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House vacation rentals in Maitland

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Top-rated house rentals in Maitland

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Guest favorite
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.
Home in Altamonte Springs
4.94 out of 5 average rating, 103 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!😊

Top guest favorite
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.
Home in Winter Park
4.98 out of 5 average rating, 173 reviews

Stylish newly updated home in Winter Park

Sleeps 8 people comfortably but can fit 10. This home has VERY CONVENIENT ACCESS TO I-4 making it easy to get to Orlando's most sought after attractions, including Park Avenue, Downtown Orlando, Rollins College, Leu Gardens, Mills Ave, Baldwin Park, College Park, Camping World Stadium, Amway Arena, SunRail, and many hospitals. SHORT WALK to 3 notable restaurants Also nearby: Universal Studios (20 min) Outlet Mall (20 min) International Drive (25 min) Orlando Airport (30 min) Disney (~30-40 min)

Guest favorite
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.
Home in Maitland
4.86 out of 5 average rating, 142 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!

Top guest favorite
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
4.95 out of 5 average rating, 180 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.

Top guest favorite
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.
Home in Altamonte Springs
4.98 out of 5 average rating, 344 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.

Top guest favorite
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.
Home in Altamonte Springs
4.97 out of 5 average rating, 223 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.

Guest favorite
A serene bedroom features a spacious bed with white linens and decorative pillows against a backdrop of warm wooden paneling. Modern pendant lights hang symmetrically above the bedside tables, and a soft area rug is placed beneath the bed, enhancing the calming atmosphere.
Home in Winter Park
4.83 out of 5 average rating, 115 reviews

Sleeps 3, Winter Park & Downtown

Welcome to gorgeous Winter Park! Enjoy this stylish centrally-located 1/1 home with newly renovated bedroom and fully remodeled bathroom. Just a few minutes from the beautiful cobblestone Park Avenue with the best restaurants, shops and Rollins College, always happening downtown Orlando (Kia Center, Camping World Stadium, Orlando City Stadium etc) and vibrant College Park neighborhood. Take a 25 min drive to south and you'll reach all major theme parks.

Guest favorite
A bright bedroom features a spacious bed with a plush headboard and soft linens. Natural light enters through two windows, illuminating the room. A round mirror is mounted on the wall above a minimalistic desk with a chair, adding functionality to the cozy space.
Home in College Park
4.95 out of 5 average rating, 147 reviews

Priv. Modern Cozy CP 1B/1Ba Suite near DT Orl & WP

Private & Comfortable 1 bd/ba suite in a 2021 townhome with front view windows, queen size bed, walk-in shower& private entrance. Equipped w/ ceiling and portable fans, Roku smart TV, mini fridge/freezer, microwave, and Keurig. Located in a safe, quiet, walkable neighborhood. 5 minutes of College Park shops, 10 minutes from downtown Orlando, 25 minutes to Universal Studios, 30 minutes to Orlando International Airport, & 40 minutes to Disney.

Guest favorite
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.
Home in Orlando
4.91 out of 5 average rating, 151 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.

Top guest favorite
A serene bedroom features a spacious bed dressed in crisp white linens, flanked by modern bedside lamps. A vibrant floral accent wall adds a pop of color, while light filters through plantation shutters, creating a calming atmosphere.
Home in College Park
4.96 out of 5 average rating, 103 reviews

Yale House in College Park 2 mi from Downtown

Yale House is a charming, historic 1927 home. This happy place is a stylish mix of nostalgia and modern life. The home is only steps away from shops & restaurants. The full kitchen and laundry have everything one needs for longer stays and includes a dedicated workspace with ethernet. There is wifi & 3 streaming TV’s with a huge comfy couch. Driveway parking for two cars. Two bedroom choices provide for a peaceful rest.

Top guest favorite
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
4.9 out of 5 average rating, 112 reviews

The Blue Bungalow - Peaceful | Porch | HotTub

Escape to our delightful haven, thoughtfully designed with a colorful boho aesthetic. This front unit of a duplex offers its own private backyard and cozy porch, perfect for unwinding. Soak your cares away in the hot tub or enjoy culinary adventures in the fully equipped kitchen. A washer and dryer add convenience, while vibrant decor creates an inspiring retreat. Your ultimate getaway awaits in this charming oasis!

Guest favorite
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.
Home in Altamonte Springs
4.87 out of 5 average rating, 201 reviews

Elegant, Spacious Three Bedroom Residential House.

Get the best experiences of Central Florida in this stylish, newly renovated centrally-located house. Minutes from top restaurants, beautiful Wekiva Springs and Rock Springs, Altamonte Mall, and Cranes Roost Area. Minutes from Super I-4 which can take you straight to downtown Orlando, Universal Studios, Walt Disney World. If you decide to go east enjoy beautiful downtown Daytona Beach, NASCAR, and New Smyrna Beach.

Popular amenities for Maitland house rentals

When is the best time to visit Maitland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,533 GYDG$16,725 GYDG$20,906 GYDG$10,453 GYDG$10,453 GYDG$10,035 GYDG$21,115 GYDG$21,115 GYDG$24,042 GYDG$27,387 GYDG$26,760 GYDG$28,641 GYD
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Quick stats about house rentals in Maitland

  • Total vacation rentals

    Explore 60 vacation rentals in Maitland

  • Nightly prices starting at

    Maitland vacation rentals start at G$4,181 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Maitland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maitland rentals

  • 4.8 Average rating

    Maitland stays are highly rated by guests—averaging 4.8 out of 5!

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