Pet-friendly 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, 221 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

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

4.95 out of 5 average rating, 182 reviews

Updated Ranch Near Beaches/Downtown - Pet Friendly

Updated 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 Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium

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, 127 reviews

Sunshine House, near Downtown, Legacy Trail, Beach

Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

4.93 out of 5 average rating, 124 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 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

4.97 out of 5 average rating, 127 reviews

Home in Arlington Park

The Wisteria Oasis W/swings, heated pool & hot tub

A Florida wellness retreat>>> Discover the charm of our delightful cottage, exceptionally placed amidst lush greenery! The interior offers an inviting ambiance with its plush, comfortable furnishings and a well-equipped kitchen with an espresso machine. Quietly nestled away from the hubbub of city life, our cottage offers a tranquil escape yet is in close to local attractions. Relish the day exploring charming seaside villages and beaches or simply bask in the serenity of your private haven.

A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.

4.96 out of 5 average rating, 181 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

The exterior of the villa is displayed, featuring a welcoming blue-green door and two large windows framed in white. A small potted plant accents the entrance, while a pathway leads to the door, surrounded by well-maintained grass and greenery.

4.87 out of 5 average rating, 127 reviews

Charming Villa 14 mins away from Siesta Key Beach

This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property comes fully equipped with amenities such as a BBQ, outdoor umbrella, lounge chairs, beach chairs, pickleball rackets, washer/dryer and carport. Featuring 2 bedrooms, this charming home exudes a warm vibe. You can reach Siesta Key Beach, St. Armands Circle, and Downtown Sarasota in under 15 minutes, making it easy to explore all that Sarasota has to offer during your stay.

A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.

4.99 out of 5 average rating, 108 reviews

Siesta Breeze ~ Charming Coastal Cottage

The weather is AMAZING! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

4.95 out of 5 average rating, 104 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

This newly renovated property is equipped with 2 bedrooms and 2 full bathrooms, full kitchen with all appliances, washer/dryer, screened wraparound patio, and fenced-in yard. Safe and beautiful walking neighborhood - 15 minute walk to Arlington Park and Recreation Center. 7 minute walk to Sarasota Memorial Hospital and Southside Village restaurants & shops. 15 minute drive to Bayfront Park, Selby Botanical Gardens, Marina Jack, St. Armand's/Lido Key and Siesta Key Beach.

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.

4.94 out of 5 average rating, 105 reviews

Downtown Sarasota | Casa de Zara

Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!

4.92 out of 5 average rating, 106 reviews

A spacious living area features a brown leather sofa facing a television. Light-colored walls frame the room, and large windows allow natural light to fill the space. A dining table with chairs is visible in the background, creating an inviting area for meals.

Guest suite in Sarasota

Beautiful half of a house apartment in Sarasota FL

Beautiful little home in North Sarasota in a quiet, safe neighborhood. The apartment is completely locked off from the rest of the house, with its own separate entry. Minutes from beaches, museums, the newest mall built in the country. Every type of restaurant imaginable. Sarasota International Airport and Nathan Benderson Park, which hosts world class rowing events, are only a few minutes away.

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An outdoor pergola is illuminated with string lights, creating a warm ambiance. Comfortable seating is provided with decorative cushions surrounded by potted plants. Soft landscaping features colorful plants and pathway lighting, enhancing the tranquil outdoor space.

4.84 out of 5 average rating, 203 reviews

Near Lido Beach w Hot tub + Fire Pit

Come find a space away in this 2 bedroom 2 bathroom Guest House with a backyard pergola located less than 15 Minutes from Lido Beach in Sarasota. Enjoy all that the area has to offer, and come home to the peaceful ambience of a hot tub and outdoor fire pit. The home is in a safe and friendly neighborhood, with the Legacy Bike Trail right around the corner

Popular amenities for Fruitville pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 16 reviews

A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.

Home in Arlington Park

Sarasota's Luxury Oasis

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.

4.85 out of 5 average rating, 120 reviews

Sarasota Getaway “Have some fun under the sun.”

The exterior of the home is shown, featuring a light-colored facade and a welcoming front door. A large oak tree provides shade over the driveway, while a spacious lawn is visible in the foreground. The two-car garage is accessible on the right.

4.95 out of 5 average rating, 57 reviews

Warm, Luxury Oasis in Central Sarasota

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4.75 out of 5 average rating, 16 reviews

Private Getaway Near Siesta Key!

