Vacation Rentals & House Rentals in Port Charlotte

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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: Shared outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

All filters match

Price per night from

$161

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Safe Swing set or jungle gym Swimming pool

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Price per night from

$104

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Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$131

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$550

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$178

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$410

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$263

Responds fast! avg. 54 minutes

3 of 4 match: Safe, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$268

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Safe, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$1,147

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Safe, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$178

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 4 match: Shared outdoor pool (heated), Safe, Swing set or jungle gym, Swimming pool

3 of 4 filters match

Price per night from

$107

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$272

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$241

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$258

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$272

Fishing Paradise with private pier at El Jobean

Port Charlotte apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“very comfortable and excellent location” The pictures and description of the condo are very accurate. Last year rented a 1 Bedroom 1 bath condo and this certainly was an upgrade. Enjoyed the restaurants that Jackie had recommended and the nearby beaches that we took advantage of often. Excellent location to visit other areas such as Venice and Sarasota. Would recommend to anyone.

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$172

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$201

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$337

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 56 minutes

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$98

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$230

Apartment Pelican in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$169

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$230

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$161

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$247

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$178

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$172

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$172

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$320

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$278

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$224

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$515

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$193

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$314

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 4 filters match

Price per night from

$274

Viewing 38 of 897
rentals in Port Charlotte

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