Pet-friendly holiday rentals in Fairview Shores

4.91 out of 5 average rating, 137 reviews

Home in Winter Park

Gem. Downtown Winter park, walk to Park av/Rollins

This lovely 3 bedrooms, 2 bath house is located in the most desirable area of Winter Park. Only few steps from Park Ave. You can walk to all the restaurants, Wine room, coffee shops, stores, art galleries, Museum, Park, Rollins College, Winter Park Community Center. Its only 25 minutes drive to the airport, 45 minutes to the beach, and close to family-friendly activities, nightlife, public transport. This house is great for families, couples, solo adventurers, business travelers, and big groups.

4.93 out of 5 average rating, 318 reviews

A cozy bedroom showcases a queen bed with an orange floral duvet cover and matching pillows. Three pieces of wall art in soft hues are displayed above the headboard. A door leading to the private entrance is visible, providing easy access.

Flat in College Park

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 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 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

4.93 out of 5 average rating, 166 reviews

The cozy sleeping area features a spacious bed adorned with luxurious cotton sheets and coordinating pillows. A rattan headboard complements the tropical-themed wallpaper. A small seating area with a brown couch and decorative pillows is visible, adding to the inviting atmosphere.

Home in College Park

The Boho Jungalow - Private | HotTub | Downtown

This relaxing 1 bed 1 bath space in Downtown Orlando boasts a lush fenced-in private yard, hot tub, and fully equipped kitchen. We pride our studio on comfort, wellness, and delicate attention to detail to experience the magic of a trendy space in the heart of Orlando. Enjoy brand-new remodeling, furnishings, and appliances. This is the back unit of a 2-unit property. We include: ✅50" TV ✅Luxury mattress ✅Fiber optic Wi-Fi ✅Decaf Coffee & Tea ✅Disney Plus, Hulu, Max, Netflix ✅ Free Parking

Townhouse in Milk District

A modern living area features a black sectional sofa adorned with colorful throw pillows. A wall showcases an array of musical instruments, including guitars and a banjo. A wooden coffee table holds a game board, while art decorates the wall above with fish motifs.

4.94 out of 5 average rating, 254 reviews

Cozy downtown!2bdr 2ba pets r FREE

Cozy two bedroom, two bathrooms,with a fold out couch. Duplex unit w separate entrances. Close to Downtown and just minutes to all theme parks. Private entrance with keypad entry. Private patio with seating. Fully stocked kitchen. Private Washer/Dryer. Walking access to local bars, restaurants, groceries and entertainment. Disney, Universal, Orlando International Airport, Orange County Convention Center are all within a half-hour drive. Only an hour from the beach, Kennedy Space Ctr., etc.

Guest house 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, 194 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.

Guest house in College Park

A comfortable living area features a dark leather sofa, a wooden coffee table, and a dining table with chairs. Bright light filters in from the outdoor patio, revealing lush greenery and a seating area beyond the sliding glass doors adorned with a vibrant red umbrella.

4.96 out of 5 average rating, 467 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.

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, 284 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. 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 make sure to add the pet to the reservation.

4.95 out of 5 average rating, 180 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

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Home in Colonialtown South

4.98 out of 5 average rating, 269 reviews

Downtown Orlando Modern Zen Studio Private Hot Tub

Welcome to The Modern Zen, your peaceful escape in Orlando’s vibrant Milk District. This beautifully designed, Zen-inspired studio is spotless, serene, and made for comfort. Unwind in a cozy queen bed, enjoy a sleek white kitchen stocked with essentials, and relax in the tub-shower combo. In-unit washer/dryer included. Step outside to the backyard and enjoy a private hot tub under the Florida sky — thoughtfully prepared by a five-star host for a perfect stay.

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, 271 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.

4.88 out of 5 average rating, 428 reviews

Guest house 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

The image features a backyard pool area, showcasing a swimming pool surrounded by a concrete patio. Several lounge chairs are arranged beside the pool. Lush green tropical plants and tall palm trees are visible, along with a vibrant blue fence enclosing the space.

4.88 out of 5 average rating, 104 reviews

Orlando Modern Oasis W/Pool

This spacious hidden gem has room for the entire family to have space to relax! With over 5 bedrooms & Extra Den this is a vacationers dream that is close to everything in Orlando as it’s located right off I-4. Relax at home with the pool & games or enjoy all that Orlando has to offer nearby. I take pride in assuring that all my guests are at ease and it's a vacation to remember for the entire family.

