Holiday houses in Pinecraft, Sarasota Springs

4.94 out of 5 average rating, 289 reviews

Lovely Guest Studio • 6 Miles to Siesta Key Beach

Welcome to your peaceful retreat.Unplug and relax in this bright, cozy studio just minutes from everything Sarasota has to offer. Whether you’re here for business or leisure, this serene space is designed to help you feel calm, refreshed, and right at home. Comfortable queen-bed , Kitchenette with fridge, microwave, and essentials, Full private bathroom and Private entrance, 100 ft from the main house Prime location near restaurants, shops, beaches & downtown quiet enough to relax. Shared pool

4.79 out of 5 average rating, 298 reviews

Guest suite in Sarasota

Sarasota Escape: Perfect Studio Near the Beach

Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of a home away from home. Perfectly situated in the heart of Sarasota, you'll have easy access to all the must-see attractions, from the pristine Siesta Key beach to the bustling downtown area. Plus, with Sarasota Bay, Marina Jacks, top-rated restaurants, and grocery stores just a stone's throw away, everything you need is within reach. Come live the dream & book your stay today!

4.99 out of 5 average rating, 124 reviews

*Recently Updated* Cozy Oasis, centrally located

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. The space 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.

Superhost

4.87 out of 5 average rating, 116 reviews

Cozy Updated Studio Apt-Centrally Located!

Welcome to your exclusive retreat at Foxtail Palm! A meticulously curated haven designed to exceed your expectations. Situated in the heart of Pinecraft, Central Sarasota's esteemed enclave, this quaint abode offers tranquility amidst a backdrop of charming ice cream parlors, gift shops, and vibrant local markets. Benefit from the convenience of one complimentary parking space and unrestricted access to a washer and dryer, ensuring a seamless and stress-free experience throughout your stay.

4.92 out of 5 average rating, 180 reviews

Guesthouse in Sarasota

Cozy Guesthouse in central Sarasota!

This cozy independent guesthouse is perfect for all ocations from a few business day stay to a vacacion getaway. Near to siesta key beach! Enjoy a private room with a comfortable bed, a bathroom with a great shower and hot water, plus a cozy bar-style area perfect for preparing snacks and coffee. You’ll also have access to a small patio where you can unwind, and we provide beach essentials. Perfect for travelers seeking comfort and peace, and a well-equipped space. We’d love to host you!

4.97 out of 5 average rating, 146 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.

Superhost

4.78 out of 5 average rating, 168 reviews

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

4.94 out of 5 average rating, 127 reviews

Cottage in Sarasota

Private Heated Pool Casita Near Downtown & Beaches

Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

4.89 out of 5 average rating, 103 reviews

Lakeview Oasis - 4bd/2ba overlooking the lake!

Charming home for rent with a cozy feel and scenic lake view. Conveniently located within a 2-mile radius, you can indulge in delicious coffee at Postal 98 and savor homemade Amish foods. Spend the day under the sun at local beaches, only 8.7 miles from Siesta Key beach and 7.1 miles to Lido Key Beach. Downtown Sarasota is just 4.5 miles away! This home offers the perfect balance of relaxation and urban living, making it an ideal retreat. The back deck overlooks a serene lake.

4.92 out of 5 average rating, 213 reviews

Guest suite in Sarasota

MG Tropical Stay. With private entrance and patio.

Welcome to our one year old Guest Room.(Adults only). The attached Modern open concept studio style room is all yours with your own: kitchennete, bedroom, bathroom, and secluded patio! no shared spaces at all. With private entrance and two cars parking space. Quiet location -Spotless upon arrival We are welcoming you to our place! Location is 3.8 miles from downtown 7.9 miles from Lido Key Beach and less than 5 miles from Main Mall, UTC Shopping, and Restaurants areas.

4.92 out of 5 average rating, 108 reviews

Rhodes Studio Retreat -close to Beaches & Downtown

Experience pure elegance in this newly renovated studio retreat. With a private entrance, it comfortably accommodates 3 guests (2 on the bed, 1 on the couch). Enjoy dedicated parking, a full bath, plush queen bed, cozy couch, and a well-equipped kitchenette. Nestled in a tranquil locale near downtown Sarasota, this oasis offers easy access to urban delights. Siesta Beach is just 8.7 miles away, while Lido Beach beckons at 5.8 miles. Your ultimate escape begins here!

Superhost

5 out of 5 average rating, 3 reviews

Sunshine Nest! [Close to Beaches](Downtown)

***Welcome to Sunshine Nest*** A perfect Apartment for your next getaway to enjoy the Florida sunshine and beaches! This is a great place for a couple or just 1 person looking for a home away from home. It is an apartment attached to the main part of the house, there are 3 apartments on the property, the apartment on the other side of this apartment is empty (MOST) of the summer, the back apartment is on the back side of the house, so you will have a peaceful stay.

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Other great holiday rentals in Pinecraft, Sarasota Springs

4.78 out of 5 average rating, 9 reviews

Quiet Pinecraft Apartment

MurphyRating, 5 stars1 month ago

Words can not tell you how thankful I am for Mark. Beyond exceptional service. Easy check in and he was fantastic with communicating. This is literally the cleanest air b n b I have ever been to. My son competes every year and ill be back to the same place every time! He has thought of every single item you might need. The neighborhood is beyond words!

5 out of 5 average rating, 10 reviews

Seascape on Clarinda

CoryRating, 5 stars6 days ago

The house was perfect for 4 couples. All had great rooms very private and well maintained. Would rent again in a minute. Pool was fantastic

4.95 out of 5 average rating, 21 reviews

Les Olives Maison- luxury home near Siesta Beach

KristenRating, 5 stars1 month ago

We had an amazing stay at Nelly’s house. Everything was in pristine condition, clean, and fresh. Nelly was extremely responsive and kind. We would definitely stay here again.

4.76 out of 5 average rating, 164 reviews

Private apartment w/King bed|kitchen|near beaches

GabeRating, 5 stars1 week ago

This Airbnb was a great one! It had everything that was listed , it was clean , and a perfect distance to the beach. We would definitely stay here again!

4.99 out of 5 average rating, 188 reviews

Bungalow in Sarasota

Central Sarasota Bungalow near Legacy Trail

VanessaRating, 5 stars3 weeks ago

We had an amazing stay at this Airbnb in Sarasota! The property is just as beautiful as described—truly stunning in every detail. The location is incredibly convenient, with easy access to all the main tourist attractions, beaches, and great restaurants. The host provided clear and helpful instructions, and there’s a guest book filled with thoughtful recommendations for places to visit, eat, and explore around the area. The house was spotlessly clean and had such a peaceful, welcoming energy. You can tell that every detail has been carefully thought out to create a comfortable and special experience. I would absolutely recommend this place and would love to stay here again in the future!

4.9 out of 5 average rating, 102 reviews

Guest suite in Sarasota

Private Backyard tons of BEACH GEAR King bed suite

ChristinaRating, 5 stars3 weeks ago

Tanas place did not disappoint. Very nice and clean. love the breakfast at peaches down the street. amd not far from the beach we love. Thanks Tana for great service and a comfy stay.

5 out of 5 average rating, 51 reviews

Graceful Getaway Studio

BlancaRating, 5 stars2 days ago

We couldn’t be more happier on choosing to stay here! We definitely enjoyed our honeymoon stay! It was exactly what we needed! Very cozy and very clean! Nathalie was very flexible and responsive. Having the pool and jacuzzi was a plus! We definitely enjoyed and are very grateful for this once in a lifetime getaway! If we ever in the area, will definitely choose staying here again! Thank you Mrs. Nathalie! ☺️