Vacation Rentals & Apartments in Naples

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4,748 apartments

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Ceiling Fans Climbing frame DVD player Staffed property Swimming pool

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Price per night from

$265

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Luxurious Waterfront Resort oasis/ 2 bedrooms King Beds/ Pets accepted

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: DVD player, Ceiling Fans, Climbing frame, Staffed property, Swimming pool

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Price per night from

$122

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

4 of 5 match: Climbing frame, Ceiling Fans, DVD player, Staffed property, Swimming pool

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Price per night from

$95

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Ceiling Fans, DVD player, Staffed property, Swimming pool

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Price per night from

$424

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$343

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$319

“Great cozy home away from home.” We stayed in the Orleans bungalo apartment on July 15-18. It felt like we were at home. The apartment had lots of character and charm. Loved sitting outside on the terrace watching the free entertainment across the street , was it called the ship wrecked bar? I especially loved beiing able to go to the back alley and washing clothes. (I hope it belonged to the cottages property, if not then oops!) We utilized the kitchen and the gas grill out back on the patio.Everything was great and this cottage had plenty of space for two families. We met my cousins from Texas in Flordia for a vaca. We drove from Oklahoma. The flat screens worked great. I have no complaints about this place. I just want to say to all you all snotty people leaving negative comments.... Quit complaining or find somewhere else to stay. What exactly do you think you are getting when you hear the word "cottages" it's not going to have a bell hop and a maid that cleans up your messes daily. Maybe some of you never lived in 100 year old homes and only used to a lavish lifestyle. Obviously you spent your time in doors. not us we were at the beach the majority of the day until almost 9pm every night. I enjoyed my stay there. It was a good 3 day stay for us despite the rainy weather. Yet we still had fun.

4 of 5 match: Swimming pool, Ceiling Fans, Climbing frame, DVD player, Staffed property

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Price per night from

$296

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swimming pool, Ceiling Fans, Climbing frame, DVD player, Staffed property

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Price per night from

$296

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Ceiling Fans, DVD player, Staffed property, Swimming pool

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Price per night from

$490

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

4 of 5 match: Climbing frame, Ceiling Fans, DVD player, Staffed property, Swimming pool

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Price per night from

$193

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

4 of 5 match: Ceiling Fans, Climbing frame, DVD player, Staffed property, Swimming pool

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Price per night from

$117

“Another perfect stay!” It couldn't have been more perfect! Christmas and New Years in paradise. Of course, we are biased, we are the owners, but every time we get to come and enjoy our house we thank our lucky stars that we bought it. Its a great mix of comfort and luxury and we love our afternoon snacks and a drink while watching the sun go down. This year we had the family down again for Christmas (on the lanai!) So much fun to entertain at the big table and share a meal. Even though it was a bit chilly we turned on the pool heat and had a consistent 90 degrees...the moonlight swims were fabulous! Whats also great is that it is such a quick drive over to the beach, we can just hop in the car in within 15 min be down there for the sunset, New Year's fireworks or just a stroll. Looking forward to our next visit!! We hope you will enjoy the house as much was we do!

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$229

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$335

Responds fast! avg. 2 hours 12 minutes

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$102

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$335

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$335

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$191

FS211222 - Watersong - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$226

FS273869 - Highgate at Legacy Park - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$191

FS239002 - Watersong - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$256

FS239002 - Watersong - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$256

⭐Nearby to Disney / Unversal / Seaworld - Spacious 8 Bedrooms Villa⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

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Price per night from

$336

✦Nearby Disney World - Beautiful 8 Bedrooms Villa w/ Private Pool✦

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$336

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$336

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$401

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$401

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$249

FS60893 - Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$249

FS54806 - Watersong - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$362

FS61778 - Watersong - 7 Bed 6 Baths Villa

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$490

FS54807 - Watersong - 6 Bed 4 Baths Villa

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$227

FS61740 - Watersong - 6 Bed 5.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$249

FS61740 - Watersong - 6 Bed 5.5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$249

FS61778 - Watersong - 7 Bed 6 Baths Villa

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$490

FS211222 - Watersong - 5 Bed 3 Baths Villa

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$227

FS106463 - Watersong - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$241

FS106463 - Watersong - 5 Bed 4 Baths Villa

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Ceiling Fans, Climbing frame, DVD player, Swimming pool

4 of 5 filters match

Price per night from

$241

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: DVD player, Ceiling Fans, Climbing frame, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$172

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