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

Casselberry Rentals

From $349 per night (USD)
VRBO
Florida Vacation with pool fun for families
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Florida Vacation stay .Great location , 40 min away from all Orlando attractions . 50 min from the nearest beach . Toi ...
From $349 per night (USD)
VRBO
From $574 per night (USD)
Expedia
* Beautiful Lakehouse with Pool and Movie Theater*
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
Summary: This luxurious lakefront paradise is equipped with its very own private screened in pool, lakefront private bea ...
From $574 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
From $349 per night (USD)
Expedia
Casa Feliz
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious and comfortable 3 bedroom 2 bathroom home with a fully enclosed pool in Maitland. Very quiet cul-de-sac with pl ...
From $349 per night (USD)
Expedia
From $180 per night (USD)
VRBO
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)
VRBO
From $366 per night (USD)
Expedia
Casa Bella
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Casa Bella offers new fixtures and equipment . A double car garage . 3 King size master bedrooms with their own full bat ...
From $366 per night (USD)
Expedia
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 $368 per night (USD)
Expedia
Casa Winter Park
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Casa Winter Park accommodates the need for personal space while enjoying, at the same time, the gathering with several f ...
From $368 per night (USD)
Expedia
From $280 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 stays with access to all the best of Central Florida. Ten mi ...
From $280 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Tranquil, Spacious property within an gated Community
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Tranquil, spacious 5 bedroom with flat screen TVs, 3.5 bathroom and 6.5 acre wooded single family home. Property sit i ...
From $295 per night (USD)
VRBO
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VRBO
NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a beautiful house 3 Bedrooms 2 Bathrooms washer and dryers HUGE Backyard, very close to Wakavia Springs, 30 min ...
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VRBO
From $208 per night (USD)
Expedia
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 $208 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Luxury 2 room near Disney
Bedrooms:
2
Bathrooms:
2
Sleeps:
1
Near Disney, restaurants, Walmart, Publix , 2 bed 2 bath family friendly, brand new house, near the Sanford internationa ...
From $138 per night (USD)
VRBO
From $111 per night (USD)
Expedia
Best Location & spacious rooms
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Ocean Guest House! It is a master suite of a single family home in Winter Park and it is not whole house. Gue ...
From $111 per night (USD)
Expedia
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VRBO
Cheerful & Peaceful 3 Bedroom 1 Bathroom Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Keep it simple at this peaceful and centrally-located place. Residential home centrally located. 3 bedrooms house. Code ...
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VRBO
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Expedia
Retro Rv adorable little romantic paradise
Bedrooms:
1
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
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VRBO
Lake life house
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quiet Lake house with huge yard and access to the lake. The space Is a private room in the house with private entrance a ...
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VRBO
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Expedia
Resort like Lake House on 2+ acres, Golf Course, pool, fishing dock, pool table
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
2+ acres lake house retreat great for fishing and kayaking. This 4000 sqft property with extensive grounds overlooking a ...
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Expedia
From $109 per night (USD)
VRBO
Tiny remodel mobile home close to Orlando and Sanford Airport.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a memorable visit when you stay in this unique place. This mobile house is completely renovated on a NON HOA commu ...
From $109 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Vacation Home away from home in Orlando
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Explore Orlando and Central Florida from a comfortable and spacious home in a safe neighborhood. Excellent for families/ ...
From $227 per night (USD)
Expedia
From $138 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 $138 per night (USD)
VRBO
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Expedia
Tiny home luxury living in Orlando metro area
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
About this space Loving the tiny home idea, but not willing to sacrifice comfort? The Tiny Cottage in The Springs brings ...
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Expedia
From $337 per night (USD)
VRBO
Cozy 4/2, Centrally Located, King Beds, Pergola, Hot Tub & Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Welcome to the Cozy Retreat, your home away from home in Casselberry / Orlando, FL! Our newly renovated 4 bedroom, 7 bed ...
From $337 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Beautiful Direct Fish & Ski Lakefront Town home In N. Orlando with Pool & WiFi
Bedrooms:
2
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 $134 per night (USD)
VRBO
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VRBO
Beautiful back drop for your vacation.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located home away from home. Only a short drive ...
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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 $212 per night (USD)
VRBO
Centrally located home with a firepit, recently renovated, & large enclosed yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Fun in the Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $212 per night (USD)
VRBO
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Expedia
Modern Guest Studio 15 mins from SFB Airport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This guest studio has its own private entrance, kitchen, washer and dryer, bathroom, and all important appliances (TV, F ...
