Maitland, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Maitland, Florida on RentalSaver.com!

Maitland Rentals

From $115 per night (USD)
VRBO
Cozy Comfort In The Heart of Winter Park!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern, clean and unique. Bamboo wood floors, quartz counter tops, high-end cabinetry and fixtures, great new furnishin ...
From $115 per night (USD)
VRBO
From $825 per night (USD)
VRBO
Affordable Casual Living in Altamonte Springs for Large Group
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Get away from the stress of life and enjoy a vacation with the family or large group in this newly renovated, centrally ...
From $825 per night (USD)
VRBO
From $138 per night (USD)
VRBO
New Renovated House Near Everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Lovely comfortable and clean home with large “zin” yard in an area that is near the best of the best: Restaurants, Whole ...
From $138 per night (USD)
VRBO
From $88 per night (USD)
Expedia
Private Affordable living in Altamonte Springs - Unit E5
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Get away from the daily grind and stress of life and enjoy a vacation with the family in this newly renovated, centrally ...
From $88 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Walk The Downtown Village of Winter Park!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a downstairs end apartment with a back door that opens directly onto the pool deck near the hot tub. The apartme ...
From $105 per night (USD)
VRBO
$Orlando Area 4BR\/2BA Home w\/Jacuzzi & New Communal pool Disney Universal Daytona$
From $169 per night (USD)
VRBO
Orlando Area 4BR\/2BA Home w\/Jacuzzi & New Communal pool Disney Universal Daytona
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Casa Vista Verde IV Orlando-Altamonte Springs Dream House & Vacation Paradise! A great value! Exclusive & cozy 4-bedr ...
From $169 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Close to Universal, IOA and downtown Orlando King 2 Bedroom & dedicated office
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your luxurious & modern home away from home with free parking and fast WiFi! This fully renovated charming 2 ...
From $131 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Casa Feliz
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious and comfortable 3 bedroom 2 bathroom home with a complete enclosed pool in Maitland. Very quiet cul-de-sac with ...
From $320 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Charming Heated Pool home in Altamonte Springs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Altamonte Springs House is nestled in a quiet, residential neighborhood that comfortably hosts a family, group of f ...
From $241 per night (USD)
VRBO
From $89 per night (USD)
Expedia
A Gardeners Cottage Home Becomes Your Sanctuary
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
If you desire to escape from the ice and snow then this is the ideal location. I am offering a vacation rental, fully fu ...
From $89 per night (USD)
Expedia
From $116 per night (USD)
VRBO
Chic Lakeside Midcentury Modern Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Midcentury meets modern and chic and meets you right in the heart of downtown for your next stay in Winter Park. Whether ...
From $116 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Three Blocks to Park Ave, 2 Blocks to WP Village!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two block ...
From $120 per night (USD)
Expedia
$Fern Park House w\/ Pool: Private Patio & Fire Pit!$
From $99 per night (USD)
VRBO
Fern Park House w\/ Pool: Private Patio & Fire Pit!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Start your Florida vacation out right at this 1-bedroom, 1-bathroom Fern Park vacation rental guesthome. Perfect for sma ...
From $99 per night (USD)
VRBO
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VRBO
Private Master Family Room in Altamonte Springs - Unit B
Bedrooms:
3
Bathrooms:
1
Sleeps:
4
Get away from the daily grind and stress of life and enjoy a vacation with the family in this newly renovated, centrally ...
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VRBO
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VRBO
Comfortable, Affordable Oasis for a Couple - Unit A
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Get away from the daily grind and stress of life and enjoy a vacation with a partner in this newly renovated, centrally ...
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VRBO
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Expedia
Affordable Casual Living in Altamonte Springs - Unit D
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Get away from the daily grind and stress of life and enjoy a vacation with the family in this newly renovated, centrally ...
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Expedia
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VRBO
Regal Affordable Living in Altamonte Springs - Unit C
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Get away from the daily grind and stress of life and enjoy a vacation with the family in this newly renovated, centrally ...
