Vacation Rentals & House Rentals in Port Charlotte

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Air conditioning Children's pool Shared outdoor pool (heated) Walking trips

All filters match

Price per night from

$218

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Townhouse in Resort Community of Gran Paradiso

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Walking trips, Air conditioning, Children's pool, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$238

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$144

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: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$166

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 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!!

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$144

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$272

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$201

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$190

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$285

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$161

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: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$86

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$161

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: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$509

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$918

3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 38 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$430

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: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$266

Responds fast! avg. 54 minutes

3 of 4 match: Children's pool, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$268

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Walking trips, Air conditioning, Children's pool, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$206

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.

3 of 4 match: Walking trips, Air conditioning, Children's pool, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$287

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

3 of 4 match: Walking trips, Air conditioning, Children's pool, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$114

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Walking trips, Air conditioning, Children's pool, Shared outdoor pool (heated)

3 of 4 filters match

Price per night from

$319

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$574

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$435

Burnt Store Marina Main Floor 2 Bedroom 2 Bath Condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$144

Bright Clean Happy Vacation Condo

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$115

Island Attitude 2/2 beach condo

Manasota Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$316

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$340

Country club life with lakewiew

Fort Myers apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$210

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 33 minutes

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$448

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$230

Gorgeous 2nd story 2B condo with vaulted ceiling & leather furniture

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$230

**Upscale LGI Experience** Private Bayfront Condo

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$344

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$230

Beachplace Building 7 Great View

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$180

Frangi Pani at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$490

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$228

Relaxing and quite apartment in a great location

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Walking trips, Children's pool, Air conditioning, Shared outdoor pool (heated)

2 of 4 filters match

Price per night from

$189

Viewing 38 of 1,116
rentals in Port Charlotte

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