Luxury Maui Rentals - Vacation Rentals in Crawl Key

Grouper House: 4 Masters/6 BA, Pool/Dock, BoatRamp From US $829
         

10.0 (87 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Grassy Flats Resort & Beach Club From US $260
         

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9.4 (463 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Beachfront Condo on Coco Plum Beach From US $215
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn & Suites by Marriott Marathon Florida Keys From US $190
         

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9.2 (1171 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Canal side location with beach & pool club membership! From US $407
         

9.6 (93 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Changes In Latitude From US $430
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Glunz Ocean Beach Hotel & Resort From US $244
         

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9.2 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
4 Bedrooms,large private pool,Great fishing! From US $743
         

8.8 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
P03 - Charming 4 bedroom home with pool and dock. From US $609
         

Waterfront Retreat w/Dockage & Beach Access From US $342
         

9.6 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean front with private beach and pool From US $356
         

10.0 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Welcome to Paradise! Private Pool, 40' Dock, Great Location From US $456
         

The Islander 3BR Pool Oasis in Key Colony- KCB#1 From US $616
         

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

Weather in Crawl Key

View the weather forecast for Crawl Key before booking your Crawl Key Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 52°F
March - May
High 91°F       Low 55°F
June - August
High 92°F       Low 73°F
September - November
High 90°F       Low 58°F

Crawl Key Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Crawl Key?
How many vacation rentals are available in Crawl Key?

Currently, the total number of properties listed in 2026 is over 594 in the Crawl Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Crawl Key.