House holiday rentals in Fruitville

A light-filled entryway features a wall of glass shelving with decorative items. Double glass doors provide access to the outdoor space, which is partially visible through the glass. A small mat lies on the floor near the entrance.

4.91 out of 5 average rating, 211 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

4.98 out of 5 average rating, 171 reviews

Secluded Cottage w/ Hot Tub Near UTC and NBP

Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub. We also have a concept2 rower available in the garage.

The studio apartment features a spacious bed with light-colored linens, complemented by two decorative pillows. A sleek brown sofa is positioned in front, adorned with a soft throw blanket. Natural light enters through the window, enhancing the clean and modern design.

4.81 out of 5 average rating, 204 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.

Home in Indian Beach-Sapphire Shores

A rustic wooden sign with the word 'Welcome' painted in white is displayed prominently. Dried floral arrangements are arranged above the sign, adding a natural touch. A small turquoise glass jar sits nearby, contributing to a warm and inviting entryway.

4.9 out of 5 average rating, 703 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

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, 110 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 aerial view captures a serene landscape featuring lush greenery and a calm blue waterway. Homes are visible along the shoreline, with distant city buildings punctuating the horizon. The inviting neighborhood is framed by clear skies and gentle waves, exemplifying a tranquil coastal environment.

4.83 out of 5 average rating, 174 reviews

Siesta Beach, 5 minutes from downtown.

My place is close to art and culture, restaurants and dining, great views, the Siesta Beach, Turtle Beach, and family-friendly activities. You’ll love my place because of the neighborhood, the comfy bed, the kitchen, and the coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids). Its located right next to the north bridge to Siesta Beach North Bridge Outlook Park, you can walk to the water.

The exterior of the duplex presents a welcoming entrance with a covered front porch and seating. Lush greenery and small potted plants enhance the home's facade. The driveway is visible, leading to the well-maintained lawn and fenced backyard area.

4.94 out of 5 average rating, 105 reviews

1 Bed 1 bath 7 mins to the beach

This charming 1 bedroom 1 bath space has a calming coastal vibe with dedicated driveway parking, front porch, and fenced backyard. This unit is newly renovated and furnished, and is part of a duplex with a large shared backyard. It is within walking/biking distance or a short drive to grocery stores and restaurants, and 7 mins to Siesta Key - FL's #1 beach! Longboat Key, St. Armands, Turtle Beach, and Downtown are all a short drive away!

4.92 out of 5 average rating, 116 reviews

An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.

Home in Glen Oaks

Heated Pool 3bdr 2bth Close to Downtown

Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

A shared pool area is enclosed with a screened structure, featuring a clear blue pool surrounded by greenery. Two lounge chairs with decorative cushions are positioned near the water, inviting relaxation in a serene outdoor space.

4.95 out of 5 average rating, 316 reviews

The Lovely Stay |6 miles to Siesta Key Paradise

Relax and recharge in this bright, cozy guest house just minutes from Sarasota’s top beaches, dining, and shops. Features: • Queen bed with soft linens • Kitchenette with essentials • Full private bathroom toiletries & fresh towels • Private entrance (100 ft from main house) • Quiet neighborhood • Shared pool access attached to the main house Perfect for a beach getaway or business trip!

A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.

4.95 out of 5 average rating, 117 reviews

Luxury Pool Family Paradise-Siesta Beach/DT-3BR/2B

Discover your exquisite home away from home! This beautifully renovated pool home offers ample space and natural light, ensuring a luxurious experience from the moment you step inside. Nestled on a serene street, it provides easy access to Sarasota's top attractions. With proximity to Siesta Key Beach, downtown, and the renowned Fresh Fish Waltz Market, you'll have an unforgettable stay.

A covered patio area is visible beside a heated pool, featuring comfortable seating and a dining set. Large glass doors open to the interior, with ambient lighting illuminating the space. A clock is mounted on the wall, and lush greenery adds a natural touch.

4.9 out of 5 average rating, 178 reviews

Charming Sarasota Home with Pool!

Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

4.77 out of 5 average rating, 151 reviews

A newly constructed cottage is showcased, featuring a clean white exterior complemented by a bright blue door. Lush green grass surrounds the property, adding a refreshing touch. A paved pathway leads to the entrance, with tall trees providing shade in the background.

Home in Gillespie Park

Downtown New Construction House

New construction downtown cottage located in historic Gillespie park neighborhood, walk-in distance to everything downtown and marina, parking is available on site Updates July 2025: cable TV added with streaming and as well as some furniture upgrades and additional items for convenience

Popular amenities for house rentals in Fruitville

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 9 reviews

An outdoor dining area is presented next to a heated pool, featuring a table set with plates of food and drinks. A gas grill is nearby, and the pool is enclosed by a mesh screen. Lush greenery is visible through the enclosure, enhancing the serene environment.

Home in Arlington Park

Paradise on Prospect w/ Htd Saltwater Pool

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, 157 reviews

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

A screened-in pool area is showcased, featuring a heated pool with clear blue water. Sunlight casts shadows on the tiled surface, while a picturesque view of a private lake and surrounding greenery is visible in the background.

4.94 out of 5 average rating, 147 reviews

Lake Front House with a Pool

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.94 out of 5 average rating, 128 reviews

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

A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.

