Vacation Rentals & House Rentals in Port Charlotte

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2,375 house rentals

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Air conditioning Staffed property Walking trips

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Price per night from

$149

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Vacation Rental Boutique Suite Windmills

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$224

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$144

“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: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$144

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$859

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$430

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$272

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$285

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: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$86

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$247

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$178

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$224

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

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$266

Responds fast! avg. 11 minutes

3 of 4 match: Cot available, Walking trips, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$132

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.

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$190

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$1,147

Bonita Beach Villa, private heatable pool, close to beaches,

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Cot available, Air conditioning, Staffed property

3 of 4 filters match

Price per night from

$287

Amazing Waterfront Home with a Pool and a View!

Fort Myers Beach townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Staffed property, Cot available, Air conditioning

2 of 4 filters match

Price per night from

$402

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 4 match: Air conditioning, Cot available, Walking trips, Staffed property

2 of 4 filters match

Price per night from

$114

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 2 hours 0 minutes

2 of 4 match: Walking trips, Staffed property, Cot available, Air conditioning

2 of 4 filters match

Price per night from

$2,854

North Captiva Private Pool Home Shell Cottage

North Captiva Island house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 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 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$172

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!!

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$155

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$164

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$228

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$250

Dolphin Cove - Relaxing Greenbelt Views

El Jobean house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$194

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$101

Ft. Myers,Lake View Condo, 2BR & 2BA, Best Beaches

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$81

Amazing Lagoon | Rock Grotto Swimming Pool

Rotonda West house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Cot available, 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: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$215

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 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

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$216

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

Luxury home. Hot tub and heated pool. Villa Spain

Iona villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Cot available, Staffed property, Walking trips, Air conditioning

2 of 4 filters match

Price per night from

$108

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