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Vacation rentals in Pinecraft, Sarasota Springs

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Top-rated vacation rentals in Pinecraft, Sarasota Springs

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest suite in Sarasota

4.88 out of 5 average rating, 156 reviews

Private entrance studio for 3 centrally located!

Private Studio w/ separate entrance sleeps 3. Includes 1 recently redone parking spot, a private fenced in outside area, Netflix, HBO Plus, Disney+, a queen bed, and Daybed. Within a mile you have everything you need! Grocery, CVS pharmacy, great dinning, Evie's mini golf and driving range, and more. Located off Bee Ridge within 10 miles from Siesta beaches, St. Armands Circle Shopping, Lido Beaches, Downtown, Moet Aquarium, Kayaking Mangroves, Big Cat Habitat, Sky Zone, Rental boats, and more!

Jun 14 – 21

G$15,672 GYD per night

Home in Sarasota

4.96 out of 5 average rating, 246 reviews

Lovely guest house

Come get away from everyday life & enjoy this cozy studio located in the heart of Sarasota. This studio is a breath of fresh air- you’ll feel calm and at peace. Sparkling clean & spacious with queen-sized, comfortable bed, a full bathroom and kitchenette. A great location to have the city life, but also quiet enough to relax. Whether you’re here for business or pleasure, this cozy studio is sure to be a highlight.The studio is separate 100 feet from the main house, and It has a private entrance

Jun 2 – 9

G$17,352 GYD per night

Apartment in Sarasota

4.99 out of 5 average rating, 100 reviews

*Cozy Private Oasis centrally located* 1

This cozy yet spacious apartment is very centrally located... Just 5 min from downtown, 10-15 min from Siesta and Lido bch and St Armands Crl, and within walking distance of the historic Amish district. The newly completed Legacy Trail. (perfect for walking, biking...) is less than a 5-minute walk away. It is very private and clean and Ive taken extra measures to ensure your absolute peace and comfort. It includes all the amenities you'll need to make your getaway a memorable one!!

Jul 7 – 14

G$20,032 GYD per night

Guesthouse in Sarasota

4.93 out of 5 average rating, 371 reviews

Clean and Modern Sarasota Studio w/ Beach Gear!

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

Aug 28 – Sep 4

G$18,813 GYD per night

Home in Sarasota

4.91 out of 5 average rating, 209 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful 2-bed, 2-bath home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

Jul 29 – Aug 5

G$29,882 GYD per night

Home in Sarasota

4.96 out of 5 average rating, 111 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Oct 1 – 8

G$22,476 GYD per night

Cottage in Sarasota

4.94 out of 5 average rating, 140 reviews

Sea-esta Cottage-cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Fresh Market & Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

Sep 19 – 26

G$26,630 GYD per night

Guesthouse in Sarasota

4.99 out of 5 average rating, 131 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Aug 15 – 22

G$27,681 GYD per night

Guest suite in Sarasota

4.97 out of 5 average rating, 351 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

Sep 23 – 30

G$19,142 GYD per night

Guest suite in Sarasota

4.92 out of 5 average rating, 116 reviews

Adorable Attached Guest Suite !

Centrally located in Sarasota. About 6 miles from Siesta Key Beach and the downtown area, 10 minutes away from I-75, and about 15-20 minutes away from the airport and University Parkway. This unit is attached to the main house with a private entrance. A desígnated concrete parking space is located in the front yard. The neighborhood is family friendly and very safe. If you have any questions please feel free to ask!

Oct 6 – 13

G$20,427 GYD per night

Apartment in Sarasota

4.92 out of 5 average rating, 251 reviews

The Tangerine Apart (Near Downtown/ Spacious)

Escape to this delightful attached apartment with private entrance and parking. Enjoy a bright, spacious interior with a small kitchen and dishwasher. Explore downtown Sarasota, Siesta Key (7.2 mi), and Lido Beach (5.7 mi). Access Pinecraft and Amish dining. Accommodate guests with a queen mattress and comfy couch. Your Sarasota retreat awaits.

Aug 28 – Sep 4

G$17,805 GYD per night

Tiny home in Sarasota

4.99 out of 5 average rating, 272 reviews

Unique tropical stay!

Come and enjoy "The Stream", a truly unique space situated on a secluded tropical spot in the heart of Sarasota. A hidden paradise 2 miles to Siesta Key 3 miles to downtown. Walking and biking distance to restaurants, coffee shops, salons, Publix, Trader Joe's, Cinebistro, and a short walk to the best French bakery in town.

Jun 6 – 11

G$20,404 GYD per night

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Popular amenities for Pinecraft, Sarasota Springs vacation rentals

Laptop-friendly workspace

Other great vacation rentals in Pinecraft, Sarasota Springs

Home in Sarasota

4.9 out of 5 average rating, 146 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

Dec 12 – 19

G$20,108 GYD per night

Home in Arlington Park

4.97 out of 5 average rating, 124 reviews

Ruby's Place - Close to Beach, Downtown, Pinecraft

Jun 20 – 27

G$26,624 GYD per night

Home in Sarasota

4.91 out of 5 average rating, 105 reviews

Charming Sarasota Home with Pool!

Apr 4 – 11

G$63,534 GYD per night

Home in Sarasota

4.94 out of 5 average rating, 110 reviews

The Winn Haus

Oct 20 – 27

G$30,197 GYD per night

Home in Sarasota

4.99 out of 5 average rating, 131 reviews

Adorable Bungalow Fire pit/outdoor shower 2/1 Cute

Mar 14 – 21

G$34,967 GYD per night

Home in Sarasota

4.99 out of 5 average rating, 202 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Apr 26 – May 3

G$23,874 GYD per night

Home in Sarasota

4.97 out of 5 average rating, 116 reviews

Private Pool Oasis 3BR/2BA near Siesta Key Beach

Mar 28 – Apr 4

G$72,094 GYD per night

Home in Arlington Park

4.94 out of 5 average rating, 107 reviews

Hyde Park/Southside Village Modern 5 Star Home

Aug 12 – 19

G$28,664 GYD per night

Other great vacation rentals in Pinecraft, Sarasota Springs

Apartment in Sarasota

4.93 out of 5 average rating, 305 reviews

Fabiola's Studio

Apr 26 – May 3

G$20,246 GYD per night

Apartment in Sarasota

4.9 out of 5 average rating, 79 reviews

Cozy Updated Studio Apt-Centrally Located!

May 10 – 17

G$18,360 GYD per night

Guesthouse in Sarasota

4.88 out of 5 average rating, 96 reviews

Guest house w/heated salt water pool and Game Room

Sep 13 – 20

G$21,518 GYD per night

Apartment in Sarasota

4.85 out of 5 average rating, 52 reviews

[Spacious Apartment] 1bed/1bath•Affordable Rent

Jul 1 – 8

G$16,832 GYD per night

Guest suite in Sarasota

5.0 out of 5 average rating, 21 reviews

La Gema.

Jan 6 – 13

G$18,211 GYD per night

Guesthouse in Sarasota

4.96 out of 5 average rating, 23 reviews

Guesthouse in Sarasota . The little lighthouse

Sep 12 – 19

G$17,270 GYD per night

Home in Sarasota

4.85 out of 5 average rating, 88 reviews

Gardenia Cottage- near Pinecraft & Beaches

Sep 25 – Oct 2

G$27,653 GYD per night

Home in Sarasota

4.93 out of 5 average rating, 41 reviews

Cozy Old Florida Bungalow

Jun 17 – 24

G$30,927 GYD per night

Destinations to explore