House holiday rentals in Maitland

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.

4.95 out of 5 average rating, 112 reviews

Orlando Poolside Oasis

Welcome to the Orlando Poolside Oasis!! This property is located in a quiet suburb of Orlando, with easy access to both theme parks and the beaches. This 3 bedroom 2 bathroom pool home will allow you to vacation in comfort and style. We have recently completed many upgrades to the property, including a newly renovated kitchen and bathrooms. We hope you love this property as much as we do! The home is also very baby friendly (crib upon request, stroller, baby bath,etc)!We can’t wait to host you!😊

4.96 out of 5 average rating, 102 reviews

Modern Escape in a Quiet Cul~De~Sac

Step into a warm, design-forward Florida retreat curated by a Kitchen & Bath Designer. This single-story ranch home sits quietly across from a charming neighborhood park that evokes a storybook-like nostalgia that’s right out of a Norman Rockwell painting. The home blends eclectic with modern. Your private wing includes 2 serene bedrooms, a dedicated dressing area and a spotless bathroom. The kitchen-the heart-features a coffee bar stocked with bottled water and snacks. *House shared with host

A spacious bedroom features two sets of twin bunk beds, accommodating multiple guests. A cozy seating area with a chair and ottoman is positioned in front of a mounted TV. Large windows invite natural light, enhancing the bright, modern decor.

4.91 out of 5 average rating, 102 reviews

Nov. Specials, time to visit family. Long term ok

Remodeled, modern and spacious 3-bedroom home in the Orlando area. Perfect for a weekend trip to the parks or a family vacation! ✨Fully Remodeled ✨Modern Design ✨Fully Stocked Kitchen ✨Close to Wekiva Springs ✨Private Fire Pit Area ✨Short Drive to the Beach ✨Short Drive to Disney World and Universal Studios! ✨Close to Orlando Airport ✨Reliable High Speed Wifi ✨Smart TV's ✨Outdoor Grill ✨Patio ✨Easy Freeway Access ✨Quiet Neighborhood ✨Insurance Displacement Stays Welcome ✨Long Term Stays Welcome

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!

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)

A refreshing pool is captured, with sunlight sparkling on the water's surface. The stone-accented summer kitchen with a wooden pergola is visible in the background, along with plants and seating, creating a relaxed outdoor setting.

4.93 out of 5 average rating, 137 reviews

Villa with Guest House & Pool-Patio

Welcome to this Amazing House Pool-Patio with 4 Bedrooms + 2 Bathrooms and optional guest house to complete the 10 guests. True gem with covered summer kitchen, covered pergola, garage for two cars and a large driveway. 30 Minutes distance to Universal, Sea World, Volcano Bay and others. UCF in 15 minutes and Daytona beach/Cape Canaveral in 50’. Great restaurants and shops. The house is conveniently located for all attractions in Central Orlando. Airport is 25 minutes. SAFE NEIGHBORHOOD

A spacious living area features a modern sectional sofa arranged facing a stone fireplace. Large glass doors provide natural light and views of the outdoor space. Decorative plants and a wall-mounted mirror add elegance to the cozy atmosphere.

4.85 out of 5 average rating, 167 reviews

Bonheur Ala Maison

Bonheur A la Maison is the home that offers a beautiful, comfortable, spacious, convenient and all around happy feeling with the little extras and attention to detail to make you feel like you're basking in a lot of luxury for a simple price! Its everything you need from your blow dryer, to your plush robe and from your USB outlets at all bedsides to your built in wireless speakers for your music of choice. We tried to think of it all. Conveniently located near lots of shops and parks!

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.

4.95 out of 5 average rating, 188 reviews

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.

A backyard swimming pool is surrounded by a natural landscape, featuring colorful floaties resting on the water's surface. Comfortable seating is arranged nearby, and palm trees provide a tropical touch to the serene outdoor setting, all under a softly lit evening sky.

