Vacation Rentals & Barns in Pinecraft

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3,075 barns

23

Sarasota House Near by Siesta and Lido Key Beach!

Florida / Pinecraft

Pinecraft house

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$169

Price per night from

$169

Great rentals within 20 miles that match your search

Distance approx 5.37 km from Pinecraft Show on Map

(4) Excellent 

12

Jamaica Royale #92 on the #1 Beach in the USA!

Florida / Siesta Key

Siesta Key apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$248

Responds fast!
avg. 1 hour 50 minutes

Price per night from

$248

Distance approx 17.96 km from Pinecraft

(16) Very Good 

12

Holmes Beach Condo

Anna Maria Island / Holmes Beach

Holmes Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Ideal accomodation” I've been traveling from New York to anna Maria Island for nine years and anne's Holmes beach condo is tops. The perfect location.Right next to the perfect beach with great food and surrounded by fine dining and superb shopping. An
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Price per night from

$124

Price per night from

$124

Distance approx 18.38 km from Pinecraft

(4) Excellent 

34

Luxury Venice Home with (heated) Private Pool and Lake View

Southwest Gulf Coast / Venice

Venice house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“I wish I was there right now :) !!!” My family and I had a wonderful time while at this beautiful, brand new, and completely furnished home. This was our first vacation since our daughter was born, and this place was the perfect retreat for the entir
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Price per night from

$193

Price per night from

$193

Distance approx 19.47 km from Pinecraft

(1) Excellent 

14

Coconuts Tahitian 205

Anna Maria Island / Holmes Beach

Holmes Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
“60th birthday” This rental was exactly what we were told and was a perfect location. Slept three perfectly. Beds were very comfy and anything you needed was available. Thinking of renting for month next year!
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Price per night from

$129

Price per night from

$129

Distance approx 5.68 km from Pinecraft Show on Map

(30) Very Good 

50

The Top Location on Siesta Key - Gertrude's Village House

Florida / Siesta Key

Siesta Key house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary
“Location, location, location!” This little gem is the perfect get-a-way for a family or group of friends. I went with my daughter and her friends for her bachelorette weekend, and the fact that we were walking distance to ALL restaurants and shops was
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Price per night from

$227

Responds fast!
avg. 50 minutes

Price per night from

$227

Distance approx 16.43 km from Pinecraft

(9) Very Good 

26

Bermuda Bay Club betwn the Beach and Bay , elevator, nicely furnished

Anna Maria Island / Bradenton Beach

Bradenton Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Excellent condo with elevator for all the ladies” Sharkey's Bar and Grill was by far the bet prime rib around. Sandbar had the best fish platter and Skinny's the best burgers and the City Pier Restaurant had great shrimp overall excellent food all ar
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Price per night from

$155

Responds fast!
avg. 3 hours 47 minutes

Price per night from

$155

Distance approx 11.57 km from Pinecraft

(25) Excellent 

30

DEC. CANCELLATION: "Turtle Cove" A+Award: pools, spas, beach and IMG

Southwest Gulf Coast / Bradenton

Bradenton condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“So Beautiful!” When we checked in to this wonderful ground floor villa, we were amazed. The photos online don't do this place justice - it is sooo beautiful and so comfortable!!!
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Price per night from

$96

Responds fast!
avg. 1 hour 14 minutes

Price per night from

$96

Distance approx 18.12 km from Pinecraft

(5) Excellent 

27

Island Love Nest

Anna Maria Island / Holmes Beach

Holmes Beach apartment

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Child Friendly
“Relaxing refuge” We had such a relaxing time during our stay. The condo is very clean and comfy with lots of little touches to make your stay even better. Its cozy enough for a couple but also has room for thr whole family. We enjoyed reading by the
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Price per night from

$198

Price per night from

$198

Distance approx 5.91 km from Pinecraft Show on Map

(22) Excellent 

37

Sandy Toes Siesta Key Florida (6798)

Florida / Siesta Key

Siesta Key house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Very good” It's was great stay ,close to the beach (3-5)min walk,private,quite for vacation location. Car was parked in the garage and we loved it !!! Also you have everything you possibly need in a kitchen !! And condo has everything you need to go t
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Price per night from