4.84 out of 5 average rating, 57 reviews

A private pool area is showcased with a spacious, clear blue pool set against a sunlit backdrop. Comfortable outdoor lounge furniture is visible, surrounded by tropical landscaping, creating an ideal setting for relaxation. A covered patio area provides shade, enhancing the inviting atmosphere.

Home in Glen Oaks

Sea Pointe | Oasis w/ Private POOL Near Beach!

4.96 out of 5 average rating, 51 reviews

The exterior of the home displays a modern façade with a light-colored exterior and dark accents. A well-maintained lawn is complemented by neatly trimmed landscaping. A welcoming pathway leads to the front door, framed by arched windows on either side.

Home in Lake Sarasota

J&K Dream Home in Sarasota

An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 190 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

A private heated pool is surrounded by a screened patio, featuring multiple loungers for relaxation. Lush greenery and trees can be seen beyond the pool area, and a fully fenced yard provides privacy. Sunlight reflects off the tranquil water surface.

4.9 out of 5 average rating, 20 reviews

Poolside Oasis | NEWLY Remodeled | Fully Fenced

Pet-friendly home rentals with a pool

An outdoor space is featured, showcasing a private pool surrounded by a screened enclosure. A patio table with chairs is positioned near a large umbrella, providing shade. Colorful pool toys float on the water, and lush greenery creates a tranquil backdrop.

5 out of 5 average rating, 24 reviews

Lovely Beach Bungalow

5 out of 5 average rating, 8 reviews

Home in Bayou Oaks

Beach Bungalow, intown. Pool, beach gear included.

4.82 out of 5 average rating, 153 reviews

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.

Flat in Gillespie Park

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

5 out of 5 average rating, 31 reviews

Luxury Sport Vacation Pool House-Downtown Sarasota

4.98 out of 5 average rating, 41 reviews

Apartment in Sarasota

Charming Poolhouse · 1BR · Close to Siesta

A spacious backyard area features a mini-golf course marked by small flags, inviting relaxation and play. Comfortable hanging chairs are under a stylish pergola, while a fun play structure is visible, enhancing the outdoor space designed for family-friendly enjoyment.

5 out of 5 average rating, 33 reviews

Private Oasis: Mini Golf and firepit. 2 king beds.

4.86 out of 5 average rating, 136 reviews

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

Apartment in Sarasota

Heated Pool Apartment Near Siesta Key | 1BR

An aerial view showcases a tranquil pool area surrounded by lush landscaping. Comfortable lounge chairs are positioned around the curved pool, accompanied by several shaded umbrellas. A covered seating area and palm trees enhance the inviting outdoor space.

4.9 out of 5 average rating, 21 reviews

Modern Escape with Pools Near Sarasota’s Best!

Private, pet-friendly home rentals

Home in Downtown Sarasota

The dining area features a wooden table set with placemats and a decorative tray, complemented by light-colored chairs. A small bouquet of flowers adds a touch of nature. The kitchen is visible in the background, showcasing cabinets and a stainless-steel dishwasher against a neutral wall.

4.92 out of 5 average rating, 52 reviews

Fully Equipped Beach Home Near Beaches/Downtown

5 out of 5 average rating, 15 reviews

The Gathering Place

The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.

4.89 out of 5 average rating, 90 reviews

Gorgeous renovation with pool, minutes from beach

5 out of 5 average rating, 21 reviews

Guest suite in Sarasota

The Seapearl - 1/1 Guest Suite

A modern one-story home is framed by lush landscaping and mature trees. The façade features a sleek, dark exterior with large windows and a symmetrical entrance. A paved driveway leads up to the two-car garage, enhancing the welcoming curb appeal.

4.96 out of 5 average rating, 72 reviews

Stunning New 3 bed 3 bath pool home by Siesta Key!

A spacious living area is enhanced by a soft colour palette and contemporary furnishings. Two dark sofas are positioned around a light wooden coffee table, with a large TV mounted on the wall. A dining space with a table for four is visible, along with a ceiling fan and decorative lighting.

4.97 out of 5 average rating, 33 reviews

Sunny 3BR Oasis • Water View • Beach Gear • Siesta

A single-story home is presented with a clean white exterior and a dark garage door. A concrete driveway leads to the entrance, where tasteful landscaping features low-maintenance plants. Bright sunlight casts shadows on the facade, highlighting the home's inviting entrance and surrounding greenery.

4.93 out of 5 average rating, 44 reviews

Retreat in the midst of Sarasota

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