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VRBO
From $153 per night (USD)
Expedia
A comfortable home close to the city, yet tucked away from the noise.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Perfect for those who want to kick back as well as those who are ready for Orlando fun.... Theme parks, beaches, shoppin ...
From $153 per night (USD)
Expedia
$Quite\/Cozy 2+2 Apartment in Maitland \/\/ 120$
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VRBO
Quite\/Cozy 2+2 Apartment in Maitland \/\/ 120
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
It's a really quite and relaxing condominium and close to so many restaurants and shopping markets *We have enough toil ...
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VRBO
From $320 per night (USD)
Expedia
Casa Bella
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Casa Bella offers our guests all the new fixtures and equipment that a modern home should have. The moment you enter int ...
From $320 per night (USD)
Expedia
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Expedia
Orlando Modern Villa
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Nice quiet apartment and a great view from the balcony. Corner apartment on the third floor of a gated community. Three ...
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Expedia
From $63 per night (USD)
VRBO
Lakefront Luxury Furnished Split Floor Plan First Floor Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
You will enjoy lake front living on Lake Howell, a 500 acre fishing, sailing and skiing lake. Large first floor 3 bedroo ...
From $63 per night (USD)
VRBO
From $175 per night (USD)
VRBO
You're Pampered Here - Just 3 Blocks From Park Avenue!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Modern, clean and unique. Fastest internet speed available: 139MBPS download and 21.5 MBPS upload! Second floor penthous ...
From $175 per night (USD)
VRBO
$Modern Elegance In The Heart Of Winter Park - 2 beds\/2 baths$
From $156 per night (USD)
VRBO
Modern Elegance In The Heart Of Winter Park - 2 beds\/2 baths
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Location!!! Beautifully appointed 2 bedroom, 2 bath second floor apartment overlooking a beautiful pool area with balcon ...
From $156 per night (USD)
VRBO
From $138 per night (USD)
VRBO
Mid Century Luxury, 1 block from Park Ave (#2)
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This ground floor apartment is nestled under oaks on a cobblestone street in downtown Winter Park. There are only 3 unit ...
From $138 per night (USD)
VRBO
From $90 per night (USD)
Expedia
Winter Park charm. Close to Park Ave
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private 2 bedroom guest suite with its own entry and a separate sitting room. Tandem bedroom include 1 queen sized bed ...
From $90 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Stylish Boutique Guest house in Historic Winter Park.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Indulge the senses in the calming aesthetics of this newly constructed guest house. The residence features room for 4 g ...
From $150 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Light, Bright and Full of Delight! 2 Blocks to Park Ave
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy this PRIVATE and Sparkling clean entire home, first floor 2 bedroom/1 full bath luxury apartment near Park Avenue! ...
From $120 per night (USD)
Expedia
$☀️ King Condo w\/ Sunroom, Lakeside Pool and Waterfront Park$
From $113 per night (USD)
VRBO
☀️ King Condo w\/ Sunroom, Lakeside Pool and Waterfront Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to beautiful Winter Park, Florida and your home away from home in our trendy, super-convenient 1/1 King bed ...
From $113 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Walk To Park Ave, Heated Pool, Hot Tub, Grill Station, Modern and Comfortable!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a downstairs end apartment with a back door that opens directly onto the pool deck near the hot tub. The apartme ...
From $125 per night (USD)
Expedia
$Just 3 Blocks to Park Ave Shops\/ Restaurants, 2 From The Winter Park Village!$
From $189 per night (USD)
VRBO
Just 3 Blocks to Park Ave Shops\/ Restaurants, 2 From The Winter Park Village!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Modern, clean and unique. Second floor penthouse unit overlooking the pool area. Gorgeous acacia wood floors, quartz c ...