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Expedia
From $357 per night (USD)
VRBO
Winter Park Citrus Escape; sleeps 8, relaxing pool, family & pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Winter Park Citrus Escape! Our cozy 6-bed home (sleeps 8) is perfect for families and friends seeking a relax ...
From $357 per night (USD)
VRBO
From $255 per night (USD)
Expedia
600 Plum Ln Altamonte Springs FL NEW · Modern & Cozy 4BR home
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Nestled in the heart of Altamonte Springs, Florida, this newly remodeled 4-bedroom, 1.5-bathroom family home takes the t ...
From $255 per night (USD)
Expedia
From $336 per night (USD)
VRBO
The Lake House
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to our peaceful lakefront retreat located in a friendly neighborhood. Our spacious and inviting home offers the p ...
From $336 per night (USD)
VRBO
From $130 per night (USD)
Expedia
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 $130 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Lakefront Condo w/ Pool & Views: 7 Mi to Orlando!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to 'Executive Lakefront Oasis,' a fully remodeled vacation rental near Orlando's top attractions! Designed for sn ...
From $131 per night (USD)
VRBO
From $328 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 $328 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 $160 per night (USD)
Expedia
Gorgeous Lake Howell Townhouse
Bedrooms:
1
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)
Expedia
From $592 per night (USD)
VRBO
*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 $592 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our cozy 3-bedroom, 2-bathroom haven in Casselberry, Florida – your perfect home base for exploring Orlando a ...
From $243 per night (USD)
Expedia
From $346 per night (USD)
VRBO
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 $346 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Modern, Charming Home in the heart of Winter Park- Perfect for a couples retreat or small group!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Escape to our charming 3BD/1BA home in Winter Park, FL—modern, cozy, and pet-friendly! Perfect for families, couples, an ...
From $311 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Cozy Central Florida Townhome
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This stylish, updated house is a family-owned, 2 bed / 2 bath townhome located in Casselberry, Florida. Conveniently loc ...
From $265 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Remodeled Home in the Orlando area w/ Fire Pit! Close to Universal and Disney!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Remodeled, modern and spacious 3-bedroom home in the Orlando area. Perfect for a weekend trip to the parks or a family v ...
From $223 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Tranquil Oasis: 4BR Pool Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our spacious 4-bedroom, 2-bath home in Winter Park, FL! Perfect for families or groups, this inviting retreat ...
From $280 per night (USD)
VRBO
From $286 per night (USD)
Expedia
The Bird House Spa Winter Park
Bedrooms:
2
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 $286 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Charming 2-bedroom house with AC and WiFi in amazing Altamonte Springs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Central Florida is waiting for you at this 2-bedroom 1-bath house. Nestled in a nice and peaceful neighborhood, this fan ...
From $182 per night (USD)
VRBO
From $314 per night (USD)
Expedia
WHOLE HOUSE Near Universal & Seaworld
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The whole group will be comfortable in this spacious with 4 BR/3 full baths and unique space Huge garden . We are availa ...
From $314 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Upscale 3/2 Townhome | King Bed | Patio | Wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come experience luxury in Winter Park in our upscale two-story townhome! ✓ Private Entrance & Self-Check In ✓ Perfect f ...
From $317 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 $140 per night (USD)
VRBO
Apartment with WiFi, AC, and Pool in Casselberry
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Casselberry, this adorable apartment is a dream. With 1 cozy bedroom featuring a queen bed, a well-equipped b ...
From $140 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Moxy Luxe - Charming 4-bedroom house with AC and WiFi in delightful Casselberry
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to your new home away from home! This stunning single-level property boasts an open floor plan that is perfect f ...
From $499 per night (USD)
Expedia
From $142 per night (USD)
VRBO
3 bedroom 2 bathroom home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Longwood like a local in this 3-bedroom house. Nestled in a tranquil neighborhood, this gorgeous property off ...
From $142 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Winter Park: 3B 2B Home with King Bed, Gym, & Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This comfortable and modernized 3 bed 2 bath home in WInter Park is perfect for those traveling for a family event such ...
From $272 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Ayianna's Luxury Home.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our prime location is a gateway to endless world of excitement. Just moment away from the trendy Park Ave, You'll be spo ...
From $385 per night (USD)
VRBO
From $158 per night (USD)
VRBO
Casselberry Commons 2/2 Midterm
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
The Space This thoughtfully designed home features two spacious bedrooms, each with its own private bathroom, plus a ded ...
