Holiday rentals with a patio in Fruitville

4.98 out of 5 average rating, 145 reviews

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

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

4.99 out of 5 average rating, 187 reviews

Guest suite in Sarasota

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

4.92 out of 5 average rating, 187 reviews

Guest house 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!

5 out of 5 average rating, 13 reviews

Resort-Style amenities. 2 KING beds. Beach 12 min.

Enjoy an unforgettable stay in this cozy home. The property features 3 comfortable bedrooms, 2 full bathrooms, and a large outdoor area designed for relaxation and connection. The real highlight is the amazing backyard: Fully furnished with high-quality outdoor furniture Fire pit for cozy nights under the stars Mini golf for fun without leaving the house Kid-friendly play area, safe and entertaining Stylish pergola with hanging chairs to unwind and enjoy the fresh air No Parties or Events!

Guest house in Downtown Sarasota

4.94 out of 5 average rating, 106 reviews

Downtown Garden Studio close to everything

Welcome to my brand new guest house! The original building has been rebuilt and completed in December 2024 to offer a more comfortable experience for my guests. Peaceful and centrally located, ideal for relaxation and easy access to explore historic Sarasota and the beaches. A quick drive, bike or a short walk to downtown Sarasota, Selby Botanical Garden and Pineapple Street antique shops. 1.5 miles to Sarasota Bay. 3.5 miles to St Armands Circle and Lido Beach. 6.5 miles to Siesta Key.

Home in Indian Beach-Sapphire Shores

4.94 out of 5 average rating, 124 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Home in Rosemary District

4.86 out of 5 average rating, 110 reviews

Saltwater Pool+Hot Tub, Grill, Walk Downtown

The House - Sleeps 12 people. -Saltwater heated pool -4 person hot tub -Kid’s toys & accessories, including stroller, carseat, highchair, pack and play, etc… -Bikes! -Stocked kitchen -King beds. Location: - 5 minute walk to downtown, 8 minute drive to Lido Key Beach. -Directly next to our “sister house” … book both for huge groups! Hosts -Small family run side-business. We love connecting with visitors! WE OFFER A DISCOUNT FOR PUBLIC SCHOOL TEACHERS! Message us for info!

4.93 out of 5 average rating, 226 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.

4.89 out of 5 average rating, 55 reviews

Coastal Retreat 3/2 Near Beaches & Downtown

This beautifully decorated home with resort style amenities is centrally located in Sarasota and is overlooking a gorgeous pond with a fountain. It includes spacious 3 bedrooms and 2.5 bathrooms with the open concept layout and contemporary coastal interior design . Conveniently located near Sarasota's most sought-after destinations! Nestled in close proximity to the pristine, award-winning beaches, vibrant Downtown Sarasota, and the bustling UTC Mall.

5 out of 5 average rating, 28 reviews

Sunshine House- Sarasota Pool Retreat

Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

4.99 out of 5 average rating, 104 reviews

Bright & Peaceful 1920s Cottage: Close to UTC!

Experience the timeless charm of this 1920s beautifully preserved cottage – where original details meet modern comforts. A bright & peaceful property nestled on half an acre with plenty of space to spread out, natural light that pours into every room, & a private fenced in yard - it's an ideal spot to entertain AND unwind. Whether you are headed to the beach, Benderson Park, Downtown or UTC mall, this neighborhood is central to anything you'll need!