Vacation Rentals & Apartments in Naples

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10,001 apartments

Match: Clothes dryer Microwave Private outdoor pool (unheated) Private pool Skiing – property near ski resort Smoking allowed

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$970

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TC Villas -Sandy Beaches -Privacy, Activities, &+

Long Bay Beach villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$1,332

12 Sandpiper Street - 3 Bedroom Oasis

Daufuskie Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$236

Vacation house in Punta Leona -Costa Rica for rent

Punta Leona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 18 minutes

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$230

Free Maid Service!! 5 Bedroom Villa Near the Beach

Cabarete villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$194

Cliff Beach House with Infinity Pool!

Tambor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“waouw” As we were entering the house, an armadillo came to welcome us. And we were told that we had just missed a whale swimming in the bay. Atmosphere was set up. Great secluded house. Amazing views and beach. Perfect for contemplation. Very good value for money.

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$568

LA SALAMANDRA : Private House Near Caribbean Sea

Puerto Aventuras house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$402

Casa Entera a la Orilla del Mar en Chicxulub Puerto, Yuc Riviera Yucateca Mex

Chicxulub Puerto house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$305

27 Moonshell - Turtle Tranquility in Folly Field, 3 minute walk to the beach

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$211

17 Heron Street - 200 Feet to the Beach!

Hilton Head house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Hated to leave.” 17 Heron St exceeded our expectations. The location was perfect. The accommodations met our needs comfortably. I would definitely stay here again. We never had a need to contact the management company. We stayed for two weeks and the pool was cleaned and lanscaping cared for without being intrusive. We loved the say access to the beach and to Coligney.

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$336

3 Elderberry - Beach Bungalow, 4 Bedrooms South Forest Beach

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$351

12 Park Rd - Octopus Oasis! Heated Pool, Fire Pit, Ranch Style

Hilton Head cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$276

Short Walk to the Beach, Private Pool/Spa, Near Coligny Plaza

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Since we found this house we've not stayed anywhere else!” This was our 3rd year staying at 2 Bayberry and we have already booked it for next year! It is perfect for the whole family with a 2nd den upstairs. It is also wonderful working with the ladies at Beachside Getaway! Whatever we need we just call them up. When I arrived this year I noticed the tea kettle was missing so I asked them about it...one was delivered the next day! We wouldn't stay anywhere else!!!

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$226

14 Bittern St - 5 Bedroom Home close to Ocean and Coligny

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Fabulous location, great vacation for the whole family!” Our family has been coming to Hilton Head on vacation for over 20 years. With our children marrying and blessing us with grandchildren, we needed a larger place to stay to include everyone comfortably. 14 Bittern is in a fabulous location, steps from the beach and Coligny plaza. There are plenty of bedrooms, a large gathering area, and wonderful outdoor space for everyone to spread out. The house is not "fancy" and the rental price reflects that, but it is perfectly nice and comfortable with a lot of people and especially children it's nice not to have to worry about messing something up. The fabulous location makes this a steal! Plenty of parking for everyone too. The rental agency, Beachside Getaway, was very accommodating and followed up several times to be sure all was to our satisfaction. We had a great time!

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$301

19 Egret Street - Beautiful 4th Row Home, Steps from the Beach!

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$391

65 Baynard Cove Rd - Lagoon Views in Sea Pines

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$336

21 Heron - Oceanfront Home, Private Boardwalk, Remodeled Back Deck 2023

Hilton Head house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$577

32 Windjammer Court - Harbor Town Golf Views

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“This home was clean, light filled, and had a wonderful view of t” The service provided was excellent. You were helpful securing the reservation as well as during the check in. We loved the home. The large family room easily accomodated our large family. The kitchen was well stocked with pots, pans, plates, and etc. The updated bathrooms were lovely. The location was excellent. We were in walking distance to Harbor town, tennis, and golf. We were close enough to the beach to ride our bikes there.

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$286

4 Pelican Street - 4 Bedroom Dog Friendly North Forest Beach Home

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$321

3 Cartgate - 4 Bedroom Palmetto Dunes House

Daufuskie Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

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Price per night from

$276

1 Osprey - Beach Cottage with HUGE pool! Steps to the sand

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Great week at the beach!” This is our second year staying at 1 Osprey and we really like the house and location. It is clean, nicely decorated, and equipped with everything you need on vacation.

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$261

14 Egret - Easy Sea, North Forest Beach and Near Coligny

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$281

6 Pender - Peaceful Serenity, Sea Pines Private Home with Pool/Spa

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$241

1 Sea Hawk Lane - 5 Bedroom, 5th Row, Pet Friendly, Newly Remodeled Beach House

Daufuskie Island house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$401

7 Full Sweep - charming four-bedroom, Palmetto Dunes Home

Bluffton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$326

4 Lark Street - 4th Row North Forest Beach

Hilton Head house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$326

13 Sandpiper Street - Pet Friendly

Hilton Head house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“One of our best trips EVER at HHI” Very close to beach and within short bike ride to Coligny. Pet friendly and VERY clean which is a must for me! Lots of space

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$306

11 Sea Oak - 2nd Row, Steps to the Sand, South Forest Beach

Hilton Head log cabin

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$396

82 Club Course Dr - Available for Monthly Rentals, inquire for discounted rates!

Daufuskie Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$226

Large Screened Porch, Private Pool, Short Walk to Ocean & Coligny Plaza

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$281

1 St. George Rd.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$246

11 Sandpiper Street - Sandpiper Oasis W/ Large Pool and Putting Green

Daufuskie Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$356

67 Plantation Dr - 6 Bedroom home on Harbor Town Golf Links

Hilton Head house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 15

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$602

Coming soon, a NEW AND IMPROVED 79 Kingston Dunes - Shipyard Sanctuary!

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$256

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$291

19 Dove St - Large Pool, Short Walk to Beach!

Hilton Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$376

150 Jacana (Formerly 10 Jacana) Steps to the Beach, Pet Friendly

Hilton Head house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$51

18 Gannet - 3rd Row Home with large pool!

Hilton Head house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“Family Reunion” What a great beach house! This house was spotless and very well maintained throughout our vacation. The bedrooms are spread out enough so that you do not feel crowed if you are traveling with a large family. We were happy to have a pool at the house. It was great to take a swim in the pool after a long day at the beach. The beach is literally steps from the driveway. We rented bikes and they were at the house when we arrived. It was a two minute bike ride to Coligny Plaza. Coligny is just a short walk away if you prefer not to bike. The amenities at the house were all in working order and the house was very nicely decorated. The house is actually bigger than it seems in the pictures. We were all pleasantly surprised with the size of the house and we would definitely stay in this house in the future. Great vacation spot and loved the house!

5 of 6 match: Skiing – property near ski resort, Clothes dryer, Microwave, Private outdoor pool (unheated), Private pool, Smoking allowed

5 of 6 filters match

Price per night from

$246

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