Pet-friendly holiday rentals in Fairview Shores

4.96 out of 5 average rating, 235 reviews

A modern living area features a sleek leather sofa with decorative pillows, complemented by a glass coffee table. The wall displays a large fishing-themed artwork. Neutral tones accentuate the space, and a dining area with high chairs is visible in the background.

Apartment in Winter Park

Apt D -Modern Elegance in the Heart of Winter Park

Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two blocks to the Winter Park Village! Cozy and modern space. Simple elegance in downtown Winter Park defined by contemporary design and leisurely living. Heated pool, outdoor grill and bikes for your enjoyment. Enjoy the convenience and tranquility of one of Florida's best walking communities and do it in style! Fastest internet speed available: 177MBPS download and 21.5 MBPS upload

WalkabilityOutdoor spacesBreakfast

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, 184 reviews

Private pool home near Downtown

Thorton Park home embracing the "Florida lifestyle" with private backyard! This two bedroom and one bathroom home has a full kitchen and is best suited for up to five guests. Enjoy your large private pool surrounded by fenced in backyard and tropical plants. Just outside of your "new oasis", feel free to walk, bicycle or scooter to nearby eateries, Downtown Orlando and Lake Eola Park. Or take a short drive to The Kia Center, Dr. Philips Center, Camping World and Inter&Co Stadiums and much more!

WalkabilityPetsLocation

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, 110 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

PetsWalkabilityAmenities

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, 111 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!

WalkabilityOutdoor spacesNearby

Apartment in College Park

A welcoming bedroom features a queen bed covered with an orange bedspread and decorative pillows. A colorful rug lies underneath, complementing the warm tones. A doorway leads to the kitchenette, which is partially visible, showcasing shelves and appliances. A ceiling fan provides comfort in the well-lit space.

4.92 out of 5 average rating, 376 reviews

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard & entrance w/ easy checkin. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s an AC unit in the Airbnb, large TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $30 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 Rollins College 1.9

PetsWalkabilityBathroom

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.

4.97 out of 5 average rating, 335 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando, zip code 32804. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and Restaurant Pet fee required, please add the pet to the reservation.

Outdoor spacesPetsLocation

Guesthouse in College Park

The exterior of the two-story cottage is captured, showcasing a red and white color scheme with black shutters. Lush green landscaping and a well-maintained lawn surround the home, while a concrete driveway leads to a detached garage nearby. A white picket fence adds charm to the property.

4.91 out of 5 average rating, 198 reviews

8th Green Cottage - A relaxing oasis in the city

The 8th Green Cottage is a relaxing oasis in the heart of Orlando. Located 5 minutes from downtown. Sitting on the historic 1924 Dubsdread golf course. Enjoy the great views, pleasant and quiet neighborhood all with easy access to everything Orlando has to offer. Location is key when traveling and the 8th Green Cottage delivers! Disney, Universal, and Sea World all within a straight shot down I4. Free play Arcade with 3500 games included in spare bedroom Pets are welcome and stay Free.

Outdoor spacesPetsLayout

Guesthouse in College Park

4.96 out of 5 average rating, 478 reviews

The Coach House -2 bedroom/3 bath Orlando Getaway!

2 Bedroom/3 Bath House. Pet-friendly. Designed by renowned architect James Gamble Rogers II, the house is a 25-min drive ($23 Uber) from the MCO Airport. Nestled in the heart of Orlando's College Park district, it is an oasis just moments away from Downtown Orlando: nightlife, museums, and funky art and music scene. Take a 25-minute drive into Disney, Universal, or The Outlets. Uber/Lyft/Walk to nearby trendy restaurants, museums, theaters, boutique shopping, and our craft beer scenes.

PetsOutdoor spacesTV

A living area is presented with a gray sectional sofa and a blue accent chair. The space is enhanced by a patterned area rug and a small coffee table made of wood. Light filters through window blinds, illuminating the room's cozy decor and shelves filled with books.

4.84 out of 5 average rating, 124 reviews

The Sunrise House

Welcome! Here we offer you a home that gives you access to all things Orlando. This cute bungalow has SO much to offer! Nestled in a quaint neighborhood, you can WALK to the local garden, charming markets, breweries, restaurants, and coffee shops of Audubon Park and Mills 50 District. If you want to explore further, Downtown Orlando and Historic Winter Park/Park Avenue are a short 5-minute drive away. Did we also mention that we are pet friendly? Bring your fur baby with you!

WalkabilityOutdoor spacesBathroom

Guest suite in College Park

A cozy guest suite is displayed, featuring a spacious queen bed with a textured white coverlet. A kitchenette is visible, equipped with a refrigerator, microwave, and wall shelves. Light streams in from the ceiling fan overhead, illuminating the modern and inviting decor.

4.89 out of 5 average rating, 285 reviews

Luxury Suite Near Disney & Downtown Orlando

Come enjoy a cozy & newly-renovated private guest suite centrally located near Downtown Orlando. Features a full kitchen, spacious bathroom, & luxurious queen bed for a peaceful & enjoyable stay. Private entrance, driveway and front porch, and convenient self check-in. Perfectly located walking distance from restaurants, shopping, and parks in a safe and family-friendly neighborhood. Easy access to Downtown Orlando, Theme Parks, and Winter Park/Park Ave.

