Rentals in Florida Keys
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Deluxe Queen - Curry Mansion with Pool & Parking!
Key West Apartment
- 
4.0 Star Review
Summary:
- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.
- Located on Caroline Street, just half a block from Duval Street!
- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.
- Situated in two structures, stay in the main house or the wrap-around.......read more
Studio
Sleeps 4
Apartment
Little Casita: Key West Monthly rental Close to Duval - RealKeyWest
Key West Apartment
- 4.3 Star Review
WELCOME TO LITTLE CASITA!
If looking for the perfect couple’s retreat, look no further!
This one bedroom, one bath historic apartment is located just blocks from Key West’s famous Duval Street & Historic Seaport where you’ll find restaurants, shops, and bars. The residential neighborhood will make you feel like a local!
Little.......read more
Studio
Sleeps 2
Apartment
Family Friendly Suite To Enjoy! Comfortable And Relaxing Stay In Key Largo!
Tavernier Apartment
- 5.0 Star Review
Escape to a tropical paradise and experience the ultimate beachfront retreat! Nestled in the heart of Key Largo, this property offers a perfect blend of comfort, and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests. Dive into our sparkling pool and let the cool water rejuvenate your senses. Bask in th.......read more
Studio
Sleeps 4
Apartment
Wonderful Stay! 4 Spacious Suites, Outdoor Pool, Full Kitchen, Private Beach!
Tavernier Apartment
The Florida Keys special! This place is like no other: a beautiful beach with cozy loungers and BBQ spots, a huge pool, and well-appointed suites with private balconies and full kitchens are perfect for a beach escape! Go full vacation mode and enjoy a day by the pool and a cocktail in the poolside Tiki bar or check out the great restaurants and ba.......read more
4 Bedroom(s)
Sleeps 16
Apartment
Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!
Islamorada Apartment
- 5.0 Star Review
Luxurious condo located at Mile Marker 75 on the Bayside in Islamorada.
Watch the stars come out as evening turns to night from this top-flight unit at Mile Marker 75 on Islamorada’s bayside. During the day enjoy unparalleled views of the ocean and the busy marina bustling below in this more-than 2000-square-foot penthouse condo, which fea.......read more
3 Bedroom(s)
Sleeps 6
Apartment
1/1 Efficiency/Apartment in Paradise
Key Largo Apartment
Super cute and cozy one bedroom with a queen bed, shower bathroom, kitchen, table for two large sofa and a nice outdoor covered patio seating area. Communal pool and barbecue area. Access to the canal upon request and availability........read more
Studio
Sleeps 3
Apartment
Excellent Choice! 3 Spacious Units, Heated Pool, Full Kitchen, Ocean View!
Tavernier Apartment
Escape to a tropical paradise and experience the ultimate beachfront retreat! Nestled in the heart of Key Largo, this property offers a perfect blend of comfort, and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests. Dive into our sparkling pool and let the cool water rejuvenate your senses. Bask in th.......read more
3 Bedroom(s)
Sleeps 12
Apartment
Boho Style Florida Keys Condo Ocean Views
Tavernier Apartment
- 4.8 Star Review
New to our suite of properties! Directly across from the pool.
Come enjoy your vacation or holiday relaxing and playing in the world famous Florida Keys. Oceanfront condo with ocean views that will take your breath away.
The Boho beach condo boasts 2 bedrooms and 2 bath. Remodeled with all upgraded finishes throughout. Features inc.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Superb Location, Affordably Priced
Key West Apartment
- 4.8 Star Review
This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. This pet friendly accommodation is the perfect location for exploring Key West. You can walk to the Hemmingway House, the Butterfly Conservatory and stroll Duval St with it's many restaurants, shops, galleries and museums. .......read more
Studio
Sleeps 2
Apartment
Sunnyside Up by Brightwild | Pool & Parking!
Key West Apartment
- 5.0 Star Review
Summary:
This charming Key West conch home is situated on United Street, on the edge of "Old Town" Key West. The kitchen and living areas have an indoor-outdoor layout. The property features a fully fenced tropical outdoor living space, as well as a shared pool, making it ideal for entertaining family and friends. Sunnyside Up offers convenient .......read more
2 Bedroom(s)
Sleeps 9
Apartment
Mango Hideaway at the Eyebrow House
Key West Apartment
- 4.9 Star Review
At Mango Hideaway you can savor the peace and quiet of your private deck with Jacuzzi.
