Holiday rentals with a patio in Fruitville

4.93 out of 5 average rating, 164 reviews

Cozy Heaven Studio III

Welcome to our cozy studio! *Attached to the Main House with its own Private Entrance!* Ideal for couples, it features a comfortable queen-size bed, a full bathroom, and a small kitchen equipped with everything you need for a fantastic stay✨ Enjoy your own private patio complete with a BBQ grill and beach gear for your convenience. Relax and unwind with a TV for your entertainment. We offer 1 designated parking spot Located 18 mins from Siesta Key, 23 mins from Lido Key & 1.5 miles from I-75😎

An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.

4.98 out of 5 average rating, 162 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.

A serene view of the pool area features clear blue water, framed by a brick border. Lush greenery surrounds the pool, with a statue placed amidst the landscaping. Sunlight filters through the trees, casting soft reflections on the water's surface.

4.98 out of 5 average rating, 121 reviews

The Oasis

Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 2 twin beds and 2 twin air mattress. 3 smart tvs. We love this stunning and cozy home and we’re sure you will too!

4.98 out of 5 average rating, 129 reviews

Condo in Sarasota

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

Guesthouse in Sarasota Springs

A well-appointed bedroom features a spacious bed with decorative pillows. Soft natural light filters through the window, which is adorned with brown and beige curtains. A vintage mirror adds an elegant touch, while a bedside table with a lamp provides functional lighting.

4.91 out of 5 average rating, 218 reviews

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, 112 reviews

Home in Arlington Park

The Blessing House- Htd Pool/Spa, Close to Beaches

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

4.94 out of 5 average rating, 304 reviews

Guest suite in Sarasota

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Sarasota Guest Suite – Adults Only, Private & Peaceful 🌞 Remodeled on January 26, 2026, this private suite offers a separate entrance and parking for two cars. Enjoy a cozy queen bed, full bathroom, and a kitchenette with microwave, mini‑fridge, coffee maker, and more. Relax on your private patio with a solar shower. Stay cool with a quiet mini‑split A/C. We provide beach essentials: umbrella, chairs, cooler, and towels—perfect for your Sarasota beach days 🌴

A spacious seating area features comfortable chairs surrounding a modern fire table. A clear view of the salt water heated pool is available through large glass doors. Outdoor furniture is positioned beside the pool, with lush greenery visible in the background.

5 out of 5 average rating, 54 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!

A charming 1920s cottage is set in a lush green landscape, accentuated by carefully arranged flowerbeds. The light yellow exterior is complemented by a white porch and a metal roof. The surrounding trees provide shade, creating a peaceful and inviting outdoor space.

4.97 out of 5 average rating, 136 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!

An inviting outdoor area features a screened patio surrounding a heated pool. Comfortable seating is arranged under the enclosure, with lounge chairs and vibrant accents. Lush greenery is visible in the background, creating a serene atmosphere for relaxation and leisure.

4.92 out of 5 average rating, 13 reviews

Florida Funshine

This newly renovated haven puts you close to everything - shopping , rowing, beach. The home is only 8 miles from Siesta Key which has been regarded as the #1 beach in the nation many times! Close to Nathan Benderson Park and UTC shopping while only 5 miles from downtown Sarasota which boasts many art and cultural attractions, and multiple renowned restaurants. Enjoy the heated pool, read a book by the lake or take a nap after a great day.

An oversized screened pool area is presented, featuring a sparkling blue pool surrounded by sun loungers. Tropical greenery provides a natural backdrop, while large sliding doors connect to the interior of the house. Soft clouds drift across a bright sky overhead.

4.87 out of 5 average rating, 38 reviews

Slice of paradise III - Pool house close to UTC

Welcome to our Sarasota sanctuary! Beautifully updated pool house close to Benderson Park and UTC on a Cul de Sac. As always we aim to meet highest traveler's expectations. The house has an open split floorplan with plenty of space, high vaulted ceilings and beautiful views to the pool area from almost everywhere. Large sliding doors open up to the oversized screened pool area with a sparkling pool all in a tropical Setting.

4.98 out of 5 average rating, 122 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Popular amenities for Fruitville Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.97 out of 5 average rating, 170 reviews

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

A modern studio space features a spacious Murphy bed with a blue bedding set, complemented by decorative pillows. A large mirror, flat-screen television, and marble countertop offer functionality. Natural light enters through windows covered by sheer curtains, while a comfortable seating area is present.

4.93 out of 5 average rating, 29 reviews

Studio for 2 w/Patio. 9 miles to Lido Key Beach.

