Montgomery Cottages - Vacation Rentals in Glen St. Mary

Loft Style Home with Pool ATV Trails From US $134
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Island Oaks RV Resort From US $192
         

|
9.0 (27 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Luxury 4BR Pool Retreat Taste of Britain From US $338
         

9.8 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Off the Beaten Path 3BR Near Cecil & Equestrian From US $229
         

9.6 (25 Reviews)
House
  • Air Conditioner
  • Designated Smoking Area
  • TV
Relaxing 3BR Home w/Wifi, Parking & Backyard From US $206
         

8.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pasture Bedtime Yurt From US $309
         

New
RV Rental
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Moo-Tel Yurt From US $309
         

New
RV Rental
  • Air Conditioner
  • Bedding/Linens
  • Fireplace/Heating

Luxury Places to Stay in Glen St. Mary

Over 43+ Luxury Places to Stay in or Near Glen St. Mary

Top-Rated Vacation Rentals with a Pool in Glen St. Mary

Over 11+ Top-Rated Vacation Rentals with a Pool in or Near Glen St. Mary
Island Oaks RV Resort From US $189
         

|
9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn And Suites Macclenny I-10 From US $108
         

|
9.2 (292 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Holiday Inn Express & Suites Macclenny by IHG From US $102
         

|
8.9 (168 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Adorable Loft Cottage in Osceola Forest w/Pool & ATV Trails! From US $142
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites MacClenny I-10 From US $99
         

9.4 (861 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Glen St. Mary

Over 11+ Pet-Friendly Vacation Rentals in or Near Glen St. Mary
Relaxing 3BR Baldwin Retreat With Sectional From US $228
         

Red Roof Inn Baldwin From US $93
         

7.8 (611 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Baldwin From US $92
         

7.9 (179 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn MacClenny From US $63
         

7.0 (163 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Lake View, Spacious 4 Bedroom Home on Quiet Street From US $324
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Glen St. Mary

Over 1+ Large Vacation Homes & Villas in or Near Glen St. Mary
Jax Home w/Yard - 10 Mi to Adventure Landing! From US $272
         

Wheelchair Accessible Vacation Homes in Glen St. Mary

Over 2+ Wheelchair Accessible Vacation Homes in or Near Glen St. Mary
Motel 6-Macclenny, FL From US $66
         

|
6.6 (107 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express & Suites Macclenny by IHG From US $106
         

9.2 (351 Reviews)
Hotel
  • Parking
  • Wheelchair Accessible
  • Accessibility

Glen St. Mary Vacation Rentals and Airbnb Places to Stay Under $200

Over 8+ Glen St. Mary Vacation Rentals and Airbnb Places to Stay Under $200
Homestay Inn and suites From US $62
         

|
4.3 (9 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Homestay Inn & Suites From US $65
         

6.0 (28 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Bedding/Linens
Travelodge Suites by Wyndham MacClenny/I-10 From US $65
         

5.6 (234 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Lola's Barn Retreat From US $165
         

9.0 (2 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Peaceful Starke Retreat w/Deck: 6 Mi to Downtown! From US $185
         

Val's Sanctuary, private unit, in-law suite. From US $68
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Private Home in Macclenny, FL 32063 From US $150
         

5.0 (3 Reviews)
House
  • Air Conditioner
  • Child Friendly
  • Laundry

Instantly Bookable Vacation Homes in Glen St. Mary

Over 2+ Instantly Bookable Vacation Homes in or Near Glen St. Mary

About Glen St. Mary Vacation Rentals

With more than 52 Glen St. Mary vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Montgomerycottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Glen St. Mary.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Montgomerycottages Glen St. Mary, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Glen St. Mary. Places to stay near Glen St. Mary are 409.08 ft² on average, with prices averaging US $235 a night.

Montgomerycottages makes it easy and safe to find and compare vacation rentals in Glen St. Mary with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Glen St. Mary

Type Count
Vacation Homes 23
Cabin Rentals 12
Hotels 11
Holiday Apartments 2
Cottages 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Glen St. Mary

Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Glen St. Mary.

Weather in Glen St. Mary

View the weather forecast for Glen St. Mary before booking your Glen St. Mary Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Glen St. Mary Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Glen St. Mary?
How many vacation rentals are available in Glen St. Mary?

Currently, the total number of properties listed in 2026 is over 52 in the Glen St. Mary area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Glen St. Mary.