Vacation Rentals & House Rentals in Port Charlotte

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1,133 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 Pool or snooker table Staffed property Walking trips Secure parking

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Price per night from

$266

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$161

Responds fast! avg. 54 minutes

4 of 5 match: Staffed property, Walking trips, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$268

4 of 5 match: Pool or snooker table, Walking trips, Air conditioning, Staffed property, Secure parking

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Price per night from

$285

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, Pool or snooker table, Staffed property, Secure parking

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Price per night from

$515

*** 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, Pool or snooker table, 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, Pool or snooker table, Staffed property, Secure parking

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Price per night from

$339

Bright Dreams - Billard Table / Canal view

Rotonda West house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$235

Blue Lagoon - built in 2020 - Pool/Spa/Sunshelf

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$215

Captain`s Quarters | Pool | Fishing Dock

Rotonda West house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$216

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$155

White Sands | Modern Lakefront | Golf Course View | Pool | Spa

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$236

Aloha Shores - Pet friendly | Pool | fenced yard

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Staffed property, Secure parking, Walking trips, Air conditioning, Pool or snooker table

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Price per night from

$197

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$343

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 5 match: Walking trips, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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Price per night from

$344

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$183

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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Price per night from

$425

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$138

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$301

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: Pool or snooker table, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$510

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

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, 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

3 of 5 match: Walking trips, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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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, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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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, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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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, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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Price per night from

$240

“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA

3 of 5 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$246

Beautiful 3 Bedroom 2 Bath Home in a Resort-like Community

North Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 5 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$75

A Wonderful Pool House on a lake full of wildlife.

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Location location” Great house convincent , clean , close to everything

3 of 5 match: Walking trips, Staffed property, Air conditioning, Pool or snooker table, Secure parking

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Price per night from

$121

3 of 5 match: Pool or snooker table, Secure parking, Walking trips, Air conditioning, 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!!

3 of 5 match: Pool or snooker table, Secure parking, Walking trips, Air conditioning, 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

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, Secure parking

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Price per night from

$193

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, 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

3 of 5 match: Pool or snooker table, Staffed property, Walking trips, Air conditioning, Secure parking

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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, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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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, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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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, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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Price per night from

$319

Ten35 Seaside - North Water View: Residence 606

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 5 match: Walking trips, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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Price per night from

$779

Gulf Holiday: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 5 match: Walking trips, Pool or snooker table, Air conditioning, Staffed property, Secure parking

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Price per night from

$171

Viewing 38 of 1,133
rentals in Port Charlotte

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