Vacation Rentals & House Rentals in Port Charlotte

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Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Fridge Staffed property Swimming pool Smoking allowed

All filters match

Price per night from

$157

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Fridge Staffed property Swimming pool Smoking allowed

All filters match

Price per night from

$149

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Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$166

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

3 of 4 filters match

Price per night from

$682

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

3 of 4 filters match

Price per night from

$454

The Hideaway: 4/2 W Heated Pool and Outdoor Spaces, 10 mins to Sarasota Beach

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$372

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

3 of 4 filters match

Price per night from

$315

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 4 match: Fridge, Swimming pool, Staffed property, Smoking allowed

2 of 4 filters match

Price per night from

$1,115

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

3 of 4 filters match

Price per night from

$246

Key West Flair

Sanibel condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$310

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$343

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, Fridge, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$271

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$429

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

3 of 4 filters match

Price per night from

$143

“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, Fridge, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$143

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

3 of 4 filters match

Price per night from

$284

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, Fridge, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$337

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, Fridge, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$160

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, Fridge, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$86

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$342

Zilli Ocean Front 201 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$297

Zilli Ocean Front 202 & Suite

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$308

Oceanfront home

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$685

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$246

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$246

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$246

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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

3 of 4 filters match

Price per night from

$857

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, Fridge, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$209

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$178

Peaceful and Relaxing with Gorgeous Sunsets

North Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$115

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

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

3 of 4 filters match

Price per night from

$572

Living the Dream - Pink Flamingo: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$319

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

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$514

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$628

Sun and Sea: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$285

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$605

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$777

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

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

3 of 4 filters match

Price per night from

$274

Viewing 38 of 2,494
rentals in Port Charlotte

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