Stay 30 - Vacation Rentals in Florida Keys

Amsterdam's Curry Mansion Inn From US $563
         

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8.8 (139 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Waterfront Duck Key Villa From US $1,051
         

9.2 (61 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Florida Keys

Over 10000+ Luxury Places to Stay in or Near Florida Keys
Little Bay Compound From US $16,123
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Greenmoor House at Lunara Bay From US $8,800
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Dreamside House at Lunara Bay From US $8,800
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Tidelands House at Lunara Bay From US $8,800
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Florida Keys

Over 9706+ Top-Rated Vacation Rentals with a Pool in or Near Florida Keys
Almond Tree Inn Hotel - Adults Only From US $272
         

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10.0 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Florida Keys

Over 4248+ Pet-Friendly Vacation Rentals in or Near Florida Keys
Sunshine Key King Travel Trailer 4 From US $238
         

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8.9 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Capmar House by Brightwild Huge Home Pool From US $1,724
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures From US $424
         

Luxury 3-Bedroom Waterfront Home with Pool AND Dock! From US $1,764
         

9.8 (132 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
PET FRIENDLY! SUMMER SPECIALS ! 3 Bedroom 3 bathroom home. Sleeps 8 From US $711
         

Large Vacation Homes & Villas in Florida Keys

Over 2218+ Large Vacation Homes & Villas in or Near Florida Keys
Pelico Paradise From US $304
         

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9.6 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Atlantic View Luxury Villa with Pool From US $983
         

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10.0 (1 Review)
Villa
  • Parking
  • Pet Friendly
  • Pool
5 bedroom - Deep Dockage & Heated Pool in Islamorada. From US $1,313
         

Wheelchair Accessible Vacation Homes in Florida Keys

Over 2863+ Wheelchair Accessible Vacation Homes in or Near Florida Keys
Sea View Farm Style Ocean front Condo Views From US $449
         

10.0 (154 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
The Islands of Islamorada From US $730
         

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9.8 (69 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Birds Eye Loft Perched Above the Marina 1BR 1BA 5413 From US $343
         

Top Floor unit with a ocean view! PRIVATELY OWNED From US $296
         

9.8 (127 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Florida Keys Varoom and Airbnb Places to Stay Under $200

Over 1188+ Florida Keys Varoom and Airbnb Places to Stay Under $200
Dolphin Retreat From US $162
         

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8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxurious Tropical Retreat with Private Tiki Hut From US $129
         

9.8 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Florida Keys

Over 8706+ Instantly Bookable Vacation Homes in or Near Florida Keys
Sunset Palms From US $165
         

New
House
  • Security/Safety
  • Child Friendly
  • Laundry

About Florida Keys Vacation Rentals

With more than 13739 Florida Keys vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Stay30 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 Florida Keys.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Stay30 Florida Keys, 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 Florida Keys. Places to stay near Florida Keys are 835.64 ft² on average, with prices averaging $649 a night.

Stay30 makes it easy and safe to find and compare vacation rentals in Florida Keys 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 Florida Keys

Type Count
Vacation Homes 8373
Holiday Apartments 1295
Hotels with Suites 781
Resorts 486
Villas 352
Cottages 279
B&B 54
Others 29
Cabin Rentals 24
Hostels 2
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Florida Keys

Pro Tip: Stay30 makes it easy to compare the best listings on Stay30 homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stay30 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 Florida Keys.

Weather in Florida Keys

View the weather forecast for Florida Keys before booking your Florida Keys 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