privater – Strandzugang, freies Parken und Nutzung der Anlage kostenlos, saubere Toiletten, Umkleide  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £88 /night

£615 - £1348 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Entspannter Urlaub in traumhafter Anlage am Golf von Mexiko fewo-direkt.de:2030746  …see more

18 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £136 /night

£946 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Absolut neuwertige Luxusvilla in ruhiger Traumlage am kleinen Süsswassersee ,in natürlich gewachsener Wohngegend in Naples, 5 Minuten zu einem der schönsten Strände in den USA = Vanderbilt Beach.  …see more

22 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Traditional South West Florida designed house in a highly desirable location affording luxurious living Full Golf Membership, transferrable for your entire stay  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 6

Min stay varies

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from £72 /night

£500 - £630 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
This is a superb home in a wonderful location. You have the full use of the communal pools, clubhouse etc. There are 2 x single beds, 1 x Queen and 1 x king bed.  …see more

13 Photos

Apartment | 4 Bedrooms | sleeps 8

Excellent 5/5 

Min stay varies

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from £137 /night

£953 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Air conditioning
  • No pets allowed
This is a four bedroom, three full bathroom upper level villa/condominium with a view of a lake and fountains from a spacious lanai, the living room and the master bedroom. It is immaculate. No smoking or pets. Close to beaches, golf, shopping, dining, night life! The owner lives a mile away, so any questions can be handled in person, if desired.  …see more