Pet-friendly vacation rentals in Gulf Gate Estates

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.78 out of 5 average rating, 106 reviews

New Renovation 4bd 2bth Pool 3mi from Siesta Beach

Newly Renovated, spacious home with heated private pool, just minutes away from #1 Beach in the USA - Siesta Key Beach. This house is conveniently located in Gulf Gate area, which allows a very short drive to Siesta Beach, Grocery stores, and dining. 4bedroom, 2 bathroom, spacious backyard, lots of parking space. Grill, propane, beach supplies, basic kitchen tools, keurig coffee pot with k-cups and drip, TV in every bedroom, all for your convenience while you are staying in our home! NO PARTY!

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, 169 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.

4.89 out of 5 average rating, 168 reviews

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.

Apartment in Sarasota

Chic & Cozy Getaway • Near Siesta Key Beach

Renovated modern studio in a duplex home with private entrance, full kitchen, bathroom, laundry, and parking. Nestled in a quiet, safe neighborhood just minutes from Lido, Turtle, Nokomis beaches, and Siesta Key—#1 beach in America with soft, white sand. Walk to restaurants, Starbucks, Total Wine, Costco, Target, CVS, Bay Village Assisted Living, Selby Aquatic Center & Vamo Bay Park. Short drive to downtown Sarasota, Venice & scenic bike trails. Ideal for beach getaways or extended stays!

An open living area is presented, featuring a blue couch and a wooden coffee table. A dining table with four chairs sits nearby, complemented by a kitchen with white cabinetry and modern appliances. A Christmas tree adds a seasonal touch, while windows allow natural light.

4.96 out of 5 average rating, 99 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

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, 108 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!

4.86 out of 5 average rating, 174 reviews

A light-filled living area features a soft blue sofa adorned with decorative pillows. Large sliding glass doors open to a private screened lanai, enhancing the connection to the outdoors. A simple coffee table is centered on a cozy area rug, with a TV placed against the opposite wall.

Apartment in Sarasota

Little gem just 6 min from Siesta+heated pool

★ Second floor 1 bedroom 1 bathroom apartment ★ "An incredible apartment and 6 star hospitality!" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This pet-friendly home offers a, heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

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, 104 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!

4.93 out of 5 average rating, 102 reviews

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.

Home in Arlington Park

Sea Esta | Private Saltwater POOL + Putting Green!

BNB Breeze Presents: Sea Esta! Experience this stunning home in the heart of Sarasota, located just 10 minutes away from Siesta Key Beach! From the gorgeous interior, to the INCREDIBLE outdoor oasis, this home has it all! • Heated Saltwater Pool - heated at NO extra cost from Nov 21 - April 1st • E-Bikes (For Rent) • Resort-Like Back Yard w/ a Pergola, Turf + Putting Green • Pool + Beach Supplies • Fun Outdoor Swinging Dining Table

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

4.97 out of 5 average rating, 100 reviews

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

Condo in Sarasota

Blue studio perfect for 2, just 5 min from beach

Ground floor studio" ★ "An incredible studio and 6 star hospitality!" Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a garden and a prime location just 5 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

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

A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.

4.83 out of 5 average rating, 284 reviews

Private Siesta Beach House Oasis with Heated Pool.

Come enjoy the #1 rated beach in the USA. A contemporary style beach house that is located in a very conveniently located 10 min from Siesta Key beach. Within .5 miles you will find a mall, Cinebistro, trendy local bars, all major banks, Trader Joe’s, Publix, and a gas station. Drive way accommodates 2 cars with street parking as well.

Popular amenities for Gulf Gate Estates pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.

4.93 out of 5 average rating, 138 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

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, 108 reviews

Sarasota Getaway “Have some fun under the sun.”

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

4.77 out of 5 average rating, 111 reviews

Pool house by the bay

An aerial view of a single-story home with a blue exterior and a metal roof highlights a private pool surrounded by a spacious patio. Lush landscaping and palm trees create a tropical atmosphere, while a shaded seating area under the umbrella invites relaxation.

