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 85 properties available
Playful pops of color, resort amenities, and a prime location await you at this marvelous vacation home! Whether you're out enjoying the sand and waves, taking a refreshing splash in a shimmering pool, or enjoying the charming comforts of your getaway, there is nothing short of possibilities and wonder here! Upon entering, you'll be met wit
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 1 bath
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
Ease into the pleasures of a tropical vacation with this two bedroom, two bathroom condo in Key West. With a charming atmosphere, entertainment, and two private parking spaces to save you any headaches, you'll speak nothing but praise during your stay in paradise! Located in the downstairs of a historic building just one block from the exc
KW31A - Gardenia Getaway Rating 5 (283)
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Welcome to Julia Whitehead Lighthouse 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 the 1980s through the turn of this century, potter Charl
KW353B - Seagrass Suite Rating 5 (96)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* If Key West is on your itinerary, make this welcoming, conveniently located one-bedroom home yours and enjoy comfort and the benefit of being right in the heart of the island! You'll be in the cente
28-night minimum 28-night minimum
House
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Dog Friendly Dog Friendly
Find your own little piece of paradise at Tarpon Watch, a waterfront escape offering gorgeous views of the Gulf of Mexico, plenty of room for you and your loved ones to relax, and an ideal location close to Key West's most beloved attractions. At the end of each beautiful day, mix up a favorite beverage at the wet bar, step out onto the large b
28-night minimum 28-night minimum
KW360FLR - Tarpon Watch Rating 5 (3)
Canalfront
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
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
KW33 - Tradewinds Rating 5 (181)
House
- Key West
Bedrooms 4 bedrooms
Bathrooms 2 baths
Dog Friendly Dog Friendly
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.* This dog-friendly cottage includes street parking, a shared pool, and a location near Duval Street. Nestled in a quiet neighborhood about a mile from Higgs Beach Dog Park and a little under a mile to Ma
28-night minimum 28-night minimum
KW80FLR - Paradise Suite Rating 5 (15)
Condo
- Key West
Bedrooms 1 bedroom
Bathrooms 1 bath
Half Baths 1 half bath
Dog Friendly Dog Friendly
Slip into a modern duplex with distinctly bright Key West vibes! One of the two properties to rent at the Tropical Vibes house, this duplex is full of comfy details and punches of color. Not least of which is the home's star: a brilliant private saltwater pool (yes, it's heated!). You can start your vacation off right kicking back and enjoy
28-night minimum 28-night minimum
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Baths 1 half bath
Your Island Escape Awaits in Key WestExperience the perfect blend of island adventure and resort-style relaxation at this beautifully remodeled Key West condo. Whether you're planning a romantic getaway, a family vacation, or a trip with friends, this inviting retreat offers everything you need for an unforgettable stay.Recently renovated from
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths
Escape to paradise in this beautifully remodeled Key West condo, where modern comfort meets the laid-back island lifestyle.Recently renovated from top to bottom, this exquisite two-bedroom retreat features stylish luxury vinyl plank flooring, granite countertops, stainless steel appliances, beautifully updated bathrooms, and thoughtful finishes thr
Condo
- Key West
Bedrooms 2 bedrooms
Bathrooms 2 baths

Tell us what you're looking for and someone will contact you with available options.

I agree