Vacation Rentals & House Rentals in Port Charlotte

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Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Air conditioning Private outdoor pool (unheated) Staffed property Toaster Walking trips

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Price per night from

$150

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Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

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Price per night from

$216

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

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Price per night from

$108

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

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Price per night from

$214

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

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Price per night from

$190

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

4 of 5 filters match

Price per night from

$275

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$431

“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: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$144

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

4 of 5 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$860

4 of 5 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$144

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$272

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: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$86

4 of 5 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$285

LEMON BAY COTTAGE

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect family cottage in Lemon Bay” Such a great little house and surprisingly bigger than pictures reveal. Perfect for a family with kids. 3rd toilet tucked away in laundry shed for easy access from pool. Great location as well, close to beaches, parks and many restaurants within walking distance. Definitely will rent there again. House was fresh, clean and inviting.

Responds fast! avg. 3 hours 39 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

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Price per night from

$104

beautiful beach front condo

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Private outdoor pool (unheated), Toaster

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Price per night from

$364

Responds fast! avg. 11 minutes

4 of 5 match: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

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Price per night from

$132

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: Private outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Toaster

4 of 5 filters match

Price per night from

$267

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

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Price per night from

$158

Chinaberry 952 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$172

Buttonwood 955 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$180

Chinaberry 416 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$265

Doveplum 621 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$168

Doveplum 112 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$631

Doveplum 721 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$168

Firethorn 610 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$143

Buttonwood 940 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$206

Firethorn 111 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$250

Firethorn 330 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$250

Chinaberry 475 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$265

Chinaberry 454 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$265

Chinaberry 446 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$265

Chinaberry 924 at Midnight Cove Siesta Key, FL.

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$172

Firethorn 323 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$250

Doveplum 524 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$168

Buttonwood 472 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$291

Firethorn 312 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$250

Chinaberry 953 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$172

Firethorn 310 at Midnight Cove Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Private outdoor pool (unheated), Staffed property, Toaster

4 of 5 filters match

Price per night from

$250

Viewing 38 of 2,527
rentals in Port Charlotte

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