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Sevilla Rentals

From $220 per night (USD)
VRBO
A curated stay in the Historic College Quarter
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You'll fall in love with this beautiful historic cottage located in the heart of Winter Park. Filled with charming vinta ...
From $220 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Charming Clean Home near East End Market - 40% Off Monthly Rate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winter Park home ready for your event, vacation or executive rental. Updated kitchen, granite countertops, wood floors, ...
From $185 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Modern Mediterranean Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Warm and stylish getaway. Very spacious bedrooms open dining and family room. Relax outside with beautifully lit paved p ...
From $217 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Amazing location- walk to everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Entire Private Home - 2 bed 2 bath fully furnished unit located just one block from Park Ave in Winter Park. ***Several ...
From $356 per night (USD)
Expedia
From $179 per night (USD)
VRBO
GREAT LOCATION 🏡
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, location, location - this immaculate Olde Winter Park home is ready for you to relax and enjoy Winter Park and ...
From $179 per night (USD)
VRBO
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Expedia
3 Bedroom Townhome 421120 by Houzlet
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Innovative Realty residents are enrolled in the Resident Benefits Package (RBP) for $50.00/month which includes renters' ...
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Expedia
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Expedia
3 Bedroom Condo 441946 by Houzlet
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
One of Central Florida's most distinctive and established in-town living experiences in Historic Downtown Winter Park. N ...
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Expedia
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Expedia
3 Bedroom Apartment 420428 by Houzlet
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to this amazing community located at The Crossing at Winter Park. Rent the whole house for $4050 OR rent just a ...
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Expedia
From $275 per night (USD)
VRBO
Home away from home in the heart of charming Winter Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You'll fall in love with this beautifully curated historic home located in the heart of Winter Park. Filled with curated ...
From $275 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Little gem apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You'll fall in love with this little gem located in the heart of Winter Park. Filled with charming vintage furniture and ...
From $175 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Open kitchen / family room with dining area to comfortable seat 4, dining room and living room, screened in porch for wa ...
From $275 per night (USD)
VRBO
From $97 per night (USD)
VRBO
2 Bed 1.5 Bath in Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Property Description Please reference other sites for more detailed ratings and reviews. Spacious 2 bedroom/ 1.5 bath d ...
From $97 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Ideal Location, Charming Home, Specious Full Lap Pool! 40% Off Monthly Rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Traditional Old Winter Park home ready for your event, special occasion, vacation, wedding, golf weekend, or executive r ...
From $316 per night (USD)
VRBO
$Lakefront Condo w\/ Sunroom, Office, & Lakeside Pool$
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 $214 per night (USD)
VRBO
Stroll to Park Avenue from Vintage Lake-View House
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy, quaint Winter Park home was built in 1925. The house has updated appliances and plenty of space. There are tw ...
From $214 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Total Serenity #2, 2 BDRM, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy your stay in this cozy, newly remodeled 2 Bedroom 2 bath, 1200 sq ft apartment! Centrally located in the heart of ...
From $176 per night (USD)
Expedia
From $135 per night (USD)
VRBO
Tranquil & Tiny house
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This recently restored Tiny house has everything you need in such a unique, tranquil and surreal setting in the heart of ...
From $135 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Cute and Cozy Apartment-B 1 Bedroom Duplex
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ENJOY YOUR STAY IN WINTER PARK IN THIS COZY, NEWLY RENOVATED APARTMENT CENTRALLY LOCATED IN A QUIET NEIGHBORHOOD WITHIN ...
From $145 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Hidden Oasis #4 2 BDRM, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy your stay in this cozy, newly remodeled 2 Bedroom 2 bath, 1200 sq ft apartment! Centrally located in the heart of ...
From $190 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Peace and the Park #3 -2 BDRM, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy your stay in this huge 1200 square foot newly remodeled 2 Bedroom 2 bath apartment! Centrally located in Winter Pa ...
From $190 per night (USD)
Expedia
From $95 per night (USD)
VRBO
Groovy Studio in artsy neighborhood
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This groovy place to stay is truly one of a kind! Just walking distance from a plethora of Orlando’s most popular eateri ...
From $95 per night (USD)
VRBO
From $137 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 $137 per night (USD)
Expedia
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VRBO
THE CLOUD 9 SUITE
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
PET FRIENDLY 🐾 Book the Cloud 9 Suite, located in the heart of downtown Winter Park FL and Orlando! Beautifully furnish ...
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VRBO
From $125 per night (USD)
Expedia
Home Away from Home- Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy our newly renovated home in Winter Park. We are centrally located and within minutes from Rollins College and Park ...
From $125 per night (USD)
Expedia
$Cabana style studio apt\/private garden near Rollins and Park Ave. 1 week minim<br><br>$
From $120 per night (USD)
VRBO
Cabana style studio apt\/private garden near Rollins and Park Ave. 1 week minim<br><br>
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
About this space Cook in or don't in this private and luxurious yet serene studio, where fun mid century meets old flori ...
From $120 per night (USD)
VRBO
From $149 per night (USD)
VRBO
Quaint Winter Park East End Market Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our Winter Park home behind East End Market ! You will fall in love with this area which is full of friendly ...
From $149 per night (USD)
VRBO
From $138 per night (USD)
VRBO
Modern, fabulous two-bedroom with parking in Winter Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our newly renovated duplex home is stylish and well-appointed with everything you need for a getaway or a longer visit. ...