Apartment in Downtown Sarasota

A modern living area is shown, featuring a sleek gray sofa and a round coffee table centered on a vibrant area rug. Natural light enters through a large window, complemented by a floor lamp and a decorative plant. A mirror adds to the room's depth.

4.81 out of 5 average rating, 162 reviews

Downtown Apt w/ pool, gym & co-work.

5 out of 5 average rating, 31 reviews

Welcome to Kimmy’s hideaway!

4.84 out of 5 average rating, 135 reviews

A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.

Apartment in Lido Key

Lido Key FL Studio/Efficiency 5

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

4.89 out of 5 average rating, 122 reviews

Minutes to Siesta or DT w/heated pool and Hot Tub

Apartment in South Bradenton

A comfortable sleeping area features a queen size bed dressed in white linens and patterned pillows. A decorative bench at the foot complements the dark blue headboard. Nightstands with lamps are positioned on each side, and artwork depicting coastal scenery adorns the wall.

4.91 out of 5 average rating, 234 reviews

Ocean Blue adorable new studio !

Apartment in Gulf Gate Estates

A modern living room is presented with light gray walls and a large sliding glass door leading to a screened balcony. A comfortable sectional sofa sits against one wall, complemented by a decorative coffee table and a television displaying a serene beach scene.

4.82 out of 5 average rating, 102 reviews

Stylish Gray 2nd-Floor Condo w/ Heated Pool | 1BR

Holiday House Rentals with a Verandah

A private pool area is enclosed by a screened-in lanai, featuring clear blue water reflecting sunlight. A patio umbrella and several chairs are positioned nearby, surrounded by lush greenery, creating a relaxing outdoor space.

4.98 out of 5 average rating, 89 reviews

GARDEN VIEW HOUSE WITH A POOL

5 out of 5 average rating, 16 reviews

Sarasota Retreat/Beaches/Pool/8.5mi. to Siesta Key

4.86 out of 5 average rating, 7 reviews

New Rental | 3/2 Heated Pool Near Bobby Jones Golf

The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.

4.95 out of 5 average rating, 116 reviews

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

4.95 out of 5 average rating, 110 reviews

A single-story home is showcased with a light exterior and grey roof. Blue shutters adorn the windows, while lush greenery and colorful landscaping enhance the front yard. A screened wraparound porch offers additional outdoor space. The property is bordered by a paved walkway.

Home in Arlington Park

Sarasota 2B/2B Near Siesta Key/Arlington Park/SMH

The exterior of the Banana Tree Cottage is showcased, featuring a one-story structure with a garage and a welcoming entrance. Lush greenery surrounds the home, while the well-maintained lawn offers a spacious area for relaxation. A clear sky and dappled sunlight enhance the inviting appearance.

4.92 out of 5 average rating, 61 reviews

[The Banana Tree Cottage]Spacious 2 bedroom/2bath

4.91 out of 5 average rating, 126 reviews

Coastal Farmhouse - 3/2 with heated saltwater pool

5 out of 5 average rating, 10 reviews

Sunny Palm Villa

Holiday condos with a patio

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

5 out of 5 average rating, 164 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

An open concept living area features a blend of modern and comfortable furnishings. A dark wooden coffee table is centered on a textured rug, with a stylish mirror and a ceiling fan overhead. Large glass doors allow natural light and views of the screened Florida Room.

4.91 out of 5 average rating, 101 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

A spacious bedroom features a modern white bed with plush pillows and a decorative brown pillow. A mirrored closet reflects the elegantly decorated space, which includes a stylish bedside table and soft lighting from a lamp. Natural light filters through the vertical blinds.

4.91 out of 5 average rating, 125 reviews

The Honeymoon Suite on Siesta Key Beach

A detailed map highlights the location of Siesta Key, showcasing nearby points of interest and roadways. The Gulf of Mexico is indicated to the southwest, while the surrounding areas and other keys are marked, providing context for travel and exploration.

4.88 out of 5 average rating, 117 reviews

Bayside Sunrise Cottage on Siesta Key!

4.96 out of 5 average rating, 113 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Condo in Venice

Short walk to beach 4, King bed, Dog Friendly

4.97 out of 5 average rating, 139 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

4.89 out of 5 average rating, 100 reviews

A cozy sleeping area features a spacious bed topped with neutral linens and a colorful towel. A small table and chairs are positioned near a large window adorned with blinds, allowing natural light to fill the room. A flat-screen TV is mounted on the wall.

Condo in Lido Key

Lido-Key- Tiny, Yet Charming Studio-B

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.