Popular amenities for Fairview Shores pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

4.86 out of 5 average rating, 165 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

Home in Park Lake/Highland

A modern living area features a large sectional sofa in navy blue, accented by a round coffee table. A 65-inch Smart TV is mounted on the wall, while abstract art pieces adorn the adjacent wall. Natural light filters through sheer curtains, creating a comfortable ambiance.

4.96 out of 5 average rating, 172 reviews

Modern 3/2 in Ivanhoe Village

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.

4.96 out of 5 average rating, 171 reviews

Beautiful House Completely Remodeled

Home in Colonialtown South

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, 166 reviews

Private pool home near Downtown

A light-filled living area features a green velvet couch and two leather chairs surrounding a circular coffee table. A flat-screen TV is mounted on a light wood console. Sheer curtains frame the sliding glass doors, which open to a view of the backyard.

4.91 out of 5 average rating, 116 reviews

30 day plus 3/2 Mid‑Century • 6 min from Downtown

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.

4.87 out of 5 average rating, 207 reviews

Elegant, Spacious Three Bedroom Residential House.

Home in Altamonte Springs

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.

4.86 out of 5 average rating, 112 reviews

Renovated Peaceful Luxury Walk to Mall Park Publix

4.92 out of 5 average rating, 234 reviews

A playful scene features a dinosaur costume clad in a checkered apron and chef's hat, kneeling beside an open oven. Colorful cookies are placed on a paper towel on the oven's rack, adding a whimsical touch to the kitchen setting.

Home in Wadeview Park

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

Pet-friendly home rentals with a pool

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

4.96 out of 5 average rating, 119 reviews

Villa Resort Club

4.85 out of 5 average rating, 173 reviews

Huge pool & Lakeview home | 5 Min Universal

4.94 out of 5 average rating, 190 reviews

A collage of images showcases the private cottage's inviting interior and outdoor amenities. The cozy bedroom features a spacious bed, the pool area is lined with lounge chairs, and the game room displays a pool table and bar. The kitchen is fully equipped for convenience.

Cottage in Orlando

Mills Cottage

4.98 out of 5 average rating, 413 reviews

Guest suite in Sky Lake

~Chic Oasis • 6-Guest Suite • Pool Heat • Near All

The open living area features modern decor with a neutral palette and touches of greenery. A comfortable seating arrangement includes a black sofa and an accent chair. Large glass doors allow natural light to fill the space, connecting the indoors to the outdoor pool area.

4.98 out of 5 average rating, 110 reviews

The Perfect Home - Heated Pool - Next to Universal

4.88 out of 5 average rating, 124 reviews

The exterior of the house is showcased, illuminated by soft lighting. Lush palm trees are positioned nearby, enhancing the tropical atmosphere. A spacious patio area is seen, featuring a custom in-ground pool surrounded by comfortable lounge furniture, ideal for relaxation.

Home in Longwood

Tropical Oasis - Heated Luxury Pool - Game Room

4.98 out of 5 average rating, 130 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!

Guest suite in Lake Underhill

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.

4.93 out of 5 average rating, 403 reviews

Downtown Orlando Garden Retreat

Private, pet-friendly home rentals

4.69 out of 5 average rating, 72 reviews

A large, heated saltwater pool is set within a screened enclosure, providing a safe and serene space. Surrounding the pool, multiple loungers offer spots for relaxation. Soft evening lights illuminate the water, creating a calming ambiance against the evening sky.

Home in College Park

Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool

4.92 out of 5 average rating, 37 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

4.96 out of 5 average rating, 28 reviews

Guest house in Orlando

The Villa Stay

A vibrant living space features an orange sofa and two green chairs, surrounded by teal walls adorned with decorative lighting. A wooden table is positioned near the kitchenette, and a flat-screen TV is mounted on the wall. Decorative pink flowers add a pop of color.

4.68 out of 5 average rating, 47 reviews

Vibrant Modular Home @Lk Fairview near Hospitals

4.67 out of 5 average rating, 12 reviews

Posada Tulum

4.77 out of 5 average rating, 69 reviews

The exterior of a modern home is showcased, featuring a large, concrete driveway. Lush greenery and landscaping surround the property, with a vibrant blue sky overhead and a few fluffy clouds scattered. The home exhibits a contemporary design with contrasting black and white elements.

Home in College Park

3BD in Downtown Orlando

4.89 out of 5 average rating, 85 reviews

A welcoming living room features light-colored furnishings, including a spacious sofa and an armchair. Greenery-themed artwork adorns the walls, while a round coffee table sits at the center on a textured area rug. Warm light is provided by recessed ceiling lights.

Bungalow in College Park

Beautiful Bungalow