From $138 per night (USD)
VRBO
From $138 per night (USD)
VRBO
Cheerful and stylish 2-bedroom with parking, centrally located
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax in this cheerful, sun-filled home, walking distance to restaurants, shopping, groceries and our favorite local cof ...
From $138 per night (USD)
VRBO
$Peaceful Retreat #1 -2B \/2B Apartment$
From $190 per night (USD)
VRBO
Peaceful Retreat #1 -2B \/2B Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Everything that a small to large group of 8 could ask for. Centrally located in the heart of Winter Park. A short walk o ...
From $190 per night (USD)
VRBO
From $132 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 $132 per night (USD)
Expedia
$Mills 50 District\/Audobon Park Area 2 Bedroom$
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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 ...
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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
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Expedia
Studio Blue
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Tucked away in a peaceful cove, Studio Blue offers a relaxing retreat in the heart of Orlando. Enjoy serene morning walk ...
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Expedia
From $375 per night (USD)
Expedia
Greatest location! Condo with private yard!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Location, Location, Location!!! Greatest location! Well appointed condo -one block from Park Avenue! This is a Downstair ...
From $375 per night (USD)
Expedia
From $116 per night (USD)
VRBO
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)
VRBO
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Expedia
Mills House @WP. Sleeps 11 Renovated. Queen beds
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Enjoy a stylish experience at this centrally-located place. MillsHouse is conveniently located for a foodie adventure. T ...
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Expedia
From $242 per night (USD)
VRBO
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 $242 per night (USD)
VRBO
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Expedia
College quater charming Winter Park Historic Dist
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a cute little duplex with its own backyard with a fenced-in yard that has its own private entry. Has a rear entr ...
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Expedia
From $325 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 $325 per night (USD)
VRBO
From $150 per night (USD)
VRBO
☺️Cozy and Close to EVERYTHING!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This comfortable home has all the amenities and is right in the heart of Winter Park. Walking distance to award-winning ...
From $150 per night (USD)
VRBO
$Contemporary Award Winning Hotel w\/Rooftop Close to Parks & Rollins College$
From $327 per night (USD)
VRBO
Contemporary Award Winning Hotel w\/Rooftop Close to Parks & Rollins College
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our 323 square foot King Room is appointed with handsome contemporary furnishings, including an armoire, mini fridge, fl ...
From $327 per night (USD)
VRBO
From $322 per night (USD)
VRBO
ADA Compliant Room - Contemporary Furnishings - Rooftop Pool - Close to Parks
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our Classic King ADA is wheelchair-accessible. The room is appointed with handsome contemporary furnishings, including a ...
From $322 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Private Balcony in Award Winning Hotel, Roof-top Pool, Close to Rollins College
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Classic King with Balcony room measures 323 square feet and has the added feature of a balcony with French doors tha ...
From $352 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Award Winning Boutique Hotel Close to Parks & Rollins College, Rooftop Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our Classic Queen room is 358 square feet and appointed with two pillowtop Queen size beds, luxury linens and handsome c ...
From $324 per night (USD)
VRBO
$Private Balcony - Award Winning Accommodations w\/Rooftop Pool, Close to Parks!$
From $352 per night (USD)
VRBO
Private Balcony - Award Winning Accommodations w\/Rooftop Pool, Close to Parks!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our Classic Queen with Balcony room is 358 square feet and appointed with two pillowtop Queen size beds, luxury linens a ...
From $352 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Rooftop Pool, Close to Parks & Rollins College - Award Winning Accommodations
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Our Premier ADA Queen is a larger room at 448 square feet and is wheelchair-accessible. The room features an additional ...
From $361 per night (USD)
VRBO
$Large Room Award Winning Hotel w\/Rooftop Pool - Close to Parks & Rollins College$
From $405 per night (USD)
VRBO
Large Room Award Winning Hotel w\/Rooftop Pool - Close to Parks & Rollins College
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our Parlor King is a larger room at 435 square feet and features a separate Parlor seating area with a sleeper sofa and ...
From $405 per night (USD)
VRBO
$ADA Compliant Room in Award Winning Hotel w\/Rooftop Pool - Close to Parks!$
From $371 per night (USD)
VRBO
ADA Compliant Room in Award Winning Hotel w\/Rooftop Pool - Close to Parks!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Our Premier ADA Queen is a larger room at 448 square feet and is wheelchair-accessible. The room features an additional ...
From $371 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Winter Park Pool home close to Lake Virginia, Rollins College & Park Ave.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
One month minimum to rent. A hidden gem, this meticulous sun-filled 3 BR + Office/2.5 bath home offers ultra- privacy, ...
From $325 per night (USD)
VRBO
$3BR - 3BA : Location, Location, Location : Rose Isle\/Beverly Shores Neighborhood$
From $200 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 $200 per night (USD)
VRBO
$Private Poolside Guest House In Winter Park\/Orlando$
From $124 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 $124 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Cheerful 4-bedroom with large and lush backyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your family will be close to everything when you stay at this centrally-located place. Close to multiple interstate entr ...
From $275 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Modern and fabulous tropical oasis, central to everything!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Make memories at this unique and family-friendly property in the heart of Audubon Park. Hang out in a tropical garden sh ...
From $179 per night (USD)
VRBO
From $158 per night (USD)
VRBO
Coastal Feel - Modern Appeal
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom 2 bath, 1350 sqft detached home Family friendly layout with master bedroom suite, shared bedroom (2 twin beds) ...
From $158 per night (USD)
VRBO

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Sevilla Rentals

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Results: 54 Rentals