Vacation Rentals & House Rentals in Port Charlotte

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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: Shared outdoor pool (heated) Stereo system Housekeeping Included Safe Swing set or jungle gym Swimming pool

All filters match

Price per night from

$265

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Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Housekeeping Included, Safe, Swimming pool

5 of 6 filters match

Price per night from

$408

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$177

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Housekeeping Included, Safe, Swimming pool

5 of 6 filters match

Price per night from

$109

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Housekeeping Included, Safe, Swimming pool

5 of 6 filters match

Price per night from

$571

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

5 of 6 match: Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Housekeeping Included, Safe, Swimming pool

5 of 6 filters match

Price per night from

$318

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Stereo system, Housekeeping Included, Shared outdoor pool (heated), Safe, Swing set or jungle gym, Swimming pool

4 of 6 filters match

Price per night from

$103

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 6 match: Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Housekeeping Included, Swimming pool

4 of 6 filters match

Price per night from

$86

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Housekeeping Included, Safe, Shared outdoor pool (heated), Stereo system, Swing set or jungle gym, Swimming pool

4 of 6 filters match

Price per night from

$1,141

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

4 of 6 match: Shared outdoor pool (heated), Stereo system, Housekeeping Included, Safe, Swing set or jungle gym, Swimming pool

4 of 6 filters match

Price per night from

$106

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$336

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$240

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$257

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$270

Beach Friendly Community

Englewood villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$200

Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key

Osprey condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$160

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Stereo system, Housekeeping Included, Shared outdoor pool (heated), Safe, Swing set or jungle gym, Swimming pool

4 of 6 filters match

Price per night from

$160

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Stereo system, Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Swimming pool

4 of 6 filters match

Price per night from

$270

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Stereo system, Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Swimming pool

4 of 6 filters match

Price per night from

$223

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Stereo system, Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Swimming pool

4 of 6 filters match

Price per night from

$246

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Stereo system, Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Swimming pool

4 of 6 filters match

Price per night from

$246

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Stereo system, Swing set or jungle gym, Shared outdoor pool (heated), Housekeeping Included, Safe, Swimming pool

4 of 6 filters match

Price per night from

$246

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.

4 of 6 match: Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Safe, Swimming pool

4 of 6 filters match

Price per night from

$189

2BR/2BA CONDO North Fort Myers Quiet near Marina

North Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$77

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 6 match: Stereo system, Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 6 filters match

Price per night from

$130

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 6 match: Stereo system, Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 6 filters match

Price per night from

$547

Calm 2BR/2BA CONDO with Pool North Fort Myers Quiet near Marina

North Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$77

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool, Stereo system, Housekeeping Included, Safe

3 of 6 filters match

Price per night from

$1,113

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 6 match: Stereo system, Housekeeping Included, Swing set or jungle gym, Shared outdoor pool (heated), Safe, Swimming pool

3 of 6 filters match

Price per night from

$262

Responds fast! avg. 54 minutes

3 of 6 match: Stereo system, Housekeeping Included, Safe, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 6 filters match

Price per night from

$266

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Stereo system, Housekeeping Included, Safe, Shared outdoor pool (heated), Swing set or jungle gym, Swimming pool

3 of 6 filters match

Price per night from

$177

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$143

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$114

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$308

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 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$165

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$313

Apartment Sanibel in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$166

Studio Room Naples in Fort Myers

Fort Myers apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 6 match: Housekeeping Included, Safe, Swing set or jungle gym, Shared outdoor pool (heated), Stereo system, Swimming pool

3 of 6 filters match

Price per night from

$132

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