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Vacation Rentals & House Rentals in Port Charlotte

2,562 house rentals

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$182

TARPON COVE - Luxury 2 Bedroom 2.5 Bathroom Private Island Home

North Captiva Island house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$283

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At #1 Beach: Renovated, Super Clean, Quiet, Comfortable & Convenient to All.

Siesta Key condo

  • Nearest beach 0 mi
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, 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

  • Nearest beach 7 mi
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$137

Beach Condo across from Siesta Beach

Sarasota condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$157

2BR NEW Park Model Home in RV Resort, Venice, FL

Venice house

  • Beach / lakeside relaxation
  • •  Nearest beach 16 mi
  • •  Swimming pool
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$148

Penthouse Condo on Siesta Key with Water Views,Tennis, Pools, Gym

Siesta Key condo

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$228

Luxury All Inclusive Fully Furnished House on the Gulf Coast in Venice Florida

Venice house

  • Beach / lakeside relaxation
  • •  Nearest beach 8 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 2

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$201

Ideal location Siesta Key

Siesta Key apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$155

Beautiful and luxurious home located in Venice, Florida

Venice house

  • Nearest beach 8 mi
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Housekeeping Included, Shared outdoor pool (heated), Iron, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$95

Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6

Sarasota villa

  • Beach / lakeside relaxation
  • •  Nearest beach 5 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$94

Amazing Beachfront Condo, Siesta Key, 100ft+ Beach

Siesta Key condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$197

Best Deal for New & Roomy Townhome Furnished with Contemporary Decor

Fort Myers townhouse

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$61

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 50 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$304

Siesta Key, Heated pool, Gulf and Bay, Cute Siesta Key Condo, Gated

Siesta Key condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$125

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$77

Escape Resort & Marina 3 bed 3 bath poolside townhouse

Nokomis villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$492

Escape Resort & Marina Deluxe villa, 2 Bed 2 bath, Bay View

Nokomis apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$274

Pine Island Hideaway ~ competitive rates!

Bokeelia condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$115

Coquina Bungalow - Courtyard View

Siesta Key hotel apartment

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$171

Dolphin Bungalow - Courtyard View

Siesta Key hotel apartment

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$171

Sunset Bungalow - Courtyard View

Siesta Key hotel apartment

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$171

Newly Renovated Waterfront Condo w/Beach Access

Siesta Key condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$205

Palm Bay Club - 100 Yards From The Beach

Siesta Key condo

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$240

Bright and airy condo with water view-Englewood Florida on Manasota Key

Manasota Key condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$178

Pineapple Bungalow - Courtyard View

Siesta Key hotel apartment

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$171

Ringling Bungalow - Lagoon View

Siesta Key hotel apartment

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$228

Crystal Sands Siesta Key

Siesta Key apartment

  • Swimming pool
  • •  Ask about children
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$393

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$139

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

Siesta Key condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$236

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$245

WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA

Siesta Key condo

  • Nearest beach 0 mi
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$271

IMMACULATE TROPICAL PARADISE CLEAN NEW FURN.&APPLCS/NEW RENTAL BEACHES AMENITYS

Fort Myers condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Iron, Swimming pool

4 of 5 filters match

Price per night from

$114

SEA OATS 144

Placida apartment

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Iron, Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$359

GUEST HOUSE

Fruitville guest house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Shared outdoor pool (heated), Iron, Housekeeping Included, Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$81

Pool Home - Steps from the Beach

North Captiva Island house

  • Nearest beach 0.2 mi
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 5 match: Iron, Housekeeping Included, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$403

Waterfront Englewood Condo w/ Lemon Bay Views

Manasota Key condo

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool

3 of 5 filters match

Price per night from

$142

Waterfront Resort Home - 13 Mi to Siesta Key!

Sarasota house

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Iron, Swimming pool

3 of 5 filters match

Price per night from

$125

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