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

Winter Park Rentals

From $200 per night (USD)
VRBO
Modern Garden Suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The space is a newly built 600+ sq ft Modern Chic style home, located in The Audubon Park Garden District! Enjoy the con ...
From $200 per night (USD)
VRBO
From $235 per night (USD)
VRBO
2-bedroom vacation home on Lake, NON-SMOKERS only please
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
In our charming accommodations in exclusive Maitland neighborhood, you can easily reach all the popular spots in Orlando ...
From $235 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Family Friendly home with Fenced in Backyard to enjoy with kids & pets
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 $261 per night (USD)
VRBO
From $312 per night (USD)
Expedia
The Bird House Spa Winter Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Soar into The Birdhouse, a spa-like retreat for those who traveling to Central Florida for a little wow and a little rel ...
From $312 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Lakefront Paradise Near Attractions
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Nestled in the heart of Winter Park, just five miles from downtown Orlando and twenty minutes from Disney/Universal, thi ...
From $613 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Downtown Groovy Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This groovy place to stay is truly one of a kind! Just walking distance from a plethora of Orlando’s most popular eateri ...
From $158 per night (USD)
Expedia
$Cozy 2BR\/2BA w\/ Modern Amenities$
From $200 per night (USD)
VRBO
Cozy 2BR\/2BA w\/ Modern Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Winter Park adventure begins at this 2-bedroom house. With AC, WiFi, and a washing machine, guests can enjoy a nice ...
From $200 per night (USD)
VRBO
$Prvt Home w\/large pool\/4Beds\/3Baths$
From $312 per night (USD)
Expedia
Prvt Home w\/large pool\/4Beds\/3Baths
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
No matter the occasion—be it a family gathering, reunion, corporate retreat, wellness retreat, creative workshop, social ...
From $312 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Beautifully Renovated Home in Winter Park, Florida
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just outside of Orlando is the enchanting suburb of Winter Park. Known for a quaint shopping area, great restaurants, b ...
From $151 per night (USD)
VRBO
From $1252 per night (USD)
Expedia
Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Newly redesigned and just 40 minutes from the theme parks, Atlantic Oasis is an award-winning, custom-built resort-style ...
From $1252 per night (USD)
Expedia
From $400 per night (USD)
VRBO
3BR Outdoor Kitchen w MIL suite - 3 MI to DT
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Looking for a tiny home with private space in the heart of Winter Park, Florida? This beautiful home is the per ...
From $400 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Charming 3-bedroom townhome with AC and WiFi in Winter Park
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Stay comfortably in Winter Park at this 3-bedroom townhome. With 1 king bed and 2 queen beds, this adorable property is ...
From $548 per night (USD)
Expedia
$Upscale 3\/2 Townhome | King Bed | Patio | Wifi$
From $349 per night (USD)
VRBO
Upscale 3\/2 Townhome | King Bed | Patio | Wifi
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come experience luxury in Winter Park in our upscale two-story townhome! ✓ Private Entrance & Self-Check In ✓ Perfect f ...
From $349 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Charming CozyLux 2-bedroom apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to this enchanting apartment in picturesque Winter Park. This cozy retreat features 2 bedrooms with a king bed, q ...
From $194 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Long Term Stays! 2 MI to DT Orlando & Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Looking for a stylish getaway home? Say no more, this is IT! in one of Orlando's best neighborhoods, College Pa ...
From $242 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Bungalow Near Downtown Orlando, Winter Park, Major Hospitals, and Disney!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming Renovated Studio in Downtown Orlando’s College Park Experience the best of urban and small-town living in this ...
From $142 per night (USD)
VRBO
From $229 per night (USD)
VRBO
King Room Near Fracture Care Center ORL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This property is located opposite Florida Hospital, 700 metres from the Orlando Science Center. A complimentary hot brea ...
From $229 per night (USD)
VRBO
From $174 per night (USD)
VRBO
King Room Near West Marine ORL
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
property offers the following amenities for all guests Free wireless high-speed Internet access, exercise room, and free ...
From $174 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Cottage Retreat in the City
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
QUICK LOOK Newly Constructed, 1-Bedroom Cottage in College Park, a quaint downtown Orlando neighborhood Available Night ...