Located 1/2 block off Duval street this king junior suite features tropical bamboo furniture, Kitchenette and a spacious shower.
The kitchenette is stocked with essentials including a full size fridge with ice maker and microwave for light cooking and in-ro.......read more
Studio
Sleeps 3
Apartment
Vacation is Calling! Enjoy Your Stay At Our Spacious Unit And Water Activities!
Tavernier Apartment
The largest of the Florida Keys, Key Largo is a tropical island destination just one hour south of Miami. Key Largo is a paradise for divers, sport fishermen and eco-tourists. Surrounded by living coral reefs only a few miles offshore, interesting shipwrecks and some of the most pristine, naturally preserved land in the country, Key Largo offers vi.......read more
Studio
Sleeps 4
Apartment
Duval Delight by Brightwild | Condo On Duval!
Key West Apartment
- 4.2 Star Review
Summary:
***Recently Remodeled In October 2023***
Located on the quiet end of historic Duval Street, this spacious, newly renovated loft-style condo is perfect for your tropical group getaway to Key West. Duval Delight is within walking distance of many Key West attractions, including the Ernest Hemingway Home and Museum and the Key West .......read more
Studio
Sleeps 8
Apartment
Duval Street Suite full kitchen Old Town with pool
Key West Apartment
Summary:
The Key Lime Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and full kitchen complete with pots, pans, dishes, coffee, ect. Overlooking the pool in historic Old Town, Key West. Located almost in the middle of Duval Street. Duval Street Suites is close to shopping, restaurants, attractions, and still quietly seclu.......read more
Studio
Sleeps 4
Apartment
The Maria Luz, a Key West Monthly Rental
Key West Apartment
The Maria Luz a is located in a Historic Conch house from the early 1900’s updated and decorated by its owner.
Features original hardwood floors, updated bathroom. The galley-style kitchen is fully stocked with all the necessary essentials. Other features include also features WIFI, cold A/C, private washer and dryer in the unit.
You can.......read more
Studio
Sleeps 2
Apartment
Honey Bun Hideaway by Brightwild | Pool & Grill!
Key West Apartment
- 4.3 Star Review
Summary:
Banana's Foster Guest House is a charming, historic home situated in the heart of Key West. This unique old conch home is located in one of the most desirable areas, just steps away from the historic seaport and downtown. After a day of exploration, you can relax by taking a dip in the shared pool or enjoy a barbecue on the shared patio.......read more
Studio
Sleeps 2
Apartment
Hyatt Windward Pointe 2 Bedroom
Key West Apartment
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6.
★Very Clean - Very Nice Property.
Guests can enjoy the beautiful ocean breeze right next to the property. Guests may also enjoy the relaxing pool and the fully-equipped health and fitness center.
LOCATION:
Enjoy the white sands of the world-.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Amazing Ocean view at Ocean Pointe w/Heated Pool
Tavernier Apartment
Experience waterfront living and spectacular ocean views from this privately owned Ocean Pointe 2/2 condo with double balconies. Located in building 4 which is near the heated pool. Beyond the pool, take advantage of the numerous amenities, including a picnic area, tennis/pickleball courts, the marina, and the natural Florida Keys beach right on t.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Islamorada Bungalows Suite 2 Bottom Floor
Islamorada Apartment
- 5.0 Star Review
Summary:
Location is key! This beautiful and zen getaway is just minutes away from the Heart of Islamorada! The city's Art and Cultural District is not even 1 miles north of the property and local attractions are within 1.5 mile radius - It does not get any more local than that.
The property offers 4 individual, beautifully designed 1 bedroom.......read more
Studio
Sleeps 2
Apartment
DUPLICATE An Island Retreat with an ocean view
Key West Apartment
- 5.0 Star Review
Located at the Southernmost point of Old Town Key West is a quaint Key West apartment is a Historic Conch House. Playful prints, contemporary furniture is welcoming to every guest. The wrap around porch is it's own oasis with spaces for lounging, dining and an ocean view. A short walk from the framed Duval St, countless restaurants, nightli.......read more
Studio
Sleeps 2
Apartment
Perfect Getaway for Your Family! 2 Spacious Rooms w/ Kitchen & Living Room, Pool
Duck Key Apartment
Welcome to our paradise on earth, a luxurious resort nestled on the serene island of Duck Key in the Florida Keys. As soon as you step inside, you'll be transported into a world of pure luxury. The living and dining areas are spacious, perfect for enjoying some quality time with your family and friends. Our kitchen is fully equipped with everything.......read more
4 Bedroom(s)
Sleeps 6
Apartment
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Key West Apartment
- 4.4 Star Review
Truman Suite #3
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Enjoy the tropical ambience of this studio-style Key West cottage, where you will find a private patio, dog-friendly accommodations, and a perfect location for dining, shopping, and e.......read more
Studio
Sleeps 2
Apartment
Key West Suites Hotel - Adam Scott Rote Suite
Key West Apartment
- 4.8 Star Review
Welcome to your charming private studio apartment right on Duval street! Built in 1919, it used to be called the Central Hotel because it’s located at the most central location on Duval bordering Southard Street and is just steps up on the second floor overlooking both Duval and Southard Streets.
