Vacation Rentals & House Rentals in Port Charlotte

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ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

All filters match

Price per night from

$172

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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

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

5 of 6 filters match

Price per night from

$266

Lovely Waterfront Home

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 26 minutes

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

4 of 6 filters match

Price per night from

$224

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$192

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$103

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

4 of 6 filters match

Price per night from

$401

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

4 of 6 filters match

Price per night from

$409

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 of 6 filters match

Price per night from

$287

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

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

4 of 6 filters match

Price per night from

$107

Responds fast! avg. 2 hours 12 minutes

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

4 of 6 filters match

Price per night from

$102

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

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

4 of 6 filters match

Price per night from

$117

Florida Ocean Front Condo

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$622

Snowbird's delight!

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$344

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$161

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

4 of 6 filters match

Price per night from

$401

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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

4 of 6 filters match

Price per night from

$401

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$271

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

4 of 6 filters match

Price per night from

$224

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

4 of 6 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

4 of 6 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

4 of 6 filters match

Price per night from

$247

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

4 of 6 filters match

Price per night from

$430

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.

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

4 of 6 filters match

Price per night from

$157

Lighthouse Resort and Club

Sanibel Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$144

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

4 of 6 filters match

Price per night from

$109

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

4 of 6 filters match

Price per night from

$319

“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.

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

4 of 6 filters match

Price per night from

$573

Beautiful Fort Myers Parker Lakes

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

4 of 6 filters match

Price per night from

$103

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

4 of 6 filters match

Price per night from

$148

Rambo's Beach Retreat! Tradewinds Unit 14

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

4 of 6 filters match

Price per night from

$453

Tiny Treasure - Stunning waterfront condo with dock (102)

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 7 minutes

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

3 of 6 filters match

Price per night from

$228

TAMPA BAY WATERFRONT CONDO!

Tampa condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 6 filters match

Price per night from

$171

Woodside Village Condos

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 6 filters match

Price per night from

$229

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 6 filters match

Price per night from

$178

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 6 filters match

Price per night from

$131

Beautiful Treasure Island, St. Pete Beach 2br/2bth Sunset Beach Condo waterfront

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 6 filters match

Price per night from

$304

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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

3 of 6 filters match

Price per night from

$549

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

3 of 6 filters match

Price per night from

$77

Viewing 38 of 4,168
rentals in Port Charlotte

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