Pet-friendly holiday rentals in Ocoee

Guesthouse in Winter Garden

A place with a view

Welcome to Your Secluded Getaway Enjoy a quiet retreat minutes from supermarkets and Florida’s top attractions. Urgent care , Emergency room & Hospital are all nearby Top Attractions Island H2O: 23m | Epcot: 27m | SeaWorld: 32m Disney Springs: 34m | Universal: 36m Legoland: 1h | Busch Gardens: 1h 27m Shopping & Dining Winter Garden/Clermont14m Outlets 28m | Florida Mall 35m | I-Drive 40m Travel MCO Airport 40m Oversized Parking: Dedicated space for boats, RVs, and moving trucks. storage only

WalkabilityOutdoor spacesView

4.9 out of 5 average rating, 107 reviews

4.97 out of 5 average rating, 116 reviews

Home in Mount Dora

Beautiful Mount Dora Charmer with Lake Ola Views

Step back in time in this beautifully updated Mount Dora home filled w/ original charm & character of the 1960’s! The entire 3bed/2bath home is private, fully fenced & yours to enjoy! Wake up to birds singing, a breathtaking view of Lake Ola & cozy up by the Tennessee stone fireplace. Inspired by Mid century design w/ several pieces remaining from the original owner of 60 years! The back yard is a relaxing dream filled w/ incredible landscape including oak, powder puff, magnolia & tabulia trees.

PetsOutdoor spacesAccess

A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.

4.96 out of 5 average rating, 111 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

WalkabilityOutdoor spacesQuiet

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.

4.88 out of 5 average rating, 112 reviews

Recharging Lakeview Oasis w/Pool centrally located

Fall in love w/ our peaceful home w/ incredible backyard & pool overlooking Lake Gandy! Experience the tranquility of this safe, residential area. New furnishings for your comfort, cozy living room w/ an 85" Smart TV, comfortable bedrooms, laundry room & fully-equipped kitchen for a nice meal. Have fun at our spacious backyard, great for entertainment, bbq's & fire pit s’mores nights! Enjoy delicious organic fruit in the yard! Only 25min away from amusement parks & MCO! Superb for long stays!

Outdoor spacesPetsTV

5.0 out of 5 average rating, 107 reviews

Home in Apopka

Lakefront Home•screened deck, dock•Long Stays OK

Water-ski, swim, boat, and fish in the pristine, spring-fed waters of the 310-acre Bear Lake beside this expansive home. Canoe and paddle boards provided! Enjoy the sunset from the swing on the boat dock, watch the sunrise from the screened deck while lounging in the hammock, or spend a lazy afternoon with the family playing board games. The guest suite is the private half of a duplex, completely separated from the owner's side with no shared areas. (2 kings, 2 queens, 2 futons, 3.5 baths)

PetsOutdoor spacesNearby

4.94 out of 5 average rating, 228 reviews

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

Home in Clermont

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

Outdoor spacesPetsHeating

A small, white house is framed by vibrant greenery and colorful plants. The front door, painted blue, adds a pop of color, while large windows allow light to fill the space. A wooden deck leads up to the entrance, enhancing the welcoming appeal.

4.92 out of 5 average rating, 226 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

WalkabilityPetsAmenities

A fenced backyard features a compact lawn area with a stone pathway leading to a tent-like gazebo. Two fire pits are positioned in designated spots, accompanied by four yellow chairs, creating a comfortable outdoor gathering space.

4.91 out of 5 average rating, 526 reviews

Pet OK, house with washer, dryer, AC and parking.

*IF YOU ARE BRINGING PET, please read house rules before a reservation. *Bedroom #1:Queen matt & Twin Trundle,TV. *Bedroom #2: Queen mattress. *Parking for 2 cars *Washer & Dryer included. *Kitchen with amenities and stainless appliances. *Backyard fully fenced with a Gazebo. Disclosure : There is a tenant living in a studio attached to house, don’t worry about privacy because studio has private entrance & private backyard, tenant parking spot in house is the last one from the street.

Outdoor spacesPetsShared spaces

4.99 out of 5 average rating, 148 reviews

Home in Apopka

5 Springs Close Goats Chicken Free Eggs Memories

COME PLAY AND PET THE GOATS! 5 natural springs 4 to 10 minutes away Fur Babies WELCOME FREE Farm Fresh Eggs 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 Beds 1 Twin pull-out 1 Full size pullout Fully stocked kitchen. 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!

PetsWalkabilityGetting around

4.81 out of 5 average rating, 144 reviews

A modern living space is presented, featuring an open layout that includes a kitchen with dark cabinetry and a dining area with a circular table. Stylish bar stools line the kitchen counter, and a television is positioned in the lounge area, which is complemented by a cozy blue sofa.

Home in Ocoee

★★Casa en la Pequeña Loma ★★ 4 beds ★ jacuzzi

Enjoy this charming remodeled home with 3 bedrooms, 2 bathrooms, and a JACUZZI waiting for your and your family. Each room has a TV. The kitchen has all you need to make a home cook dinner after a really fun day!!! A minute walking distance to VANDERGRIFT CENTRAL PARK which features: Baseball Fields (Lighted), Basketball Court, Volleyball, Boardwalk, Concession Stand, Fishing Dock, Football Field, Non-Motorized Boat Launch, Parking, Picnic Tables, Playground, Restrooms

WalkabilityLocationIndoor spaces

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

4.92 out of 5 average rating, 181 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

WalkabilityPetsFamily

4.93 out of 5 average rating, 149 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Outdoor spacesPetsTV

Popular amenities for Ocoee pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Altamonte Springs

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.

