Surfside Vacation Rental - Vacation Rentals in Crawl Key

Grouper House: 4 Masters/6 BA, Pool/Dock, BoatRamp From US $1,049
         

10.0 (81 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cabins at Bonefish Bay From US $299
         

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9.4 (109 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
1st Floor, Boat Slip, King Adj Bed, Heated Pool From US $246
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Grassy Flats Resort & Beach Club From US $456
         

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9.4 (398 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 $242
         

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9.2 (1112 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Canal side location with beach & pool club membership! From US $370
         

9.6 (89 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
4 Bedrooms,large private pool,Great fishing! From US $690
         

8.8 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Manatee Bay From US $1,187
         

9.8 (74 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
This Oceanfront Resort HAS IT ALL! From US $245
         

9.0 (27 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Outstanding pool and outdoor area 5 minute walk to beach! From US $837
         

The Keys to Happiness! From US $256
         

10.0 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
P03 - Charming 4 bedroom home with pool and dock. From US $504
         

Waterfront Retreat w/Dockage & Beach Access From US $440
         

9.6 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
β˜… Pro Tip: Surfsidevacationrental makes it easy to compare the best listings on Surfsidevacationrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Surfsidevacationrental 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 79Β°F       Low 52Β°F
March - May
High 91Β°F       Low 55Β°F
June - August
High 92Β°F       Low 73Β°F
September - November
High 90Β°F       Low 58Β°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 607 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.