Holiday rentals with outdoor seating in Fruitville

4.97 out of 5 average rating, 235 reviews

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

Flat in Bayou Oaks

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

4.95 out of 5 average rating, 119 reviews

Luxury Home Near Downtown & Siesta Key Beach

A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beamed ceilings and inviting details, creating an atmosphere that is both comfortable and refined. With its location just 7 miles from Siesta Key Beach, 6 miles from Lido Beach, and 2.5 miles from Downtown, this property offers convenience and accessibility. Enjoy your coffee on the lanai as you plan your day of exploring nearby shops and restaurants, just a short 7-min drive away.

The kitchen features modern white cabinetry and appliances, complemented by a stylish wood tabletop with two stools. A large window provides natural light, while a beach-themed artwork adds a calming touch. The space is designed for functionality and comfort.

4.76 out of 5 average rating, 191 reviews

Private apartment w/King bed+full kitchen

Welcome to our newly renovated apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

A spacious king bed is centered in the room, dressed with soft gray linens and a decorative throw. Two bedside tables with lamps are positioned on either side, and wall art featuring tropical foliage is displayed above the bed. A neon sign adds a modern touch.

4.9 out of 5 average rating, 216 reviews

Private fenced yard, BEACH GEAR, and king bed!

This King studio sleeps two and Includes a private fenced outside area with EVERYTHING you need for the beach! It also features Netflix, HBO Plus, Disney+, Hulu, and Amazon. Within a mile you have everything you need! Grocery, CVS pharmacy, great dinning, Evie's mini golf & 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!

A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.

4.99 out of 5 average rating, 216 reviews

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!

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

4.99 out of 5 average rating, 120 reviews

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

4.92 out of 5 average rating, 206 reviews

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.

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!

4.95 out of 5 average rating, 126 reviews

Guest house in Sarasota

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.

4.93 out of 5 average rating, 271 reviews

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 🌴

4.92 out of 5 average rating, 118 reviews

A well-lit bathroom features a marble countertop with a spacious sink and a large mirror above. Soft natural light filters through a nearby window, illuminating the light blue walls. A shower curtain adds privacy, while decorative elements enhance the overall aesthetic.

Flat in Bellevue Terrace

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!

4.97 out of 5 average rating, 196 reviews

A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.

Flat in Arlington Park

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

The bedroom features a spacious bed adorned with a patterned quilt. Two bedside tables with lamps are situated beside the bed, providing soft lighting. A large mirror reflects the room, and light wood flooring complements the neutral-colored walls and curtains.

4.92 out of 5 average rating, 204 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 designated 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!

Popular amenities for outdoor seating rentals in Fruitville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A private backyard is illuminated with string lights in the evening. A fire pit table with a glass barrier features dancing flames, while a hammock is visible to the side. The space includes lounge seating with turquoise cushions, creating a relaxed outdoor atmosphere.

4.91 out of 5 average rating, 169 reviews

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.87 out of 5 average rating, 113 reviews

Sarasota Getaway “Have some fun under the sun.”

A modern living area features a light-colored sofa accompanied by a wooden coffee table. The room is enhanced by a large wall art piece depicting a beach scene. An open layout is evident, with a view of a kitchen area and bar seating in the background.

4.91 out of 5 average rating, 133 reviews

15Min to Siesta, Central, Beach Supplies

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.81 out of 5 average rating, 170 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 116 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

A modern kitchen features dark wood cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and dishwasher, are included. A doorway leads to a bright living area where natural light filters through a window, illuminating a cozy seating arrangement.

4.95 out of 5 average rating, 266 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Home in Indian Beach-Sapphire Shores

A welcoming living room features a comfortable gray sofa adorned with patterned cushions. A coffee table centers the room, accompanied by a flat-screen TV mounted on a light metal stand. Natural light fills the space through a large window, highlighting the hardwood floor.

4.83 out of 5 average rating, 240 reviews

2/1 Ringling Townhome- 1.5 miles to Downtown SRQ!

4.97 out of 5 average rating, 144 reviews

Near Siesta Key Pet Friendly Sarasota Retreat.

Apartment rentals with outdoor seating

Flat in Indian Beach-Sapphire Shores

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

4.97 out of 5 average rating, 161 reviews

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt

4.98 out of 5 average rating, 127 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Flat in Bradenton

Sweet Retreat at Shorewalk!

A well-organized kitchenette is presented, featuring a microwave, sink, and open shelving with various containers and glassware. The blue walls enhance the workspace, while a polished wooden countertop reflects ample light from the surroundings.

4.81 out of 5 average rating, 115 reviews

Cozy and Private Studio Near Downtown & Beaches

A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.

4.89 out of 5 average rating, 172 reviews

Chic & Cozy Getaway • Near Siesta Key Beach

A spacious bedroom features a king-sized bed with a white bedspread and coordinating pillows. Two windows allow natural light to brighten the room, while a fan circulates air. A dark, modern couch and built-in shelves provide additional functionality and style.

4.8 out of 5 average rating, 157 reviews

Old Florida-Style Spacious Studio w/ Full Kitchen

A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.

4.98 out of 5 average rating, 183 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

A modern living area displays a bold palm-patterned accent wall with a mounted television. Two stylish lounge chairs are positioned nearby, accompanied by a small indoor plant on a decorative table. The open layout leads to a bright and airy kitchen area.

4.94 out of 5 average rating, 125 reviews

Funky & Fun Apartment in Central SRQ

Flat in Indian Beach-Sapphire Shores

The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.

4.96 out of 5 average rating, 177 reviews

ROYS PLACE Romantic, Private, Paradise!

Apartment rentals with outdoor seating

5 out of 5 average rating, 143 reviews

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.

Apartment in Siesta Key

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

A spacious studio features a cozy sleeping area with a queen bed dressed in soft linens, complemented by decorative pillows. Floor-to-ceiling windows provide natural light and a glimpse of the private garden. Soft earth tones create a calming atmosphere, and a textured rug adds warmth.

4.95 out of 5 average rating, 110 reviews

Hidden Gem Studio · Near Siesta Beach (5 min)

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

4.94 out of 5 average rating, 160 reviews

Villa Maria: Minutes to Siesta Key!

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

4.98 out of 5 average rating, 120 reviews

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

4.97 out of 5 average rating, 126 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.

Apartment in Bradenton

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

A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.

4.88 out of 5 average rating, 168 reviews

Lake View 1BR Condo | Heated Pool Near Siesta

Apartment in Longboat Key

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

4.9 out of 5 average rating, 206 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym