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Vacation Rentals & Barns in Pinecraft

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2,289 barns

Family-friendly home near attractions w/private pool - snowbirds welcome!

Pinecraft house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 0 minutes

Price per night from

$78

Sarasota Home w/Heated Pool 7Mi to Siesta Key

Pinecraft house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 5 minutes

Price per night from

$262

NEW! Beach Oasis w/Bikes & Kayaks, 2 Mi to Shore!

Pinecraft house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 5 minutes

Price per night from

$129

Arlington Park

Pinecraft house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$140

Pet friendly home with lanai, backyard fireplace & outdoor kitchen.

Pinecraft house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

Price per night from

$196

Mara's House, close to Siesta Key Beach and downtown Sarasota

Pinecraft house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$279

Great rentals within 20 miles that match your search

Siesta Key, FL contemporary condo - 2 blocks to the beach!

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$138

Piece of Paradise

Sarasota townhouse

2 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$110

Longboat Key Bayfront condo in Bay Isles

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$214

Welcome to Zen!

Venice house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$303

Venice Pool Home Centrally Located, Just Waiting For You

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$176

Cutest little bungalow west of the trail.

Nokomis house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$101

Private Home for Slps 4+1,15min “Blue Wave”Beaches

Bradenton house

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$139

Penthouse Condo At Riverstrand Golf & Country Club

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$78

Venice Pool Home Near Beaches

South Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$158

Coconuts Poolside Unit 103

Holmes Beach apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 38 minutes

Price per night from

$161

Vacation Waterfront Cottages

Myakka City cottage

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$105

Lakewood National Golf 4 Star resort living 2 bedroom Veranda

Lakewood Ranch condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$116

Absolute Anna Maria

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$348

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“A trip to paradise.” From the breathtaking views of both the Gulf and the Bay to the wonderful, eclectic furnishings, this condo is everything one could hope for. It has great amenities for entertaining friends and every convenience you will need. The heated pool overlooks the Gulf and allows direct access to the beach and the elevator provides ease in getting up to the condo. This vacation was the most enjoyable I've ever experienced.

Responds fast! avg. 3 hours 4 minutes

Price per night from

$388

Tortoise

Siesta Key hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$208

Comfortable Village of the Arts Cottage

Bradenton bungalow

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$203

Heated saltwater pool home on Venice Island

Venice house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 26 minutes

Price per night from

$243

Condo on Private Golf Course - Close to Siesta Key

Sarasota apartment

2 bedrooms / 2 bathrooms / sleeps 6

“What a great surprise!!” This Condo was everything we asked for and more. It's located in a quiet area directly in front of a large pond, overlooking the golf course. Each morning we enjoyed our coffee in the fully screened in porch watching the golfers and nature go by. This large condo has new furniture throughout and the beds are extremely comfortable. The closest of the 5 pools was just across the street from our private garage and was it's own paradise. Every day we either walked the complex's trails or participated in one of the many Yoga or Pilate's classes available right in the club house/gym. If you are a golfer, the course is beautifully maintained with plenty of options for match play and tournaments. This was a gem of a find, we pinched ourselves every day to make sure we weren't dreaming!!

Price per night from

$174

4457 lake front shorewalk close to IMG and beach

Bradenton apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 54 minutes

Price per night from

$151

Pet Friendly, Golf Ready- Seasonal Rental

Sarasota caravan/mobile home

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 50 minutes

Price per night from

$85

Bayshore Gardens Studio Apartment

Bradenton studio

Studio / 1 bathroom / sleeps 2

Price per night from

$64

Price per night from

$95

Dream Lover Boat & Breakfast on Anna Maria Island

Bradenton Beach yacht

2 bedrooms / 2 bathrooms / sleeps 4

“Celebrate Birthdays & 24th Anniversary” We had a wonderful time on the Dream Lover this weekend. It was a special way to celebrate our birthdays and 24th Wedding Anniversary. We spent early mornings up on deck. The breakfasts were amazing! Love the area - so easy to walk to many restaurants, stores, and the beach. Kay and Jonathan are a wonderful couple wit such a positive and healthy outlook on life. They are a joy to spend time with. Oh and Skipper too!!! I was a wonderful weekend. Sue & Jim Hughes

Responds fast! avg. 1 hour 43 minutes

Price per night from

$308

Country Club Veranda

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$64

2 bdrm Condo Villa in Birds Bay venice, florida

Venice villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$70

IMG golf private 3 bed home

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$192

Luxury Sarasota Golf Home

Sarasota house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$373

Skyline Resort

Lakewood Ranch apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$99

SEAPLACE 2BR2BA condo on Longboat Key near SARASOTA !!!

Longboat Key condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 40 minutes

Price per night from

$174

Cozy home only 10 minutes Siesta key

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$92

Palm Retreat: 4/2 pool home close to beach

Bradenton house

3 bedrooms / 2 bathrooms / sleeps 8

“Excellent” My wife and I rented this property for 5 days just to get away for rest and relaxation, very well maintained, pictures on the web site does not do this property justice - it is so much more than that, very nice neighbor hood - very quiet, we had absolutely no issues with this home Mike Dominick

Price per night from

$266

goldeneye luxury private family plantation house

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$324

Viewing 38 of 2,289
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