Discover Your Perfect Glen St. Mary Vacation Homes

Best Vacation Homes in Glen St. Mary

House
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $233/Night 7 Nights - US $1,630
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House
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like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 5 Guests 182.99 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $134/Night 7 Nights - US $939
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Other
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like-icon8.8
Fabulous
(20 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
US $221/Night 7 Nights - US $1,544
House
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $204/Night 7 Nights - US $1,429
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House
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like-icon9.2
Exceptional
(4 Reviews)
94 Bedrooms 10 Baths 48 Guests 398.26 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $189/Night 7 Nights - US $1,326
House
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like-icon9.8
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 10 Guests 2097 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $333/Night 7 Nights - US $2,333
House
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like-icon9.6
Exceptional
(25 Reviews)
3 Bedrooms 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $232/Night 7 Nights - US $1,623
House
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like-icon7.6
Very Good
(4 Reviews)
3 Bedrooms 2 Baths 6 Guests 1300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $209/Night 7 Nights - US $1,464

Glen St. Mary Luxury Rentals

Cabin
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3 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $299/Night 7 Nights - US $2,094
Cabin
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3 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $298/Night 7 Nights - US $2,087
Cabin
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2 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $285/Night 7 Nights - US $1,995
Cabin
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3 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $284/Night 7 Nights - US $1,986
Cabin
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2 Bedrooms 1 Bath 4 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $282/Night 7 Nights - US $1,971
Cabin
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1 Bedroom 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $275/Night 7 Nights - US $1,925
Cabin
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1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $273/Night 7 Nights - US $1,910
Cabin
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2 Bedrooms 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $273/Night 7 Nights - US $1,909

Glen St. Mary Pet Friendly Vacation Rentals

Cabin
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3 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $272/Night 7 Nights - US $1,902
House
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1 Bedroom 2 Baths 6 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $228/Night 7 Nights - US $1,599
Hotel
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like-icon7.8
Very Good
(606 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
US $93/Night 7 Nights - US $651
Cabin
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2 Bedrooms 1 Bath 6 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $271/Night 7 Nights - US $1,894
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Hotel
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like-icon8.9
Fabulous
(166 Reviews)
11 Baths 370.86 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $102/Night 7 Nights - US $717
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $324/Night 7 Nights - US $2,270
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $226/Night 7 Nights - US $1,579
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $142/Night 7 Nights - US $993

Glen St. Mary Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $484/Night 7 Nights - US $3,388
House
Map-icon
like-icon8.6
Fabulous
(8 Reviews)
4 Bedrooms 2 Baths 10 Guests 2400 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $272/Night 7 Nights - US $1,901
House
Map-icon
like-icon8.0
Excellent
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests 1625 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $240/Night 7 Nights - US $1,680

Discover & compare premier experiences around Glen St. Mary

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Glen St. Mary 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 Glen St. Mary

When should you plan your Vacation Rentals stay?

To make the most of your stay in this destination, consider planning your vacation during the region’s optimal seasons, when weather conditions and local events create ideal opportunities for relaxation and adventure.

Peak Season Highlights

spring
Spring (March to May)

During this period, you can enjoy warm daytime temperatures ideal for exploring the scenic surroundings of this destination in Florida. The region experiences less humidity, making it a comfortable time for outdoor activities.

Average Temperature Daytime: 78°F - 85°F - Nighttime: 55°F - 65°F
autumn
Fall (September to November)

As the weather begins to cool, this season offers pleasant daytime temperatures perfect for sightseeing and outdoor adventures. It’s an optimal time to experience the area's natural beauty without the peak summer crowds.

Average Temperature Daytime: 75°F - 82°F - Nighttime: 50°F - 60°F

Off-Season Highlights

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Summer (June to August)

While summer in this part of Florida can be hot and humid, it remains a popular time for travelers seeking lower rates on vacation rentals and fewer visitors overall. It's suitable for those who enjoy warmer weather and water-based activities.

Average Temperature Daytime: 88°F - 92°F - Nighttime: 70°F - 75°F
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Winter (December to February)

During these months, the area experiences cooler temperatures and lower occupancy. This off-peak season is ideal if you're looking for more affordable vacation rentals and a quieter environment to unwind.

Average Temperature Daytime: 65°F - 72°F - Nighttime: 45°F - 55°F

Weekly Weather Forecast for Glen St. Mary

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 relaxing outdoor seating areas perfect for soaking up the sunshine in the region.
  • Take advantage of private or shared pools to cool off after a day exploring nearby attractions.
  • Benefit from outdoor grilling stations to prepare delicious meals while enjoying the fresh air.
  • Relax on expansive patios or verandas that offer scenic views of the surrounding countryside.
  • Make use of well-maintained gardens or landscaped yards to unwind amidst nature.
  • Access outdoor recreational equipment such as bicycles or kayaks for active adventures in the area.
  • Utilize dedicated outdoor spaces like fire pits for cozy evenings under the stars in this destination.
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Family Activities

