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: Air conditioning Satellite TV Staffed property Walking trips Secure parking

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Price per night from

$266

Match: Air conditioning Satellite TV Staffed property Walking trips Secure parking

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Price per night from

$284

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4 of 5 match: Staffed property, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$343

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$424

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$267

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, Satellite TV, Secure parking

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Price per night from

$300

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.

4 of 5 match: Staffed property, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$509

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$409

Banana Cabana: By Beachside Management

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$240

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, Satellite TV, Secure parking

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Price per night from

$430

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$337

4 of 5 match: Secure parking, Walking trips, Air conditioning, Satellite TV, 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, Satellite TV, Staffed property

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Price per night from

$144

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

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$193

4 of 5 match: Staffed property, Walking trips, Air conditioning, Satellite TV, Secure parking

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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

4 of 5 match: Staffed property, Walking trips, Air conditioning, Satellite TV, Secure parking

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Price per night from

$218

Ten35 Seaside - Island View: Residence 604

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$560

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$171

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 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$189

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$319

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, Satellite TV, Staffed property

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Price per night from

$271

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 5 match: Secure parking, Walking trips, Air conditioning, Satellite TV, Staffed property

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Price per night from

$86

Private Beach Access - Home away from Home - 2 BR 2 BA - Furnished Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$178

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$284

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, Satellite TV, Staffed property, Secure parking

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Price per night from

$514

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, Satellite TV, Staffed property, Secure parking

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Price per night from

$115

*** SUPER SPECIAL RATES at Harbor Towers ***

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 56 minutes

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$114

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

4 of 5 match: Walking trips, Air conditioning, Satellite TV, Staffed property, Secure parking

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Price per night from

$338

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Satellite TV, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$161

Pet friendly newly renovated 3 bedroom home

Lehigh Acres house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Staffed property, Air conditioning, Satellite TV, Secure parking

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Price per night from

$82

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Satellite TV, Air conditioning, Staffed property, Secure parking

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Price per night from

$344

3 of 5 match: Satellite TV, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$138

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

3 of 5 match: Walking trips, Staffed property, Air conditioning, Satellite TV, Secure parking

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Price per night from

$573

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, Satellite TV, Air conditioning, Staffed property, Secure parking

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Price per night from

$573

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

3 of 5 match: Walking trips, Staffed property, Air conditioning, Satellite TV, Secure parking

3 of 5 filters match

Price per night from

$434

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Staffed property, Air conditioning, Satellite TV, Secure parking

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Price per night from

$229

3 of 5 match: Walking trips, Staffed property, Air conditioning, Satellite TV, Secure parking

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Price per night from

$229

Lovely 2 Bedroom Home near the Beach

Cape Coral house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 36 minutes

3 of 5 match: Walking trips, Staffed property, Air conditioning, Satellite TV, Secure parking

3 of 5 filters match

Price per night from

$166

Viewing 38 of 1,132
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