Vacation Rentals & House Rentals in Port Charlotte

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1,127 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 Sea view Staffed property Walking trips Secure parking

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Price per night from

$266

Match: Air conditioning Sea view Staffed property Walking trips Secure parking

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Price per night from

$285

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Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$301

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

4 of 5 match: Staffed property, Walking trips, Air conditioning, Sea view, Secure parking

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Price per night from

$430

4 of 5 match: Secure parking, Walking trips, Air conditioning, Sea view, Staffed property

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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!!

4 of 5 match: Secure parking, Walking trips, Air conditioning, Sea view, Staffed property

4 of 5 filters match

Price per night from

$144

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

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Price per night from

$779

Ten35 Seaside - South Water View: Residence 502

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

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Price per night from

$756

Ten35 Seaside - North Water View: Residence 506

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

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Price per night from

$779

Ten35 Seaside - South Water View: Residence 302

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

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Price per night from

$607

Ten35 Seaside - North Water View: Residence 310

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

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Price per night from

$630

Ten35 Seaside - Direct Gulf View: Residence 303

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - Direct Gulf View: Residence 307

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - Direct Gulf View: Residence 301

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - North Water View: Residence 410

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$630

Ten35 Seaside - Direct Gulf View: Residence 405

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$859

Ten35 Seaside - South Water View: Residence 602

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$687

Ten35 Seaside - Direct Gulf View: Residence 403

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$859

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Secure parking, Walking trips, Air conditioning, Sea view, Staffed property

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Price per night from

$272

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.

4 of 5 match: Walking trips, Air conditioning, Sea view, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$515

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$161

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$343

Responds fast! avg. 54 minutes

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$268

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$344

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

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Price per night from

$425

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$138

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: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$510

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$338

Glamorous 3-Bedroom Villa w Pool Sarasota Area

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 59 minutes

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$574

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$410

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$240

Close to Siesta key with hot tub, fire pit and butterfly garden

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$193

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$508

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

Bokeelia condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Sea view, Staffed property, Walking trips, Air conditioning, Secure parking

3 of 5 filters match

Price per night from

$218

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.

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$190

Florida-Cottage - Charmantes Haus mit solarbeheiztem Pool und viel Platz

Lehigh Acres house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$149

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$319

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Sea view, Air conditioning, Staffed property, Secure parking

3 of 5 filters match

Price per night from

$171

Viewing 38 of 1,127
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