Vacation Rentals & House Rentals in Port Charlotte

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1,033 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: Climbing frame Kettle Swimming pool

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Price per night from

$266

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Luxury Sunshine Getaway with Pool!

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$207

White Sands Village - Unit 909

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$164

Walk to Siesta Beach, Heated Pool w/BBQ, Parking

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 4 minutes

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$133

Bayside Gulf and Bay Club

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$172

Casa Covella

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

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Price per night from

$219

2 of 3 match: Climbing frame, Kettle, Swimming pool

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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!!

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$144

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$161

Different from others - your HIDEAWAY facing south

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$212

Littlelakelife

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

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Price per night from

$114

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$337

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

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Price per night from

$144

High Season:Jan.-April minimum 60 days. Low Season: May-Dec discounted rates

Cape Coral villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice place for a vacation” I stayed here for four days so that I could see some Red Sox games. The place was very clean and neat, with a kitchen that had everything you need to cook. Juan was very helpful and had lots of suggestions. I really enjoyed my stay! There was plenty of room and it was a nice get-away.

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$167

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$241

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.

2 of 3 match: Climbing frame, Kettle, Swimming pool

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Price per night from

$165

Crystal Sands Unit 308 Siesta Key, Florida

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$430

Apartment Sanibel in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$167

Studio Room Naples in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$132

Studio Tampa Home in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$126

Luxury Venice Florida 4 Bedroom home with Pool

Venice villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$287

Lilsis by the Lake

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$178

Duplex Sunny Splash / Eastside

Cape Coral house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$179

Duplex Sunny Splash / Westside

Cape Coral house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$183

Van Nuys

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$178

Joseph waterfront home

Port Charlotte house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$246

Addy by the Lake

Port Charlotte house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$178

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$97

THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“If you want an awesome getaway without having to leave the property for fun...this is your place!” This home has an awesome dock for fishing, boat lift, swimming pool, sandy beach with beach chairs, kayaks and completely fenced in property in case you want to bring your pet with you. The chef's kitchen is amazing with top of the line appliances for all of your meals that you will want to cook. You can walk to the shops and restaurants that are iconic to this area. A definite return for us!

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$246

Meehan - sleeps 6 with heated pool, downtown

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$178

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$350

Apartment Pelican in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$169

Apartment Flamingo in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$164

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$107

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$86

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$278

BEAUTY ON THE BEACH! Crescent Arms 601S FULL FRONT VIEW

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$314

Pine Island Hideaway ~ competitive rates!

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Kettle, Swimming pool

2 of 3 filters match

Price per night from

$131

Viewing 38 of 1,033
rentals in Port Charlotte

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