4.87 out of 5 average rating, 142 reviews

Private Pool / Cozy Central Florida Home

Updated four-bedroom home in Altamonte Springs, ready for your stay! Perfect for groups. Plenty of free parking in the driveway and curb side. Only minutes from I-4, which means easy access to your favorite spots in and around Central Florida. Universal Studios, for example, is about 25 minutes away. SeaWorld is 30 and Disney Springs is about 35, depending on traffic. Plenty of sports complexes are nearby. Uptown Altamonte is just around the corner. No parties or events please.

The screened-in pool area features a tranquil pool with a soft blue hue, surrounded by white decking. A small table holds a lit lantern beside two lounge chairs, providing a serene space for relaxation under the evening sky.

4.98 out of 5 average rating, 132 reviews

Florida Poolside Paradise a Great Place to Unwind!

Welcome to our exquisite 4-bedroom vacation rental in the heart of Maitland, Florida – a true gem where luxury meets convenience. This upscale home boasts fine furnishings and a private pool, making it the ideal retreat for families or groups seeking both comfort and style during their Sunshine State getaway. The house is located in a residential neighborhood with plenty of restaurants and shopping within a 5 minute drive. Convenient location off Rt 436. and half hour to the airport.

An open living area includes a modern kitchen with white cabinetry and stainless steel appliances alongside a spacious seating area. A black sectional sofa faces a large window, allowing natural light to brighten the space. Decorative plants are arranged on a nearby shelf.

4.97 out of 5 average rating, 255 reviews

3/1 house conveniently located in central Florida!

Relax with your whole family in this peaceful quiet home. Your home away from home is Conveniently Located close to all the attraction and beaches. It's a small 800 sq ft 3 bed 1 bath House with Casper beds and flat screen in every room. 10 Minutes away from the Altamonte Springs hospital. Full Stocked kitchen with everything you need to cook a home cooked meal. It's a perfect place to stay with your family instead of a Hotel for a more comfortable stay and peace of mind.

4.97 out of 5 average rating, 120 reviews

Home in College Park

1927 Bungalow · Walk to College Park Shops

A 1927 bungalow in College Park with its original character intact — plantation shutters, wood floors, a record player and a wall of albums worth digging through. A walk-everywhere address: Publix, Starbucks and the shops on Edgewater are two minutes away. Inside, a full kitchen with dishwasher, in-unit laundry, 1000 Mbps fiber and a real desk with ethernet — a week here works as easily as a weekend. Private patio and driveway parking for two.

Popular amenities for Maitland house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.

4.96 out of 5 average rating, 173 reviews

Spacious Home with Pool & Hot Tub near Downtown

4.95 out of 5 average rating, 176 reviews

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

Pvt Fishing lk , Pets,Nature, Pool,garage

4.97 out of 5 average rating, 133 reviews

A screened-in pool area features a clear blue pool surrounded by landscaped greenery. A stone waterfall adds a natural touch, complemented by decorative plants and a Zen-inspired statue. Sunlight filters through the trees, enhancing the tranquil ambiance.

Home in Longwood

Relaxing 3-Bedroom Pool Getaway

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, 120 reviews

Tropical Pool/Spa Home-Disney-Theme Parks-Beaches

4.88 out of 5 average rating, 110 reviews

An outdoor area features a pool surrounded by lounge chairs and a sleek design. Soft lighting illuminates the space, creating a cozy ambiance. A sauna is visible, with a comfortable lounge area nearby, and a large screen mounted for entertainment.

Home in Longwood

Recharge @ Timberland Lodge: Pool Hottub Sauna

A spacious living room features a large sectional couch adorned with patterned cushions. A dark wooden coffee table sits at the center atop a neutral area rug. Natural light filters through the windows, reflecting off the light tile flooring and illuminating the room.

4.96 out of 5 average rating, 108 reviews

Cozy Winter Park Cottage

Superhost

A screened patio features a clear view of the serene lake, with sunlight reflecting off the water. Lounge chairs are positioned around the pool, designed for relaxation. Soft greenery and a wooden deck enhance the backdrop, creating an inviting outdoor space.

