Vacation Rentals & Apartments in Naples

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4,989 apartments

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Ceiling Fans DVD player Staffed property Swimming pool Pets allowed Car not required

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$149

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120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$424

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.

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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$171

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$315

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

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$492

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$144

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$286

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

5 of 6 match: DVD player, Ceiling Fans, Staffed property, Swimming pool, Pets allowed, Car not required

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Price per night from

$343

Luxurious Penthouse Oasis - Beachfront/Oceanfront

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$687

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.

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, 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.

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$446

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$1,145

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

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: DVD player, Swimming pool, Ceiling Fans, Staffed property, Pets allowed, Car not required

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Price per night from

$482

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$423

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

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$331

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$297

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$377

“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.

5 of 6 match: Swimming pool, Ceiling Fans, DVD player, Staffed property, Pets allowed, Car not required

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Price per night from

$297

The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$110

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

5 of 6 match: Pets allowed, Ceiling Fans, DVD player, Staffed property, Swimming pool, Car not required

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Price per night from

$109

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$516

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 22 minutes

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$196

La Buena Vida II at Captains Cove, Indian Shores, Florida - Come, relax, enjoy!

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very clean and comfortable. Walking distance to everywhere and a great view” Great place to stay. I felt very comfortable and relaxed, this place has a very beachy relaxing vibe in a prime location. You literally do not have to drive anywhere while you're here, everything I wanted was in walking distance!

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$172

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$165

Deluxe Queen Suite in Gorgeous Pop Art Gallery Pool Home Close to Everything!

St. Petersburg private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$144

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$287

Cozy & Conveniently located Pool Home w/ Free WiFi

Tampa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Staffed property, Ceiling Fans, DVD player, Swimming pool, Pets allowed, Car not required

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Price per night from

$205

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$858

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$274

Beautiful Condo in Madeira Beach January Special

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$164

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

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Price per night from

$458

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

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

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: DVD player, Pets allowed, Ceiling Fans, Staffed property, Swimming pool, Car not required

4 of 6 filters match

Price per night from

$344

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