4.96 out of 5 average rating, 112 reviews

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.98 out of 5 average rating, 122 reviews

Sunshine House, close to Downtown

A fenced saltwater pool area features a spacious pool surrounded by a tiled deck. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery provides a natural backdrop, while a covered outdoor seating area is visible in the distance, creating an inviting outdoor space.

5 out of 5 average rating, 20 reviews

Fun on Day Lane w/ Heated Pool

A serene pool area is surrounded by lush greenery and wooden fencing. Aquamarine water reflects sunlight, while a few poolside lounge chairs in turquoise invite relaxation. Potted plants add a touch of color, and a floating pool accessory rests on the surface.

4.94 out of 5 average rating, 115 reviews

5Stars Tiki, Heated Pool, Close to Beaches and ALL

Weekly house rentals

4.82 out of 5 average rating, 17 reviews

A screened porch features tile flooring and a glass door, providing views of the nearby water. Outside, a wooden deck showcases two white chairs, surrounded by greenery and stepping stones leading to the water's edge, contributing to a serene outdoor space.

Home in Bradenton

Riverside Retreat

A serene outdoor space showcases a heated pool with a gentle gradient of blue, surrounded by elegant stone paving. The house features large windows that allow soft lighting to fill the interior. Lounge chairs and a dining area await under the warm evening sky.

4.83 out of 5 average rating, 46 reviews

Salt Life Villa with heated pool & outdoor dining

A well-lit living area features an open layout with light wood flooring. Modern white cabinetry surrounds a spacious kitchen island, while large windows provide natural light. A contemporary seating area with a TV is visible, and soft fabric drapes complement the decor.

4.86 out of 5 average rating, 96 reviews

Elegant home central to town, parks & beaches

An inviting yellow house is shown from the front, featuring a well-manicured lawn and a large tree providing shade. A concrete driveway leads to the entrance, while neighboring properties are visible in the background, adding to the peaceful neighborhood setting.

4.89 out of 5 average rating, 38 reviews

Cheerful 3-Bedroom home with parking

A spacious living area features a large blue sectional sofa, complemented by a coffee table. A dining area with a dark table and chairs is visible, along with a media console housing a television. Natural light streams in from the entry door, enhancing the neutral decor.

4.86 out of 5 average rating, 14 reviews

(Heart of Sarasota) Entire 2 bedroom 2 bathroom

A spacious outdoor area is surrounded by lush greenery and trees. A residence with a grey roof is positioned at the front, while a carport is visible to the right. Two friendly dogs survey the area near a gravel driveway.

5 out of 5 average rating, 43 reviews

Private Guest Cottage on 5 acres

5 out of 5 average rating, 6 reviews

"Serenity Now" 3BR House in the Heart of Sarasota

A well-lit living area features a light-colored sofa and a neutral armchair, complemented by a round wooden coffee table. A vibrant blue area rug anchors the space. Large windows offer natural light, while decorative elements include wall art and plants for a refreshing touch.

4.91 out of 5 average rating, 43 reviews

3bdr Bay st bungalow near beach downtown siestakey

Private house rentals

The outdoor pool area features a heated pool and spa, surrounded by a screened lanai. Lounge chairs are positioned nearby for relaxing. A hammock rests on the grass, inviting moments of leisure. Lush greenery enhances the tranquil environment.

4.94 out of 5 average rating, 88 reviews

Deja Blue Villa Salt Water Heated Pool & Spa

A sunlit outdoor space features sandy areas bordered by palm trees. Two cornhole boards are positioned on the ground, and a relaxing lounge chair is located in the corner. The background includes a storage shed and the main house, framed by a clear blue sky.

4.9 out of 5 average rating, 20 reviews

Sarasota 3BD Retreat Near Siesta Key

A spacious screened-in pool area features a bright blue pool alongside lounge chairs. Strings of lights illuminate the space as the sunset casts a warm glow. Lush greenery surrounds the area, providing a tranquil setting for relaxation and entertainment.

5 out of 5 average rating, 18 reviews

Salt Water Heated Pool|Arcade Games|Game Room

A private heated pool is surrounded by a spacious patio featuring light-colored pavers. Two lounge chairs positioned under teal umbrellas invite relaxation. A white fence provides privacy, and lush greenery is visible in the background under a clear blue sky.

4.97 out of 5 average rating, 35 reviews

Coastal Comfort Getaway, Heated Pool, Heart of SRQ

5 out of 5 average rating, 25 reviews

A private entrance features a white fence and gate with the number 1825 displayed prominently. The pathway is paved with bricks and flanked by lush greenery and colorful flowers, leading to the home's inviting entrance.

Home in Gillespie Park

The Gecko Bungalow - DT Sarasota

Home in Indian Beach-Sapphire Shores

A vibrant pool is surrounded by a fenced yard, featuring greenery and decorative plants. Two lounge chairs are positioned near the pool, providing a space for relaxation. Sunlight filters through the leaves above, creating playful shadows on the water's surface.

4.93 out of 5 average rating, 61 reviews

Beautiful Florida Bungalow

5 out of 5 average rating, 37 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Sarasota Escape | Minutes to Beaches + Downtown

A private pool area is surrounded by a well-maintained yard featuring palm trees. Four lounge chairs are positioned near the pool, which is characterized by clear turquoise water. A white fence provides privacy around the space, enhancing the tranquil outdoor setting.