Vacation Rentals & House Rentals in Port Charlotte

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Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Cot available Safe Swimming pool Car not required

All filters match

Price per night from

$1,148

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Safe Swimming pool Car not required

All filters match

Price per night from

$178

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Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

3 of 4 match: Safe, Cot available, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$1,148

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Safe, Cot available, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$976

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$263

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$549

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 25 minutes

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$259

Beach Walk: By Beachside Management

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$516

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$410

Venice Island on BEACH 8th flr near Siesta Key

Venice apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$242

Coastal Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$172

Flamingo Cottage

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$172

A Somewhere is Here - Changes in Latitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$458

A Somewhere Is Here - Changes in Attitude: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$412

Once Upon a Tide: By Beachside Management

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$400

Crescent Beach Villas - La Estrella: By Beachside Management

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$274

Buena Vida: By Beachside Management

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$515

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 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$122

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$408

Tropical Breeze Triple Cottages, Sleeps 16

Sarasota house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$683

Sea Glass Dual Cottages, Sleeps 12, Heated Pool

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$402

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$457

Gulfview/Bayfront Condo with Million Dollar Views on Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$109

Sea Shell Cottage

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$172

Renovated Beach Front 2BR/2BA Condo, Steps to beach, Gulf of Mexico Views

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Cot available, Safe, Swimming pool, Car not required

3 of 4 filters match

Price per night from

$278

Vacation Rental Boutique Suite Bicycles

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite The Bridge

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite Tulip Fields

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$247

Vacation Rental Boutique Suite Amsterdam Canals

Englewood private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$224

2 of 4 match: Cot available, Swimming pool, Safe, Car not required

2 of 4 filters match

Price per night from

$295

Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Cot available, Swimming pool, Safe, Car not required

2 of 4 filters match

Price per night from

$482

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 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$190

The Perfect Waterfront Vacation House - Relax or Play

Cape Coral house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great vacation home” Really enjoyed my stay, all amenities, great pool and pool table. Easy check in and out. Will rent again. The owner was always accessible.

3 of 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$345

Beautiful Pool and Water Front Villa with Sailboat access to the Gulf.

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

3 of 4 match: Car not required, Cot available, Safe, Swimming pool

3 of 4 filters match

Price per night from

$327

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 59 minutes

2 of 4 match: Cot available, Safe, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$1,004

Condo wOcean view on Siesta

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 33 minutes

2 of 4 match: Cot available, Safe, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$402

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 59 minutes

2 of 4 match: Safe, Car not required, Cot available, Swimming pool

2 of 4 filters match

Price per night from

$2,856

Beautiful Barrier Island Beach House with Pool, Spa and Dock - Walk 2 Beach!

Don Pedro Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

2 of 4 match: Cot available, Safe, Swimming pool, Car not required

2 of 4 filters match

Price per night from

$597

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rentals in Port Charlotte

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