Pet-friendly holiday rentals in Southgate

A private outdoor space is presented, featuring a heated saltwater pool illuminated by soft lighting. A hammock is hung nearby under a stylish frame, surrounded by lush greenery and a fenced area, enhancing the serene ambiance for relaxation.

4.97 out of 5 average rating, 116 reviews

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

An amazing spot! Inside, you are greeted by an inviting atmosphere, with comfortable furnishings, a fully equipped kitchen, Surrounded by lush greenery, our cottage is tucked away from the bustle of city life, but still conveniently located just a short drive from local attractions. Enjoy exploring the nearby beaches and charming villages or simply relax and soak up the peaceful atmosphere in your own private oasis. Whatever your vacation goals may be, our charming cottage is the perfect place

A tranquil pool area features clear blue water surrounded by vibrant greenery. Two blue chairs are positioned nearby, offering a comfortable spot for relaxation. The landscape is dotted with palm trees, contributing to the serene outdoor setting.

4.91 out of 5 average rating, 114 reviews

Mid-Century Oasis with Pool in Arlington Park

Classic elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home. Take a break with a dip in the sparkling pool or a game of Bocce ball in the backyard. Walk to Southside Village, Arlington Park pool/tennis/basketball/rec/playground, minutes from downtown & the bay. Boat Parking VR-2400161

4.91 out of 5 average rating, 173 reviews

Guest suite in Sarasota

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

4.88 out of 5 average rating, 295 reviews

A single-story home is surrounded by greenery and palm trees, showcasing a light green exterior. A narrow pathway leads to the entrance, flanked by decorative planters. The white fence adds charm and defines the front yard, with large windows allowing natural light into the interiors.

Villa in Laurel Park

Duplex - just mins to Siesta Beach - Pet Friendly

This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

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, 116 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.

Superhost

A spacious sleeping area features a queen-sized bed adorned with a patterned comforter and a cozy throw blanket. A large flat-screen TV is mounted on the wall opposite. In the background, a dining area can be seen, along with kitchen amenities.

Guest suite in Sarasota

4.8 out of 5 average rating, 315 reviews

Studio 10 Mins to Beach w/ Fenced in Backyard

Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of a home away from home. Perfectly situated in the heart of Sarasota, you'll have easy access to all the must-see attractions, from the pristine Siesta Key beach to the bustling downtown area. Plus, with Sarasota Bay, Marina Jacks, top-rated restaurants, and grocery stores just a stone's throw away, everything you need is within reach. Come live the Florida dream!

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, 110 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

A private backyard features a heated saltwater pool surrounded by a spacious patio area. Sun loungers are arranged along the edge of the pool, while trees and shrubbery provide a sense of seclusion. Soft clouds drift in the blue sky above.

4.95 out of 5 average rating, 119 reviews

Coastal Getaway *With Bikes & NEW Saltwater Pool*

Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

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!

Superhost

Apartment in Gillespie Park

4.86 out of 5 average rating, 173 reviews

Downtown Apartment w/ Pool, Gym, & Coworking 329

This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.

4.93 out of 5 average rating, 101 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.

4.87 out of 5 average rating, 419 reviews

A spacious room features a king size bed with coordinating pillows and light bedding. A chic chandelier hangs from the ceiling, illuminating the space. Natural light enters through the window, while a comfortable seating area with decorative pillows and a coffee table complete the inviting environment.

Guesthouse in Sarasota

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

Popular amenities for Southgate pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

An inviting outdoor space features a heated saltwater pool surrounded by paver stones. Lounge chairs are positioned along the poolside, with lush greenery and tropical plants enhancing the landscape. A pergola provides shaded seating, creating a comfortable area for relaxation and entertainment.

4.93 out of 5 average rating, 107 reviews

Sea Esta | Private Saltwater POOL + Putting Green!

A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.

5 out of 5 average rating, 11 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

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.

