Lower Florida Keys Vacation Rentals

Browse Lower Keys vacation rentals with Seven Keys Vacations and find a quieter side of the Florida Keys, just north of Key West. This stretch of islands is known for open water, natural beauty, boating, wildlife, and a slower pace that feels worlds away from the busier island stops. Our Lower Florida Keys rentals include waterfront homes, canal-front retreats, private pool homes, and boat-friendly stays across Cudjoe Key, Sugarloaf Key, Summerland Key, Big Pine Key, Little Torch Key, and Ramrod Key.

The Lower Keys are a great fit for guests who want space, privacy, and easy access to the outdoors. Spend the day kayaking through mangroves, fishing the backcountry, snorkeling near Looe Key, watching for Key deer on Big Pine Key, or taking a quick drive into Key West for dinner, shopping, and sunset celebrations before returning to a peaceful island home base.

Find the Right Lower Keys Rental for Your Trip

If boating is part of your stay, start with our vacation rentals with boat docks. Many Lower Keys vacation homes offer canal access, outdoor seating, private docks, and easy routes to open water. Guests looking for more ways to relax can also browse Florida Keys rentals with private pools, homes with an ocean view, or pet-friendly rentals.

Each island has its own personality. Cudjoe Key and Summerland Key are popular for boating and canal-front living, Big Pine Key is known for nature and wildlife, and Little Torch Key, Ramrod Key, and Sugarloaf Key offer a quieter setting with easy access to both the water and Key West. If you are comparing nearby areas, you may also want to explore Middle Keys vacation rentals, Key West vacation rentals, or our full collection of Florida Keys vacation rentals.

Planning a longer stay? The Lower Keys are especially well suited for guests who want more time to fish, boat, work remotely, explore nature, and settle into a quieter island routine. Browse weekly rentals in the Florida Keys or monthly rentals in the Florida Keys if you want to stretch your stay beyond a quick getaway.

Browse available Lower Keys vacation rentals below and book direct with Seven Keys Vacations for a more personal, locally focused rental experience.

Lower Keys vacation rentals with turquoise water, palm trees, waterfront homes, docks, and quiet island scenery

Properties Available 77 properties available
Situated along the canal with approximately 150 feet of seawall, this newly constructed home puts water activities right outside your doorstep. Untie your boat from the provided dock space and take a laidback boat ride into ocean or Gulf waters via the Bogie Channel. Enjoy world-class fishing and snorkeling or simply bask in the sun while you cruis
28-night minimum 28-night minimum
BP04FLR - Sunset Villa Rating 5 (6)
Canalfront
- Big Pine Key
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
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 was living a few houses down, it was home to a popular Cuban bodega. From the1980s through the turn of this century, potter Charles Pea
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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!

KW353C - Mermaid's Retreat Rating 5 (95)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
The ideal location of this super-comfortable corner property makes it the perfect blend of convenience, tranquility, and tropical Key West scenery. Sit back and relax as you sip cocktails on the balcony, prepare a light meal in the newly renovated kitchen, and unwind in front of the living room smart TV after a day at neighboring Fort Zachary Beach
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!

28-night minimum 28-night minimum
KW245WK - Shipyard Seaclusion Rating 5 (145)
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
Boasting stunning sunset vistas second only to Mallory Square and a convenient location for cruising to Key West attractions, this four-bedroom home offers a private slice of paradise on Stock Island. This prime bayfront property showcases bespoke features, including a 40-foot dock, sun deck, and custom-built tiki lounge with a built-in TV and outd
28-night minimum 28-night minimum
KW271FLR - Sunset Bay Rating 5 (38)
Oceanfront
- Key West
Bedrooms 4 bedrooms
Bathrooms 3 baths
Whether it's the textured shiplap walls, the sparkling private saltwater pool, or the lovingly curated decor, you're sure to find something you love about this wonderful home. In the spirit of Key West, you'll find nods to Ernest Hemingway, the nautical culture, and much more. The stunning full kitchen includes full-size appliances, two
28-night minimum 28-night minimum
KW287FLR - Keys Please Rating 5 (22)
House
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Treat yourself to a stress-free vacation filled with sun-soaked days when you book your trip to this Key West condo. With room for up to four guests to a shared pool and beach lifestyle, this home will make it easy to slip into vacation mode! Located in the Truman Annex, a quick five minute walk to the beach at Fort Zachery Taylor park, this rental
28-night minimum 28-night minimum
KW67FLR - Shipyard Perch Rating 5 (114)
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Spend your next Key West vacation at this lovely condo in the Florida Keys. This rental comes equipped with a shared pool, hot tub, and tennis courts, along with central air-conditioning, a private balcony, and a fitness room. This condo lies on the eastern side of the island, close to the Key West International Airport. You'll be about four mi
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!

Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
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!

Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly
Wake up every morning to the crisp smell of the ocean when you stay at this cute condo on the shores of Key West! Complete with upscale resort amenities like a shared pool and hot tub, tennis courts, and a private, covered parking space, this comfortable rental is sure to become your new favorite tropical getaway. One dog is allowed. This rental is
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!

Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
☀️ SNOWBIRD-FRIENDLY ISLAND ESCAPE - WALK TO DUVAL, BALCONY VIEWS, POOL & BEACH ACCESS! Welcome to your charming Key West hideaway, where coastal comfort, garden views, and an unbeatable location come together to create the perfect island retreat. This snowbird-friendly, two-story condo is nestled just a short stroll from the beach and blocks
28-night minimum 28-night minimum
KW319FLR - Happy Hour Haven Rating 5 (14)
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Beautifully situated among the palms and right on a canal that leads out to open water, this three-bedroom home on Big Coppitt Key is the perfect Florida Keys escape for boating enthusiasts, anglers, and families and friends in search of waterfront relaxation. This single-story home provides a canal-front dock where you can park your boat, two kaya
28-night minimum 28-night minimum
Canalfront
- Key West
Bedrooms 3 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly

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