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Pet-friendly vacation rentals in Winter Springs

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Winter Springs

  • Total vacation rentals

    Explore 30 vacation rentals in Winter Springs

  • Nightly prices starting at

    Winter Springs vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 1,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winter Springs vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winter Springs rentals

  • 4.7 Average rating

    Winter Springs stays receive an average rating of 4.7 out of 5 from guests

Top-rated pet-friendly home rentals in Winter Springs

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
The inviting pool area is framed by a wooden deck, featuring two lounge chairs and a large umbrella for shade. The clear water reflects the blue sky and surrounding greenery, creating a serene atmosphere for relaxation.
Home in Altamonte Springs

Orlando Poolside Oasis

Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊

4.95 out of 5 average rating, 112 reviews
Guest favorite
Home in Altamonte Springs

Modern Escape in a Quiet Cul~De~Sac

Step into a warm, design-forward Florida retreat curated by a Kitchen & Bath Designer. This single-story ranch home sits quietly across from a charming neighborhood park that evokes a storybook-like nostalgia that’s right out of a Norman Rockwell painting. The home blends eclectic with modern. Your private wing includes 2 serene bedrooms, a dedicated dressing area and a spotless bathroom. The kitchen-the heart-features a coffee bar stocked with bottled water and snacks. *House shared with host

4.96 out of 5 average rating, 102 reviews
Top guest favorite
The pool area is enclosed with a protective screen, featuring a spacious heated pool surrounded by a wooden deck. A green umbrella provides shade over a small table and chairs, while a bright yellow building is visible in the background.
Home in Altamonte Springs

Tropical Pool/Spa Home-Disney-Theme Parks-Beaches

Your Tropical Paradise is ready and fully furnished from top to bottom! The Pool area has a hot tub. Near all attractions. Top of the line furnishings. Split plan--Master Bedroom is a king suite, pvt bathroom, 2 seperate bdrms on the other side of house. Heated pool/ hot tub has an small add'l fee Moments from I-4 & 20-25 minutes to Disney, Sea World, Universal, Famous Names discount malls, 35 minutes to Daytona & New Symerna Beach. Cranes Roost Park, Altamonte Uptown/Mall, 5 min

4.98 out of 5 average rating, 121 reviews
Top guest favorite
A spacious pool area is surrounded by tropical landscaping, featuring tall palm trees and flourishing plants. The pool includes a spa with cascading water features. A bright red umbrella provides shade over a seating area, creating an inviting outdoor space for relaxation.
Home in Lake Mary

Gated community XL pool Home 2500sq/f

one night stay , reach out! No animals in pool! home rest between 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quiet nights for a full rest. ! My home is in a Gated community.1 mile to Dtwn Lake Mary. POOL NOT heated, the hot tub only CAN be headed at an additional cost. NO TRAILERS!!!

4.9 out of 5 average rating, 299 reviews
Top guest favorite
A comfortable sitting area is visible, featuring a blue sofa with yellow accent pillows, a gray armchair, and a dark wood TV stand with a large flat-screen TV. Natural light filters through the large windows adorned with blinds, creating a bright and inviting space.
Guest suite in Altamonte Springs

Cozy King Studio • Massage Chair • Private

Quiet, peaceful & centrally-located private studio in Altamonte Springs. 1st floor, 2 private entrances, full kitchen, private AC, strong WiFi, free parking, and total privacy. Walk to Sandlando Park & Seminole Wekiva Trail. Just 2 blocks from I-4, 1.5 mi to Cranes Roost, Uptown & Altamonte Mall. Less than 10 min to Downtown Orlando, Wekiva Springs, hospitals & shopping. Ideal for remote work, extended stays, couples or solo travelers. Enjoy comfort, location & convenience. Book now and enjoy!