From $153 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Pondside Retreat with Koi in Charming Winter Park, FL
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome home to your pondside retreat, perfect for relaxing longer stays with access to all the best of Central Florida. ...
From $228 per night (USD)
VRBO
$Private Luxury Pool \/ Smart-home$
From $427 per night (USD)
VRBO
Private Luxury Pool \/ Smart-home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Owners have freshly renovated September 2023 Investing over ($75,000) adding the following - Brand new single slope met ...
From $427 per night (USD)
VRBO
From $90 per night (USD)
VRBO
Ivanhoe Village Quiet Home, Walk to Restaurants, Shops, Hospital, Everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking for a 2 bedroom or a shorter term rental near here? See my other rental on here Prop ID:3011707 Nestled on a ...
From $90 per night (USD)
VRBO
$Quaint 3 BR Home in Winter Park\/Orlando with Large Yard$
From $208 per night (USD)
VRBO
Quaint 3 BR Home in Winter Park\/Orlando with Large Yard
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lovely private home located just minutes from the quaint and historic Downtown Winter Park. There is a Large backyard wi ...
From $208 per night (USD)
VRBO
From $76 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 $76 per night (USD)
VRBO
From $139 per night (USD)
VRBO
Cute Guest House In Winter Park Minutes From Downtown in Car
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy our guest house and the new space we created in Oct 2015! The guest house has a kitchenette with two glass burners ...
From $139 per night (USD)
VRBO
From $139 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 $139 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Million Dollar View on the Lake!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peaceful and centrally-located in Winter Park, Fl.. A home within a home. You have your own living area, bathroom and be ...
From $178 per night (USD)
VRBO
From $352 per night (USD)
Expedia
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 $352 per night (USD)
Expedia
From $308 per night (USD)
VRBO
3-bedroom Bungalow in Welcoming Winter Park with WiFi, AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this marvelous 3-bedroom gem in Orlando. This lovely bungalow features 1 king bed and 2 queen beds, perfect for ...
From $308 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Welcome to the Treetop Villa. An Orlando Victorian Getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Step into a fairytale at our Treetop Villa, nestled within a charming 1920 Victorian home on a lush half-acre lot in the ...
From $316 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Modern Cuartito by Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Cuartito is located near all major attractions the Orlando area has to offer. Below is a list of the top attraction ...
From $115 per night (USD)
VRBO
From $283 per night (USD)
Expedia
This house is a 3 bedroom(s), 1 bathrooms, located in Winter Park, FL.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to our charming 3-bedroom, 1-bathroom retreat nestled in the heart of Winter Park, FL, where comfort meets conven ...
From $283 per night (USD)
Expedia
$LUXURY 5\/4 w Jacuzzi tub Winter Park\/CP Orlando Gem$
From $1406 per night (USD)
VRBO
LUXURY 5\/4 w Jacuzzi tub Winter Park\/CP Orlando Gem
Bedrooms:
4
Bathrooms:
5
Sleeps:
22
Welcome to your perfect Orlando getaway! This stunning new home boasts 5 spacious bedrooms and 4 modern baths, comfortab ...
From $1406 per night (USD)
VRBO
From $87 per night (USD)
Expedia
Lovely Spacious Guesthouse in Mills 50 District, Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Renovated guesthouse on the same property behind our 1920s historic home in the Mills 50 District near Downtown Orlando. ...
From $87 per night (USD)
Expedia
$Beautiful Mid Term Home in the Elegance of Winter Park!\n\n$
From $178 per night (USD)
VRBO
Beautiful Mid Term Home in the Elegance of Winter Park!\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated mid century split level home has all the modern ammenities of today with the charm and craftsmanshi ...
From $178 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Dog-friendly home with access to Lake Druid & downtown, firepit, deck, & 2 bikes
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Paradise on Lake Druid Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $227 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Safe and Quiet - 3bdrm house in charming Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Safe, quiet neighborhood! Shopping and restaurants 3 mins, 417 & 408 expwys 5 mins. Yet, the 3/2 house is tucked away in ...
From $145 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Eclectic 1 Bedroom Apt in Downtown Orlando. 15mins from Airport & UCF.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at our peaceful and centrally-located 1 bedroom apartment situated in the quaint Mills/50 corridor. We a ...
