Vacation Rentals & House Rentals in Port Charlotte

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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 Housekeeping Included Safe Swing set or jungle gym Walking trips

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Price per night from

$266

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GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 5 match: Walking trips, Air conditioning, Housekeeping Included, Safe, Swing set or jungle gym

4 of 5 filters match

Price per night from

$107

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Housekeeping Included, Safe

4 of 5 filters match

Price per night from

$272

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 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$155

Responds fast! avg. 54 minutes

3 of 5 match: Housekeeping Included, Safe, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$268

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$137

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$104

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$138

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: Safe, Swing set or jungle gym, Walking trips, Air conditioning, Housekeeping Included

3 of 5 filters match

Price per night from

$86

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$201

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$343

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Safe, Swing set or jungle gym

3 of 5 filters match

Price per night from

$161

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Safe

3 of 5 filters match

Price per night from

$402

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$410

Vacation Rental Boutique Suite Windmills

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$224

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$234

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$483

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$132

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

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: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

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: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

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: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$247

Lido Beach Villa, 1.2k sf, 1 block to the beach

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$184

Heated pool house

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 5 match: Housekeeping Included, Air conditioning, Swing set or jungle gym, Walking trips, Safe

2 of 5 filters match

Price per night from

$230

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$459

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 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$172

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$574

Beautiful direct access waterfront home in Matlacha Isles

Matlacha house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$258

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$109

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$458

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Housekeeping Included, Safe

3 of 5 filters match

Price per night from

$319

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 5 match: Walking trips, Air conditioning, Swing set or jungle gym, Housekeeping Included, Safe

2 of 5 filters match

Price per night from

$1,118

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$194

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 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 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$235

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

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 5 match: Housekeeping Included, Safe, Swing set or jungle gym, Walking trips, Air conditioning

2 of 5 filters match

Price per night from

$215

Viewing 38 of 1,143
rentals in Port Charlotte

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