Vacation Rentals & House Rentals in Port Charlotte

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2,395 house rentals

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$457

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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$149

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5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Stereo system, Walking trips, Air conditioning, Smoking allowed

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$136

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!

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$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!!

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$154

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$101

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$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.

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$165

Island Paradise. 1st Fl. Water views WiFi, HDTV

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Vacation in Paradise!” Our vacation in Sanibel Island at Maggi's condo was a vacation in Paradise! This was our first time in Sanibel Island and it was a great vacation and I hope to come back and stay at Maggi's condo. What a beautiful island! There was everything we needed in the condo and sitting in the lanai in the morning and at night having our coffee or drinks watching the dolphins was amazing. The information and directions that Maggi gave us were great and she was always available if we had any questions. Our preference was the lighthouse beach. We did go visit Bowman Beach and that was also very nice. Captiva Island is beautiful but you must get there early or there is no parking. I would recommend the thriller boat ride it was great and what an amazing dolphin show! There is something to do for everyone beaches, bike rides and nature! There are many restaurants on the island and they were all good and many shops for shopping. It was very hard to leave Sanibel paradise!

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$195

Villa Kamal, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$268

Villa Sunlight, Cape Coral - Pool & Gulf Access

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$230

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$143

Vacation in Paradise!! YACHT CLUB 4 BEDROOM HOME

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$172

“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: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$143

Dolphin Way 403 B - Bonita Beach -INCREDIBLE views Avail Fall 2023

Bonita Springs apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$156

Large 4 Bedroom/2 Full +2 Half Bath

Placida house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$337

3 of 4 match: Walking trips, Air conditioning, Stereo system, Smoking allowed

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Price per night from

$314

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.

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$507

Tropical "Key West" style waterfront paradise with views/pool/spa & boat dock!

North Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$314

Great Townhouse Very Close to the Beach, Shops, and Restaurants

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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$344

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$400

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$200

Relax Relax Relax! Close to the RSW airport!!

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$164

BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$365

NAPLES, LAKE VIEW WITH FOUNTAIN, 3 BED CONDO, 10 MINS TO NAPLES BEACH

Naples condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$172

Luxury accommodation in Venetia, 3 months stay

Venice house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$191

Lovely 3 BR Home with Office & Heated Pool at Tara

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$166

3BR/3BA, Waterfront Heated Pool home near Beach

Bonita Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$172

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$189

Casa Calm: King Room, Yoga, Spa

Sarasota private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$182

Tara Golf & Country Club Condo

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful, peaceful location and beautiful condo.” This condo is wonderful and has everything anyone would want or need for a wonderful stay. We loved the property and the owners. It is located in a private championship golf course community and is just across the street from all the amenities. The amenities include tennis, pool, workout room, and of course golf at its best. There is a wonderful grill room and beautiful dining room facing the driving range. Very close to a hugh shopping area and enclosed mall. Very convenient to travel anywhere from here. Very nice rental in a wonderful area.

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$143

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$160

Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath Condo

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$114

Songbird Cottage

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$110

beautiful beach front condo

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$362

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: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$86

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$341

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Stereo system

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Price per night from

$160

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rentals in Port Charlotte

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