Vacation Rentals & House Rentals in Port Charlotte

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1,126 house rentals

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 Toaster Swimming pool

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Price per night from

$1,145

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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, Toaster, 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, Toaster, Swimming pool

4 of 5 filters match

Price per night from

$266

Responds fast! avg. 54 minutes

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

4 of 5 filters match

Price per night from

$267

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, Toaster, Swimming pool

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Price per night from

$161

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, Toaster, Swimming pool

4 of 5 filters match

Price per night from

$178

Fishermans Cove FC Unit 310B 2

Gulf Gate Estates condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$311

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great location!” The unit was just as described and pictures matched. The view of the ocean and bay were gorgeous. The kitchen was well equipped and there were lots of toys and chairs for the beach.

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

3 of 5 filters match

Price per night from

$311

Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$266

Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$303

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Renovated!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Experience” This condo is well kept, clean and looks directly onto the Gulf of Mexico. We liked it because the furniture is up to date and replaced when it becomes worn. We also love the fact it is within walking distance of a good restaurant. In fact there is nothing about this rental that we don't like and that is why we return there year after year. A great choice for you to start a great experience!

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

3 of 5 filters match

Price per night from

$266

Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Romantic place. Perfect for young families with small kids” Firshermans Cove is on a shore side. The views are amazing as well as beach which is clean and not crowded at all. Easy check in/out and very quiet place, was ideal in our case, young family with 1,5 old boy. It was nice stay and we hopefully come back again.

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

3 of 5 filters match

Price per night from

$266

BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Trip to paradise” Renting unit was very easy. Unit was the best layout was great. Amenities within we're well thought, out and for us anything we wanted was there including beach chairs. View of ocean was breath taking along with sunsets. I will come back again.

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

3 of 5 filters match

Price per night from

$311

Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$311

Fishermans Cove FC Unit 205B *

Gulf Gate Estates condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$266

Siesta Key - Gulf-Front Retreat - 2 BR – Free Boat Docks - Upscale

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent location for a great vacation!” This is the fifth time we have had the pleasure of vacationing at El Galeon. We love the location with the beautiful beach access and walking to restaurants. We love the Manasota Key and have been vacationing there for the last seventeen years. El Galeon Gulf Unit 2 is our favorite place to stay with plenty of space and everything we need for a wonderful stay. We have already reserved "our place" for 2015.

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

3 of 5 filters match

Price per night from

$266

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

2 of 5 filters match

Price per night from

$229

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), Toaster, 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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$180

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$655

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$927

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$573

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$228

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$287

“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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$434

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$338

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$447

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$189

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$144

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), Toaster, 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: Swing set or jungle gym, Private outdoor pool (heated), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$315

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$339

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$210

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), Toaster, 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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$229

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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$247

**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), Toaster, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$344

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, Toaster, Private outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$401

Viewing 38 of 1,126
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