4.97 out of 5 average rating, 145 reviews
Top guest favorite
Guest suite in Orlando

Lakefront Hot Tub Retreat | Sunset View | Near UCF

Guest suite on private property overlooking beautiful Lake. just 10 min from UCF and 15 minutes to downtown Orlando. Disney is 34 miles while Universal is only 15 miles from the house. This cozy guest suite includes, a private parking spot, luxury rainfall shower, Comfortable Queen size bed, Smart TV, full size refrigerator, Keurig coffee maker, and washer and dryer. The back patio overlooking the lake makes it the perfect spot to watch the sunset while sitting in your private hot tub.

4.99 out of 5 average rating, 207 reviews
Top guest favorite
The image depicts a calm lake at sunset, with reflections of clouds and colors mirrored in the water. In the foreground, a fishing boat is anchored, positioned near the lake's serene shoreline surrounded by lush greenery.
Home in Longwood

Pvt Fishing lk , Pets,Nature, Pool,garage

No HOA. Private 20 acre lake property, with fishing boats and trolling motors, canoes , peaceful boardwalk / dock. Large extra parking for trailers or work trucks. Fishing gear / poles. 2 car garage for safely storing whatever you bring. Fishing gear, tools, bikes, Harley's. Located near Seminole Trail, parks, sun-rail station. 45-60 min from the beach or the attractions DISNEY, UNIVERSAL STUDIOS, close to Lake Mary, Sanford, Wekiva Springs, Daytona 500, Bike week, 20 min from Boombah

4.95 out of 5 average rating, 176 reviews
Guest favorite
A spacious living area features a large sectional couch and a stylish coffee table. Natural light filters through the windows, highlighting modern décor. An arcade game stands in the background, and a laundry area is visible to the left, contributing to the home's functionality.
Home in Casselberry

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool!

Newly renovated farmhouse gem in the heart of Casselberry/Orlando! Featuring 2 king beds, 1 queen, a bunk room (2 doubles & 2 twins), and an 8' farmhouse table seating 8, it's perfect for families and groups. Relax in the hot tub, cool off in the private above-ground pool, enjoy the Marvel Arcade, spacious walk-in shower, and patio with pergola, grill, and seating. Plus, a larger neighborhood pool & playground are just around the corner!

4.88 out of 5 average rating, 158 reviews
Top guest favorite
The spacious kitchen features a large island with a granite countertop, white cabinetry, and modern appliances. A comfortable seating area with two couches is visible in the background, complemented by wood flooring that enhances the home’s open layout.
Home in Lake Mary

RemodeledHouse w/king beds near Downtown Lake Mary

Newly remodeled house located in beautiful Lake Mary, Florida. If the dates don't work for you, see our other nearby listing here: airbnb.com/h/gm-vacation-rentals-2 With the Central Florida theme parks, the surrounding restaurants, Florida's beautiful beaches, and dozens of other nearby attractions, you'll never run out of things to do. We look forward to being able to give you an amazing guest experience at our house.

4.86 out of 5 average rating, 253 reviews
Superhost
A modern living room is presented, featuring a deep blue sectional sofa and a coordinating armchair. A circular glass coffee table sits at the center, complemented by a decorative vase with flowers. Natural light enters through a large window, enriching the neutral tones of the space.
Home in Altamonte Springs

Elegant, Spacious Three Bedroom Residential House.

Get the best experiences of Central Florida in this stylish, newly renovated centrally-located house. Minutes from top restaurants, beautiful Wekiva Springs and Rock Springs, Altamonte Mall, and Cranes Roost Area. Minutes from Super I-4 which can take you straight to downtown Orlando, Universal Studios, Walt Disney World. If you decide to go east enjoy beautiful downtown Daytona Beach, NASCAR, and New Smyrna Beach.

