Vacation Rentals & House Rentals in Port Charlotte

/ Home
/ Vacation Rentals
/ United States
/ Florida
/ Southwest Gulf Coast
Book with confidence.

Updating...

age 0-16
1961 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

1,961 house rentals

Why am I receiving these results?

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Safe Staffed property Swimming pool Smoking allowed

All filters match

Price per night from

$149

These homes match some but not all of your filters. Clear all filters

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$1,119

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$410

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$158

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, Safe, 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, Safe, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$431

Perfect View: 2-bedroom Unit at Prestigious Vasari

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

3 of 4 filters match

Price per night from

$268

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, Safe, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$161

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$860

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, Safe, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$338

Zilli Tower 503

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$343

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, Safe, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$178

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, Safe, Staffed property, Swimming pool

3 of 4 filters match

Price per night from

$574

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

3 of 4 filters match

Price per night from

$224

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$274

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Sunshine, beaches, What's not to love?” My husband and I stayed at this pleasant 2 bedroom condo with 2 grown children and one son-in-law. The two bedrooms and two baths worked fine for our group. Our married daughter and hubby had to share a bedroom with her brother. The furnishings in the condo were comfortable and clean without being too new to cause worry about a little sand. There were all sorts of beach toys and towels available. The kitchen had a full range of dishes and I cooked fresh fish from the local grocery store several nights. It was convenient to walk to the lovely uncrowded beach with no high-rises in sight. we kayaked with the condo's kayaks in the lagoon and saw a large range of birds, including an osprey feeding on a fish. We had gorgeous weather and collected quite a few shells. Would definitely return.

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

3 of 4 filters match

Price per night from

$158

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

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

3 of 4 filters match

Price per night from

$516

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

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

3 of 4 filters match

Price per night from

$190

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

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

3 of 4 filters match

Price per night from

$115

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$161

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$623

Bonita Beach Villa, private heatable pool, close to beaches,

Bonita Springs house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$287

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

3 of 4 filters match

Price per night from

$481

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$746

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

3 of 4 filters match

Price per night from

$117

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

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

3 of 4 filters match

Price per night from

$267

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

3 of 4 filters match

Price per night from

$319

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$345

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

3 of 4 filters match

Price per night from

$109

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

2 of 4 filters match

Price per night from

$194

Home in Port Charlotte with pool

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$144

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

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

2 of 4 filters match

Price per night from

$96

Fountain Cottage

Iona villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

2 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

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

2 of 4 filters match

Price per night from

$425

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 4 filters match

Price per night from

$137

Viewing 38 of 1,961
rentals in Port Charlotte

×

Also consider