$240

Responds fast!
avg. 56 minutes

Price per night from

$240

Distance approx 5.53 km from Pinecraft Show on Map

(6) Very Good 

21

Honeymoon Suite - Gulf views - next to Siesta Key Beach

Florida / Siesta Key

Siesta Key apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool

Price per night from

$197

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$197

Distance approx 19.49 km from Pinecraft

23

Coconuts Two Bedroom Unit 117 Upstairs Courtyard

Anna Maria Island / Holmes Beach

Holmes Beach villa

1 8 min stay varies

  • 1 bedroom
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$198

Price per night from

$198

Distance approx 7.65 km from Pinecraft Show on Map

23

Beachfront Ground level Suite - Remodeled - 2 King Beds

Florida / Siesta Key

Siesta Key apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$169

Responds fast!
avg. 56 minutes

Price per night from

$169

Distance approx 5.08 km from Pinecraft Show on Map

(1) Excellent 

15

Oceanfront 1250 sq ft Townhome

Florida / Siesta Key

Siesta Key villa

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Car not necessary
“Absolutely Perfect---one Kodak sunset after another” This townhome was gorgeous! We totally enjoyed our 3 week stay and hated to leave. Kelley (owner) could have not been more helpful. We fished off the dock and enjoyed watching the birds fish then
…see more

Price per night from

$158

Price per night from

$158

Distance approx 19.52 km from Pinecraft

(6) Excellent 

22

Coconuts Poolside Unit 104

Anna Maria Island / Holmes Beach

Holmes Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“The BEST spot on the island!” 24 hours ago we got home from our vacation to Anna Maria at the Coconuts! I'm already wishing we could get a plane and head back!! We absolutely love this island.. And finally lucked out finding the perfect place to stay
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Price per night from

$163

Price per night from

$163

Distance approx 12.99 km from Pinecraft

26

Golf Country Club Condo Sleeps 4

Southwest Gulf Coast / Bradenton

Bradenton condo

2 4 21 nights min

  • 2 bedrooms
  • sleeps 4
  • 21 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$55

Price per night from

$55

Distance approx 17.68 km from Pinecraft

(15) Excellent 

37

AnnaMariaBeachCondo - Bright and Spacious Condo w Heated Pool!

Anna Maria Island / Holmes Beach

Holmes Beach apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
“Significant Birthday” My "significant" birthday involved me and my closest girlfriends truly unwinding from our very busy lives. The place is extremely clean and well appointed. We prefer to prepare meals instead of going out and the kitchen has EVERY
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Price per night from

$142

Responds fast!
avg. 3 hours 8 minutes

Price per night from

$142

Distance approx 16.02 km from Pinecraft

(100) Excellent 

13

Dream Lover Boat & Breakfast on Anna Maria Island

Anna Maria Island / Bradenton Beach

Bradenton Beach yacht

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary
“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 t
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Price per night from

$242

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$242

Distance approx 5.06 km from Pinecraft Show on Map

(25) Excellent 

46

Heated Pool 2 Bed 3 Bath near Siesta Key

Southwest Gulf Coast / Sarasota

Sarasota house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Florida Trip” We rented this lovely home through Flipkey. This was a great rental for two couples and had everything you could possibly want at your fingertips. Just like home. Location was great and is located in a nice quiet neighborhood. Monica, th
…see more

Price per night from

$183

Responds fast!
avg. 44 minutes

Price per night from

$183

Distance approx 7.77 km from Pinecraft Show on Map

(5) Very Good 

42

Beachfront Ground Level Suite - Remodeled - 2 king bedrooms

Florida / Siesta Key

Siesta Key condo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$154

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$154

Distance approx 19.51 km from Pinecraft

18

Coconuts Poolside Unit 102

Anna Maria Island / Holmes Beach

Holmes Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$163

Price per night from

$163

Distance approx 15.5 km from Pinecraft

(6) Very Good 

17

Sunrise/Sunset on AMI Florida

Southwest Gulf Coast / Bradenton

Bradenton apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Beauty on the beach...” My sister and I arrived and we couldn't believe how wonderful the condo was. Not one but four decks! In the morning we faced the canal with the sunrise and during the evening faced the Gulf and watched the sunset. The kitchen
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Price per night from

$183

Price per night from

$183

Distance approx 19.38 km from Pinecraft

(8) Excellent 

42

Anna Maria Island Stunning Waterfront home

Florida / Anna Maria Island

Anna Maria Island house

3 7 30 nights min

  • 3 bedrooms
  • sleeps 7
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Fantastic accommodations and hosts!” As others have stated, the pictures do not do this home justice! The common space is allocated in such a way that there are four different conversational areas and an office! This was a working vacation for me an
…see more