4.86 out of 5 average rating, 110 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, 130 reviews

15Min to Siesta, Central, Beach Supplies

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 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.

5 out of 5 average rating, 79 reviews

Siesta Breeze ~ Charming Coastal Cottage

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.

4.97 out of 5 average rating, 37 reviews

Retreat in the midst of Sarasota

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

Pet-friendly home rentals with a pool

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5 out of 5 average rating, 80 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Apartment 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, 154 reviews

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

4.89 out of 5 average rating, 238 reviews

A welcoming living space is visible through an opening, featuring a comfortable blue chair and a wall-mounted TV. Natural light filters through a window, illuminating the white walls and partially covering a cozy bed with blue and white bedding in the adjacent area.

Guesthouse in Sarasota

Supercute Beach Themed Retreat Free Parking Wi-FI

5 out of 5 average rating, 21 reviews

An aerial view captures a modern apartment complex adjacent to a calm waterway, framed by lush greenery. The sunset casts warm hues across the sky, while nearby city lights begin to emerge. Boating docks and waterfront properties are visible in the serene landscape.

Apartment in Sarasota

Zen in Paradise-Sarasota

A modern outdoor space features a private heated pool surrounded by lounge chairs. The white pool deck is complemented by lush greenery. A separate dining area is visible on the second level balcony, offering a serene view of the backyard oasis.

5 out of 5 average rating, 14 reviews

The Palace on Clematis – Luxury Siesta Key Retreat

A bright, spacious kitchen is equipped with modern appliances and a large island with seating for several guests. Light-colored cabinetry contrasts with the sleek countertops. Glass doors open to a view of the heated pool and backyard, enhancing the airy atmosphere.

4.9 out of 5 average rating, 20 reviews

Sunny Beach House w/ heated pool

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

Bungalow in Arlington Park

A private heated pool is surrounded by a protective mesh cage, featuring lounge chairs along the edges. The pool area connects to the home through large glass doors, with potted plants adding greenery to the scene. Sunlight reflects off the water's surface, creating a serene atmosphere.

4.84 out of 5 average rating, 56 reviews

Gorgeous Sarasota Private Home with Heated Pool

Private, pet-friendly home rentals

A single-story home is framed by greenery, showcasing a welcoming front pathway leading to the entrance. The exterior features light-colored siding and a driveway. A white picket fence and various trees add to the tranquil setting.

4.96 out of 5 average rating, 23 reviews

Siesta Key Hideaway

5 out of 5 average rating, 17 reviews

A private driveway is framed by wooden fences, leading to a residence. Sunlight filters through the nearby palm trees, creating dappled shadows on the gravel surface. The entrance is marked by a wooden gate, adding a sense of privacy to the space.

Apartment in Sarasota

Botanical Bungalow at THE BAY

4.94 out of 5 average rating, 18 reviews

Home in Bellevue Terrace

Azure Haven • Modern Central Stay

Superhost

4.76 out of 5 average rating, 17 reviews

Sunseeker Bungalow-Sarasota-10 min to Siesta Key

4.96 out of 5 average rating, 48 reviews

An aerial view highlights the river house set amid lush greenery, featuring a large wooden deck and fenced yard. The property is bordered by the Braden River, with its tranquil waters reflecting the surrounding trees and homes.

Cottage in Bradenton

2/2 Charming Riverfront Cottage w Deck & Kayaks

An open living space features warm wooden floors and large windows that provide ample natural light. A circular dining table is surrounded by six wire chairs. A modern chandelier hangs above the table, while a comfortable chair is positioned nearby, creating an inviting gathering area.

5 out of 5 average rating, 30 reviews

Sanctuary by the Sea

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

A handcrafted wooden pelican figurine stands prominently on the countertop, adding a coastal touch. Above, pendant lights hang beneath a bamboo ceiling, providing a warm glow. The background reveals glimpses of a colorfully decorated space with various shelves and artwork.