Florida Keys Vacation Rentals

· Apartment near Florida Keys
Indigo Reef Resort, Villa 26 with Complimentary Dockage - Your Ocean Breeze Awaits
3 Beds · 3 baths · Sleeps 8 ·
Fitness Center · Air Conditioning · Furnished ·
From
$522/night
Check availability
Amenities
Fitness Center
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Kitchen
· House near Florida Keys
Outstanding Oceanfront 4 bedroom House with Pool and Deep Water Pier!!
4 Beds · 3 baths · Sleeps 10 ·
Ocean · Outdoor Space · Fitness Center ·
From
$1,012/night
Check availability
Amenities
Ocean
Fitness Center
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
· House near Florida Keys
La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks
4 Beds · 4 baths · Sleeps 8 ·
On Site Laundry · Assigned Parking · Balcony ·
From
$763/night
Check availability
Amenities
On Site Laundry
Assigned Parking
Private Pool
Pool
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
· House near Florida Keys
007 CONCH COTTAGE ~ 2BED/1.5BATH Peleton , 40ft boat slip Kayak and Paddleboard
2 Beds · 2 baths · Sleeps 4 ·
Balcony · Air Conditioning · Furnished ·
From
$212/night
Check availability
Amenities
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House near Florida Keys
Beautiful NEW 4 Bedroom/3 Bath Home w/Private Pool,40 ft. Dock by Sombrero Beach
4 Beds · 3 baths · Sleeps 10 ·
Free Parking · Outdoor Space · Waterfront ·
From
$599/night
Check availability
Amenities
Free Parking
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
· Apartment near Florida Keys
Nautical Charm - Oceanfront Complex Key Colony Beach w/Heated Pool
Studio · 1 bath · Sleeps 2 ·
Ocean · Beach · Waterfront ·
From
$258/night
Check availability
Amenities
Ocean
Beach
Waterfront
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Florida Keys
Coconut Sunsets Open Water Views, Ice, Pool, Spa 100 ft dockage, Putting Green
3 Beds · 3 baths ·
Ocean · Hot Tub · Outdoor Space ·
From
$575/night
Check availability
Amenities
Ocean
Hot Tub
Fitness Center
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Florida Keys
Amazing Paradise House Canal Front with access to Atlantic and Gulf.
2 Beds · 2 baths · Sleeps 4 ·
Outdoor Space · Fitness Center · Balcony ·
From
$172/night
Check availability
Amenities
Fitness Center
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Garage Parking
Other spaces
Balcony, Kitchen