From $189 per night (USD)
VRBO
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Expedia
Hotel in Orlando Maitland
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Off Maitland Boulevard and on the shores of Lake Lucien, we’re less than 15 minutes from the buzz of downtown Orlando, W ...
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Expedia
From $220 per night (USD)
VRBO
Hidden Gem, New build on Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hidden gem, walking distance to sunrail, library, restaurants, parks. Private entrance with one parking spot on property ...
From $220 per night (USD)
VRBO
$Great Location - Grill - Free WiFi - Baby Equipment - Pet-Friendly\/dogs only$
From $174 per night (USD)
Expedia
Great Location - Grill - Free WiFi - Baby Equipment - Pet-Friendly\/dogs only
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful 3 bedroom, 2 full bathrooms home is located in a lovely and quiet community. Close to shops, restaurants ...
From $174 per night (USD)
Expedia
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VRBO
Close to hospital, hotels, and mall
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
It's very quiet and clean and everything is close by.Laundry is on the promise,We have swimming pool and tennis court on ...
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VRBO
From $127 per night (USD)
Expedia
Luxury Living Just 3 Blocks From Park Ave!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful Acacia wood flooring, with marble in the bathrooms and porcelain tile in the kitchen. Quartz countertops, ceil ...
From $127 per night (USD)
Expedia
$Lakefront Condo w\/ Sunroom, Office, & Lakeside Pool$
From $115 per night (USD)
VRBO
Lakefront Condo w\/ Sunroom, Office, & Lakeside Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to beautiful Winter Park, Florida and your home away from home in your lakeside, super-convenient 1 bedroom /1 h ...
From $115 per night (USD)
VRBO
From $116 per night (USD)
Expedia
LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This duplex unit is cozy and comfortable. It's updated with all new appliances, is tastefully decorated and has very com ...
From $116 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Large living area, tropical backyard with swimming pool & covered back porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Away from the crowds but only 30-40 minutes to attractions, beaches, Cocoa, Daytona. Fully equipped kitchen, outdoor BB ...
From $199 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Cozy Comfort Just 2 Blocks From Park Ave!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This duplex unit is cozy and comfortable. It's updated with all new appliances, is tastefully decorated and has very com ...
From $115 per night (USD)
Expedia
From $99 per night (USD)
VRBO
THE OLIVIA by EVRH
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Enjoy the tranquil, enchanting and serene atmosphere that surround and embodies this 3-bedroom/2-bathroom with romantic ...
From $99 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Temporary living that feels like home where you can relax and be yourself.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Fully furnished, charming and comfortable, 4 bedroom - 2 bath, short-term home has new linens, new beds (1 King, 2 queen ...
From $160 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Winter Park Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy your stay at the Winter Park Oasis! This cozy 2 bedroom private unit, is in a charming and historic neighborhood! ...
From $152 per night (USD)
VRBO
From $110 per night (USD)
Expedia
THE CHLOE by EVRH
Bedrooms:
2
Bathrooms:
3
Sleeps:
16
Enjoy the calming, enthralling and ambient atmosphere that surrounds and embodies this 3-bedroom/2-bathroom with romanti ...
From $110 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Family Home with a pool, close to Theme Parks
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Incredible kitchen and pool. Sprawling backyard, quiet neighborhood, very clean, spacious rooms. 2 car garage, BBQ area, ...
From $275 per night (USD)
VRBO
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VRBO
Comfy 3 Bedroom Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious 3 bedroom home, located halfway between the amusement parks and beach. Home is in a neighborhood with quick acc ...
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VRBO
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VRBO
Affordable Convenient Pet-friendly family space
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ideal place to stay for a family vacation. Only minutes from Orlando International airport and area attractions. Conveni ...
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VRBO
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Expedia
Retro Rv adorable little romantic paradise
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This is a re fitted 1972 rv. All new appliances bedding paint outdoor Kitchen outdoor shower in addition to inside units ...