4.86 out of 5 average rating, 224 reviews
Top guest favorite
A modern living area features a gray sectional sofa paired with a glass coffee table. Natural wood paneling decorates the walls, while large windows allow for ample natural light. A well-equipped kitchen can be seen in the background, with dark wood cabinets and stylish bar stools.
Cabin in Geneva

Modern log cabin between the beach and Disney

Relax in this calm, stylish cabin tucked away on over a half acre. 3 bedroom, 2 bath modern space. Take in views of the horses next door while sitting on the front porch. Conveniently located between the beach and Disney. 9.5 miles to UCF, 6.5 miles to Boombah Sports Complex, 13 miles to historic Sanford. Plenty of parking. Bring your boat and go fishing in the nearby St. Johns River.

5.0 out of 5 average rating, 100 reviews
Guest favorite
An outdoor area features a pool surrounded by lounge chairs and a sleek design. Soft lighting illuminates the space, creating a cozy ambiance. A sauna is visible, with a comfortable lounge area nearby, and a large screen mounted for entertainment.
Home in Longwood

Recharge @ Timberland Lodge: Pool Hottub Sauna

Escape to Recharge @ Timberland Lodge — a bold, modern retreat in a quiet, mature neighborhood. This stylish home features sleek black ceilings, warm brass accents, a private pool, hot tub, sauna, firepit, and outdoor shower. At night, enjoy glowing outdoor lighting and total relaxation. Whether you're unwinding or celebrating, this space is made to impress. Book your recharge now!

4.88 out of 5 average rating, 111 reviews

Popular amenities for Winter Springs pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favorite
A contemporary house is framed by lush greenery, featuring a striking dark exterior with large windows. The front entrance is highlighted by a vibrant green door. A paved walkway leads to the entrance, complemented by a spacious lawn area.
Home in Sanford

Modern house with sauna and fenced yard

4.95 out of 5 average rating, 115 reviews
Top guest favorite
A spacious living area is highlighted by exposed wooden beams above. A light-colored sofa is complemented by two bright orange chairs. A round coffee table is centered on a textured rug, while large windows provide natural light and views of the outdoors.
Home in Altamonte Springs

A Home Where Eclectic Luxury Meets Affordability

4.98 out of 5 average rating, 369 reviews
Top guest favorite
A spacious bedroom features a large bed dressed in neutral tones, accented by decorative pillows. Natural light filters through angular windows, illuminating the space. A seating area with a gray bench is positioned at the foot of the bed, and wooden walls provide a warm backdrop.
Home in Longwood

Private 4-Bedroom home with pool!

4.99 out of 5 average rating, 135 reviews
Superhost
A modern kitchen area is visible, featuring white cabinetry and a dark granite countertop. A large flat-screen TV is mounted above a fireplace, while a geometric design adorns the wall. Stainless steel appliances are included, providing a stylish and functional cooking space.
Home in Altamonte Springs

Renovated Peaceful Luxury Walk to Mall Park Publix

4.86 out of 5 average rating, 129 reviews
Top guest favorite
A modern living space is centered around a large gray sofa accented with bright orange pillows. A sleek wooden console holds a flat-screen TV, while a decorative plant and a small potted arrangement provide a touch of greenery. Large windows allow natural light to fill the room.
Home in Orlando

Cozy home in Orlando near UCF

4.96 out of 5 average rating, 114 reviews
Guest favorite
Home in Apopka

Lakefront Home•screened deck, dock•Long Stays OK

5.0 out of 5 average rating, 107 reviews
Guest favorite
A spacious bedroom is shown, featuring a large bed with neutral bedding and pillows. Two bedside lamps provide soft lighting. A chair with a throw blanket sits in the corner beside a tall plant. Artwork hangs on the walls, and a window with sheer curtains allows natural light.
Home in Sanford

Bright & Airy in DowntownSanford

4.94 out of 5 average rating, 131 reviews
Top guest favorite
A historic home is nestled among lush greenery, with a wraparound porch and stairs leading to the entrance. Tropical plants and a wooden fence create a welcoming entrance. The large trees provide shade, enhancing a sense of tranquility in this charming neighborhood.
Home in Sanford

Historic Sanford Sunshine Cottage w/ Treetop suite

4.95 out of 5 average rating, 223 reviews

Pet-friendly home rentals with a pool

Guest favorite
A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.
Condo in Winter Park

Lovely Winter Park Home close to Hospitals !