PetsWalkabilityCondition

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, 178 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.

Outdoor spacesPetsLocation

4.88 out of 5 average rating, 444 reviews

Guesthouse in Maitland

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

PetsOutdoor spacesAmenities

Popular amenities for Fairview Shores pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 187 reviews

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

PetsWalkabilityBeach

Home in Altamonte Springs

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.

4.86 out of 5 average rating, 222 reviews

Elegant, Spacious Three Bedroom Residential House.

WalkabilityPetsAccuracy

5.0 out of 5 average rating, 107 reviews

Home in Apopka

Lakefront Home•screened deck, dock•Long Stays OK

Outdoor spacesPetsLayout

A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.

4.95 out of 5 average rating, 194 reviews

Beautiful House Completely Remodeled

Outdoor spacesPetsCheck-in

4.92 out of 5 average rating, 136 reviews

A cozy porch area features a rattan sofa adorned with patterned cushions, surrounded by lush greenery. Sunlight filters through hanging decorative strands, creating a serene and inviting ambiance, while a blue table displays a small basket of oranges.

Home in College Park

Porch | HotTub | Fantastic Location

PetsWalkabilityNearby

The exterior of the home is showcased, featuring a well-maintained front yard with green grassy areas and mature trees. A paved driveway leads up to a garage, while a welcoming front entrance is visible. Natural light highlights the attractive landscaping.

4.91 out of 5 average rating, 139 reviews

Cheerful, updated 4 BR 3B w/ large, lush back yard

Outdoor spacesWalkabilityLaundry

4.91 out of 5 average rating, 523 reviews

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

WalkabilityPetsParks

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, 111 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

PetsOutdoor spacesLayout

Pet-friendly home rentals with a pool

Guesthouse in College Park

A modern pool house is featured, with large glass doors opening to a swimming pool. The exterior includes a tree emblem and a small seating area with a chair. Sun loungers are positioned near the pool, surrounded by lush grass and a wooden fence.

4.98 out of 5 average rating, 112 reviews

Amazing New Pool House!

PetsWalkabilityTV

4.99 out of 5 average rating, 135 reviews

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!

PetsWalkabilityParking

4.93 out of 5 average rating, 148 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Outdoor spacesPetsComfort

4.84 out of 5 average rating, 158 reviews

Condo in Orlando

Cozy space 5/10 universal & epic

Outdoor spacesPetsAir conditioning

4.85 out of 5 average rating, 250 reviews

The nighttime view reveals a vibrant outdoor space featuring a resort-style pool illuminated in purple and blue tones. The hot tub is highlighted beside a swim-up bar, with seating arranged under a sleek metal roof. Surrounding foliage is softly lit, creating an inviting ambiance.

Home in College Park

Private Luxury Pool / Swim up bar / Smart-home

Outdoor spacesWalkabilityGetting around

4.93 out of 5 average rating, 417 reviews

A private outdoor area is showcased, featuring a sparkling pool accompanied by a hot tub. Lush greenery and colorful plants surround the space, while comfortable seating options, including bright blue chairs, invite relaxation. A pergola provides shade, enhancing the tranquil atmosphere.

Guest suite in Orlando

Downtown Orlando Garden Retreat

Outdoor spacesPetsHospitality

5.0 out of 5 average rating, 106 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

Outdoor spacesPetsParks

4.83 out of 5 average rating, 127 reviews

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 !

Outdoor spacesWalkabilityKitchen

Private, pet-friendly home rentals

4.93 out of 5 average rating, 273 reviews

Townhouse in Orlando

COMFY 2BR/2BA Escape — Pets Welcome FREE!

WalkabilityOutdoor spacesNearby

5.0 out of 5 average rating, 3 reviews

Guesthouse in Orlando

The Chill Pad

ValueCleanlinessBathroom

5.0 out of 5 average rating, 9 reviews

Lakefront Studio Near Universal & Theme Parks

Outdoor spacesPetsIndoor spaces

4.85 out of 5 average rating, 46 reviews

A spacious living area is presented with an inviting couch and a dark coffee table. A large television stands on a sleek media console. Natural light fills the room through glass doors leading to the outdoor space, with a dining area visible in the background.

Home in Winter Park

Cozy retreat - 8 min. to Park Ave / Pets welcome

WalkabilityPetsFamily

4.91 out of 5 average rating, 11 reviews

Bungalow in College Park

1BR + Office Near DTO | On-Site Car Rental

WalkabilityLaundryNearby

4.91 out of 5 average rating, 34 reviews

Home in Winter Park

3BR House minutes walk to Park Ave and golf course

WalkabilityConditionHospitality

4.78 out of 5 average rating, 83 reviews

Guesthouse in Orlando

Great location + Pickleball / basketball Court!

PetsWalkabilityQuiet