From $197 per night (USD)
Expedia
From $209 per night (USD)
VRBO
THE CLOUD 9 SUITE
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
PET FRIENDLY 🐾 Book the Cloud 9 Suite, located in the heart of downtown Winter Park FL and Orlando! Beautifully furnish ...
From $209 per night (USD)
VRBO
From $137 per night (USD)
Expedia
Peaceful Lakefront Oasis - Relax & Recharge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this inviting waterfront 1-bedroom, 1-bathroom vacation rental just 7 miles from Orlando! Designed for snowbir ...
From $137 per night (USD)
Expedia
From $129 per night (USD)
VRBO
Landing at Azul Baldwin Park Apartments - 1 Bedroom in Northeast Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Azul Baldwin Park Apartments is a popular property in the Northeast Orlando neighborhood of Orlando where Landing offers ...
From $129 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Landing at Azul Baldwin Park Apartments - 1 Bedroom in Northeast Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Azul Baldwin Park Apartments is a lively property in the Northeast Orlando neighborhood of Orlando where Landing offers ...
From $131 per night (USD)
VRBO
From $126 per night (USD)
VRBO
Beautiful Direct Fish & Ski Lakefront Town home In N. Orlando with Pool & 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 Spectrum ...
From $126 per night (USD)
VRBO
From $190 per night (USD)
Expedia
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 $190 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Beautiful 2 Story Winter Park Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*POOL IS CURRENTLY CLOSED *PERFECT LOCATION! 5 min from Baldwin Park, 10 min ride to the airport, 10 min from Park Ave, ...
From $167 per night (USD)
VRBO
$Spacious Home w\/Pool & Hot Tub near Downtown Orlando!$
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Expedia
Spacious Home w\/Pool & Hot Tub near Downtown Orlando!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in one of the best neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5 min walk to tons ...
Click For Pricing
Expedia
From $187 per night (USD)
VRBO
Luxury Tiny Home -2 MI to DT Orlando & Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Enjoy your stay in a stylish, new construction tiny home in one of Orlando's best neighborhoods, College Park. ...
From $187 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Comfy and Charming -A 1 Bedroom Duplex Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
ENJOY YOUR STAY IN WINTER PARK IN THIS COMFY, NEWLY RENOVATED APARTMENT CENTRALLY LOCATED IN A QUIET NEIGHBORHOOD WITHIN ...
From $169 per night (USD)
Expedia
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VRBO
NEW! ☀Bungalow+Patio+FirePit! Close to Everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will love it here! This trendy winter park home will feel like home! Well equipped with all your essentials (Soaps+ ...
Click For Pricing
VRBO
From $288 per night (USD)
Expedia
Yuki's City Pool Home!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy living in a stylish city charm at this centrally-located pool home! Minutes drive to park Ave, restaurants, shoppi ...
From $288 per night (USD)
Expedia
Click For Pricing
VRBO
By the Sea Style Condo
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Welcome to your home away from home. This rental unit is located just 10 minutes from Downtown Orlando and is a 25-30 mt ...
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VRBO
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Expedia
1 bed, 1 bath college park gem
Bedrooms:
1
Bathrooms:
2
Sleeps:
28
My home is on a quiet street nestled in the Dubsdread Golf Course, less than 10 minutes from downtown Orlando and Winter ...
Click For Pricing
Expedia
$Luxury Ranch 2 Master Kg Bed w\/ heated Salted Pool$
From $810 per night (USD)
VRBO
Luxury Ranch 2 Master Kg Bed w\/ heated Salted Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
The Luxury Ranch is a tropical getaway in Orlando where life revolves around the sunshine, swimming pool, and airy sunro ...
From $810 per night (USD)
VRBO
From $161 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 $161 per night (USD)
Expedia
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VRBO
Cozy Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
...
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VRBO
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Expedia
Advent health all white unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to my charming 2 bedroom 2 bathroom home in the heart of Orlando FL located right of the I4 highway exit Princet ...
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Expedia
From $180 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 $180 per night (USD)
VRBO
From $320 per night (USD)
Expedia
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 $320 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Casa Jardin
Bedrooms:
6
Bathrooms:
3
Sleeps:
6
3 bedrooms with 3 bathrooms home overlooking an extra large backyard with a mature landscape surrounding the pool area. ...
