Vacation Rentals & House Rentals in Port Charlotte

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Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Ceiling Fans Staffed property Swimming pool Smoking allowed

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Price per night from

$158

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Ceiling Fans Staffed property Swimming pool Smoking allowed

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Price per night from

$149

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Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$96

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$167

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$425

Captiva Villa on Redfish Pass, ocean views from all rooms, beautiful beach

Captiva Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$493

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$194

3 of 4 match: Staffed property, Ceiling Fans, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$316

3 of 4 match: Staffed property, Ceiling Fans, Swimming pool, Smoking allowed

3 of 4 filters match

Price per night from

$247

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$345

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$272

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$431

“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, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$144

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$268

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$338

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$209

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, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$86

Resort in Fort Myers Beach Quiet smaller resort in the off season (September)

Fort Myers Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$161

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$688

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$224

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

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: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

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: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$247

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$860

Peaceful and Relaxing with Gorgeous Sunsets

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$104

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$285

NEW ---- Gulf Access on the canal Feel-Villa "Cozy Cottage"

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$136

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$286

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$516

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$171

Palm Bay Club - 303: By Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$344

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$275

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$688

Crescent Beach Villas - La Perlita: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$275

Living the Dream - Starfish: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$344

Jamaica Royale - Beachfront Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$378

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$550

Unit #220 Sand Cay Beach Resort Gulf Front

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Smoking allowed, Ceiling Fans, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$342

Viewing 38 of 2,297
rentals in Port Charlotte

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