Orlando Poolside Oasis

WalkabilityOutdoor spacesCheck-in

4.95 out of 5 average rating, 112 reviews

4.93 out of 5 average rating, 217 reviews

A spacious living area features a large sectional sofa facing a wooden entertainment unit with a television. Natural light enters through window treatments, illuminating the room. Two comfortable armchairs are arranged around a circular coffee table, with views of the surrounding park visible through the windows.

Home in Apopka

Wekiva Springs 5br 4 ba, spacious & lovely home

PetsOutdoor spacesBarbecue

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

4.96 out of 5 average rating, 185 reviews

Private pool home near Downtown

Outdoor spacesWalkabilityLocation

4.84 out of 5 average rating, 189 reviews

Huge pool & Lakeview home | 5 Min Universal

Outdoor spacesPetsAmenities

A charming single-story house is framed by lush greenery and palm trees. A concrete driveway leads to the entrance, where a welcoming front door is set amidst landscaped flowerbeds. The exterior features a mix of light and dark tones, complementing the serene surroundings.

4.83 out of 5 average rating, 187 reviews

The Prince House w/Free Parking (Central Location)

PetsOutdoor spacesAmenities

4.91 out of 5 average rating, 100 reviews

A vibrant outdoor area features a heated pool surrounded by tropical palm trees and illuminated by colorful lights. The patio provides access to the lake, with boats and paddleboards visible in the distance. Lounge chairs and floating sunbeds create a relaxed atmosphere.

Home in Azalea Park

Lakefront Luxury pool 3100sq ft on lake.

Outdoor spacesPetsAccuracy

5.0 out of 5 average rating, 107 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

Outdoor spacesPetsLaundry

A spacious living area features light-colored wooden flooring and large windows allowing natural light to fill the space. Two comfortable sofas are arranged around a glass coffee table, and a potted plant adds a touch of greenery. A dining table is visible in the background.

5.0 out of 5 average rating, 164 reviews

Stay in the best neighborhood in downtown Orlando!

WalkabilityOutdoor spacesCondition

Pet-friendly home rentals with a pool

4.84 out of 5 average rating, 159 reviews

Condo in Orlando

Cozy space 5/10 universal & epic

PetsWalkabilityKitchen

A large backyard pool is surrounded by a stone patio, featuring a gradual entry step for easy access. A gazebo with curtains offers shade nearby, while lounge chairs are positioned along the poolside for relaxation. Lush greenery lines the perimeter, providing a sense of privacy.

4.92 out of 5 average rating, 103 reviews

5BR Home w/ Pool & Big Yard Near Universal Studios

Outdoor spacesPetsAccuracy

4.9 out of 5 average rating, 718 reviews

A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.

Condo in Orlando

Westgate Palace Resort 2 bedroom

WalkabilityPetsAccuracy

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.

4.95 out of 5 average rating, 113 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Outdoor spacesPetsDecor

4.8 out of 5 average rating, 171 reviews

A stylish living room features a large gray sectional sofa complemented by bright orange cushions. A black coffee table stands in the center, while two lamps provide soft lighting. Wall decor includes mirrors and artwork, enhancing the airy ambiance created by the large windows.

Condo in Orlando

Newly Renovated Premium Condo, Vista Cay - 2002

WalkabilityPetsIndoor spaces

4.9 out of 5 average rating, 242 reviews

WOW! 5 Min Universal • Amazing Pool • Huge Yard

PetsWalkabilityCleanliness

4.98 out of 5 average rating, 203 reviews

The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.

Home in Minneola

Spacious Getaway ~ Heated LED Pool & Ping Pong

PetsOutdoor spacesBarbecue

4.86 out of 5 average rating, 125 reviews

The image displays the Summerville Resort sign, highlighting its proximity to Disney. A comfortable bedroom is shown, featuring two spacious beds and colorful wall art. An inviting patio area with outdoor seating is visible, alongside a community pool surrounded by lounge chairs and palm trees.

Home in Kissimmee

Comfy Family Villa|5min->Disney!

WalkabilityPetsDecor

Private, pet-friendly home rentals

Guest suite in College Park

A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.

New Mid Century-Modern Studio

PetsWalkabilityCheckout

4.97 out of 5 average rating, 341 reviews

4.91 out of 5 average rating, 66 reviews

A modern kitchen is visible, featuring a large island with three metal bar stools. Sleek white cabinets and stainless steel appliances create a contemporary look. An adjacent dining area with a wooden table and chairs can be seen in the background, illuminated by natural light.

Home in Ocoee

Mid Century Gem | Near Disney, Universal & More

WalkabilityPetsQuiet

4.9 out of 5 average rating, 29 reviews

Downtown Winter Garden Luxury Retreat (NO Parties)

PetsOutdoor spacesParking

A well-lit bedroom features a spacious bed adorned with a patterned blanket. The walls are painted in calming shades of blue, complemented by bright yellow accents. Two decorative plants are positioned on either side of the bed, while a window allows natural light to fill the room.

4.93 out of 5 average rating, 14 reviews

Your Enchanted Villa Near Downtown Winter Garden

WalkabilityBathroomHospitality

4.88 out of 5 average rating, 42 reviews

A contemporary living area features a mix of seating options, including a velvet sofa and an armchair. A wooden coffee table is centered in the room. Wall art and a modern lamp add visual interest, while a workspace with a chair is positioned near the entrance.

Cottage in Winter Garden

The Swift House

PetsWalkabilityBiking

4.87 out of 5 average rating, 15 reviews

Home in Windermere

Beautiful Comfort & Convenience

PetsOutdoor spacesAmenities

5.0 out of 5 average rating, 17 reviews

1921 Bungalow in Historic Downtown Winter Garden

WalkabilityCheckoutBackyard