Discover Your Perfect Midway Vacation Homes

Best Vacation Homes in Midway

House
Map-icon
like-icon6.0
Good
(3 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $246/Night 7 Nights - AU $1,722
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 4 Guests 979.52 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
AU $239/Night 7 Nights - AU $1,673
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Apartment
Map-icon
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $415/Night 7 Nights - AU $2,904
House
Map-icon
like-icon10.0
Exceptional
(59 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $224/Night 7 Nights - AU $1,571
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 6 Guests 1237.85 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $198/Night 7 Nights - AU $1,387
House
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
3 Bedrooms 2 Baths 7 Guests 1440 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $250/Night 7 Nights - AU $1,751
House
Map-icon
like-icon10.0
Exceptional
(37 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $269/Night 7 Nights - AU $1,884
Condo
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $421/Night 7 Nights - AU $2,946

Midway Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
5 Bedrooms 2 Baths 10 Guests 2700 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $1,070/Night 7 Nights - AU $7,488
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House
Map-icon
3 Bedrooms 3 Baths 6 Guests 1345.49 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
AU $1,023/Night 7 Nights - AU $7,163
House
Map-icon
like-icon4.0
Average
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
AU $950/Night 7 Nights - AU $6,647
House
Map-icon
6 Bedrooms 4 Baths 16 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $885/Night 7 Nights - AU $6,199
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $840/Night 7 Nights - AU $5,879
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $637/Night 7 Nights - AU $4,460
House
Map-icon
like-icon5.5
Average
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1194.79 ft²
  • Kitchen
    Kitchen
  • Parking
    Parking
More amenities
AU $603/Night 7 Nights - AU $4,220
star-icons-3
House
Map-icon
like-icon7.5
Very Good
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests 1603.82 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $559/Night 7 Nights - AU $3,910

Midway Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $227/Night 7 Nights - AU $1,591
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House
Map-icon
like-icon9.5
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 6 Guests 1216.32 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $370/Night 7 Nights - AU $2,589
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $273/Night 7 Nights - AU $1,910
star-icons-3
House
Map-icon
like-icon1.0
Average
(1 Review)
3 Bedrooms 3 Baths 8 Guests 1345.49 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $295/Night 7 Nights - AU $2,068
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $266/Night 7 Nights - AU $1,866
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 8 Guests 1344 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $262/Night 7 Nights - AU $1,832
House
Map-icon
like-icon9.8
Exceptional
(49 Reviews)
2 Bedrooms 2 Baths 6 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $149/Night 7 Nights - AU $1,044
House
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
3 Bedrooms 3 Baths 6 Guests 1212 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $253/Night 7 Nights - AU $1,768

Midway Large Vacation Homes

House
Map-icon
like-icon9.2
Exceptional
(30 Reviews)
3 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $391/Night 7 Nights - AU $2,735
House
Map-icon
like-icon10.0
Exceptional
(65 Reviews)
3 Bedrooms 3 Baths 10 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $245/Night 7 Nights - AU $1,712
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $765/Night 7 Nights - AU $5,357
House
Map-icon
like-icon9.4
Exceptional
(8 Reviews)
4 Bedrooms 3 Baths 10 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $384/Night 7 Nights - AU $2,688
Condo
Map-icon
like-icon7.0
Very Good
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $431/Night 7 Nights - AU $3,014
House
Map-icon
4 Bedrooms 4 Baths 16 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $1,501/Night 7 Nights - AU $10,507
Condo
Map-icon
3 Bedrooms 3 Baths 12 Guests
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
AU $364/Night 7 Nights - AU $2,550
Villa
Map-icon
3 Bedrooms 2 Baths 6 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
AU $347/Night 7 Nights - AU $2,432

Why Choose Rent By Owner for your Midway Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Midway

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination can enhance your experience, as the region offers different climates and activities throughout the year, helping you make the most of your stay in Midway, Florida.

Peak Season Highlights

spring
March to May

During spring, the area experiences warm weather and vibrant local events, making it an ideal time for exploring your vacation rental and enjoying outdoor activities.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
spring
June to August

The summer months bring hot days and lively atmosphere, perfect for those looking to enjoy longer daylight hours and a bustling region.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 70°F to 75°F

Off-Season Highlights

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December to February

In winter, the region offers cooler temperatures and fewer visitors, providing a peaceful setting to relax in comfort at your vacation rental.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
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September to November

Fall brings milder weather and lower occupancy rates, allowing for a more relaxed stay while still enjoying pleasant outdoor conditions.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Weekly Weather Forecast for Midway

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy the outdoors with access to a private or shared swimming pool, perfect for cooling off during warm Florida days.
  • Relax in a spacious backyard patio or deck area, ideal for outdoor dining and social gatherings.
  • Take advantage of well-maintained walking or biking trails that showcase the scenic beauty of the region.
  • Make use of outdoor grilling facilities to cook up delicious meals while enjoying the fresh air.
  • Unwind in a lush garden or landscaped yard that provides a peaceful retreat within your rental.
  • Participate in outdoor recreational activities like tennis courts or basketball courts, often available nearby.
  • Experience breathtaking sunsets and views from outdoor verandas or screened porches that come with many rentals here.
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Family Activities

