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: Boat available Shared outdoor pool (heated) Pool or snooker table Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

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Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

4 of 5 filters match

Price per night from

$488

Responds fast! avg. 54 minutes

4 of 5 match: Boat available, Shared outdoor pool (heated), Pool or snooker table, Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$267

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Pool or snooker table, Boat available, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

4 of 5 filters match

Price per night from

$1,145

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$161

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$258

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$182

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$103

3111 Riverhouse Prince - Stunning Riverfront

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$252

Beachfront Condo Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$453

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$134

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$245

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$109

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$258

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 5 match: Boat available, Swing set or jungle gym, Shared outdoor pool (heated), Pool or snooker table, Swimming pool

3 of 5 filters match

Price per night from

$114

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: Boat available, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$178

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Boat available, Pool or snooker table, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 5 filters match

Price per night from

$161

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$344

Studio Orlando in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$126

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$193

Apartment Pelican in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$169

Apartment Flamingo in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$164

Studio Turtle in Fort Myers

Fort Myers studio

  • Studio
  • 1 bathroom
  • sleeps 2

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$134

Apartment Butterfly in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 5 match: Pool or snooker table, Swing set or jungle gym, Boat available, Shared outdoor pool (heated), Swimming pool

3 of 5 filters match

Price per night from

$298

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$143

Bright Clean Happy Vacation Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$115

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$314

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$338

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$209

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$229

Gorgeous 2nd story 2B condo with vaulted ceiling & leather furniture

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$229

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$229

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$343

Frangi Pani at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$488

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$180

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$189

Modern Mansion with Private Arcade: Pool, Views & Space for 15 Guests!

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$655

Beach Vacation rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Boat available, Pool or snooker table, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$247

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rentals in Port Charlotte

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