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· Condo near Florida Keys
Florida Keys Wellness & Activity Gem
3 Beds · 3 baths · Sleeps 8 ·
Workspace · Hot Tub · Beach ·
From
$304/night
Check availability
Amenities
Hot Tub
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
· House near Florida Keys
300’ Private Beach, Pool & Rooftop W/ Panoramic Ocean Views
4 Beds · 4 baths · Sleeps 10 ·
Hot Tub · Outdoor Space · Assigned Parking ·
From
$848/night
Check availability
Amenities
Hot Tub
Assigned Parking
Beach
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Florida Keys
Casa Tranquilo ~ 360 degree views & 80 ft of dockage!
3 Beds · 3 baths · Sleeps 8 ·
Balcony · Private Pool · Pool ·
From
$561/night
Check availability
Amenities
Private Pool
Pool
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Swimming Pool
Other spaces
Balcony, Kitchen
· House near Florida Keys
Amazing 4 BR/2BA home with Pool/Hot Tub, Oceanside canal, Kayak
4 Beds · 2 baths ·
Smoking Allowed · Ocean · Hot Tub ·
From
$450/night
Check availability
Amenities
Smoking Allowed
Ocean
Hot Tub
Beach
Waterfront
Private Pool
Pool
Wifi
Other spaces
Balcony, Kitchen
· House near Florida Keys
Beautiful canal front 3 BR/2 BA, Pool/Hot Tub, Ocean Side
3 Beds · 2 baths ·
Smoking Allowed · Hot Tub · Outdoor Space ·
From
$400/night
Check availability
Amenities
Smoking Allowed
Hot Tub
Fitness Center
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Other spaces
Kitchen
· House near Florida Keys
Waterfront luxury Villa (14) with spectacular sunset views and boat slip
3 Beds · 3 baths · Sleeps 8 ·
Ocean · Fitness Center · Waterfront ·
From
$380/night
Check availability
Amenities
Ocean
Fitness Center
Waterfront
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Florida Keys
Dog-Friendly Home on the Water w/ Dock, Boat Access, Private Pool, & Free WiFi!
4 Beds · 3 baths · Sleeps 8 ·
On Site Laundry · Assigned Parking · Waterfront ·
From
$427/night
Check availability
Amenities
On Site Laundry
Assigned Parking
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
· House near Florida Keys
Coral Lagoon, Villa 5 - 3 Bedroom and 2.5 Bath Townhome with a Full Kitchen and Water Views
3 Beds · 3 baths · Sleeps 6 ·
Fitness Center · Balcony · Air Conditioning ·
From
$548/night
Check availability
Amenities
Fitness Center
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Storage
Other spaces
Balcony, Kitchen
· House near Florida Keys
NEW! ‘Villa Viajero’ - Ocean-View Marathon Haven!
2 Beds · 2 baths · Sleeps 6 ·
Microwave · Ceiling Fan · Toiletries ·
From
$200/night
Check availability
Amenities
Microwave
Ceiling Fan
Toiletries
Tv
Free Parking
Ocean
Assigned Parking
Waterfront
Other spaces
Kitchen
· House near Florida Keys
NEW! Canalfront Marathon Getaway
3 Beds · 2 baths · Sleeps 8 ·
Microwave · Ceiling Fan · Toiletries ·
From
$180/night
Check availability
Amenities
Microwave
Ceiling Fan
Toiletries
Tv
Free Parking
Ocean
Assigned Parking
Waterfront
Other spaces
Kitchen
· House near Florida Keys
'Siren Song' - Cozy Marathon Getaway w/ Garden!
1 Bed · 1 bath · Sleeps 4 ·
Ceiling Fan · Toiletries · Tv ·
From
$250/night
Check availability
Amenities
Ceiling Fan
Toiletries
Tv
Free Parking
Wifi
Other spaces
Kitchen
· House near Florida Keys
Open water views! Huge lot and breathtaking views from this newly updated home.
3 Beds · 3 baths · Sleeps 8 ·
Walk In Closets · Workspace · Outdoor Space ·
From
$226/night
Check availability
Amenities
Walk In Closets
Waterfront
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
· House near Florida Keys
Waterfront Private House w/ a Pool near Sombrero Beach - Family & Pet Friendly
3 Beds · 3 baths · Sleeps 8 ·
Smoking Allowed · Workspace · Outdoor Space ·
From
$536/night
Check availability
Amenities
Smoking Allowed
Fitness Center
Beach
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Other spaces
Workspace, Kitchen
· House near Florida Keys
The Gulf Vista Home, a charming 3 bedroom home with fabulous views of the Gulf!
3 Beds · 2 baths · Sleeps 8 ·
Fitness Center · Waterfront · Balcony ·
From
$398/night
Check availability
Amenities
Fitness Center
Waterfront
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House near Florida Keys
3 Bedroom Key Colony Beach Home with POOL and Cabana Club! Dockage!
3 Beds · 2 baths · Sleeps 8 ·
Hot Tub · Outdoor Space · Fitness Center ·
From
$344/night
Check availability
Amenities
Hot Tub
Fitness Center
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Other spaces
Kitchen
· House near Florida Keys
Tiki Paradise. Beautiful home on Canal . Tiki Hut, Dock. Views! Pool Club
2 Beds · 2 baths · Sleeps 5 ·
Outdoor Space · Waterfront · Balcony ·
From
$235/night
Check availability
Amenities
Waterfront
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House near Florida Keys
Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool, Tiki & Dog Friendly!!
3 Beds · 2 baths · Sleeps 8 ·
Workspace · Private Pool · Pool ·
From
$245/night
Check availability
Amenities
Private Pool
Pool
Air Conditioning
Furnished
In Unit Laundry
Dishwasher
Swimming Pool
Other spaces
Workspace, Kitchen
· House near Florida Keys
P74 - 23 Kyle Way in Marathon
4 Beds · 3 baths · Sleeps 8 ·
Wifi · Air Conditioning · Furnished ·
From
$521/night
Check availability
Amenities
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Kitchen
· House near Florida Keys
P17 - 296 Sadowski in Key Colony Beach
3 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Private Pool · Pool ·
From
$450/night
Check availability
Amenities
Assigned Parking
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Kitchen
· House near Florida Keys
P22 - 270 Sadowski in Key Colony Beach
3 Beds · 2 baths · Sleeps 7 ·
Assigned Parking · Beach · Private Pool ·
From
$421/night
Check availability
Amenities
Assigned Parking
