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: Air conditioning Shared outdoor pool (unheated) Staffed property Swing set or jungle gym Walking trips

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Price per night from

$172

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Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Staffed property, Walking trips, Air conditioning, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$292

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

4 of 5 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Swing set or jungle gym

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Price per night from

$266

Responds fast! avg. 11 minutes

4 of 5 match: Shared outdoor pool (unheated), Walking trips, Air conditioning, Staffed property, Swing set or jungle gym

4 of 5 filters match

Price per night from

$132

Naples, Fla., First floor, 2BR 2BA. two blocks to

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

4 of 5 match: Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (unheated), Staffed property

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Price per night from

$246

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

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Staffed property, Walking trips, Air conditioning, Shared outdoor pool (unheated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$287

Luxurious Beachfront Condo at Redington Towers

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Staffed property, Swing set or jungle gym

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Price per night from

$344

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.

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Staffed property, Swing set or jungle gym

4 of 5 filters match

Price per night from

$115

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

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Shared outdoor pool (unheated), Staffed property, Swing set or jungle gym

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Price per night from

$746

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

3 of 5 match: Shared outdoor pool (unheated), Air conditioning, Walking trips, Staffed property, Swing set or jungle gym

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Price per night from

$114

Boutique Beach Events Hotel Takeover! 11 Private Rms, Sleeps 50 w/Event Space

Treasure Island hotel apartment

  • 12 bedrooms
  • 11 bathrooms
  • sleeps 49

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$3,096

Florida Home with Private Fishing Pond- See Nature Not Neighbors

Odessa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$144

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$114

2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 10 minutes

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$123

Comfy Camping Glamping Rentals in Alafia River State Park SITE A

Lithia tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 5 match: Shared outdoor pool (unheated), Air conditioning, Staffed property, Walking trips, Swing set or jungle gym

2 of 5 filters match

Price per night from

$148

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Shared outdoor pool (unheated), Air conditioning, Staffed property, Swing set or jungle gym

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Price per night from

$157

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

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Price per night from

$144

Clearwater Beach Hideaway Cottage, 3 bedrooms, Pets OK, Steps to the sand.

Clearwater cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

“Best weekend to the end of the summer” The hideawy cottage was perfect for what we needed peacefully, quite and dog friendly that what was the best part! The staff was great and professional and helpful. This was a perfect getaway for my birhtday celebration. I am turly coming back to take another mini vacation it was all the comfronts of home. I would like to thank the staff at Blue Wave Condo Suites for a wonderfully experience and this will be my new vacation spot when I travel back to Clearwater Beach.

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$446

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$430

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$859

“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: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$144

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$476

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

3 of 5 match: Walking trips, Swing set or jungle gym, Air conditioning, Shared outdoor pool (unheated), Staffed property

3 of 5 filters match

Price per night from

$96

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$230

Responds fast! avg. 54 minutes

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$268

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$336

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$402

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

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 5 match: Shared outdoor pool (unheated), Staffed property, Walking trips, Air conditioning, Swing set or jungle gym

3 of 5 filters match

Price per night from

$402

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$272

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$285

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

3 of 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$217

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 5 match: Shared outdoor pool (unheated), Swing set or jungle gym, Walking trips, Air conditioning, Staffed property

3 of 5 filters match

Price per night from

$86

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

3 of 5 match: Walking trips, Staffed property, Air conditioning, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$107

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Staffed property, Air conditioning, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$104

FS312983 - Solterra Resort - 6 Bed 5 Baths Villa

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 5 match: Walking trips, Staffed property, Air conditioning, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$368

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Staffed property, Air conditioning, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 5 filters match

Price per night from

$149

4Bed Spacious Home w/cocktail pool Minutes 2 dtwn St Pete!

St. Petersburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 9 minutes

3 of 5 match: Staffed property, Swing set or jungle gym, Walking trips, Air conditioning, Shared outdoor pool (unheated)

3 of 5 filters match

Price per night from

$342

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 (unheated), Staffed property

3 of 5 filters match

Price per night from

$410

Viewing 38 of 5,217
rentals in Port Charlotte

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