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Expedia
From $120 per night (USD)
VRBO
2 bedroom 2 bathroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
List entire unit 2 bedroom 2 bathroom . Full size kitchen and living room. 2 minutes driving from the mall and fine dini ...
From $120 per night (USD)
VRBO
From $120 per night (USD)
VRBO
2 bedroom 2 bathroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lovely 2 bedroom 2 bathroom, entire unit. Full kitchen and living room. Located 2 min from the mall and multiple restaur ...
From $120 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Charming and Cozy home in Altamonte Springs
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate getaway with family and friends at our charming vacation home, offering a sprawling outdoor spac ...
From $135 per night (USD)
VRBO
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VRBO
Comfortable and convenient
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come and enjoy this simple and convenient place to rest and relax. This apartment is conveniently located near shops, re ...
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VRBO
From $100 per night (USD)
VRBO
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This very private, romantic Guest House is the perfect spot to spend your vacation or even a work trip. The property is ...
From $100 per night (USD)
VRBO
From $65 per night (USD)
Expedia
Sunshine Escape Guesthouse ☀
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Clean and comfortable guesthouse centrally located in Orlando. It is perfect for business travelers, baecation for coupl ...
From $65 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Very Special HGTV Type 2 bed 1 bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful 2 bed 1 Bath first floor, fenced in just completely remodeled Condo. Located on 500 Acre fish/ski Lake Howell. ...
From $102 per night (USD)
VRBO
$Lakewood Luxury 3\/2 Home with Sunroom plus Fenced Yard and Covered Patio$
From $173 per night (USD)
VRBO
Lakewood Luxury 3\/2 Home with Sunroom plus Fenced Yard and Covered Patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Newly remodeled, open concept 3 bedroom / 2 bathroom home with sunroom, styled with a vintage lake house vibe to reflect ...
From $173 per night (USD)
VRBO
From $108 per night (USD)
VRBO
Beautiful Direct Lakefront Town home In N. Orlando with WiFi
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Direct lake front condo 2 bed 2 ½ bath townhouse w/private boat dock. Includes Electric with Password Protected HI SPEED ...
From $108 per night (USD)
VRBO
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Expedia
1 Bedroom Apartment 419547 by Houzlet
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our apartments in Maitland offer you an amazing lifestyle with luxury amenities and features right at your fingertips. Y ...
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Expedia
From $412 per night (USD)
VRBO
Beautiful Studio apartment (420714) by Houzlet
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Welcome to Extended Stay America, your hassle-free solution for short-term housing. Enjoy a furnished studio at a great ...
From $412 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Beautiful Studio apartment (420716) by Houzlet
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Welcome to Extended Stay America, your hassle-free solution for short-term housing. Enjoy a furnished studio at a great ...
From $412 per night (USD)
VRBO
From $125 per night (USD)
VRBO
Deck Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place. Nestled along the SHORELINE of be ...
From $125 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Casa Jardin
Bedrooms:
6
Bathrooms:
3
Sleeps:
6
Peaceful nature preserve area with lots of modern decor!! 3 bedrooms with 3 bathrooms home overlooking an extra large ba ...
From $320 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Winter Park Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Winter Park! We are located conveniently off of the interstate and close to everything. Join us in our charmi ...
From $299 per night (USD)
VRBO
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Expedia
2 Bedroom Apartment 419756 by Houzlet
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our apartments in Maitland offer you an amazing lifestyle with luxury amenities and features right at your fingertips. Y ...
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Expedia
From $850 per night (USD)
VRBO
Affordable Casual Living in Altamonte Springs for Large Group
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Get away from the stress of life and enjoy a vacation with the family or large group in this newly renovated, centrally ...
From $850 per night (USD)
VRBO
$Sunset Cove Luxury 2BR\/2BA Condo Winter Park! FREE GARAGE, Wi-Fi$
From $160 per night (USD)
Expedia
Sunset Cove Luxury 2BR\/2BA Condo Winter Park! FREE GARAGE, Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Breathtaking sunrise and sunset views at 2BR, 2BA condo combing furnished contemporary decor with modern amenities and a ...