  • Midway Family Park: Enjoy a relaxing day outdoors at this park, which offers playgrounds and picnic areas perfect for quality family time in the region.
  • Local Nature Trails: Explore scenic hiking and biking trails here that provide an engaging way to experience the area's natural beauty with your loved ones.
  • Community Events and Festivals: Participate in seasonal festivals and family-friendly events that showcase local culture and entertainment within this destination.
  • Educational Visits: Discover nearby museums and educational centers designed to entertain and inform children while highlighting the region’s history and innovations.
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Adult Activities

  • Fishing Charters in Midway, Florida: Experience a relaxing day casting lines on the region’s abundant waters, renowned for their excellent fishing opportunities.
  • Golfing at Local Courses: Enjoy a round of golf at nearby courses where you can take in scenic views while practicing your swing amidst the region’s lush landscapes.
  • Visiting Nature Reserves: Explore protected areas around here that offer peaceful hiking trails and opportunities to observe local wildlife in their natural habitat.
  • Dining at Regional Restaurants: Savor delicious Southern cuisine and fresh seafood at acclaimed eateries that showcase the flavors unique to this destination's culinary scene.

Midway Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region’s natural beauty by enjoying outdoor pursuits like fishing, hiking, or birdwatching to fully immerse yourself in the area's serene environment.
  • Visit nearby attractions: Discover the hidden gems and cultural sites around this destination to enrich your stay and experience the authentic local vibe.
  • Plan for convenient transportation: Arrange reliable transportation options to easily access the area’s key spots and make the most of your time here.
  • Select the right vacation rental: Choose a well-reviewed property that offers comfort and amenities tailored to your needs for a seamless stay in this inviting region.

Transportation Options

  • Florida Central Railroad: Enjoy scenic rides on this historic railway that connects you to the region’s charming towns and local attractions.
  • Regional Bus Services: Utilize the area's bus networks for affordable and convenient transportation around Midway and neighboring communities.
  • Rental Car Services: Choose from various rental agencies offering vehicles that provide flexibility to explore mid-Florida at your own pace.
  • Taxi and Rideshare Options: Access reliable taxi services and rideshare platforms for quick, door-to-door travel within the local area.

Local Customs Options

  • Southern Hospitality: Embrace the warm and welcoming attitude that locals in this area are known for, making your stay comfortable and friendly.
  • Community Events: Participate in local gatherings and festivals that highlight the region's rich cultural traditions and community spirit.
  • Food Traditions: Explore regional cuisine through traditional dishes and local eateries that reflect Midway's unique culinary heritage.
  • Respect for Nature: Observe local customs of preserving natural resources and outdoor etiquette during your exploration of the area's scenic landscapes.

Frequently Asked Questions About Midway?

1. What are the top vacation rentals in Midway?

2. Which vacation homes in Midway are best for families?

If you are looking for a family-friendly vacation home in Midway, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Midway:

3. How many Rentbyowner vacation rentals are available in Midway?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 132 in the Midway area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Midway. 

4. What is the cancellation policy for vacation rentals in Midway, Florida?

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the rental’s page or contact the owner directly for clarification.

5. Are there any additional fees I should be aware of when booking a vacation rental in the area?

Additional fees such as cleaning fees, service charges, or security deposits are typically detailed in the listing. Be sure to read the full description and reach out to the host if you have questions about extra costs.

6. How do I ensure my reservation is secure and confirmed for a stay here?

Reservations are confirmed through the booking platform once you complete the payment process. For added assurance, check the listing’s reviews and communicate with the owner if needed before finalizing your reservation.

7. What amenities are usually included in vacation rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, appliances, linens, and outdoor spaces. Review each listing carefully to confirm the amenities that are important for your stay.

8. Is it possible to modify or cancel my booking if my plans change?

Modification and cancellation policies depend on the individual property. It’s recommended to review the terms on the listing page or contact the owner directly to understand your options if your plans change.

Midway Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $396/Night 7 Nights - AU $2,774
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 6 Guests 1280 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $244/Night 7 Nights - AU $1,708
Condo
Map-icon
like-icon9.6
Exceptional
(18 Reviews)
3 Bedrooms 3 Baths 6 Guests 1280 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $230/Night 7 Nights - AU $1,612
Condo
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 8 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $543/Night 7 Nights - AU $3,800
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(2152 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $117/Night 7 Nights - AU $821
Condo
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $440/Night 7 Nights - AU $3,080
Hotel
Map-icon
like-icon8.8
Fabulous
(1968 Reviews)
2 Baths 301.39 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $120/Night 7 Nights - AU $841
New
House
Map-icon
like-icon8.0
Excellent
(1 Review)
3 Bedrooms 3 Baths 8 Guests 1177 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $311/Night 7 Nights - AU $2,178