Vacation Rentals & House Rentals in Port Charlotte

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1,125 house rentals

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

Match: Air conditioning Shared outdoor pool (heated) Housekeeping Included Swing set or jungle gym Walking trips

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Price per night from

$266

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Responds fast! avg. 54 minutes

4 of 5 match: Housekeeping Included, Walking trips, Air conditioning, Shared outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$267

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

4 of 5 filters match

Price per night from

$271

SURF AND TURF ACTIVITY FILLED GOLF RESORT COMMUNITY

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 31 minutes

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

4 of 5 filters match

Price per night from

$86

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Shared outdoor pool (heated), Swing set or jungle gym

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Price per night from

$103

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 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 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$165

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 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 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$144

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$161

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$201

Charming Siesta Key Village Unbeatable Location

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

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Price per night from

$189

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$284

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 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 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 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 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$916

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$409

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Shared outdoor pool (heated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$1,145

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Shared outdoor pool (heated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$161

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Housekeeping Included, Air conditioning, Shared outdoor pool (heated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$178

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 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$430

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Housekeeping Included, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (heated)

3 of 5 filters match

Price per night from

$218

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Walking trips, Shared outdoor pool (heated), Air conditioning, Housekeeping Included, Swing set or jungle gym

3 of 5 filters match

Price per night from

$107

Crystal Sands - 206 Tower: By Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$262

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$776

Ten35 Seaside - Island View: Residence 406

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$559

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$856

Ten35 Seaside - Island View: Residence 408

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$548

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$776

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$605

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$856

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$628

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$856

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$685

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$753

Ten35 Seaside - Island View: Residence 308

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$548

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (heated), Housekeeping Included

3 of 5 filters match

Price per night from

$856

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