Vacation Rentals & Apartments in Naples

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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: Climbing frame Shared outdoor pool (heated) DVD player Staffed property Swimming pool

All filters match

Price per night from

$266

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

Match: Climbing frame Shared outdoor pool (heated) DVD player Staffed property Swimming pool

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Price per night from

$117

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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, Climbing frame, Shared outdoor pool (heated), Staffed property, Swimming pool

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Price per night from

$123

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, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$96

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$425

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$344

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$320

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, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$492

~ 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, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$194

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$344

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$272

Island Escape

Goodland condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

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Price per night from

$287

Condo on the Key

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Immaculate” I had a wonderful stay at the condo in the key. Robin was easy to work with and always responsive. The condo was very clean and well stocked. If you are looking for a place where you can lay back and relax this is a nice condo. I loved that it's in a gated area.

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

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Price per night from

$207

Naples, Fla., First floor, 2BR 2BA. two blocks to

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$246

Falling Waters gated community in Naples Florida

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$230

Beach front condo on Redington Shores

Redington Shores condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$135

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

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Price per night from

$144

“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!!

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$144

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$285

Updated Indian Rocks Beach, Florida Beach Condo 1st Floor, Steps to Beach!

Indian Rocks Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Florida 2017 vacation” We stayed in room 107 at 50 Gulfside condo. It was a quite relaxing condition with everything we needed. I always appreciate comfortable beds and thick towels. We had that. There was a few nice restaurants walking distance away. There was also a nice coffee shop and a CVS close by. For $5.00 you could ride the bus from Clearwater to St Pete beach. We had our 20 year old granddaughter along and there wasn't much for her to do in the evening. We were there two weeks, and everything went well. The price per night was reasonable. The only downside is the bathrooms are very small.

Responds fast! avg. 3 hours 35 minutes

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$299

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.

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$171

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$268

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

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Price per night from

$209

Luxury Beachfront Condo- Gulf Views From Every Room

Pelican Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$396

Luxurious Penthouse Oasis - Beachfront/Oceanfront

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$688

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$86

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$343

Zilli Ocean Front 201 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$297

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$309

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$430

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$316

Eagle's Nest Beach Resort - Marco Island, FL - 24

Goodland condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Shared outdoor pool (heated), DVD player, Staffed property, Swimming pool

4 of 5 filters match

Price per night from

$640

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$336

Responds fast! avg. 2 hours 12 minutes

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$102

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$336

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), 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, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$402

4 of 5 match: Staffed property, Climbing frame, Shared outdoor pool (heated), DVD player, Swimming pool

4 of 5 filters match

Price per night from

$402

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