4.81 out of 5 average rating, 118 reviews

Casa Lago - Downtown Orlando

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.

4.88 out of 5 average rating, 158 reviews

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

Weekly house rentals

Superhost

The living area features a modern design with a gray sectional sofa adorned with decorative pillows. A wooden coffee table sits atop a textured area rug, accompanied by a floor lamp and potted plant. A wall-mounted TV and large windows allow natural light to fill the space.

4.84 out of 5 average rating, 170 reviews

𝕊𝕝𝕖𝕖𝕡𝕤 𝟠| 𝕎𝕚𝕟𝕥𝕖𝕣 ℙ𝕒𝕣𝕜|ᴏʀʟᴀɴᴅᴏ

4.99 out of 5 average rating, 135 reviews

Maison Luxe

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.

4.86 out of 5 average rating, 129 reviews

Renovated Peaceful Luxury Walk to Mall Park Publix

A spacious living area features a large, deep-seated sectional couch adorned with decorative pillows. A wooden tray rests on the couch. A dining table with chairs is positioned near bright windows, enhancing the natural lighting in the room.

4.98 out of 5 average rating, 210 reviews

Stylish newly updated home in Winter Park

4.86 out of 5 average rating, 253 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

A modern kitchen is presented with clean white cabinetry and a sleek gray backsplash. The upper shelves are lit, showcasing decorative items and glassware. A minimalist sink and stovetop are positioned in the countertop, emphasizing a functional layout.

4.96 out of 5 average rating, 69 reviews

Fern Park Retreat

A spacious kitchen area features modern appliances and a marble dining table surrounded by white chairs. A dining set is placed adjacent to large glass doors, which lead to a pool area, with the living space designed for relaxation and gatherings.

5.0 out of 5 average rating, 22 reviews

Casa Bella

5.0 out of 5 average rating, 92 reviews

Joe's Bar and Grill

Private house rentals

The pool area is shown with clear blue water reflecting sunlight, surrounded by lush palm trees. String lights hang above the pool, creating a vibrant outdoor atmosphere. A scenic view of the lake is visible in the background, enhancing the inviting environment.

4.9 out of 5 average rating, 96 reviews

Lakefront House ~ Pool ~ 5 Star Location

A hot tub is positioned beside a gazebo, with comfortable seating and decorative lighting. Lounge chairs are arranged around a spacious pool deck, surrounded by green foliage and palm trees. The evening sky is visible in the background, creating a tranquil outdoor environment.

4.98 out of 5 average rating, 51 reviews

Wana Chill Spot *Pool *Spa *Bar *Ping Pong *BBQ

5.0 out of 5 average rating, 48 reviews

Home in Apopka

Spacious Lake Home w/HotTub, Firepit, Grill, Games

4.95 out of 5 average rating, 65 reviews

The Winter Park Experience

An open concept living area features a light grey sectional sofa facing a coffee table. Behind it, a sleek kitchen with modern cabinetry and an island is visible. Exposed wooden beams adorn the ceiling, and large windows provide natural light to the space.

5.0 out of 5 average rating, 43 reviews

Renovated Whole House Rental

4.94 out of 5 average rating, 85 reviews

The exterior of the bungalow is surrounded by vibrant greenery, featuring classic window shutters and inviting textures. Elements indicating various amenities include icons for bicycle rentals, pet policy, kitchen accessibility, rental vehicles, and event approvals, enhancing the overall experience.

Home in College Park

Sleeps 6 | Dogs Welcome | Prime DTO Location

A spacious living area features a light-colored sectional sofa placed atop a textured area rug. An ottoman sits in front, and natural light streams through the windows, creating striped shadows. The open design connects to a dining area visible in the background.

4.98 out of 5 average rating, 43 reviews

Serene private home near the fun