Pet-friendly holiday rentals in Longwood

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.

4.98 out of 5 average rating, 106 reviews

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

Guest suite in Altamonte Springs

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.

4.98 out of 5 average rating, 125 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!

4.87 out of 5 average rating, 143 reviews

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, Local 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!

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.

4.95 out of 5 average rating, 165 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

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.

4.8 out of 5 average rating, 128 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!

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.

4.98 out of 5 average rating, 355 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.

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.

4.87 out of 5 average rating, 119 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

A spacious living area features a large leather sectional sofa facing a stone fireplace. Natural light floods the room through skylights and glass doors that lead to the screened-in pool. An adjacent dining area is visible, showcasing a wooden table with chairs.

4.82 out of 5 average rating, 144 reviews

Quiet Place, convenient to everything!

Spacious home in a very quiet residential neighborhood. Perfect home away from home for your special getaway. Vacations, business trips, wedding groups, graduations have all been hosted in the past, and everyone had a great time. There's significant value in having your own quiet place and multiple rooms in a family-friendly setting. DO NOT BOOK MY QUIET PLACE IF YOUR PLAN INCLUDES ANY LARGE GATHERING WHICH MIGHT IMPACT MY HOME OR NEIGHBORHOOD. YOUR RESPECT IS EXPECTED.

4.99 out of 5 average rating, 142 reviews

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

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!

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.

4.98 out of 5 average rating, 133 reviews

Private 4-Bedroom home with pool!

Entire home located on 1 acre of land in the luxury neighbor hood of Markham Woods. This property is the ideal place to stay for a family vacation, or business trip. Take a swim in our large pool and enjoy the Florida Sun! Please add exact number of your guests, in your booking! Please NO Parties or gatherings! Please NO smoking on the property. If any violation occurs, your stay will be terminated immediately, and you will be charged a $1,500 fine!

4.85 out of 5 average rating, 233 reviews

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.

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.

4.96 out of 5 average rating, 111 reviews

Modern house with sauna and fenced yard

Come enjoy this uniquely stylish retreat for your next getaway! Our chic house blends comfort and contemporary design, creating a relaxing haven with sleek interiors and thoughtful touches. Unwind in the cozy living spaces or escape to the tranquil garden where you can relax in the sauna. Located in a quiet neighborhood, just a few blocks from Historic Venue 1902. Make your stay extraordinary in this one-of-a-kind oasis!

Popular amenities for Longwood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A bright living area features a comfortable sofa adorned with decorative pillows and a warm throw. A stylish coffee table is centered on a patterned rug, while an accent chair complements the space. Artwork hangs on the walls, and a fan is mounted above.

4.97 out of 5 average rating, 100 reviews

Home - Sweet - Home

4.96 out of 5 average rating, 180 reviews

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.

Home in Orlando

Beautiful House Completely Remodeled

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.

4.96 out of 5 average rating, 49 reviews

Central Florida Pool Home

5 out of 5 average rating, 12 reviews

The Bedford House- A Delightful Retreat 3B, 2.5B

4.84 out of 5 average rating, 44 reviews

2BR Home in Heart of Longwood

4.98 out of 5 average rating, 51 reviews

Cozy, Clean 4BR Family Home Near Sanford Airport

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.

4.94 out of 5 average rating, 214 reviews

Historic Sanford Sunshine Cottage w/ Treetop suite

4.94 out of 5 average rating, 214 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

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 156 reviews

The entrance sign for Galloway Getaway Ranch is prominently displayed at the beginning of a gravel pathway. The sign features red lettering on a rustic wooden frame, with horses depicted above the name. Lush greenery and open fields are visible, creating a welcoming atmosphere.

Home in Eustis

Galloway Getaway Ranch

4.86 out of 5 average rating, 173 reviews

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.

Home in Orlando

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

4.84 out of 5 average rating, 122 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.

Apartment in Winter Park

Lovely Winter Park Home close to Hospitals !

4.99 out of 5 average rating, 154 reviews

A charming blue cottage is set within a lush green landscape, surrounded by a white privacy fence. Mature trees provide shade in the background, and a well-maintained pathway leads to the entrance, inviting exploration of the property.

Home in Mount Dora

Mount Dora, FL Private Corner Home w/pool

4.84 out of 5 average rating, 181 reviews

Home in Orlando

Huge pool & Lakeview home | 5 Min Universal

4.95 out of 5 average rating, 137 reviews

A serene lakeside view is presented, featuring calm waters reflecting a gradient of soft colors during sunset. A wooden dock extends into the water, framed by lush greenery and grasses. The landscape conveys a tranquil setting, inviting moments of reflection in nature.

Home in Winter Garden

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

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, 172 reviews

Private pool home near Downtown

4.98 out of 5 average rating, 424 reviews

Guest suite in Orlando

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

Private, pet-friendly home rentals

The backyard features a large pool surrounded by colorful flamingo floats. Lounge chairs in blue are positioned nearby, with a welcoming sign prominently displayed. A mini-golf area is visible, with green turf and two small holes. A sun umbrella offers shade for relaxing.

4.81 out of 5 average rating, 36 reviews

Tropical Paradise - 4 Bedroom - Pool - Hot Tub

4.97 out of 5 average rating, 38 reviews

Flat in Apopka

The little Manatee Home - Lake & Wildlife Retreat

4.9 out of 5 average rating, 39 reviews

The living area features a comfortable seating arrangement with a dark leather sofa and loveseat. A rustic coffee table is centered on a wood-style floor, while a stone fireplace adds warmth. Natural light enters through multiple windows adorned with blinds, enhancing the inviting space.

Apartment in Lake Mary

3/2 near beaches and theme parks

A two-story house with a light-colored exterior is framed by a well-maintained lawn. The front entrance features a large arched window above the door, flanked by potted plants, providing a welcoming facade. Solar panels are visible on the roof.

5 out of 5 average rating, 24 reviews

Clean, Bright Home For Up To 12!

4.86 out of 5 average rating, 14 reviews

A spacious living area features contemporary furnishings, including a black leather sofa and an accent chair in yellow. A large TV is mounted above a stone fireplace, and natural light enters through large windows. A stylish rug enhances the overall ambiance.

Home in Casselberry

Moxy Luxe House / Heated pool/ King Bed ste

4.96 out of 5 average rating, 24 reviews

Pet friendly Apartment

A modern kitchen features a large granite island with three upholstered stools. Sleek cabinetry and stainless-steel appliances complement the light grey walls and wood-like flooring. Natural light pours in through large windows, enhancing the spacious and functional layout.

4.92 out of 5 average rating, 53 reviews

4/3 Modern Farmhouse On 5 Acres Large Pond