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 52 properties available
Gorgeously situated at the edge of an ocean canal, this Duck Key townhome is a place for azure water views, fragrant sea breezes, and basking in the blissfully slower pace of the Florida Keys. Spend your days fishing, getting out on the water, and unwinding in peace and scenery on your two-story waterfront porch. You'll also have access to a bo
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Canalfront
- Duck Key
Bedrooms 4 bedrooms
Bathrooms 3 baths
Feel the stress melt away as you step into this coastal Key Largo condo, where breezy tropical charm and peaceful surroundings set the tone for your stay. Wake up to lush greenery and the unique island landscape from your private balcony, coffee in hand, as the day begins at your own relaxed pace.Inside, the open, light‑filled layout features coast
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

TA15 - Ocean Pointe #2210 Rating 5 (74)
Marina
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
Spend your vacation days snorkeling in the clear coastal waters and strolling the streets of downtown Key West when you stay at this three-bedroom, two-bathroom cottage, which also features a private hot tub and one reserved off-street parking space. The family dog is also welcome to join you for an additional nightly fee. This cottage's locati
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW41 - Amelia House Rating 5 (285)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Whisk your special someone off to this enchanting Key West townhouse. Enjoy the shared pool and courtyard. The family dog is also welcome to join you for an additional nightly fee. Notice: This is in a residential area. Quiet Hours are 10 pm to 8 am. Park your car on the street and walk everywhere! This home is half a mile from the Southernmost Poi
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly
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
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW33 - Tradewinds Rating 5 (181)
House
- Key West
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Your Oceanfront Escape Awaits in Tavernier!Imagine waking up to endless ocean views, sipping your morning coffee on a private balcony, and feeling the warm island breeze. Welcome to your Florida Keys getaway in beautiful Tavernier, where relaxation, adventure, and laid-back island living come together!This inviting oceanfront condo offers the perfe
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Marina
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
This charming oceanfront two story townhouse offers uninterrupted water views and the laid-back luxury that Duck Key is known for. Perfect for families seeking a peaceful retreat with easy access to world-class boating, fishing, and waterfront relaxation. Step inside to a bright, coastal-inspired living space with comfortable seating and large wind
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Canalfront
- Duck Key
Bedrooms 2 bedrooms
Bathrooms 1 bath
Half Baths 1 half bath
Your Charming Old Town Key West Getaway– Private Hot Tub & Prime Location!Experience the charm, excitement, and laid-back island lifestyle of Key West at this inviting vacation cottage in the heart of historic Old Town! Perfect for up to six guests, this lovely retreat offers the ideal combination of comfort, convenience, and relaxation.
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW44 - Conch Casa Rating 5 (294)
House
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
This turn-of-the-century Key West vacation rental is ready and waiting to be your home away from home for your next family getaway. Spacious enough for up to eight guests and a dog (for a small nightly fee), this home comes with a tropically landscaped back yard and a private, outdoor hot tub. This home also comes with convenient off-street parking
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW48 - Hemingway's View Rating 5 (240)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
Sun‑soaked days and cool ocean breezes await you at this oceanfront Key Largo retreat. With sweeping ocean views and shared amenities such as a pool, on‑site tennis, and private beach access, you'll find that fun and relaxation are always within reach.Just steps from the gently rolling waves and a little over seven miles from the heart of the i
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Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

Oceanfront
- Tavernier
Bedrooms 2 bedrooms
Bathrooms 2 baths
Your Tropical Getaway Awaits at Kawama Yacht Club in Key Largo!Escape to paradise and experience the laid-back charm of the Florida Keys in this inviting, pool-view townhome located in the sought-after Kawama Yacht Club community in Key Largo! Whether you're planning a relaxing beach getaway, a fun-filled family vacation, or a peaceful escape t
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KL60 - Kawama Yacht Club A4 Rating 5 (31)
Marina
- Key Largo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Welcome to Julia Whitehead Guest Suites! Built in the 1890s on the site of what had been a small provisions and butcher shop, this charming building has a rich and captivating history. In the 1930s, while Hemingway lived a few houses down, it was home to a popular Cuban bodega. From the 1980s through the turn of this century, potter Charles Pearson
Specials Tag View Special
Fall & Holiday Savings – Rates Reduced 15–20%!

Enjoy reduced rates for arrivals through December 31, 2026! Savings are already reflected in the rates shown online. No promo code needed!

KW353A - The Coral Cove Rating 5 (98)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath

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