From $158 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Cozy 4/3 House with Pool in fabulous Winter Park with AC, WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to this charming house in Winter Park. This beautiful property offers 4 bedrooms, 3 full bathrooms with bathtub ...
From $212 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Cozy 3/2 House with Pool with AC, WiFi in Winter Park FL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Winter Park like a local in this brilliant house with pool. The house has 3 queen size bedrooms, 2 full bath ...
From $176 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Lakefront Retreat ~ Kayak ~ Fish ~ Relax ~ Unwind
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Located in the heart of the scenic countryside, our property offers the perfect escape from the hustle and bustle of eve ...
From $232 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Centrally located and family friendly with shared pool, playground, WIFI
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Suite Cassel Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $414 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Family Fun 3-bedroom house with gym, games, toys, outdoor hangout and coffee
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Modern Family Retreat | Winter Park, FL 30 min → Disney & Universal 8 min → Downtown Winter Park Fast Wi‑Fi • Self‑check ...
From $190 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Charming 2 bedroom tiny barn with WiFi and AC in quaint Casselberry
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in Casselberry, this delightful tiny with stair 2 floor barn boasts 2 bedrooms with a mix of a full, twin. The c ...
From $128 per night (USD)
Expedia
From $378 per night (USD)
VRBO
The two tiny house in one
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The dual cottage in Casselberry is perfect for your escape when 2 famliy can rent both at the same time. The cozy bedroo ...
From $378 per night (USD)
VRBO
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Expedia
Charming 3-bedroom house with WiFi, AC in welcoming Winter Park
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This charming house in Winter Park offers 3 cozy bedrooms with a mix of a king, full, and queen beds. With 3 bathrooms f ...
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Expedia
From $132 per night (USD)
VRBO
15 Mi to Dtwn Orlando: Spacious Family Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
2,000 Sq Ft | Quiet Wooded Property | 31 Mi to WDW With room to spread out and space to slow down, this 5-bedroom, 4-ba ...
From $132 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Modern 3BR/3BA home in Prime Winter Park Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious 3BR/3BA townhome in the heart of Winter Park, FL 🌴 Perfect for families, remote workers, or extended stays. Ea ...
From $347 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Cozy Modern Studio
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
This private studio offers a spacious open-concept layout with everything in one stylish and functional space. It featur ...
From $193 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Blue Villa- 8 PAX-Heated Pool-BBQ -Top Area. Close to Orlando’s Top Attractions.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We want to be you Host in Casselberry Let us show you why should book with us:  Designed for 8 guests (1 king Bed, 1 ...
From $375 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Pool, Hot Tub, Massage Chair, Golf, & Music Vibes!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Summary: Immerse yourself in a symphony of experiences at our uniquely themed Orlando home! Each of the four bedrooms ce ...
From $545 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Wana Chill Spot w/ Pool, Spa, Bar ,Ping Pong, BBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Our home brings together elements of comfort, convenience, and fun with relaxed and social vibes. Ideal for families exp ...
From $495 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Private entrance, comforts of home. 20 minutes to downtown Orlando.
Bedrooms:
3
Bathrooms:
6
Sleeps:
18
Private secure digital entrance location ● Dining/Living space with table and chairs also extra hide a bed Lounger ...
From $290 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Charming 3-bedroom near Orlando theme parks, downtown and golf courses
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this dream home in Casselberry Florida! This property is located in the heart of Seminole County and offers e ...
From $182 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Spacious Modern Japandi Retreat - Winter Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Experience serene luxury in this spacious Japandi-style home in beautiful Winter Park. Blending Scandinavian warmth with ...
From $404 per night (USD)
VRBO
From $1473 per night (USD)
Expedia
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to the American Dream House, your private lakeside paradise designed for unforgettable family vacations, peacefu ...
From $1473 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Charming 3-bedroom house with WiFi, AC in Winter Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Winter Park, this charming house with 3 queen beds is a dream. The adorable living room with a cozy sofa bed ...
From $249 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Citrus Oasis: 4BR Pool Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to our Citrus Oasis! This beautiful 4-bedroom, 2-bath home offers a fully equipped kitchen, spacious bedrooms, a ...
From $240 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Peaceful RV with AC in Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Nestled in Winter Park, this delightful recreational vehicle offers a cozy retreat for guests. With 2 bedrooms including ...
From $138 per night (USD)
VRBO

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Results: 75 Rentals