From $160 per night (USD)
Expedia
From $160 per night (USD)
VRBO
3Bdrm Home Near Downtown Orlando and Winter park
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This stylish place to stay is perfect for group trips! This is a 3 bedroom modern home that is conveniently located near ...
From $160 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Unit A Cheerful 2 Bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Enjoy a stylish experience at this centrally-located place in the Heart of Maitland. Close to dining options, Enzian The ...
From $135 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Unit B 2 Bedroom with Herb Garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Enjoy a stylish experience at this centrally-located place in the Heart of Maitland. Close to dining options, Enzian The ...
From $135 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Private Oasis in the heart of Central Florida
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 bedroom 2 bathroom private home with a split floor plan giving the master bedroom additional privacy. Lounge by your f ...
From $275 per night (USD)
VRBO
From $74 per night (USD)
VRBO
Florida Vacation Rental ~ 6 Mi to Downtown Orlando
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Soak up the Florida sun and explore the Orlando area with ease from this 2-bed, 1-bath vacation rental in Winter Park! Y ...
From $74 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Comfy, Cozy Winter Park Whole Cottage walking distance to Park Avenue
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Have a whole house for less than a hotel room in the area. Easily walk to Park Avenue or Winter Park Village. Location ...
From $150 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Fully renovated 4-bedroom,2-bathroom single family-15 mins from downtown Orlando
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Step inside and be greeted by a comfortable, homey atmosphere. The house features stainless steel appliances and marble ...
From $250 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Beautiful home in Casselberry!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Have fun with your family & friends in this stylish house. 3 bedroom 1 bathroom , location 30 minutes drive to from D ...
From $134 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Cozy and Sweet Sunshine house
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Located in Winter park/ close to Park Ave *Next to i4 and main street *Nearby a lake *Quiet location to relax with full ...
From $123 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Beautiful cozy house with pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This charming one-bedroom house offers a relaxed and sophisticated living experience. Immerse yourself in the beauty of ...
From $134 per night (USD)
VRBO
$Charming 2BR\/2BA Winter Park Cottage, steps from Park Ave$
From $110 per night (USD)
VRBO
Charming 2BR\/2BA Winter Park Cottage, steps from Park Ave
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our charming 2-bedroom, 2-bathroom home nestled in the heart of Winter Park! Located just a short stroll away ...
From $110 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Modern Lake Front Casita near Winter Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Beautiful Casita Eulalia located north of Downtown Orlando in the heart of Maitland FL. This Casita is the pe ...
From $160 per night (USD)
VRBO
From $95 per night (USD)
VRBO
Casselberry Vacation Rental Condo on Lake Howell!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The perfect snowbird hideaway awaits at this waterfront 1-bedroom, 1-bathroom vacation rental condo, just 7 miles from O ...
From $95 per night (USD)
VRBO
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Expedia
4 bed 2 bath with game room. Smart TVs and full kitchen.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
House is close to Downtown and everything that Central Florida has to offer. Less than an hour to the beach, 22 miles fr ...
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Expedia
From $285 per night (USD)
VRBO
Orlando Tropical Oasis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
About this space Welcome to Orlando Tropical Oasis! Our four bedroom, two bathroom pool home is centrally located in the ...
From $285 per night (USD)
VRBO
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Expedia
2 Bed Altamonte Springs Apartment Unit #1
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to our Spacious 2BR 2BA retreat that sleeps up to 8 people! Perfectly equipped for a comfortable stay, this unit ...
Click For Pricing
Expedia
From $103 per night (USD)
VRBO
1 Bed Altamonte Springs Apartment Unit #3
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our Spacious 1BR 1BA haven! Fully equipped for a delightful stay, this unit is perfect for solo travelers, co ...