Price per night from

$230

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$230

Distance approx 5.59 km from Pinecraft Show on Map

(17) Very Good 

49

Top in Siesta Village at Best Beaches, Food & Entertainment! - Casa Van Lopik(J)

Florida / Siesta Key

Siesta Key house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Child Friendly
“Location, Location, Location!” Great house. Just as pictured and described. Dan and Jon are super-easy hosts. I like the little things - that the house is set up and fully ready. Abundance of supplies and towels, even beach chairs await! This having
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Price per night from

$207

Responds fast!
avg. 50 minutes

Price per night from

$207

Distance approx 13.79 km from Pinecraft

22

Nice in Nokomis

Florida / Nokomis

Nokomis house

2 4 27 nights min

  • 2 bedrooms
  • sleeps 4
  • 27 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$119

Price per night from

$119

Distance approx 5.97 km from Pinecraft Show on Map

(3) Excellent 

24

2 BR plus Den Condo. Golf Course & Water View

Southwest Gulf Coast / Sarasota

Sarasota apartment

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Wonderful” Fantastic place and owner Robin C very accomadating and very helpful everything here is all we need, so relaxed. This condo is near any kind of shopping, restaurants you could possibly be interested in! We don’t want our time to end!
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Price per night from

$67

Price per night from

$67

Distance approx 5.43 km from Pinecraft Show on Map

(1)  

19

siesta key

Florida / Siesta Key

Siesta Key condo

2 6 14 nights min

  • 2 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

Price per night from

$198

Price per night from

$198

Distance approx 5.49 km from Pinecraft Show on Map

(20) Excellent 

14

4 Bedroom with Gulf View Siesta Key FL Beach Fun

Florida / Siesta Key

Siesta Key apartment

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 75 mi
  • Swimming pool
“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 uni
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Price per night from

$353

Price per night from

$353

Distance approx 19.53 km from Pinecraft

(2) Very Good 

12

Casa Del Mar

Anna Maria Island / Holmes Beach

Holmes Beach house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$198

Price per night from

$198

Distance approx 16.79 km from Pinecraft

(1) Average 

24

Sunset Terrace Beachfront 208 ~ Enjoy the gulf coast waters and sandy beaches!

Anna Maria Island / Bradenton Beach

Bradenton Beach condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$156

Price per night from

$156

Distance approx 16.26 km from Pinecraft

(3) Very Good 

33

AMI Coastal Retreats- Cracker Cottage Fish Tales

Anna Maria Island / Bradenton Beach

Bradenton Beach cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$148

Price per night from

$148

Distance approx 3.72 km from Pinecraft Show on Map

(10) Excellent 

47

Comfortable Sarasota Villa

Southwest Gulf Coast / Sarasota

Sarasota villa

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool

Price per night from

$108

Price per night from

$108

Distance approx 5.32 km from Pinecraft Show on Map

(25) Excellent 

24

Beach Condo across from Siesta Beach

Southwest Gulf Coast / Sarasota

Sarasota condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$126

Price per night from

$126

Distance approx 5.68 km from Pinecraft Show on Map

(6) Excellent 

22

Charming Siesta Key Village Unbeatable Location

Florida / Siesta Key

Siesta Key condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$126

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$126

Distance approx 14.09 km from Pinecraft

17

EXTREME POLYNESIAN BEACH HOUSE with BOAT/ KAYAKS

Florida / Longboat Key

Longboat Key house

6 20 7 nights min

  • 6 bedrooms
  • sleeps 20
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$1,086

Price per night from

$1,086

Distance approx 5.99 km from Pinecraft Show on Map

(2) Excellent 

18

Timberwoods Vacation Villa Best Value in Sarasota

Southwest Gulf Coast / Sarasota

Sarasota villa

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$84

Responds fast!
avg. 3 hours 48 minutes

Price per night from

$84

Distance approx 7.8 km from Pinecraft Show on Map

(3) Excellent 

16

Lovely 3 BR Home with Office & Heated Pool at Tara

Southwest Gulf Coast / Bradenton

Bradenton house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child Friendly

Price per night from

$124

Price per night from

$124

Distance approx 5.56 km from Pinecraft Show on Map

(21) Excellent 

20

Siesta Key Beach with gorgeous sunsets in Siesta Key

Southwest Gulf Coast / Sarasota

Sarasota condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$104

Price per night from

$104