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
· House near Florida Keys
P51 - 751 98th St in Marathon
2 Beds · 2 baths · Sleeps 5 ·
Balcony · Private Pool · Pool ·
From
$421/night
Check availability
Amenities
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House near Florida Keys
P05 - 295 14th St in Key Colony Beach
5 Beds · 5 baths · Sleeps 10 ·
Hot Tub · Waterfront · Balcony ·
From
$993/night
Check availability
Amenities
Hot Tub
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Florida Keys
P62 - 262 Sadowksi, KCB
3 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Beach · Private Pool ·
From
$421/night
Check availability
Amenities
Assigned Parking
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
· House near Florida Keys
P27 - 165 13th St in Key Colony Beach
3 Beds · 2 baths · Sleeps 8 ·
Assigned Parking · Beach · Private Pool ·
From
$607/night
Check availability
Amenities
Assigned Parking
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Kitchen
· House near Florida Keys
P03 - 98 Ave E in Marathon
4 Beds · 3 baths · Sleeps 10 ·
Beach · Balcony · Private Pool ·
From
$564/night
Check availability
Amenities
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
· Condo near Florida Keys
P41 - 135 Unit 4D Coco Plum
2 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Beach · Waterfront ·
From
$321/night
Check availability
Amenities
Assigned Parking
Beach
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
· House near Florida Keys
P78 - 497 Sombrero Beach Rd
3 Beds · 2 baths · Sleeps 8 ·
Assigned Parking · Beach · Balcony ·
From
$479/night
Check availability
Amenities
Assigned Parking
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Florida Keys
P68 - 371 8th St in Key Colony Beach
3 Beds · 4 baths · Sleeps 8 ·
Beach · Balcony · Private Pool ·
From
$536/night
Check availability
Amenities
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
· House near Florida Keys
P12 - 1235 101St St Ocean
3 Beds · 3 baths · Sleeps 7 ·
Waterfront · Private Pool · Pool ·
From
$607/night
Check availability
Amenities
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Kitchen
· House near Florida Keys
P00 - 500 Corte De Luna
4 Beds · 4 baths · Sleeps 8 ·
Assigned Parking · Beach · Waterfront ·
From
$664/night
Check availability
Amenities
Assigned Parking
Beach
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
· House near Florida Keys
P72 - 200 10th St in Key Colony Beach
4 Beds · 2 baths · Sleeps 8 ·
Beach · Balcony · Private Pool ·
From
$459/night
Check availability
Amenities
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
· House near Florida Keys
P02 - 215 S Anglers in Marathon
5 Beds · 4 baths · Sleeps 10 ·
High Ceilings · Hardwood Floor · Beach ·
From
$707/night
Check availability
Amenities
High Ceilings
Hardwood Floor
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
· House near Florida Keys
P50 - 208 S Anglers Dr
3 Beds · 2 baths · Sleeps 8 ·
Balcony · Private Pool · Pool ·
From
$564/night
Check availability
Amenities
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· Condo near Florida Keys
P42 - 37 Indigo Reef
3 Beds · 3 baths · Sleeps 6 ·
Assigned Parking · Waterfront · Balcony ·
From
$379/night
Check availability
Amenities
Assigned Parking
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
· House near Florida Keys
P19 - 630 9th St in Key Colony Beach
2 Beds · 2 baths · Sleeps 5 ·
Balcony · Private Pool · Pool ·
From
$300/night
Check availability
Amenities
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Other spaces
Balcony, Kitchen
· House near Florida Keys
P34 - 201 8th St, KCB
4 Beds · 2 baths · Sleeps 8 ·
Assigned Parking · Private Pool · Pool ·
From
$679/night
Check availability
Amenities
Assigned Parking
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Kitchen
· House near Florida Keys
P10 - 111A Alynn in Marathon
2 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Private Pool · Pool ·
From
$329/night
Check availability
Amenities
Assigned Parking
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Oven
Other spaces
Kitchen
· House near Florida Keys
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
2 Beds · 3 baths · Sleeps 6 ·
Ski In Ski Out · Ocean · Fitness Center ·
From
$760/night
Check availability
Amenities
Ski In Ski Out
Ocean
Fitness Center
Beach
Waterfront
Pool
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
· House near Florida Keys
outstanding pool and outdoor area 5 minute walk to beach!
4 Beds · 3 baths ·
On Site Laundry · Workspace · Hot Tub ·
From
$990/night
Check availability
Amenities
On Site Laundry
Hot Tub
Fitness Center
Waterfront
Private Pool
Pool
Wifi
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
· House near Florida Keys
Big Kahuna 5bed/4bath single family home with private pool, ice machine & 100
5 Beds · 4 baths · Sleeps 12 ·
Workspace · Balcony · Private Pool ·
From
$580/night
Check availability
Amenities
Private Pool
Pool
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Swimming Pool
Other spaces
Workspace, Balcony, Kitchen
· House near Florida Keys
Swept Away 3bed/2bath brand new with open water views, private pool & dockage
3 Beds · 2 baths · Sleeps 8 ·
Balcony · Private Pool · Pool ·
From
$728/night
Check availability
Amenities
Private Pool
Pool
Air Conditioning
Furnished
In Unit Laundry
Oven
Dishwasher
Garage Parking
Other spaces
Balcony, Kitchen
· House near Florida Keys
P43 - 600 Manor Lane
3 Beds · 3 baths · Sleeps 6 ·
Assigned Parking · Beach · Balcony ·
From
$493/night
Check availability
Amenities
Assigned Parking
Beach
Private Pool
Pool
Wifi
Air Conditioning
Furnished
In Unit Laundry
Other spaces
Balcony, Kitchen
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Home > Destinations Vacation Rentals > Florida Keys Vacation Rentals
Updated: March 15, 2023

