Vacation Rentals & House Rentals in Port Charlotte

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Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Private outdoor pool (heated) Swing set or jungle gym Towels provided Swimming pool

All filters match

Price per night from

$1,141

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River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (heated), Shared outdoor pool (heated), Swing set or jungle gym, Towels provided, Swimming pool

4 of 5 filters match

Price per night from

$103

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 (heated), Shared outdoor pool (heated), Swing set or jungle gym, Towels provided, Swimming pool

4 of 5 filters match

Price per night from

$265

Responds fast! avg. 54 minutes

4 of 5 match: Private outdoor pool (heated), Shared outdoor pool (heated), Swing set or jungle gym, Towels provided, Swimming pool

4 of 5 filters match

Price per night from

$266

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (heated), Shared outdoor pool (heated), Swing set or jungle gym, Towels provided, Swimming pool

4 of 5 filters match

Price per night from

$160

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (heated), Shared outdoor pool (heated), Swing set or jungle gym, Towels provided, Swimming pool

4 of 5 filters match

Price per night from

$177

3BR 2BTH 1180sqft Condo 15 Minutes From Beaches

Sarasota apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$75

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$130

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$388

Beachfront Getaway in Siesta Key

Siesta Key townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$223

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$547

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$177

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$422

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$571

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$433

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$114

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 33 minutes

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$445

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$229

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, 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: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$189

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$227

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$337

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

Port Charlotte house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$652

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$286

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$923

Beach Vacation rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Towels provided, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$246

Serene House on the Water

Fort Myers house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 5 match: Shared outdoor pool (heated), Swing set or jungle gym, Towels provided, Private outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$400

Ground Level 2 Bedroom Beach Themed Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$229

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$408

Sarasota 2BR 2BTH Condo Close to Siesta Key Beach

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Swing set or jungle gym, Private outdoor pool (heated), Shared outdoor pool (heated), Towels provided, Swimming pool

3 of 5 filters match

Price per night from

$60

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