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

Winter Springs Rentals

From $283 per night (USD)
VRBO
Gator Nest: Charming 3-bedroom, 2-bath home, sleeps 6. Excellent for a relaxing, nature getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
🌅 Lakeside Serenity at Gator Nest 🌅 Experience breathtaking sunsets over Lake Jessup from our large back patio! Nestl ...
From $283 per night (USD)
VRBO
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Expedia
Beautiful two bedroom two bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
RiZE at Winter Springs is a beautiful community located in Winter Springs, Florida. Our convenient location provides eas ...
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Expedia
From $580 per night (USD)
VRBO
Gator Mansion: Spacious 6-bedroom, 5-bath home, sleeps 12. Perfect for family gatherings.
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Gator Mansion offers luxury with 6 bedrooms and 5 baths, perfect for large groups. Enjoy a spacious living area with a 5 ...
From $580 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Gator Den: Comfortable 3-bedroom, 2-bath home, sleeps 6. Ideal for mid-sized groups.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gator Den offers a serene lakefront retreat minutes from the city. This fully furnished home features free WiFi, a smart ...
From $314 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Gator Lodge: Inviting 2-bedroom, 1-bath home, sleeps 4. Perfect for couples or small families.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the charm of Gator Lodge, a cozy retreat near the Black Hammock Wilderness Area. This welcoming space is perf ...
From $151 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Gator Cove: Quaint 2-bedroom, 1-bath cottage, sleeps 4. Great for a peaceful retreat.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a relaxing stay at Gator Cove, a cozy 2-bedroom, 1-bath home with a fully stocked kitchen, washer/dryer, and smart ...
From $210 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Gator Palace: Stylish 5-bedroom, 4-bath home, with upstairs loft. Sleeps 12.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to Gator Palace in Oviedo, Florida—a spacious, two-story villa perfect for large families, comfortably sleeping ...
From $495 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Refreshing Oasis with Massage Chair, Game Garage, Large Fenced Yard +Retro games
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Unwind in a comfortable and well-equipped home, conveniently located near Orlando/Sanford Airport, Wekiwa Springs, and a ...
From $192 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautiful,clean spacious and private on an acre and a half, yet close to everything! Imagine yourself and family right h ...
From $187 per night (USD)
VRBO
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Expedia
New two story townhome with plenty of outdoor space.
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
Property is on the second and third floors of a three story townhouse. Main front entrance leads to open space Kitchen, ...
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Expedia
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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Expedia
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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Expedia
From $66 per night (USD)
VRBO
EFFICIENCY/ROOM with garage, kitchen bar and a separate entrance from the garage
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
The room/efficiency with corner kitchenette is on the first floor of the three story townhome building and is with separ ...
From $66 per night (USD)
VRBO
From $138 per night (USD)
Expedia
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)
Expedia
From $185 per night (USD)
VRBO
“Harmony”_
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
“Harmony” is a lovely and comfortable 2 bedroom 1 bathroom 1 car garage duplex. It’s nestled in a quiet and friendly Ov ...
From $185 per night (USD)
VRBO
From $298 per night (USD)
Expedia
3B/2Ba Home with Commmunity Pool. 30min from Universal Studios
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
In this home, you will find a newly renovated kitchen and bathrooms, with modern detailing and new appliances. There is ...
From $298 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Gator Cottage: Cozy 2-bedroom, 1-bath cottage, sleeps 4. Perfect for a small family.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover tranquility at Lake Jesup Hideaway! Our charming 2BR cottage offers a cozy retreat near Black Hammock in rural ...
From $205 per night (USD)
VRBO
From $144 per night (USD)
Expedia
Gator Hole: Old-Florida Cabin Feeling 2-bedroom, 1.5-bath house, sleeps 4.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the breathtaking view of Florida wildlife or a sunset over Lake Jesup from a large open window overlooking the wat ...
From $144 per night (USD)
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 $142 per night (USD)
Expedia
Labor Day Getaway!! Guest House with Private pool & WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the beautiful city of Lake Mary! Kick back and relax in this quaint, stylish space. Located in Central Florid ...
From $142 per night (USD)
Expedia
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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
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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 $259 per night (USD)
