Vacation Rentals & House Rentals in Port Charlotte

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869 house rentals

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: Climbing frame Shared outdoor pool (heated) Housekeeping Included Swing set or jungle gym Swimming pool

All filters match

Price per night from

$266

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River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$103

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$409

Responds fast! avg. 54 minutes

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

3 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

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

3 of 5 filters match

Price per night from

$1,145

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

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

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

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

3 of 5 filters match

Price per night from

$107

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$344

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$271

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

3 of 5 filters match

Price per night from

$332

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$344

Pine Island Hideaway ~ competitive rates!

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$131

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

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

3 of 5 filters match

Price per night from

$86

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 5 filters match

Price per night from

$224

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 5 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 5 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 5 filters match

Price per night from

$247

Crystal Sands - 206 Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$263

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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

3 of 5 filters match

Price per night from

$549

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$560

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$560

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$755

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$778

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 5 filters match

Price per night from

$778

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$858

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$686

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$858

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$606

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$629

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$858

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$858

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 5 filters match

Price per night from

$629

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: Climbing frame, Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$228

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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

2 of 5 filters match

Price per night from

$573

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: Climbing frame, Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Swimming pool

2 of 5 filters match

Price per night from

$287

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