Vacation Rentals & House Rentals in Port Charlotte

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1,132 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 Pool or snooker table Staffed property Walking trips

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Price per night from

$265

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Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

3 of 4 filters match

Price per night from

$235

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$216

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$154

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$236

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$197

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$160

3 of 4 match: Pool or snooker table, Walking trips, Air conditioning, Staffed property

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Price per night from

$143

“Clean comfortable Siesta Key Condo with all the comforts of home...Perfect!” The condo is walking distance to shops, restaurants and quaint local tiki bar! The beach is a short walk across the street and through the beach-front section of the complex with lounge chairs and umbrellas available, very nice! I didn't mention the 2 pools (one beachside) and nice gym facilities also just downstairs of the unit. The covered parking space was an added plus! The condo was clean and very comfortable with all of the amenities of home which is greatly appreciated! You can even enjoy the view of the bayside inlet and beautiful landscaping from the kitchen through the entire wall of glass doors in the living/dining room! We had a wonderful week! The property owner Vic supplied more than enough information on the condo, local businesses and area maps! He was such a pleasure to work with! Thanks again Vic! We are already planning our next trip to Siesta Key in May!!

3 of 4 match: Pool or snooker table, Walking trips, Air conditioning, Staffed property

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Price per night from

$143

Responds fast! avg. 54 minutes

3 of 4 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$266

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Pool or snooker table, Walking trips, Air conditioning, Staffed property

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Price per night from

$270

3 of 4 match: Pool or snooker table, Walking trips, Air conditioning, Staffed property

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Price per night from

$283

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 4 match: Pool or snooker table, Walking trips, Air conditioning, Staffed property

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Price per night from

$86

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!

3 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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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.

3 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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Price per night from

$512

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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Price per night from

$109

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

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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Price per night from

$113

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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Price per night from

$337

Sunsets on Beach Siesta Key top floor #402

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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Price per night from

$229

Gulf and Bay Club 3bdrm “E” Luxury END CORNER Unit - RIGHT ON BEACH

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

2 of 4 match: Walking trips, Air conditioning, Pool or snooker table, Staffed property

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Price per night from

$899

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$457

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$172

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$194

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

Ideal for remote working/studying and native plants/wildlife watching

Matlacha villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$97

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

Lovely home with oversized heated pool in quiet neighborhood

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$154

Dream vacation with pool fun. Villa Florida Flair

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

Heated saltwater pool, newly furnished - Villa Tropical Paradise

Matlacha villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$97

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$258

Bella Vista | Pool | Spa | Lakefront | outdoor Lounge

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$215

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

2 of 4 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table

2 of 4 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 4 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table

2 of 4 filters match

Price per night from

$485

Bird of Paradise at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table

2 of 4 filters match

Price per night from

$488

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

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table

2 of 4 filters match

Price per night from

$286

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

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table

2 of 4 filters match

Price per night from

$182

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table

2 of 4 filters match

Price per night from

$86

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