VRBO
Fire Pit + Private Yard: Family Home in Longwood!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Plan your next trip to Longwood, FL, with this vacation rental as the focal point for all your Orlando-area adventures! ...
From $259 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Weekday Special Orlando Cozy Cottage with queen bed & nearby pickleball courts
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the beautiful city of Lake Mary! Kick back and relax in this calm, stylish space. Located in Central Florida ...
From $133 per night (USD)
Expedia
$\Urban Oasis: A Tropical Hideout in the Heart of Orlando's Vibrant Suburbs\$
From $157 per night (USD)
VRBO
\"Urban Oasis: A Tropical Hideout in the Heart of Orlando's Vibrant Suburbs\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover the ultimate 2-bedroom cottage retreat nestled in the heart of Historical Sanford, Lake Mary, and Logwood. Conv ...
From $157 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Sun-filled oasis with furnished patio, shared pool, & fire pit - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Evergreen Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $253 per night (USD)
Expedia
From $273 per night (USD)
VRBO
16 Mi to Dtwn Orlando: Quiet Apt w/ Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the best of Florida with ease from this 1-bedroom + bonus room, 1-bath vacation rental! This Lake Mary apartm ...
From $273 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Peaceful family retreat-centrally located for attraction options!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovated deluxe spa master bath for the ultimate relaxation after a day of activities! Family board games, fire pit in ...
From $214 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Historic Oviedo Charmer - Close to everything
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This Oviedo House is nestled in a quiet, residential neighborhood that comfortably hosts a family, group of friends, cou ...
From $173 per night (USD)
VRBO
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 $314 per night (USD)
VRBO
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)
VRBO
From $168 per night (USD)
Expedia
3BR Oviedo Escape • Comfort + Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Relax in this private 3BR/2BA home featuring a cozy fireplace, full kitchen, fast Wi-Fi, and private entrance—ideal for ...
From $168 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Cozy 1BR Retreat • Pet-Friendly + 25% Off
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Save 25% on Affordable Comfort in Prime Oviedo! Enjoy privacy and great value in this cozy 1BR retreat with a private e ...
From $112 per night (USD)
VRBO
From $98 per night (USD)
Expedia
Affordable 1BR Near UCF • Pets OK + 32% Off
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Save 32% on this private 1BR Oviedo getaway! Enjoy comfort and value with a two-burner stove, fridge, and dedicated work ...
From $98 per night (USD)
Expedia
From $168 per night (USD)
VRBO
3BR Home in Oviedo • Cozy Stay + Fast Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Save 20% on this spacious 3BR/2BA Oviedo retreat! Enjoy a full kitchen, dining area, fast Wi-Fi, workspace, and private ...
From $168 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Elegant 6-bedroom, 6-bath home, sleeps 12. Ideal for large groups with Optional Banquet Room
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Welcome to Gator Manor, your perfect getaway nestled near the enchanting Black Hammock! This stunning 6-bedroom, 6-bathr ...
From $648 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Spacious 4-bedroom house in lovely Winter Springs near everything
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in Winter Springs, this house is a dream. With 4 bedrooms including 2 queen beds, 2 twin bed, and 1 king bed, th ...
From $467 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
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Expedia
Centrally Located Home w/ Fenced Yard in Oviedo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Pets Welcome w/ Fee | Fireplace | Work From Home | Garage w/ Workout Weights Gather loved ones and retreat to this 4-be ...
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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 $128 per night (USD)
VRBO
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)
VRBO
From $378 per night (USD)
Expedia
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)
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 $193 per night (USD)
Expedia
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)
Expedia
From $375 per night (USD)
VRBO
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)
VRBO
From $290 per night (USD)
Expedia
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)
Expedia
From $182 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 $182 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Maxx Maximum Comfort LLC, 2-Bedrooms, 1 Bathroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Perfect Getaway home away from home.Nestled in the-heart of Winter Springs, Fl. inviting 2-bedroom, 1 bath.offers perfec ...
From $169 per night (USD)
Expedia
From $1473 per night (USD)
VRBO
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)
VRBO

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Winter Springs Rentals

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Results: 51 Rentals