From $103 per night (USD)
VRBO
From $100 per night (USD)
Expedia
1 Bed Altamonte Springs Apartment Unit #2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our Spacious 1BR 1BA getaway that sleeps up to 3! Fully equipped for a delightful stay, this unit offers comf ...
From $100 per night (USD)
Expedia
$Family-Friendly Home in Casselberry w\/ Fire Pit!$
From $219 per night (USD)
VRBO
Family-Friendly Home in Casselberry w\/ Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Escape to sunny Casselberry, FL, and make unforgettable memories with loved ones when you book this modern 3-bedroom, 2- ...
From $219 per night (USD)
VRBO
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Expedia
Room by the Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quiet place in a great neigborhood, Townhome located in Exclusive Maitland area, oversize balcony with view to the pool ...
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Expedia
$1BD\/1BA Resort-Style Haven in Orlando, FL$
From $137 per night (USD)
VRBO
1BD\/1BA Resort-Style Haven in Orlando, FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Discover your lakeside sanctuary! This exquisite 1 BD 1 BA jewel in Orlando, FL, invites you to indulge in luxurious liv ...
From $137 per night (USD)
VRBO
From $350 per night (USD)
Expedia
A Home Away From Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
5
Welcome to my cozy pad in beautiful Orlando. My house is located in east north part of Orlando, conveniently sitting amo ...
From $350 per night (USD)
Expedia
Click For Pricing
VRBO
private pool house close to the mall, lots of restaurant, 25 mints to Theme park
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
The house is close to everything, less than 5 minutes to the mall, all kind of restaurants and main high way, cranes Roo ...
Click For Pricing
VRBO
From $111 per night (USD)
Expedia
LUXURY AND LOCATION!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two block ...
From $111 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Gorgeous Lake Howell Townhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully renovated townhouse on gorgeous Lake Howell. Kick back and relax in this calm, stylish space. Centrally loc ...
From $125 per night (USD)
VRBO
From $464 per night (USD)
Expedia
The Terminal Summary:
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Summary: Welcome to "The Terminal" – a unique 6 bedroom, 3 bath paradise that takes you on a global adventure without le ...
From $464 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Fun family home for kids!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Relax with the whole family at this peaceful place to stay. Space The house has 3 beds and 2 bathrooms, 2 living rooms ...
From $151 per night (USD)
VRBO
From $115 per night (USD)
Expedia
WINTER PARK LUX 1 BEDRM 15 MINS FROM DOWNTOWN ORLANDO
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unique layout is perfect for vacationers or business travelers. The community is in the beautiful Winter Park apart ...
From $115 per night (USD)
Expedia
From $75 per night (USD)
VRBO
Vacation Villa next to pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute one bedroom Villa located in the backyard where the pool is studio style Murphy bed 1/2 bath opens right out to the ...
From $75 per night (USD)
VRBO
From $101 per night (USD)
VRBO
Luxury Comfortable Guest Suite in Altamonte Springs - Large Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
About this space Enjoy a stylish guest experience at this centrally-located Altamonte Springs Florida guest suite. This ...
From $101 per night (USD)
VRBO
Click For Pricing
Expedia
Are You Ready to Live Like Locals?
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our newly reno ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Chris & Tish Cozy Apartment -2 bedroom and 4 bathrooms
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
Imagine a quiet, secluded- long driveway tucked away house. The Apartment is equipped with a full size Kitchen, washer ...
Click For Pricing
Expedia
From $90 per night (USD)
VRBO
Chris & Tish Cozy Apartment 2 bedrooms with a bonus room. 3 beds for 4 people
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Imagine a quiet, secluded-long driveway tucked away house. This apartment overseas the entire property. The apartment ...
From $90 per night (USD)
VRBO
Click For Pricing
VRBO
Landing at Juno at Winter Park - 3 Bedrooms in Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Juno at Winter Park is a sought-after property in the Winter Park neighborhood of Winter Park where Landing offers fully ...
Click For Pricing
VRBO

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Results: 105 Rentals