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Accommodations in Winter Springs You’ll Love (Page 2)

Affordable, Top-Rated Places to Stay in Winter Springs – For Every Budget

Looking for accommodation in Winter Springs (Florida)? Discover a wide range of places to stay starting at just $40.08 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Winter Springs accommodation today!

We found 67 Accommodations in Winter Springs and the surrounding area (within 20 miles)

Altamonte Springs Hotel and Suites in Orlando, USA

Altamonte Springs Hotel and Suites

Hotel in Orlando near Winter Springs, Florida , 450 Douglas Avenue
Located 10 miles from Church Street Station, Altamonte Springs Hotel and Suites offers 2-star accommodations in Orlando and has an outdoor swimming po...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Disappointing 498 Reviews 4.0

from $55.13 Show details »

REGENCY INN in Orlando, USA

REGENCY INN

Motel in Orlando near Winter Springs, Florida , 7400 S US HWY 17-92
Located in Orlando, 10 miles from Church Street Station, REGENCY INN has accommodations with free WiFi and free private parking.
  • Parking
  • Family rooms

Poor 161 Reviews 3.7

from $71.56 Show details »

Developer Inn Orlando North, a Baymont by Wyndham in Orlando, USA

Developer Inn Orlando North, a Baymont b...

Hotel in Orlando near Winter Springs, Florida , 235 Wymore Road
Located within 9.1 miles of Church Street Station and 10 miles of Amway Center, Developer Inn Orlando North, a Baymont by Wyndham has rooms with air c...
  • Parking
  • Pets allowed
  • Family rooms
  • Swimming pool

Disappointing 32 Reviews 4.6

from $61.42 Show details »

Sanford Lake Mary Quiet Rooms in Sanford, USA

Sanford Lake Mary Quiet Rooms

Holiday home in Sanford near Winter Springs, Florida , 401 Ventura Drive
Sanford Lake Mary Quiet Rooms offers accommodations in Sanford, 16 miles from Addition Financial Arena and 17 miles from Spectrum Stadium.
  • Parking

Very good 75 Reviews 8.5

from $93.89 Show details »

Quiet Location Duplex House - Minutes Away from Everything - Winter Park, Florida in Orlando, USA

Quiet Location Duplex House - Minutes Aw...

Apartment in Orlando near Winter Springs, Florida , 5030 Oak Hill Drive
Quiet Location Duplex House - Minutes Away from Everything - Winter Park, Florida offers accommodations in Orlando, 6.5 miles from Addition Financial ...
  • Parking
  • Pets allowed

Good 30 Reviews 7.6

from $151.60 Show details »

Spacious 4 Bed Home near Orlando Gated Pool Access in Sanford, USA

Spacious 4 Bed Home near Orlando Gated P...

Holiday home in Sanford near Winter Springs, Florida , 3921 Hanworth Loop
Spacious 4 Bed Home near Orlando Gated Pool Access is located in Sanford, just 16 miles from Addition Financial Arena and 16 miles from Spectrum Stadi...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Superb 15 Reviews 9.4

from $50.00 Show details »

Resort Like house, 4 bedrooms, 3 bathrooms in Orlando, USA

Resort Like house, 4 bedrooms, 3 bathroo...

Holiday home in Orlando near Winter Springs, Florida , 1213 Eagle Trail
Resort Like house, 4 bedrooms, 3 bathrooms offers accommodations in Orlando, 15 miles from Church Street Station and 15 miles from Amway Center.
  • Parking
  • Pets allowed
  • Family rooms

Good 6 Reviews 7.6

from $312.39 Show details »

281 W Citrus in Orlando, USA

281 W Citrus

Guesthouse in Orlando near Winter Springs, Florida , 281 West Citrus Street
281 W Citrus offers accommodations in Orlando, 12 miles from Camping World Stadium and 17 miles from Addition Financial Arena.
  • Parking

no reviews

from $100.00 Show details »

~ Modern and Cozy 4BR home - 30 Mins from Disney ~ in Orlando, USA

~ Modern and Cozy 4BR home - 30 Mins fro...

Apartment in Orlando near Winter Springs, Florida , 600 Plum Lane
~ Modern and Cozy 4BR home - 30 Mins from Disney ~ is located in Orlando, just 13 miles from Camping World Stadium and 14 miles from Addition Financia...
  • Parking
  • Pets allowed

Exceptional 1 Reviews 10.0

from $55.00 Show details »

Pet-Friendly Central Florida Home with Pool! in Lake Mary, USA

Pet-Friendly Central Florida Home with P...

Villa in Lake Mary near Winter Springs, Florida
Pet-Friendly Central Florida Home with Pool! is located in Lake Mary, just 18 miles from Spectrum Stadium and 18 miles from Church Street Station.
  • Parking
  • Pets allowed
  • Sauna
  • Outdoor pool
  • Swimming pool

Exceptional 1 Reviews 10.0

from $464.80 Show details »

Fun in the Sun in Orlando, USA

Fun in the Sun

Holiday home in Orlando near Winter Springs, Florida
Fun in the Sun offers accommodations in Orlando, 14 miles from Camping World Stadium and 14 miles from Addition Financial Arena.
  • Parking
  • Pets allowed

no reviews

from $242.35 Show details »

Home away from home in Orlando! in Orlando, USA

Home away from home in Orlando!

