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 Boat available Stereo system Sea view Walking trips Secure parking

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Price per night from

$266

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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.

5 of 6 match: Sea view, Walking trips, Air conditioning, Boat available, Stereo system, Secure parking

5 of 6 filters match

Price per night from

$509

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

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$161

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$343

Beautiful Crescent Beach on Siesta Key One of the

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Stereo system, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$300

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 6 match: Stereo system, Sea view, Walking trips, Air conditioning, Boat available, Secure parking

4 of 6 filters match

Price per night from

$193

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 6 match: Boat available, Stereo system, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$430

4 of 6 match: Boat available, Stereo system, Walking trips, Air conditioning, Sea view, Secure parking

4 of 6 filters match

Price per night from

$284

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

4 of 6 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

4 of 6 match: Boat available, Sea view, Walking trips, Air conditioning, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$218

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$205

Million Dollar View in PGI

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 6 minutes

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Stereo system, Secure parking

4 of 6 filters match

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 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$144

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$144

Excellent Location - Gulf/Beach View - Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 38 minutes

4 of 6 match: Walking trips, Boat available, Air conditioning, Stereo system, Sea view, Secure parking

4 of 6 filters match

Price per night from

$344

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 6 match: Stereo system, Secure parking, Walking trips, Air conditioning, Boat available, Sea view

4 of 6 filters match

Price per night from

$916

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$161

Three bedroom house directly on beach with gulf vi

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$401

Villa Weiss in Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$282

Villa Miami, southern exposure, with boat (optiona

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 37 minutes

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$248

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!

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$272

“A great tropical escape from our long, dark, dreary, freezing cold Ohio winter!” The house was absolutely perfect for our family of 7! The house was very nice, well-decorated & clean. The spacious layout of the house allowed us to spread out, but also easily be together as a group. The kitchen was especially well equipped. It had every possible cooking item you needed to effortlessly prepare meals or entertain. We were pleasantly surprised to have access to a stocked spice cabinet, unused pantry items and condiments. The beds and linens were of good quality too. The pool area was well-maintained and very nice & was stocked with nice lounge furniture, a dining table & gas grill. The views from the pool area & dock were beautiful. The neighborhood and canal-way were calm & quiet. Because the rental was so nice & relaxing, we didn't mind hanging out at the house & pool all day on the days we opted to skip the beach. Todd and Patricia were very easy to work with and ask questions of as well. We had a wonderful stay! We highly recommend the rental & definitely plan to revisit!

4 of 6 match: Walking trips, Sea view, Air conditioning, Boat available, Stereo system, Secure parking

4 of 6 filters match

Price per night from

$241

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 6 match: Walking trips, Boat available, Air conditioning, Stereo system, Sea view, Secure parking

4 of 6 filters match

Price per night from

$514

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$401

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$516

Villa Tranquility - Waterfront Luxury Home in Punta Gorda, FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

4 of 6 match: Boat available, Secure parking, Walking trips, Air conditioning, Stereo system, Sea view

4 of 6 filters match

Price per night from

$590

Responds fast! avg. 54 minutes

3 of 6 match: Boat available, Stereo system, Sea view, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$267

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 6 match: Walking trips, Secure parking, Air conditioning, Boat available, Stereo system, Sea view

4 of 6 filters match

Price per night from

$1,145

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

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 6 match: Walking trips, Secure parking, Air conditioning, Boat available, Stereo system, Sea view

4 of 6 filters match

Price per night from

$974

3 of 6 match: Boat available, Stereo system, Sea view, Walking trips, Air conditioning, Secure parking

3 of 6 filters match

Price per night from

$138

Almost Heaven

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Stereo system, Secure parking

3 of 6 filters match

Price per night from

$287

apartment condo

Punta Gorda condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Stereo system, Secure parking

3 of 6 filters match

Price per night from

$178

Beautiful 3 bedroom home in Southwest Florida

Port Charlotte house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing Stay” Well kept property in a great neighborhood within 15 min from the beach and great shopping. The pictures and description accurately reflect what you see when you get there. Owners, Lorrie and Frank, were a pleasure to deal with from beginning to end. Had a wonderful time and looking forward to returning soon. Would highly recommend this property!

3 of 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Stereo system

3 of 6 filters match

Price per night from

$172

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 6 match: Boat available, Sea view, Secure parking, Walking trips, Air conditioning, Stereo system

3 of 6 filters match

Price per night from

$155

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Stereo system, Secure parking

3 of 6 filters match

Price per night from

$344

3 of 6 match: Walking trips, Boat available, Stereo system, Air conditioning, Sea view, Secure parking

3 of 6 filters match

Price per night from

$350

****Walk to Beach-5min! Waterfront Canal! Private Pool~spa~Kayaks, Bikes!

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Stereo system, Secure parking

3 of 6 filters match

Price per night from

$454

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

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 6 match: Walking trips, Boat available, Sea view, Air conditioning, Stereo system, Secure parking

3 of 6 filters match

Price per night from

$337

Viewing 38 of 1,153
rentals in Port Charlotte

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