Book a Place to Stay in Middleburg for Your Summer Getaway
About Middleburg Summer Rental on Vacation Cottage
Elevate your summer travels with 49 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Middleburg. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Middleburg or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in Middleburg for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Middleburg, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About Middleburg Luxury Rentals
What are the top rated Summer Rentals in Middleburg?
There are a lot of options in Middleburg. If you plan on staying in the Middleburg area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Middleburg:
- Fireside at the Creek
- Pool Home Retreat · Tesla EV Charger · Firepit · RV/Boat Access Near Ramp
- The Escape at the Ravines |King Studio w/Daybed |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views
- Beautiful Lake getaway with pool, upgraded, pet friendly with lots of extras!
- Retreat at the Ravines |King Studio |Full Kitchen |Dogs Ok |Screened Porch |Wooded Views |Quiet
- The Tree House
- Hampton Inn & Suites Middleburg
- Beautiful home with pool
- Rest Ashored!
- Waterfront Retreat-Dock, Fishing & More!
How many summer rentals are available around Middleburg, FL?
In 2026, Vacation Cottage offers 49 summer rentals in or around Middleburg. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Middleburg?
The average price per night for a summer rental in Middleburg is $234. Check the full list of summer accommodations in Middleburg.
How many summer rentals are available to book in Middleburg?
There are 49 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in Middleburg have a private pool?
Yes, here are some popular summer holiday rentals in Middleburg that have a private or indoor pool:
- Spacious 4-2 5TVs Florida Room, Fence Garage Beach45 Min 1 of 7 local properties
- TownePlace Suites by Marriott Middleburg
- TownePlace Suites by Marriott Middleburg
- Brand New Construction - 3 BR/2 1/2 Bath/Small Dogs OK/Bonus TV Room
Check all holiday rentals with a pool in Middleburg on Vacation Cottage.
Can I rent pet-friendly summer rentals in Middleburg?
Yes, We have 49 summer rental homes in Middleburg and types of place to stay in Middleburg include:
- Vacation Homes: 49 available for rent
- Villas: 49 Rentals available for rent
- Holiday Apartments: 49 Rentals available for rent
- Hotels with Suites: 49 Rentals available for book
Do you have a luxury summer rental with a pool in Middleburg?
Yes, of course! There are many luxury summer rental properties in Middleburg. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Middleburg.
