Bungalows Port Charlotte

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/ Southwest Gulf Coast
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The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Beach or lakeside relaxation Pets allowed

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Price per night from

$338

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Manasota Key Cottage A

Englewood house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$172

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$400

Duplex Sunny Splash / Westside

Cape Coral house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$183

***WINTER AND SPRING SEASON FILLING FAST!!! BOOK YOUR ESCAPE FROM THE COLD!!***

North Captiva Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$744

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 1 hour 14 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$224

THE FANCY FISH..Enjoy Pool "Sandy Beach" Boat Lift

Matlacha house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“If you want an awesome getaway without having to leave the property for fun...this is your place!” This home has an awesome dock for fishing, boat lift, swimming pool, sandy beach with beach chairs, kayaks and completely fenced in property in case you want to bring your pet with you. The chef's kitchen is amazing with top of the line appliances for all of your meals that you will want to cook. You can walk to the shops and restaurants that are iconic to this area. A definite return for us!

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$246

Waterfront Villa Marie w/ Direct Gulf Access / Private / Hot Tub

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Good value” The home was clean and inviting. The pool and hot tub provided hours of fun! It met my family of fives needs. We would stay here again. The deposit was returned in a timely manner.

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$247

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 7 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$248

Casey Key 2-Bed Dockside Penthouse

Nokomis penthouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$206

Casey Key 1-Bedroom Dockside Villa #3

Nokomis villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$230

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$183

Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key

Osprey cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 14 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$132

Casey Key 1-Bed Villa #2

Nokomis villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$172

Manasota Key Cottage B

Manasota Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$229

A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$501

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$339

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$240

Hidden Paradise - Bungalow 1; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$286

Hidden Paradise - Bungalow 2; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$286

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$132

Beautiful and Peaceful Three Bedroom Home

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$206

CAPE CORAL FLORIDA VILLA ON THE CANAL WITH PRIVATE HEATED POOL

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 48 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$137

Sandy Toes Town Home

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$273

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$172

Downtown Sarasota Townhouse in Historic Center !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 1 hour 46 minutes

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$189

Living the Dream - Mermaid: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$343

Kokomo Del Sol. Welcome to Paradise.

Tice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$447

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$108

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$138

Vacation Home on Alligator Drive . Winter 2025 Special !

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$150

2/2 POND FRONT, ONLY 10 MINS FROM ENGLEWOOD BEACH

Englewood house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$127

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$574

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$171

Harbor House, Luxury Waterfront 3BR/2.5BA GULF ACCESS!

Port Charlotte house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$287

Whispering Lake House-Heated Pool, Wi-Fi, Lakeview

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Beach or lakeside relaxation, Pets allowed

2 of 3 filters match

Price per night from

$195

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♡

1 of 3 match: Rental types, Pets allowed, Beach or lakeside relaxation

1 of 3 filters match

Price per night from

$310

Luxury Venice, Florida Gulf Coast Condo

Venice apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Pets allowed, Beach or lakeside relaxation

1 of 3 filters match

Price per night from

$138

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rentals in Port Charlotte

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