From $414 per night (USD)
VRBO
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Expedia
Renovated College Park home Sleeps10 close to WP
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy a conveniently stylish experience at this centrally-located newly renovated place. This modest concrete block dupl ...
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Expedia
From $194 per night (USD)
VRBO
City Charmer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come stay on the quiet side of Orlando, just a stone throw away to Baldwin Park. This half duplex has 2 bedrooms and 2 f ...
From $194 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Bungalow on quiet street close to trendy cafes, pubs, and parks. Dogs welcome!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the best of Florida living in this cute bungalow beside popular Baldwin Park. The open floor plan with vintage har ...
From $170 per night (USD)
VRBO
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VRBO
Perfect Private Winter Park Getaway Near Theme Parks!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the very best of Orlando from the comfort & convenience of this perfect private retreat! Ideally situated in be ...
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VRBO
From $331 per night (USD)
Expedia
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 $331 per night (USD)
Expedia
$Stylish Winter Park Flat: Minutes from Park Avenue\n\n$
From $248 per night (USD)
VRBO
Stylish Winter Park Flat: Minutes from Park Avenue\n\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy vacation Flat is located in Winter Park, Florida, a charming and affluent suburb of Orlando. The interior is t ...
From $248 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Luxury 3BD in Downtown Orlando
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW to VEBO! Home features modern and stylish furnishings, fully equipped kitchen, and spacious living area. Bedrooms su ...
From $196 per night (USD)
Expedia
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VRBO
scape to sunny Florida.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful place to stay. 3 bedroom, 2 bathroom home . Master bedroom has a king size ...
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VRBO
From $155 per night (USD)
Expedia
The Studio in the Heart of Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our charming studio suite located in the heart of Orlando! Nestled in a serene oasis, our property offers a p ...
From $155 per night (USD)
Expedia
From $160 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 $160 per night (USD)
VRBO
From $984 per night (USD)
Expedia
**Travel Themed Property with Backyard Oasis**
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 $984 per night (USD)
Expedia
From $180 per night (USD)
VRBO
House close to Downtown Orlando has Walking trail and next to Baldwin Park Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Fully remodeled townhouse, 3 bedrooms and 2.5 bathrooms, all the rooms upstairs one Fulton downstairs in leaving room. M ...
From $180 per night (USD)
VRBO
From $121 per night (USD)
Expedia
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 $121 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Fire Pit + Grill + 2MI to DT + Long Term Stays!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Come and relax in our newly remodeled, stylish home. Moments away from craft beer bars, brewery, AdventHealth O ...
From $238 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Cozy lakeside cottage in the heart of Orlando.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This lakeside Cottage with amazing views is conveniently located within minutes to Winter Park, Downtown Orlando, and Ro ...
From $450 per night (USD)
VRBO
$Cottage on Cornell - Quaint & Cozy w\/Outdoor Kitchen$
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VRBO
Cottage on Cornell - Quaint & Cozy w\/Outdoor Kitchen
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Newly renovated guest suite using original reclaimed materials to create a modern vintage farmhouse vibe. Centrally loca ...
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VRBO
From $180 per night (USD)
Expedia
Charming Winter Park 3 Bedroom Villa with Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
This villa is centrally located in East Winter Park just off 436 between Aloma and Howell Branch Road with easy access t ...
From $180 per night (USD)
Expedia
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VRBO
Winter Park Pool Home 4 beds 2 bath
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Centrally located. Quiet neighborhood. Swimming pool with diving board and lots of toys, floaties. Pool table recently u ...
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VRBO
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Expedia
Stunning Orlando Getaway
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifull ...
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Expedia
$Mills 50 District\/Audobon Park Area 2 Bedroom$
From $156 per night (USD)
VRBO
Mills 50 District\/Audobon Park Area 2 Bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two bedroom, one bath 1/2 duplex in prime area of Orlando. Big bedroom has queen bed. Smaller bedroom has a twin and a f ...
From $156 per night (USD)
VRBO
From $188 per night (USD)
Expedia
BEAUTIFUL 2 bedroom, LUXURY backyard & amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Both bedrooms include a therapeutic-grade queen size bed, nightstands, and dressers for storing your personal items. The ...
From $188 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Serenity Heaven 3 Bed
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
🏡Welcome! You will have access to three bedrooms, a private bathroom, a living room, a dining room and a fully equipped ...
