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: Bicycles available DVD player Housekeeping Included Swing set or jungle gym Swimming pool

All filters match

Price per night from

$267

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Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

4 of 5 match: DVD player, Bicycles available, Housekeeping Included, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$224

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

Clearwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 5 match: Swimming pool, Bicycles available, DVD player, Housekeeping Included, Swing set or jungle gym

4 of 5 filters match

Price per night from

$286

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$345

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$192

4 of 5 match: Swimming pool, Bicycles available, DVD player, Housekeeping Included, Swing set or jungle gym

4 of 5 filters match

Price per night from

$424

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

Clearwater apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swimming pool, Bicycles available, DVD player, Housekeeping Included, Swing set or jungle gym

4 of 5 filters match

Price per night from

$377

Lemon Cottage, Pets OK , 200 Steps to Beach

Clearwater cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swimming pool, Bicycles available, DVD player, Housekeeping Included, Swing set or jungle gym

4 of 5 filters match

Price per night from

$297

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$1,148

Responds fast! avg. 2 hours 12 minutes

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$103

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$345

Responds fast! avg. 54 minutes

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$268

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.

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$161

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$746

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: Housekeeping Included, Bicycles available, DVD player, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$117

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: DVD player, Bicycles available, Housekeeping Included, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$172

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, DVD player, Bicycles available, Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$104

Lighthouse Resort and Club

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$144

Fabulous private south facing villa with great golf course views

Rotonda West villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$207

NW Bradenton Exectitive Home

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$493

Del Boca Vista

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$207

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$574

Villa Alamea - Yacht Club area - Luxury vacation home - boaters dream

Cape Coral villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“A wonderful place to spend a vacation!” We had a great time at Villa Alamea! The home is beautiful and has every amenity imaginable. We vacationed with 3 generations of family and enjoyed the pool and outdoor living space as well as the indoors. I would definitely recommend this home! The location was awesome as well.

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$861

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$345

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Bicycles available, DVD player, Housekeeping Included, Swimming pool

4 of 5 filters match

Price per night from

$744

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Bicycles available, Swimming pool, DVD player, Housekeeping Included, Swing set or jungle gym

3 of 5 filters match

Price per night from

$77

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Housekeeping Included, Swimming pool, Bicycles available, DVD player, Swing set or jungle gym

3 of 5 filters match

Price per night from

$631

Comfy Camping Glamping Rentals in Alafia River State Park SITE A

Lithia tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 5 match: Housekeeping Included, DVD player, Swimming pool, Bicycles available, Swing set or jungle gym

2 of 5 filters match

Price per night from

$148

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Bicycles available, DVD player, Housekeeping Included, Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$107

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, DVD player, Bicycles available, Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$623

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, DVD player, Bicycles available, Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$178

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Housekeeping Included, DVD player, Bicycles available, Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$287

Crystal Sands - 206 Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: DVD player, Swing set or jungle gym, Bicycles available, Housekeeping Included, Swimming pool

3 of 5 filters match

Price per night from

$263

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: DVD player, Swing set or jungle gym, Bicycles available, Housekeeping Included, Swimming pool

3 of 5 filters match

Price per night from

$779

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: DVD player, Swing set or jungle gym, Bicycles available, Housekeeping Included, Swimming pool

3 of 5 filters match

Price per night from

$756

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 5 match: DVD player, Swing set or jungle gym, Bicycles available, Housekeeping Included, Swimming pool

3 of 5 filters match

Price per night from

$550

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: DVD player, Swing set or jungle gym, Bicycles available, Housekeeping Included, Swimming pool

3 of 5 filters match

Price per night from

$561

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