Florida Keys Nightly Rentals

Browse Florida Keys nightly rentals with no minimum stay requirement and plan your trip around the dates that work best for you. Whether you need a vacation rental for one night, a quick weekend, a few extra days, or a longer island escape, these properties offer the flexibility to choose your own arrival and departure dates.

Nightly vacation rentals are a convenient option for couples getaways, short family trips, fishing weekends, weddings, special events, last-minute travel, and guests extending another Florida vacation. Enter your preferred dates to view available homes, condos, cottages, and guest suites across the Florida Keys.

Flexible Florida Keys Rentals with No Minimum Stay

Many Florida Keys vacation rentals require a seven-night or monthly reservation. The rentals featured on this page do not have a fixed minimum stay requirement, giving you more freedom to book the number of nights you actually need.

Available properties may include full kitchens, separate bedrooms, comfortable living areas, private balconies, shared pools, private pools, waterfront views, marina access, and boat dock options. Use the search filters to compare rentals by location, bedrooms, property type, guest capacity, and amenities.

Find a Nightly Rental for Your Florida Keys Trip

Choose a nightly rental for a spontaneous getaway, overnight stop, fishing trip, family visit, or short break near the water. These flexible stays also make it easier to explore one part of the Keys before continuing to another island or destination.

Review each property listing for sleeping arrangements, parking, pet policies, pool or dock access, check-in information, and current nightly rates. Browse available Florida Keys nightly rentals below and book direct with Seven Keys Vacations for local service and a more personal rental experience.

Florida Keys nightly rentals near turquoise water and tropical island scenery

Properties Available 54 properties available
Rustle up your favorite people for a memorable trip to Key West with these two homey cottages. Sitting side-by-side in a great location, each house features two bedrooms and one bathroom, a private parking space, dog-friendly accommodations, and a tranquil garden with a private hot tub in the back - what's not to love? Located half a block from
KW33 - Tradewinds Rating 5 (181)
House
- Key West
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Enjoy the unbeatable location of this two-story home only a block away from Duval Street. Take advantage of the large open concept living room, kitchen, and dining spaces while relaxing indoors. You can also beat the Florida heat by cooling off in the pool. This home is ready-made for group getaways with plenty of space to hang out together while s
KW230 - Last Minute Rating 5 (109)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Welcome to Ohana Keys, a bright and inviting townhome in the sought-after Kawama Yacht Club in Key Largo, where island adventures, resort-style amenities, and laid-back Florida Keys living come together.Whether you're here to relax by the pool, spend the day on the water, or explore the Keys, Ohana Keys gives you the perfect home base for your
KL201 - Ohana Keys Rating 5 (10)
Condo
- Key Largo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Relax under azure skies and the gently rustling fronds of palm trees when you stay at this elegant and dog-friendly Key West condo! A community pool and hot tub, tennis courts, a parking space, and pool views from your private balcony add to an atmosphere of luxury and total relaxation. This rental is part of the upscale Sunrise Suites Resort, loca
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Escape to this charming townhouse in the heart of Hawks Cay Resort, where breathtaking water views greet you from the deck, balcony, and patio. Relax in the coastal breeze as you unwind with the soothing sounds of the waves—your perfect island getaway awaits. Step inside to find a well-equipped kitchen complete with a fridge, stove, oven, dis
Canalfront
- Duck Key
Bedrooms 3 bedrooms
Bathrooms 3 baths
Bask in the tropics of Key West at this inviting cottage with a private heated pool and a lush backyard garden. This lovely cottage is located in Old Town near Duval Street, minutes from restaurants, museums, and the daily sunset celebration at Mallory Square. Stay cool with air conditioning, cook up food on the gas grill, and dine outside on pleas
KW24 - Key Lime Calypso Rating 5 (277)
House
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Welcome to your perfect vacation retreat in Key Largo, FL! This modern and spacious townhouse is ideally located in the Kawama Oceanside community, offering the closest proximity to the marina and beach area. With 3 bedrooms and 3 baths, there's plenty of room for the entire family to relax and unwind. Inside the townhouse, you'll find a li
KL101 - Coastal Living Rating 4.9 (20)
Marina
- Key Largo
Bedrooms 3 bedrooms
Bathrooms 3 baths
Bask in the peaceful sunshine of Key West and feel all your stress melt away when you stay at this cozy dog-friendly cottage right in town. With a private hot tub in the garden area out back plus all the conveniences of home, what's not to love? Sitting only half a block from all the fun and excitement of Duval Street, park your car in the priv
KW33A - Leeward Isle Rating 5 (117)
House
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Dog Friendly Dog Friendly
Soak up incredible west-facing views from the comfort of this elegant, dog-friendly Key West condo. First-rate amenities like a shared pool, exquisite tropical landscaping, and a private deck create a serene atmosphere that'll have you relaxed in no time. This condo is part of the upscale Sunrise Suites development, located on the eastern edge
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Experience Key West in style with this lovely vacation rental in the heart of Old Town! Up to six guests will enjoy a private hot tub and typical home comforts including a private washer/dryer, street parking, and free WiFi. Situated just one block from Duval Street, this cottage has no shortage of activities nearby. Sample some of the local restau
KW44 - Conch Casa Rating 5 (294)
House
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Enjoy a tropical getaway to Key West at this adorable and colorful ground-floor studio, complete with a well-equipped kitchenette and a view of the well-maintained courtyard and shared heated pool. Walk two blocks to the southernmost beach for fun in the sun, or walk one block to Duval Street, where the fun never stops. Duval is home to numerous re
House
- Key West
Bathrooms 1 bath

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