Vacation Rentals & House Rentals in Port Charlotte

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1,095 house rentals

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Washing machine Private pool

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Price per night from

$1,145

Cape Coral Vacation Villa

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Great Week” The house was spotless. Well equiped. Felt right at home. Would deffinately stay at this home again. Owner was great.

Match: Shared outdoor pool (heated) Washing machine Private pool

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Price per night from

$287

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2BR/2BA CONDO North Fort Myers Quiet near Marina

North Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$77

Sarasota 2BR 2BTH Condo Close to Siesta Key Beach

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$60

Ground Level 2 Bedroom Beach Themed Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$229

Calm 2BR/2BA CONDO with Pool North Fort Myers Quiet near Marina

North Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$77

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$144

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$115

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$344

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$310

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$161

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

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Price per night from

$138

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: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$166

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$258

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: Private pool, Shared outdoor pool (heated), Washing machine

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Price per night from

$165

Fishing Paradise with private pier at El Jobean

Port Charlotte apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“very comfortable and excellent location” The pictures and description of the condo are very accurate. Last year rented a 1 Bedroom 1 bath condo and this certainly was an upgrade. Enjoyed the restaurants that Jackie had recommended and the nearby beaches that we took advantage of often. Excellent location to visit other areas such as Venice and Sarasota. Would recommend to anyone.

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$172

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: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$430

Studio Room Naples in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$132

Studio Orlando in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$126

Studio Tampa Home in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$126

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$201

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$189

Duplex Sunny Splash / Eastside

Cape Coral house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

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: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$182

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 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!!

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$144

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$284

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$161

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$337

Breathless Bay Views

Englewood townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great vacation!” The condo could use some updating in furnishings but all necessary essentials were there including umbrella beach chairs and the kitchen was well equipped. Also great beach towels and short walk to the Beach. The bay view was outstanding- loved the balcony which was a nice size and great fishing from the docks.

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$201

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$602

Heritage Oaks

Heritage Oaks Golf and Country Club condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 56 minutes

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$98

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$229

Sea Club II - 11E: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$228

Addy's Villas: 2BR

Nokomis villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$194

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$343

Bianco Sands - 3 Bedroom 2 Bath: By Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$308

Bianco Sands - 2 Bedroom - Poolside: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private pool, Shared outdoor pool (heated), Washing machine

2 of 3 filters match

Price per night from

$331

Viewing 38 of 1,095
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