Vacation Rentals & House Rentals in Port Charlotte

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1,158 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: Air conditioning Stereo system Sea view Walking trips Tennis in town Secure parking

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Price per night from

$265

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Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Stereo system, Walking trips, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$299

Siesta Key private beach access

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

5 of 6 match: Sea view, Walking trips, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$507

5 of 6 match: Stereo system, Walking trips, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$283

5 of 6 match: Sea view, Walking trips, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$506

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

5 of 6 match: Sea view, Walking trips, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$217

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

5 of 6 match: Walking trips, Tennis in town, Air conditioning, Stereo system, Sea view, Secure parking

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Price per night from

$512

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

5 of 6 match: Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system, Sea view

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Price per night from

$400

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system, Sea view

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Price per night from

$160

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system, Sea view

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Price per night from

$400

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

5 of 6 match: Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system, Sea view

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Price per night from

$514

Villa Tranquility - Waterfront Luxury Home in Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

5 of 6 match: Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system, Sea view

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Price per night from

$588

Holiday Villa Lana Marie is super centrally located

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice home away from home” Great place to rest and relax. Easy access to getting around, pool was great, plenty of things to take to the beach available. Used the grill, stove and oven to cook and all worked well. Much of the directions were in German, so we had to dig out the owners manual to figure out how to run everything. I would definitely stay here again.

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$144

large villa atrium style

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$344

Responds fast! avg. 54 minutes

4 of 6 match: Stereo system, Sea view, Walking trips, Tennis in town, Air conditioning, Secure parking

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Price per night from

$266

Million Dollar View in PGI

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$143

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$855

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$855

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$855

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$855

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$775

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

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Price per night from

$684

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$855

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

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Price per night from

$336

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$189

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$205

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$775

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$604

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$627

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$627

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Stereo system, Tennis in town, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$752

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Sea view, Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system

4 of 6 filters match

Price per night from

$143

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

4 of 6 match: Sea view, Secure parking, Walking trips, Tennis in town, Air conditioning, Stereo system

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Price per night from

$165

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Tennis in town, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$160

4 of 6 match: Tennis in town, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

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Price per night from

$341

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$271

Golf - Florida 3 Bed Villa on 99 Hole Golf Estate

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great Location to Beaches- Quiet Getaway” My husband and I have previously lived in Southwest Florida and have been trying to get back for a vacation for a few years now. This house was perfect for our needs. The house was well stocked and comfortable. Our kids ages 12, 10, and 5 had a great time! Our only minor complaint was with the pool. It was pretty chilly since it is solar heated. My kids still got in, but it was too cold for my husband and I. The management team made everything very easy for us. We would like to visit again!

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$189

Florida-Cottage - Charmantes Haus mit solarbeheiztem Pool und viel Platz

Lehigh Acres house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

4 of 6 match: Walking trips, Sea view, Tennis in town, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$148

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