Learn about vacation rentals in

Florida Keys

The Florida Keys are an archipelago of dozens of tiny islands with five major destinations: Key West, Key Largo, Marathon, Islamorada, and the Lower Keys. You can witness the best Florida wildlife in this area, like manatees, dolphins, and turtles. Key West's Duval Street has a notoriously raucous party atmosphere, while Islamorada's Theater of the Sea presents a family-friendly destination. Partake in various water recreational activities like kayaking, jet skiing, or parasailing. From fresh seafood restaurants to historic homes, the Florida Keys have everything for your next vacation.

Florida Keys: What to know before you go

Though December is the coldest month of the year in the Florida Keys, it's an ideal time to visit. This is also peak festival season, drawing in large crowds to the Key Largo Boat Parade in December and the Key West Food and Wine Festival in January. From December through March, you'll enjoy highs in the mid to upper 70s and freedom from hurricane season, which runs from June through November. Although buses and shuttles can take you to the different Keys, consider a rental car to drive down the Overseas Highway at your own convenience.

Florida Keys Vacation Rentals FAQ

How many Florida Keys vacation rentals are available?

As of March 15, 2023, there are 1102 Florida Keys vacation rentals available. Use the filters on Vacations by Zumper to find your next Florida Keys vacation spot.

Are there vacation rentals near Florida Keys that have more than 2 bedrooms?

Currently, there are 976 vacation rentals near Florida Keys that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.

How many Florida Keys vacation rentals have internet access?

There are currently 873 Florida Keys vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.

How many vacation rentals near Florida Keys have more than 1 bathroom?

Right now, there are 1098 vacation rentals near Florida Keys that have more than 1 bathroom. View vacation spots and check availability for different properties today.

Are there any pet friendly Florida Keys vacation rentals?

As of March 15, 2023, there are 354 pet friendly vacation rentals near Florida Keys. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.

City Vacation Rentals In Florida

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