Vacation Rentals & House Rentals in Port Charlotte

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2,360 house rentals

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Air conditioning Walking trips Smoking allowed Car not required

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Price per night from

$149

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Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$858

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, Car not required

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Price per night from

$101

LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$229

“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, Car not required

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Price per night from

$144

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$916

BEACH BEAUTY

Fort Myers Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 35 minutes

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$258

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, Car not required

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Price per night from

$189

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, Car not required

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Price per night from

$165

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, Car not required

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Price per night from

$509

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, Car not required

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Price per night from

$344

The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$401

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$1,260

Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Walking trips, Air conditioning, Car not required

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Price per night from

$218

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Car not required, Walking trips, Air conditioning, Smoking allowed

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Price per night from

$137

Key West Flair

Sanibel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Smoking allowed, Car not required

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Price per night from

$311

3 of 4 match: Car not required, Walking trips, Air conditioning, Smoking allowed

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Price per night from

$458

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: Smoking allowed, Air conditioning, Walking trips, Car not required

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Price per night from

$114

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$201

Downtown Apartment in Historic Burns Square downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$281

Island Hideaway! Bermuda-esque Guest House! Steps to the Sand!

Longboat Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$141

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$344

2-Bdr Villa in Botanical Garden, Bonita Springs FL

Bonita Springs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$134

SunWay Suites Unit 2 Plover

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$23

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$295

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$344

Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$148

Your home in Bonita Springs!

Bonita Springs apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Love the condo!” We are absolutely thrilled with the place. Your pictures don't do it justice. Because of past experience, we brought our pepper grinder and a few "specialty" utensils; however, you are so well equipped we could have left them all at home!! And we absolutely love your lanai. There is so much room out there. And plenty of seating too. We enjoyed a glass of wine outside tonight. Everything looks great. Spotlessly clean and beautifully decorated. We are both looking forward to some sun and warmth, some cycling and tennis. Thanks for the use of the bikes. And having extra rackets is great. You were right even the sofa bed is very comfortable. Your place is so convenient to everything. Just wanted to let you know we love your place!!

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$189

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

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$482

Castnetter Beach Resort 2

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$315

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$596

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 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

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Price per night from

$430

Jamaica Royal Villas - Villa 42; by Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$240

Anna Maria Island Vacation Rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$166

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$1,145

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$572

flip flops beach cottage fort myers beach flordia

Fort Myers Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$572

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 0 minutes

2 of 4 match: Walking trips, Smoking allowed, Air conditioning, Car not required

2 of 4 filters match

Price per night from

$1,002

Viewing 38 of 2,360
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