Trippy Mates - Vacation Rentals in Highlands

Upscale Stay by Airport & St. Johns River From US $243
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Riverfront Living Near Jacksonville International Airport From US $92
         

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10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
SoHo Inn & Suites Jacksonville North From US $68
         

4.4 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Plush Apartment Near Airport Zoo From US $164
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Retreat Near St Johns River and the Airport From US $141
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Stay Minutes from JAX AIRPORT + StJohns River From US $250
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 2-bedroom close to Airport and Zoo! From US $155
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Waterfront JAX Townhome w/River Access! From US $110
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Highlands

Over 30+ Luxury Places to Stay in or Near Highlands
PERFECT STAY AT JACKSONVILLE From US $482
         

Cozy King Studio | 5 Min to Zoo, JU & DT From US $185
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy King Studio | Zoo, DT & Jacksonville U From US $180
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Quite River Cottage on the water From US $147
         

New
Cottage
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Highlands

Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Highlands
SoHo Inn and Suites Jacksonville North From US $79
         

2.9 (176 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
BeautifulApartmentNeartheAirport&RiverCity From US $242
         

9.4 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stayable Suites Jacksonville North From US $65
         

Pet-Friendly Vacation Rentals in Highlands

Over 13+ Pet-Friendly Vacation Rentals in or Near Highlands
Waterfront JAX Townhome with River Access! From US $139
         

Red Roof Inn Jacksonville - Cruise Port From US $68
         

4.2 (741 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Upscale King Bed Suite—Mins to Downtown JAX! From US $113
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy camper that fits 6! From US $100
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Upscale King Bed Suite—Mins to Downtown JAX! From US $132
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 2BR | King Beds | Parking | Near Attractions From US $134
         

4.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW Cozy Duplex in Jacksonville From US $136
         

2.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Highlands Varoom and Airbnb Places to Stay Under $200

Over 5+ Highlands Varoom and Airbnb Places to Stay Under $200
Enjoy your stay at The Great Oasis! From US $189
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Cozy King Bed Suite—Mins to Downtown Jacksonville! From US $100
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy King Bed Suite—Minutes to Downtown JAX! From US $108
         

Instantly Bookable Vacation Homes in Highlands

Over 2+ Instantly Bookable Vacation Homes in or Near Highlands
Place of Peace with lake views! Sleeps 5 From US $205
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
LuxAprtNearAirport&StJohnsRiver From US $257
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

About Highlands Vacation Rentals

With more than 39 Highlands vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Trippymates 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 Highlands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trippymates Highlands, 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 Highlands. Places to stay near Highlands are 254.08 ft² on average, with prices averaging $161 a night.

Trippymates makes it easy and safe to find and compare vacation rentals in Highlands 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 Highlands

Type Count
Holiday Apartments 21
Vacation Homes 12
Hotels with Suites 4
Cabin Rentals 1
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Highlands

Pro Tip: Trippymates makes it easy to compare the best listings on Trippymates homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Trippymates 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 Highlands.

Weather in Highlands

View the weather forecast for Highlands before booking your Highlands 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