4.83 out of 5 average rating, 127 reviews
Top guest favorite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Orlando

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

4.96 out of 5 average rating, 144 reviews
Top guest favorite
Cottage in Clermont

Private Country House | 16 Guests | Gatherings

4.93 out of 5 average rating, 149 reviews
Top guest favorite
A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.
Home in Maitland

Orlando area pool home in Maitland

4.95 out of 5 average rating, 188 reviews
Top guest favorite
A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.
Home in Orlando

Modern Tropical House Heated Salt Pool

4.92 out of 5 average rating, 182 reviews
Guest favorite
A tranquil backyard features a sparkling pool surrounded by lush greenery and palm trees. Sunlight reflects off the water, creating a serene atmosphere. A covered seating area adds to the comfort, enhancing the outdoor space that overlooks a picturesque view of Lake Gandy.
Home in Orlando

Recharging Lakeview Oasis w/Pool centrally located

4.88 out of 5 average rating, 114 reviews
Top guest favorite
A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.
Home in Orlando

Spacious Home with Pool & Hot Tub near Downtown

4.96 out of 5 average rating, 173 reviews
Guest favorite
This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.
Home in Orlando

Private Pool Oasis w/Xbox, Fireplace, Projector

4.95 out of 5 average rating, 113 reviews

Private, pet-friendly home rentals

Guest favorite
Townhouse in Winter Springs

The Springs -Townhouse in the Winter Springs

4.94 out of 5 average rating, 51 reviews
Guest favorite
Home in Longwood

2BR Home in Heart of Longwood

4.84 out of 5 average rating, 64 reviews
Top guest favorite
A bocce ball court is presented with a lush green playing area bordered by wooden planks. Colorful bocce balls are positioned at one end of the court. The surrounding features include a stone pathway and a wooden fence, providing an enclosed and inviting recreational space.
Home in Longwood

Central Florida Pool Home

4.95 out of 5 average rating, 56 reviews
Superhost
A living area features a comfortable gray sofa and a dark sofa set against light-colored walls. A small black table sits in front, displaying minimal decor. A mounted television is positioned above a wooden shelf, and natural light filters through white shuttered windows.
Loft in Oviedo

New Cozy Apartment Studio

4.87 out of 5 average rating, 23 reviews
Superhost
The bedroom is equipped with a spacious wooden bed and a light-colored quilt. Two bedside tables with lamps are placed on either side. A ceiling fan provides air circulation, and a large window allows natural light to enter, complemented by white curtains. A chair is situated near the TV.
Home in Longwood

Cozy Getaway | Game Garage + Fenced Backyard +more

4.76 out of 5 average rating, 145 reviews
Top guest favorite
Guest suite in Sanford

The Studio atThe Bedford House-Sanford / 1BR&1BA

4.99 out of 5 average rating, 87 reviews
Top guest favorite
Home in Sanford

Cozy, Clean 4BR Family Home Near Sanford Airport

4.99 out of 5 average rating, 72 reviews
Superhost
The front exterior of the home features a neat, landscaped yard with several tropical plants and trees. A paved driveway leads to a spacious garage door, complementing the home's light blue and white facade. A soft sunset glow enhances the tranquil setting.
Home in Oviedo

Charming home with big patio!

4.8 out of 5 average rating, 93 reviews

When is the best time to visit Winter Springs?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 551ﺩ.ﺇ 533ﺩ.ﺇ 371ﺩ.ﺇ 444ﺩ.ﺇ 419ﺩ.ﺇ 444ﺩ.ﺇ 510ﺩ.ﺇ 521ﺩ.ﺇ 496ﺩ.ﺇ 510ﺩ.ﺇ 562ﺩ.ﺇ 555
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