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Pet-friendly holiday rentals in Winter Springs

Find and book unique pet-friendly homes on Airbnb

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 favourite
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
4.93 out of 5 average rating, 117 reviews

Bright & Airy in DowntownSanford

Beautiful, modern, and immaculately clean place with character and small town charm located in the very heart of historic downtown Sanford. Only steps away from the best dining and entertainment, and just a short drive away from all that Orlando has to offer! You will love the two spacious bedrooms, each fitted with luxurious king size beds and their own workstations. The rooms are split on either end of the home for extra privacy. Make a meal or pour a drink in the lovely fully stocked kitchen.

Top Guest favourite
The exterior of the waterfront residence is illuminated with colorful string lights, creating a festive ambiance. A spacious patio area is visible, featuring a dining table and seating. Large glass windows allow for views of the living space inside, enhancing the open-air feel.
Place to stay in Mount Dora
4.98 out of 5 average rating, 265 reviews

The Boat House on Lake Dora - Downtown Waterfront

WATERFRONT! The Boat House is an 800sf private residence built directly over Lake Dora offering panoramic lakefront views. Located on Mount Dora's Famous Boat House Row, right in the heart of downtown Mount Dora, where you can roll out of bed and walk a few steps to one of the quaint coffee shops. The Boat House was once a tin boat shed with floors open to the water and housed two boats. Today, you will find warm, cozy furnishings, comfortable beds, a quiet location and sunsets every evening!

Top Guest favourite
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
4.97 out of 5 average rating, 115 reviews

Private Studio King Bed & Massage Chair + Sofa

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!

Top Guest favourite
A cozy living area features a dark gray sofa and armchair, complemented by a light rug on the floor. A small desk with a chair sits against the wall, and a wall-mounted television is positioned above. Natural light pours in through the front door with a window.
Apartment in Orlando
5 out of 5 average rating, 205 reviews

Parent's Retreat!

Whether working in the area, visiting your student or catching a UCF Sporting event. This pet friendly "Parent's Retreat" is just what you're looking for. Located less than 2 miles from campus. this apartment is a great place to land at the end of the day. Kitchen includes microwave, fridge, coffee maker and air fryer. This 380 sq ft newly remodeled mother-in-law suite has private entrance, patio and yard. Suite is completely closed off from the house and has keyless locks for easy check in.

Guest favourite
The living area features a comfortable blue chair and a gray sofa, with a flat-screen TV mounted on the wall. A standing lamp provides soft lighting. Natural light enters through the window, complemented by light curtains and green walls.
Guesthouse in Oviedo
4.94 out of 5 average rating, 121 reviews

Cozy Knight Stay

Cozy Knight Stay…minutes from UCF & much more! Welcome to our cozy and pet-friendly newly renovated condo with a full kitchen, offering sleeping space for 4 with a king-sized master suite and queen-sized pull-out sofa. A short distance from the vibrant UCF campus and the magical world of Disney, this charming retreat is perfect for solo travelers, couples, or small families looking for a comfortable stay in Orlando. Book your stay now and make unforgettable memories in the Sunshine State!

Guest favourite
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
4.89 out of 5 average rating, 131 reviews

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

Newly renovated farmhouse gem centrally located in the beautiful Casselberry / Orlando area. Stylish and thoughtful touches throughout will make you feel right at home. 2 king beds, 1 queen and 1 bunk room (2 doubles & 2 twins) along with an 8' farmhouse table (seats 8) makes this home great for both small & larger groups alike. Complete with a hot tub, amazing walk-in shower, Marvel Arcade, Private patio with pergola outdoor furniture & gas grill, it's great for both the adults and kiddos!

Top Guest favourite
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
4.94 out of 5 average rating, 155 reviews

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

Guest favourite
The inviting living room features a light-colored sofa flanked by two dark gray armchairs. A round coffee table is centrally placed, surrounded by a textured area rug. Natural light is provided by large windows, enhancing the room's spacious feel.
Home in Deltona
4.94 out of 5 average rating, 121 reviews

Stunning home with screened patio & fenced yard

Renovated family home in a quiet residential neighborhood. 45 minutes away from Daytona Beach and New Smyrna Beaches, and an hour away from Disney, Universal Studios, Animal kingdom, Epcot, and all Orlando attractions. Deltona is know for its many lakes and Springs. Family friendly and centrally located between Daytona Beach and Orlando parks. Daytona Speedway is only 36 minutes drive. Visiting with an infant, for your convenience, we provide a Playpen, a bouncing seat, and a tub.

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
4.79 out of 5 average rating, 125 reviews

Cozy Getaway | Game Garage + Fenced Backyard +more

Unwind in a comfortable and well-equipped home! Play pool, fusball, darts, and basketball in the game garage. Conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a variety of attractions. Enjoy the fully equipped kitchen for all your culinary needs, sleep soundly in comfortable beds, and relax on the spacious back deck with a privacy fence. We have an old school Nintendo 64 and retro Galaga game on the wall to play. Perfect for work, family, or vacation getaway!

Top Guest favourite
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
4.98 out of 5 average rating, 347 reviews

A Home Where Eclectic Luxury Meets Affordability

Welcome to The Altamonte House. Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (notify host if you are bringing a pet- charged separately upon check in) Read the rules of the property before booking, to ensure that you agree.

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
4.85 out of 5 average rating, 108 reviews

Renovated Peaceful Luxury Walk to Mall Park Publix

- Luxury 2 Bedroom/1Bath Style Renovated peaceful home with Fireplace, Skylights, 87 inch TV, Chandelier, & Full kitchen - Spacious bathroom - Americans with Disabilities Act (ADA) bars for shower and toilet & Smart mirror - Outdoor Gym with Kids Playground & Dedicated Laundry Room - 1 minute drive to major highway Orlando ( Disney, Universal, Aquatica, Beaches, Downtown ) Approximately 30 minutes away - Plenty of free private parking right in front of the house - Pet friendly

Top Guest favourite
A covered swing hangs from a sturdy wooden frame, positioned near a fire pit surrounded by a circular stone border. Red chairs are arranged nearby, with trees and a rustic fence in the background, creating a serene outdoor setting.
Home in Apopka
4.99 out of 5 average rating, 134 reviews

5 Springs Close Goats Chicken Free Eggs Memories

5 natural springs 4 to 10 minutes away Fur Babies WELCOME FREE Farm Fresh Eggs Pet the goats Feed the Chickens NO ROOSTERS! Fire pit (we set up the wood daily) Tree swing/bench swing Cornhole Grills Picnic pavilion 5 Acres 2 King 1 Twin pull-out 1 queen inflatable bed The kitchen is fully stocked. Disney 40 min Rock Springs 3 min Kings Landing, Kelly Park, Wekiwa Springs, Barrel Springs, and Wekiva Springs are all less than 5 MILES away. Wekiva Island is a Must VISIT!

Popular amenities for Winter Springs pet-friendly home rentals

When is the best time to visit Winter Springs?

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

  • Total holiday rentals

    Explore 30 holiday rentals in Winter Springs

  • Nightly prices starting at

    Winter Springs holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winter Springs holiday 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