Vacation Rentals & House Rentals in Port Charlotte

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

Match: Children's pool Pool or snooker table Swimming pool

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Price per night from

$113

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Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$237

Siesta Key Beach Cottages on Crescent

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$223

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$257

North Captiva Hidden Beach House with Private Pool

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Everything great about the beach with no crowds” My family loved this experience and will be back! The kids got a kick out of taking the golf cart around and looking for turtles. The house is great and has everything you could possibly need.

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$485

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$160

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$488

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$235

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$236

Pelican Shores - 2 King Suites - Pool - Jacuzzi

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$263

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$215

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$197

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$216

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$86

Harbor House, Luxury Waterfront 3BR/2.5BA GULF ACCESS!

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$287

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$182

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!

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$451

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.

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$512

Clean comfort in Sarasota-book now for comfort

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 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

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$245

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

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$265

Responds fast! avg. 54 minutes

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$266

The Perfect Waterfront Vacation House - Relax or Play

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great vacation home” Really enjoyed my stay, all amenities, great pool and pool table. Easy check in and out. Will rent again. The owner was always accessible.

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$343

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$109

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

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$257

La Casita Emilio

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$371

3111 Riverhouse Prince - Stunning Riverfront

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$251

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$337

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Location location” Great house convincent , clean , close to everything

2 of 3 match: Children's pool, Pool or snooker table, Swimming pool

2 of 3 filters match

Price per night from

$121

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$205

Cape Coral Vacation Villa

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Great Week” The house was spotless. Well equiped. Felt right at home. Would deffinately stay at this home again. Owner was great.

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$286

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$172

Lake Kennedy charming Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$298

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$218

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Pool or snooker table, Children's pool, Swimming pool

2 of 3 filters match

Price per night from

$319

Modern Charming home

North Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Children's pool, Swimming pool, Pool or snooker table

1 of 3 filters match

Price per night from

$434

Pineapple at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Children's pool, Swimming pool, Pool or snooker table

1 of 3 filters match

Price per night from

$488

Bromeliad at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Children's pool, Swimming pool, Pool or snooker table

1 of 3 filters match

Price per night from

$488

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