Vacation Rentals & Apartments in Naples

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Pink Gulfside Cottage, 100 steps to beach, Pet OK, Restored Beach House

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Staffed property Swing set or jungle gym Pets allowed Car not required

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Price per night from

$286

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Staffed property Swing set or jungle gym Pets allowed Car not required

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Price per night from

$297

“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.

Match: Staffed property Swing set or jungle gym Pets allowed Car not required

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Price per night from

$298

Steps from Beach, Pets OK, Sleeps 6, Clearwater Beach. 2 Bedrooms

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Staffed property Swing set or jungle gym Pets allowed Car not required

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Price per night from

$377

Match: Staffed property Swing set or jungle gym Pets allowed Car not required

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Price per night from

$424

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Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 4 match: Pets allowed, Staffed property, Swing set or jungle gym, Car not required

3 of 4 filters match

Price per night from

$114

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Pets allowed, Staffed property, Swing set or jungle gym, Car not required

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Price per night from

$1,148

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

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Price per night from

$482

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

3 of 4 match: Pets allowed, Staffed property, Swing set or jungle gym, Car not required

3 of 4 filters match

Price per night from

$117

Fun Baywatch Loft , Pets OK, Steps to Beach, Sleeps 6

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$281

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

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Price per night from

$320

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

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Price per night from

$240

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

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Price per night from

$217

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

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Price per night from

$446

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$343

Pink Dolphin Cottage 100 Steps to the Beach Sleeps 7, Pets Okay, Value

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

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Price per night from

$331

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

3 of 4 match: Swing set or jungle gym, Staffed property, Pets allowed, Car not required

3 of 4 filters match

Price per night from

$149

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Car not required, Staffed property, Swing set or jungle gym, Pets allowed

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Price per night from

$158

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Car not required, Staffed property, Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$161

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$201

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

3 of 4 match: Car not required, Staffed property, Swing set or jungle gym, Pets allowed

3 of 4 filters match

Price per night from

$115

IRB Getaway - Cute Private 1/2 a duplex steps from the beach

Indian Rocks Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$195

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$171

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$860

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$315

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$230

SPECTACULAR OCEAN VIEW WITH BALCONY

Indian Rocks Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$400

Palm Bay Club - 343: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$285

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$424

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$201

#1 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

#2 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

#5 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

#7 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

#8 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

#10 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$459

#9 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

#4 Boutique Beach Retreat, Heated Pool, Private Room Outside Access/Corridor

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Pets allowed, Swing set or jungle gym, Staffed property, Car not required

2 of 4 filters match

Price per night from

$345

Viewing 38 of 1,683
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