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

Casselberry Rentals

From $337 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 $337 per night (USD)
VRBO
From $234 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 $234 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Your Stylish Winter Park Retreat 🌴 Spacious 3BR/3BA Townhome in the Heart of Winter Park, FL 🌴Perfect for ...
From $311 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Traveler's Dream: Refresh & Recharge Poolside
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)
Expedia
From $401 per night (USD)
VRBO
Lakefront Villa in Casselberry
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Lakefront Comfort Near Orlando Escape to a peaceful retreat tucked away in Casselberry! This cozy home offers relaxing l ...
From $401 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Elegant 6BR CFL Retreat: Pool, Hot Tub, Game Room!
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Summary: Indulge in a sophisticated Florida escape at this professionally curated 6-bedroom, 2.5-bathroom retreat. Perf ...
From $378 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Charming 1-bedroom house in Casselberry
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 ...
From $133 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Relaxing lake house with AC in quiet Casselberry
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a peaceful stay at this 2-bedroom house in Casselberry. Each bedroom features its own queen mattress and closet. O ...
From $204 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Brizzy 2BR/2BA Near Park Ave and Rollins, Perfect for Families and Long Stays.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this 2-bedroom house in Winter Park. The bedrooms feature a queen bed and a king bed, offering plenty of comfor ...
From $245 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Casselberry escape w/ pool & backyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to this spacious 4-bedroom Casselberry retreat! - Sleeps 8 | 4 bedrooms | 4 beds | 2 baths - Priva ...
From $325 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Spacious Casselberry Home Near Attractions. Host capacity up to 10 people
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to your perfect Central Florida getaway! This beautifully updated home in Casselberry offers comfort, style, and ...
From $203 per night (USD)
VRBO
From $386 per night (USD)
VRBO
Hilltop Haven – Peaceful Casselberry Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space 🏠 Welcome to your home-away-from-home! Tucked away in a quiet, green corner of Casselberry, this mode ...
From $386 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Family Pool Home Near Orlando Attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious family-friendly home in Casselberry, FL featuring 3 bedrooms, 2 bathrooms, a private pool, and a fun game room ...
From $349 per night (USD)
VRBO
From $86 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 $86 per night (USD)
VRBO
From $134 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 $134 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Cozy 4/2, King Beds, Pergola, Hot Tub & Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Summary: Newly renovated farmhouse gem in the heart of Casselberry/Orlando! Featuring 2 king beds, 1 queen, a bunk room ...
From $306 per night (USD)
VRBO
From $414 per night (USD)
VRBO
The Soundwave Retreat 🌴 Pool, Spa & Golf Oasis
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 c ...
From $414 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Wana Chill Spot w/ Pool, Spa, Bar ,Ping Pong, BBQ
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our home brings together elements of comfort, convenience, and fun with relaxed and social vibes. Ideal for families exp ...
From $374 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Lakefront House | Kayak | Fish | Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
🏡 THE SPACE Welcome to your private lakefront retreat — a peaceful 3BR/2BA single-family home on the shores of a privat ...
From $291 per night (USD)
VRBO
From $148 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 $148 per night (USD)
VRBO
From $327 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 $327 per night (USD)
VRBO
From $221 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 $221 per night (USD)
Expedia
From $502 per night (USD)
VRBO
* 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 be ...
From $502 per night (USD)
VRBO
From $305 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 $305 per night (USD)
VRBO
From $254 per night (USD)
VRBO
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 $254 per night (USD)
VRBO
From $234 per night (USD)
Expedia
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 $234 per night (USD)
Expedia
From $336 per night (USD)
VRBO
The Bird House Spa Winter Park
Bedrooms:
2
Bathrooms:
1
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 $336 per night (USD)
VRBO
From $310 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 clean 2-bedroom 1-bath house. Nestled in a generally quiet neighborhood, this ...
From $310 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Casa Winter Park
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
<p> Casa Winter Park accommodates the need for personal space while enjoying, at the same time, the gathering with sever ...
From $425 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Peaceful Longwood Home - Minutes to Attractions
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful, cozy, and welcoming home in Longwood. Conveniently located near Historic Downtown Longwood, hospitals, shoppi ...
From $226 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Modern 2BR Stay in Prime Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
From $160 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Bright & Comfy 2BR Home Away
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
From $148 per night (USD)
Expedia
From $132 per night (USD)
VRBO
2BR with Resort-Style Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
From $132 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Upscale 1BR Apartment Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
From $128 per night (USD)
Expedia
From $134 per night (USD)
VRBO
1BR with Open-Concept Living
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
From $134 per night (USD)
VRBO
From $93 per night (USD)
Expedia
Modern 1BR with Premium Finishes
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