From $161 per night (USD)
VRBO
From $137 per night (USD)
VRBO
2 Bed CozyHeaven Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
🏡Welcome! You will have access to two bedrooms, a private bathroom, a living room, a dining room and a fully equipped k ...
From $137 per night (USD)
VRBO
From $296 per night (USD)
VRBO
College Park 5Star Guesthouse Villa - QUIET-PRIVATE-mins to DT and Winter Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Central to Downtown/Eola/Winter Park. Tranquil bamboo lined perimeter provides relaxing setting in much desired COLLEGE ...
From $296 per night (USD)
VRBO
From $98 per night (USD)
Expedia
Chris & Tish Cozy Apartment 2 bedrooms, a bonus room. 2 beds for 3 people. Q&T
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Imagine a quiet, secluded-long driveway tucked away house. This apartment overseas the entire property. The apartment ...
From $98 per night (USD)
Expedia
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VRBO
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Bedrooms:
1
Bathrooms:
1
Sleeps:
6
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VRBO
From $289 per night (USD)
Expedia
Elegant & Spacious Historic Winter Park Home with Pool + Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Historic Winter Park home, located within a beautiful neighborhood. The home is spacious, charming and elegantly-appoint ...
From $289 per night (USD)
Expedia
From $174 per night (USD)
VRBO
THE HIDEAWAY AT COLLEGE PARK
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Experience “The Hideaway at College Park”, a unique private oasis, tucked away in one of the most sought after walkable ...
From $174 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Downtown Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Get the best of both worlds with a cozy cottage feel right in the heart of downtown Orlando. Many walkable restaurants a ...
From $189 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Cozy 2-Bedroom Bungalow near Theme Parks & Orlando's Top Michelin-rated spots
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our newly renovated bungalow in the heart of Orlando's vibrant Mills 50 neighborhood! This charming retreat b ...
From $403 per night (USD)
VRBO
From $138 per night (USD)
VRBO
Landing at The Yard at Ivanhoe - 1 Bedroom in Northeast Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Yard at Ivanhoe is a popular property in the Northeast Orlando neighborhood of Orlando where Landing offers fully fu ...
From $138 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Landing at Azul Baldwin Park Apartments - 1 Bedroom in Northeast Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Azul Baldwin Park Apartments is a lively property in the Northeast Orlando neighborhood of Orlando where Landing offers ...
From $120 per night (USD)
VRBO
$3BR - 3BA : Location, Location, Location : Rose Isle\/Beverly Shores Neighborhood$
From $238 per night (USD)
VRBO
3BR - 3BA : Location, Location, Location : Rose Isle\/Beverly Shores Neighborhood
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
As you drive into the established and highly desirable neighborhood of Beverly Shores / Rose Isle, you will be embraced ...
From $238 per night (USD)
VRBO
$Private Poolside Guest House In Winter Park\/Orlando$
From $147 per night (USD)
VRBO
Private Poolside Guest House In Winter Park\/Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful and comfortable two-story cottage/detached guest house, centrally-located within an historic neighborhood. Loc ...
From $147 per night (USD)
VRBO
From $326 per night (USD)
VRBO
Cozy Winter Park Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to our charming Winter Park Getaway in Orlando, Fl. This cozy retreat offers all you need for a memorable short- ...
From $326 per night (USD)
VRBO
From $442 per night (USD)
VRBO
Enjoy more space and relax in Downtown Orlando !!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Take advantage of our fast and free WiFi, free hot breakfast, free coffee, free parking and free weekday newspapers thro ...
From $442 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Orlando room near Winter Park Village !!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
we offer comfortable accommodations at the value you deserve. The friendly service at our hotel gives you more for your ...
From $161 per night (USD)
VRBO
From $372 per night (USD)
VRBO
GardenHouse @AudubonPark Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Take it easy at this unique and tranquil getaway. Located in Orlando's garden district, GardenHouse is conveniently loca ...
From $372 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Lake Front Home 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 $208 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Tiny Home - 3 MI to Downtown & Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Welcome to our charming 2 bedroom house in the heart of Winter Park, Florida! This beautiful home is the perfec ...
From $228 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Canterbury Carriage House- private space
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This quiet getaway is on historic Dubsdread golf coarse and just minutes from Winter Park shopping and dining. The spac ...
From $127 per night (USD)
Expedia

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