Holiday home in Orlando near Winter Springs, Florida , 3634 Jericho Drive
Providing a garden, Home away from home in Orlando! offers accommodations in Orlando.
  • Parking
  • Pets allowed
  • Family rooms

Superb 33 Reviews 9.4

from $176.13 Show details »

Family Home in Longwood Private Yard and Fire Pit! in Orlando, USA

Family Home in Longwood Private Yard and...

Holiday home in Orlando near Winter Springs, Florida
Family Home in Longwood Private Yard and Fire Pit! offers accommodations in Orlando, 15 miles from Amway Center and 16 miles from Camping World Stadiu...
  • Parking

Exceptional 1 Reviews 10.0

from $254.30 Show details »

Hop Top Rental in Orlando, USA

Hop Top Rental

Hotel in Orlando near Winter Springs, Florida
Offering free WiFi, Hop Top Rental offers accommodations in Orlando, 8.1 miles from Spectrum Stadium and 12 miles from Church Street Station.
  • Parking
  • Pets allowed

no reviews

from $167.53 Show details »

Country Quiet in Sanford, USA

Country Quiet

Holiday home in Sanford near Winter Springs, Florida
Country Quiet offers accommodations in Sanford, 15 miles from Addition Financial Arena and 16 miles from Spectrum Stadium.
  • Parking

Exceptional 1 Reviews 10.0

from $212.83 Show details »

Peaceful Lakefront Oasis - Relax and Recharge in Orlando, USA

Peaceful Lakefront Oasis - Relax and Rec...

Apartment in Orlando near Winter Springs, Florida
Peaceful Lakefront Oasis - Relax and Recharge offers accommodations in Orlando, 10 miles from Addition Financial Arena and 10 miles from Spectrum Stad...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $96.00 Show details »

Home2 Suites By Hilton Lake Mary Orlando in Lake Mary, USA

Home2 Suites By Hilton Lake Mary Orlando

Hotel in Lake Mary near Winter Springs, Florida , 582 New Technology Blvd.
Home2 Suites By Hilton Lake Mary Orlando is located in Lake Mary, 17 miles from Church Street Station and 18 miles from Amway Center.
  • Pets allowed
  • Outdoor pool
  • Swimming Pool

Superb 226 Reviews 9.2

from $95.18 Show details »

Family-Friendly Home in Casselberry with Fire Pit! in Orlando, USA

Family-Friendly Home in Casselberry with...

Holiday home in Orlando near Winter Springs, Florida
Family-Friendly Home in Casselberry with Fire Pit! is located in Orlando, just 11 miles from Addition Financial Arena and 11 miles from Spectrum Stadi...
  • Parking

Exceptional 1 Reviews 10.0

from $270.23 Show details »

Charming Winter Park - Express in Orlando, USA

Charming Winter Park - Express

Holiday home in Orlando near Winter Springs, Florida , 3735 Bear Gully Road
Charming Winter Park - Express offers accommodations in Orlando, 7.5 miles from Spectrum Stadium and 11 miles from Church Street Station.
  • Pets allowed

no reviews

from $132.72 Show details »

The Tiny Cottage in the Springs/ Central FL in Orlando, USA

The Tiny Cottage in the Springs/ Central...

Chalet in Orlando near Winter Springs, Florida , 311 Magnolia Street
The Tiny Cottage in the Springs/ Central FL is located in Orlando, just 12 miles from Church Street Station and 12 miles from Amway Center.
  • Parking
  • Family rooms

Fabulous 38 Reviews 9.0

from $123.75 Show details »

House of Blues-3 Bedrooms+GameRoom in Orlando, USA

House of Blues-3 Bedrooms+GameRoom

Holiday home in Orlando near Winter Springs, Florida , 508 Ivanhoe Way
Offering a tennis court, House of Blues-3 Bedrooms+GameRoom features accommodations in Orlando.
  • Parking
  • Family rooms
  • Kids' outdoor play equipment

Fabulous 17 Reviews 9.0

from $176.94 Show details »

Paradise in a country setting 1100 sq ft apartment in Lake Mary, USA

Paradise in a country setting 1100 sq ft...

Apartment in Lake Mary near Winter Springs, Florida , 571 Napoleon Lane
Paradise in a country setting 1100 sq ft apartment is located in Lake Mary, just 17 miles from Church Street Station and 17 miles from Addition Financ...
  • Parking
  • Family rooms
  • Allergy-free room
  • Outdoor pool
  • Kids' outdoor play equipment

Superb 14 Reviews 9.3

from $161.00 Show details »

Lovely Florida Retreat with Lanai 5 Mi to Riverwalk in Lake Mary, USA

Lovely Florida Retreat with Lanai 5 Mi t...

Holiday home in Lake Mary near Winter Springs, Florida
Lovely Florida Retreat with Lanai 5 Mi to Riverwalk offers accommodations in Lake Mary, 17 miles from Addition Financial Arena and 17 miles from Spect...
  • Parking

no reviews

from $317.60 Show details »

Evergreen Escape in Orlando, USA

Evergreen Escape

Holiday home in Orlando near Winter Springs, Florida
Evergreen Escape offers accommodations in Orlando, 15 miles from Amway Center and 16 miles from Addition Financial Arena.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 5 Reviews 8.8

from $221.76 Show details »

Lake Mary Rental with Shared Pool 32 Mi to Disney! in Lake Mary, USA

Lake Mary Rental with Shared Pool 32 Mi...

Apartment in Lake Mary near Winter Springs, Florida
Lake Mary Rental with Shared Pool 32 Mi to Disney! is located in Lake Mary, just 17 miles from Addition Financial Arena and 17 miles from Spectrum Sta...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $246.90 Show details »

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