5 out of 5 average rating, 42 reviews

Waterfront Retreat | Heated Pool & Boat Dock

A cozy living area features a sectional sofa adorned with yellow cushions. A central coffee table sits on a patterned rug, surrounded by floor cushions in bold colors. Bright natural light filters through the windows, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 38 reviews

Siesta Key Oasis 8 minutes to Beach Kg; Qn FL Room

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, 161 reviews

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

A well-appointed backyard features a heated saltwater pool surrounded by elegant stone decking. Lush green artificial grass lines the pool area, enhancing the design. Comfortable lounge chairs are positioned nearby, offering a relaxing space for enjoyment under the shade of sleek umbrellas.

4.94 out of 5 average rating, 88 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

4.96 out of 5 average rating, 137 reviews

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park 1

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 12 reviews

Nature preserve close to Siesta Beach with Pool

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, 148 reviews

Free Early Chkl-in, Ringling College, Van Wezel

5 out of 5 average rating, 15 reviews

A private heated pool is surrounded by a spacious stone patio, featuring comfortable lounge chairs. Lush greenery provides a tropical backdrop, while a charming cottage with turquoise siding is visible nearby. Soft sunlight reflects on the tranquil water, enhancing the peaceful ambiance of this outdoor area.

Home in Siesta Key

Toes In The Sand | Private Pool, Walk to Beach!

An outdoor living space features a clear blue saltwater pool surrounded by a spacious patio. Lush greenery and palm plants are visible, providing a tropical ambiance. A covered area is seen in the background, with seating and a grill set up, promoting relaxation and outdoor gatherings.

5 out of 5 average rating, 26 reviews

Sarasota Pool Siesta Key Vacation Home 3bd 2ba

A spacious living area features a large blue sectional sofa, complemented by a glass coffee table. Sunlight streams through the windows, illuminating the light wood flooring. An adjacent dining space is visible, furnished with a wooden table surrounded by chairs. Coastal decor enhances the inviting atmosphere.

5 out of 5 average rating, 3 reviews

Dog-Friendly Pool Home Close to Beaches

A single-story home is shown with a well-maintained front lawn. Decorative bushes and palm trees frame the entrance, while a gravel pathway leads to the covered porch. An American flag is displayed prominently against a clear blue sky, adding a welcoming touch.

5 out of 5 average rating, 11 reviews

Key Dreams

5 out of 5 average rating, 11 reviews

Siesta Sands Serenity

5 out of 5 average rating, 116 reviews

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

Villa in Arlington Park

Tropical Luxury Villa: Pool, Game Room, Near Beach

Private, pet-friendly home rentals

A spacious bedroom features a light-colored bed adorned with neutral bedding. A cozy chair is positioned nearby, complemented by a decorative area rug. Natural light streams through large windows, and a brick wall hosts a television above a decorative fireplace.

5 out of 5 average rating, 13 reviews

Little Creek Retreat/4.5 mi to the Beach!

An inviting living space is characterized by a soft, light-colored sofa adorned with red and white striped cushions. A glass dining table with four chairs sits across from a well-equipped kitchen, featuring wooden cabinets and stainless steel appliances. Natural light brightens the room.

4.86 out of 5 average rating, 77 reviews

PRIVATE GUEST HOUSE

A spacious living room features light-colored leather sofas arranged around a glass coffee table. A turquoise area rug covers the tiled floor. A large TV is mounted on the wall, and a doorway leads to a dining area with outdoor views.

4.97 out of 5 average rating, 29 reviews

Cottage w/lanai and garage, 4 mi. Siesta Key

A bright living area features a comfortable cream-colored sofa and an accent chair, accompanied by a decorative rug. Natural light filters in through vertical blinds, enhancing the warm tones of the wood flooring. Bar stools line a small breakfast counter in the background.

4.95 out of 5 average rating, 87 reviews

Beach House #1

4.93 out of 5 average rating, 27 reviews

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

Home in Arlington Park

Coastal Retreat near Siesta Key Beach and Downtown

An open kitchen showcases a spacious countertop with three black bar stools positioned at the natural wood bar. Modern stainless steel appliances and cabinetry are visible in the background, complemented by bright lighting and a view of lush greenery through the nearby sliding doors.

4.92 out of 5 average rating, 38 reviews

Beach Bungalow (Hot Tub + Hammock!) by Siesta Key

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, 70 reviews

Siesta Breeze ~ Charming Coastal Cottage