From $93 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Comfortable & Quiet 2BR/2BA, Near Park Ave & Rollins, Extended Stays Welcome.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy a peaceful stay in this comfortable, easy-access 2BR/2BA home in a quiet Winter Park neighborhood near Park Avenue ...
From $272 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Spacious 5-bedroom house in welcoming Winter Park
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
Stay comfortably in Winter Park at this 5-bedroom house. The space features three queen beds, two king beds, and a twin ...
From $390 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Dog-Friendly Apt w/ Fenced Yard in Winter Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The gateway to your dream Florida vacation, this charming studio stay is nestled near Walt Disney World, the airport, an ...
From $207 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Cute 5-bedroom house in peaceful Winter Park
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Enjoy a peaceful stay at this 5-bedroom house in Winter Park. The quaint space features three queen beds, two king beds, ...
From $316 per night (USD)
Expedia
From $555 per night (USD)
VRBO
De Lux Maison Suite 16 - Luxury Home with up to 25' high ceilings. Sleeps 16-18
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Spacious Luxury Retreat – Sleeps 16+ | Pool, Chef’s Kitchen, 3 Master-Inspired en-suite Bedrooms plus 3 more regular be ...
From $555 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Spacious 5-bedroom house in gorgeous Winter Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Your cozy getaway awaits in Winter Park at this enchanting house. With four bedrooms featuring three queen beds, one kin ...
From $266 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Experience the charm of East Winter Park with a cozy glamping RV.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nook Haven Glamping Oasis ✨ A Whisper-Quiet Retreat in Winter Park ✨ Tucked beneath the shade of old whispering oaks � ...
From $142 per night (USD)
VRBO
From $361 per night (USD)
Expedia
The Canopy on Periwinkle- A Home Away From Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax with the whole family at The Canopy on Periwinkle. This family-friendly home in Eastbrook Subdivision has 4 bedroo ...
From $361 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Cozy & Charming Studio. Minutes from Disney & Epic Universe + Top Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy and welcoming private studio with its own separate entrance for complete privacy. This charming space is decorated ...
From $161 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Cozy Winter Park Retreat / Near UCF, Full Sail & Downtown Orlando
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your comfortable home away from home in Winter Park! This private 1-bedroom Condo is perfect for couples, sol ...
From $158 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Winter Park 3BR Oasis- Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3BR Oasis with Private Pool in Winter Park Welcome to your sunny Winter Park retreat — a spacious and family-f ...
From $372 per night (USD)
VRBO
From $309 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 $309 per night (USD)
VRBO
From $136 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 $136 per night (USD)
VRBO
From $312 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 $312 per night (USD)
Expedia
From $292 per night (USD)
VRBO
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 $292 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Serene Mid-Century 3/2 w/Bonus Room and Huge Shaded Yard w/Fence
Bedrooms:
2
Bathrooms:
4
Sleeps:
18
Charming mid-century home that has been updated for a comfortable and relaxing stay. Plenty of space indoors to relax an ...
From $395 per night (USD)
Expedia
From $376 per night (USD)
VRBO
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 $376 per night (USD)
VRBO
From $270 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 $270 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Charming 2-bedroom townhome in Winter Springs.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy 2-Bedroom Townhome in Winter Springs. Your Perfect Getaway Escape to comfort and charm in this beautifully appointe ...
From $225 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Cute 5-bedroom,6bed house in superb Winter Park.
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Located in Winter Park, this charming house boasts 5 bedrooms, 2 bathrooms, and a cozy living room with a king bed and a ...
From $379 per night (USD)
Expedia
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VRBO
Lakefront Studio • Breathtaking Views • Private Keyless Entry • Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Boutique Lakefront Studio in Altamonte Springs — Designed for Solo Professionals Enjoying an Extended Central Florida St ...
Click For Pricing
VRBO
From $141 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 $141 per night (USD)
VRBO
From $231 per night (USD)
VRBO
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 $231 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Top 1% Modern Japandi Retreat - Jacuzzi No Fee
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Experience serene luxury in this spacious Japandi-style home in beautiful Winter Park. Blending Scandinavian warmth with ...
From $461 per night (USD)
Expedia
From $1776 per night (USD)
VRBO
The American Dream House – Lakefront Luxury with 2 Heated Pools & Hot Tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
22
A stunning lakefront retreat perfect for families. Enjoy two heated pools and a relaxing hot tub—the front pool is ideal ...
From $1776 per night (USD)
VRBO
From $354 per night (USD)
Expedia
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 $354 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $643 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 l ...
From $643 per night (USD)
Expedia
From $368 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 $368 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious 2BR with Open Layout
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a comfortable and stylish stay in the heart of Winter Springs. This bright, thoughtfully furnished home features a ...
Click For Pricing
Expedia
From $285 per night (USD)
VRBO
Cozy Winter Park Cottage
Bedrooms:
2
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 $285 per night (USD)
VRBO

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Casselberry Rentals

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Results: 67 Rentals