Vacation rentals with pools in the Florida Keys - HomeToGo base64Hash Vacation rentals with pools in the Florida Keys - HomeToGo

Vacation rentals with pools in the Florida Keys

Florida Keys
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$100 - $199
From $200
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Top Deals: Discounts on Cabin Rentals with Hot Tubs in the Florida Keys

Save up to 51%

House Marathon
Nov 11 - Nov 18
-22%
$1,029
$800 per night
House ∙ 16 guests ∙ 6 bedrooms
House in Marathon with Grill & Pool + Water Views
4.9
Outstanding (29 ratings)
Marathon, Monroe County, Florida, United States
Pool
Details
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House Islamorada
Nov 10 - Nov 17
-28%
$1,188
$853 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Islamorada with Pool & Grill
4.8
Outstanding (28 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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House Islamorada
Sep 30 - Oct 7
-51%
$508
$250 per night
House ∙ 9 guests ∙ 4 bedrooms
Vacation Home in Islamorada with Pool, Yard & Grill
4.8
Outstanding (16 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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Our Top Recommendations for Cabins with Hot Tubs in the Florida Keys

House Cudjoe Key
Dec 2 - Dec 9
$375 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Cudjoe Key with Pool & Grill + Sunrise View
4.5
Excellent (86 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
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House Islamorada
Nov 19 - Nov 26
$441 per night
House ∙ 8 guests ∙ 2 bedrooms
Vacation Home in Islamorada with Favorite Barbecue
4.9
Outstanding (34 ratings)
Islamorada, Monroe County, Florida, United States
Pool
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House Marathon
Nov 11 - Nov 18
-72%
$599
$169 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Marathon with Pool, Grill & Patio
4.7
Excellent (49 ratings)
Marathon, Monroe County, Florida, United States
Pool
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House Key Colony Beach
Nov 11 - Nov 18
-19%
$372
$300 per night
House ∙ 6 guests ∙ 3 bedrooms
Entire Vacation Home in Key Colony Beach with Grill & Pool
4.9
Outstanding (18 ratings)
Key Colony Beach, Monroe County, Florida, United States
Pool
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House Key Colony Beach
Sep 30 - Oct 7
-19%
$298
$240 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Key Colony Beach with Grill, Pool & Jacuzzi
Key Colony Beach, Monroe County, Florida, United States
Pool
Details
Vacasa
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House Cudjoe Key
Aug 17 - Aug 24
-16%
$205
$171 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Overnight Parking
4.9
Outstanding (217 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
Details
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Cottage Cudjoe Key
Nov 11 - Nov 18
$210 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Cottage in Cudjoe Key with Pool & Grill + Ocean Views
4.7
Excellent (111 ratings)
Cudjoe Key, Monroe County, Florida, United States
Pool
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House Marathon
Dec 2 - Dec 9
-47%
$645
$345 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Marathon with Private Pool + Ocean View
4.9
Outstanding (26 ratings)
Marathon, Monroe County, Florida, United States
Pool
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House Key Colony Beach
Oct 14 - Oct 21
-44%
$1,064
$593 per night
House ∙ 12 guests ∙ 6 bedrooms
Vacation Home in Key Colony Beach with Grill, Patio & Pool
Key Colony Beach, Monroe County, Florida, United States
Pool
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Information about Vacation rentals with pools in the Florida Keys

💳 Highest rates in February
😎 Least busy month November
🛏️ Popular home types Apartment rental and House rental
🌡️ Hottest months 91 °F in July and August
❄️ Coldest months 68 °F in February and January
🌧️ Rainiest months 16 rainy days in September and August

Frequently Asked Questions

What types of vacation homes can I find for Vacation rentals with pools in the Florida Keys?

You can browse 4,578 House rental and 420 Apartment rental for Vacation rentals with pools in the Florida Keys right here on HomeToGo.

Vacation rentals with pools in the Florida Keys: How much does it cost to rent a vacation home in the Florida Keys?

The average cost for a vacation home in the Florida Keys is usually between $421 and $814 per night.

Can I find a vacation rental for a group of guests for Vacation rentals with pools in the Florida Keys?

in the Florida Keys, large groups should look for House rental since they can fit 7 guests.

Vacation rentals with pools in the Florida Keys: Top Destinations

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