  • Glen St. Mary Community Park: Spend a fun-filled day outdoors with your family at this inviting park, offering playgrounds, picnic areas, and walking trails perfect for all ages.
  • Georgia-Florida State Line: Discover the unique experience of standing at the border between Georgia and Florida, ideal for family photos and learning about regional geography.
  • Local Wildlife Viewing Areas: Explore the area's natural habitats where you can observe local wildlife, making it an educational adventure suitable for children and adults alike.
  • Nearby Nature Trails: Enjoy peaceful strolls along scenic nature trails around here, providing opportunities for birdwatching and appreciating the region’s diverse flora and fauna.
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Adult Activities

  • Kayaking and Canoeing on the Suwannee River: Experience the tranquility of the region's waterways by exploring the Suwannee River, a perfect outdoor activity for adventure seekers staying nearby.
  • Visit the Historic Jennings House: Discover local history and architecture at this well-preserved site that offers insight into the area's past for those interested in cultural exploration.
  • Fishing at Lake St. Mary: Cast your line in the peaceful waters of Lake St. Mary, a favored spot among anglers looking to enjoy a relaxing day in nature.
  • Nature Walks and Bird Watching in Local Nature Reserves: Wander through the scenic trails of nearby wildlife preserves, where you can observe native birds and immerse yourself in the area's natural beauty.

Glen St. Mary Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's scenic parks and outdoor spaces to enjoy peaceful walks or outdoor activities during your stay.
  • Visit Nearby Attractions: Discover the region's charming attractions and cultural sites that showcase the local heritage and add extra enjoyment to your trip.
  • Plan Your Activities: Make the most of your visit by scheduling outdoor adventures or leisure time at nearby lakes and trails to immerse yourself in the area's natural beauty.
  • Choose a Convenient Location: Select a vacation rental situated close to key points of interest to optimize your time and experience the best this destination has to offer.

Transportation Options

  • Glen St. Mary Transportation Services: You can easily access local transportation options to explore the region around your vacation rental here.
  • Jacksonville International Airport: This major airport serves travelers arriving from various locations and offers convenient connections for visitors staying in the area.
  • Rental Car Agencies: Several rental car providers operate nearby, giving you flexibility to explore this destination at your own pace.
  • Local Taxis and Rideshare Services: Reliable taxi and rideshare options are available to help you comfortably reach popular attractions and your vacation rental in the region.

Local Customs Options

  • Southern Hospitality: You will notice that welcoming gestures and friendly conversations are a cherished part of the local culture here, reflecting the region’s genuine hospitality.
  • Participating in seasonal community events gives you insight into the area's rich local traditions and celebrations rooted in regional history.
  • Respect for Nature: The region values its natural surroundings, so you'll find a strong emphasis on conservation and outdoor etiquette during your stay.
  • Local Cuisine Etiquette: When dining in this destination, expect to embrace the relaxed, family-style approach that highlights regional flavors and communal sharing.

Glen St. Mary Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Glen St. Mary?

2. Which vacation homes in Glen St. Mary are best for families?

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

3. How many Rentbyowner vacation rentals are available in Glen St. Mary?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 53 in the Glen St. Mary 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 Glen St. Mary. 

4. What is the cancellation policy for vacation rentals in Glen St. Mary, Florida?

The cancellation policies vary depending on the individual listing. It’s important to review the specific terms and conditions outlined in each property’s listing details or contact the owner directly for clarification.

5. How do I ensure my booking in this destination is secure and reliable?

Bookings are handled through a trusted platform that offers secure payment options and verified hosts. Always read reviews and confirm all details with the host to ensure a smooth reservation process.

6. Are there any additional fees I should be aware of when reserving here?

Additional fees, such as cleaning fees, service charges, or taxes, are usually specified in the listing. Be sure to review these details before finalizing your reservation to avoid surprises.

7. What amenities can I expect from vacation rentals in this region?

Amenities vary by property, but many include essentials like Wi-Fi, parking, and fully equipped kitchens. Check each listing for specific amenities to match your needs.

8. Is it possible to book last-minute stays at vacation rentals in the area?

Last-minute bookings are often available but depend on current availability. Contact the property owner directly or check the listing for real-time availability and booking options.

Glen St. Mary Top Rated Vacation Rentals

Hotel
Map-icon
like-icon9.4
Exceptional
(840 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $99/Night 7 Nights - US $695
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Hotel
Map-icon
like-icon9.2
Exceptional
(292 Reviews)
1 Bath 301.39 ft²
  • Pool
    Pool
  • Air Conditioner
    Air Conditioner
More amenities
US $108/Night 7 Nights - US $756
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Hotel
Map-icon
like-icon6.7
Good
(103 Reviews)
3 Baths 204.51 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $66/Night 7 Nights - US $465
House
Map-icon
like-icon8.6
Fabulous
(9 Reviews)
3 Bedrooms 2 Baths 9 Guests 2305 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $250/Night 7 Nights - US $1,751
House
Map-icon
3 Bedrooms 2 Baths 9 Guests 1975 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $322/Night 7 Nights - US $2,254
House
Map-icon
3 Bedrooms 2 Baths 9 Guests 2305 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $211/Night 7 Nights - US $1,475
Apartment
Map-icon
1 Bedroom 2 Baths 4 Guests 1000 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $95/Night 7 Nights - US $665