Vacation Rentals & House Rentals in Port Charlotte

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2,375 house rentals

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Air conditioning Staffed property Walking trips Secure parking Car not required

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Price per night from

$149

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Air conditioning Staffed property Walking trips Secure parking Car not required

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Price per night from

$859

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“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: Secure parking, Walking trips, Air conditioning, Staffed property, Car not required

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Price per night from

$144

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$425

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

4 of 5 match: Staffed property, Walking trips, Air conditioning, Secure parking, Car not required

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Price per night from

$510

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Walking trips, Air conditioning, Secure parking, Car not required

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Price per night from

$344

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$410

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: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$492

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$240

The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

4 of 5 match: Staffed property, Walking trips, Air conditioning, Secure parking, Car not required

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Price per night from

$402

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Walking trips, Air conditioning, Secure parking, Car not required

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Price per night from

$218

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$779

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$171

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$561

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$756

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$274

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$779

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$607

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$561

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$630

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$630

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$550

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$687

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$550

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: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

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Price per night from

$117

Responds fast! avg. 11 minutes

4 of 5 match: Car not required, Walking trips, Air conditioning, Staffed property, Secure parking

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Price per night from

$132

4 of 5 match: Car not required, Walking trips, Air conditioning, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$285

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Staffed property, Secure parking, Car not required

4 of 5 filters match

Price per night from

$178

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

4 of 5 match: Car not required, Walking trips, Air conditioning, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$266

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 5 match: Air conditioning, Secure parking, Walking trips, Staffed property, Car not required

3 of 5 filters match

Price per night from

$114

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Secure parking, Air conditioning, Staffed property, Car not required

3 of 5 filters match

Price per night from

$201

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Car not required

3 of 5 filters match

Price per night from

$101

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

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Secure parking, Air conditioning, Staffed property, Car not required

3 of 5 filters match

Price per night from

$483

Viewing 38 of 2,375
rentals in Port Charlotte

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