The building once housed the Chrysler/Desoto.......read more
Studio
Sleeps 6
Apartment
Conch Key Landing; three waterfront apartments on Florida Bay
Marathon Apartment
- 4.3 Star Review
Boat Docking fee to be paid on site!
One (1) Vehicle, Trailer and Boat Per Unit.
Conch Key- An old-fashioned lobster and crab fishing village that can only accommodate a few lucky tourists who want great fishing and diving and a complete rest! You can often pick up fresh seafood from the local fishermen.
Conch Key Landing.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Oceanfront Gated Community / Heated Pool
Marathon Apartment
Oceanfront Luxury gated townhome community on seven acres. Resort amenities include large elevated pool with fabulous ocean view, community clubhouse, outdoor grills, picnic spaces, and tiki huts. Fish leisurely along the seaside and use the fish cleaning stations dockside before grilling on the provided gas grills. Two stories of modern living spa.......read more
Studio
Sleeps 4
Apartment
Bogie Channel Apartment -Spacious Studio apartment with full kitchen
Big Pine Key Apartment
The adorable apartment located on Big Pine Key has easy boating access to the Gulf and Ocean. Bring your boat or rent one for your stay. This is a minimum night stay of 28 nights. 3-6 months rental preferred. You would be renting the downstairs area only. There may be other guests in the upstairs house. Maximum of 2 people and (1) pet allowe.......read more
Studio
Sleeps 2
Apartment
Gated Oceanfront Heated Pool
Marathon Apartment
Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located in the Florida Keys on Marathon. The unit is located steps from both the largest private pool on the Island and the Atlantic Ocean, on the preferred east side of the complex. This luxurious retreat has one bedroom, two full bathr.......read more
Studio
Sleeps 4
Apartment
Peaceful 1 bedroom at Leo's
Stock Island Apartment
Our lovely one bedroom apartment located in Stock Island is the perfect place for your Key West getaway. Located only two blocks from the entrance to Key West, you can ride a bicycle, scooter or a golf cart to Key West from here.
This place is located inside Leo's RV park and you can enjoy the amenities we have in place during your stay. This in.......read more
Studio
Sleeps 2
Apartment
The Hollinsed House | Harvey`s Haven
Key West Apartment
- 4.8 Star Review
Welcome to Harvey's Haven—a beautiful studio in the heart of Old Town Key West! Ideally located at the Hollinsed House on Southard Street, one block from famous Duval Street, this ground-floor studio suite is equipped to make your stay in the islands comfortable and convenient. Harvey's Haven is both removed from and integrated into Old Town Key We.......read more
Studio
Sleeps 2
Apartment
Claude Monet Suite by Brightwild | Pool & Patio
Key West Apartment
- 4.0 Star Review
Summary:
Welcome to the Claude Monet Suite! This colorful, tropically-themed 1st floor suite is tucked away in The Galleria Guesthouse right in the heart of Bahama Village.
The Galleria was once a haven for traveling artists who frequented Key West to find inspiration and show off their work in the nearby art galleries of Duval Street. Wi.......read more
Studio
Sleeps 4
Apartment
Curry House by Brightwild | Balcony & Pool -Rm 3&4
Key West Apartment
- 4.2 Star Review
Summary:
"Curry House" provides three stories full of historic charm that take you back in time. This guesthouse has private rooms to maximize comfort but allows for conversation with fellow guests in the common areas. Each guest of Curry House has access to a large shared pool as well as space to entertain outdoors. With sleeping space for up .......read more
2 Bedroom(s)
Sleeps 4
Apartment
Spacious Key Largo Condo 3 Waterfront Sunsets Wi-Fi Private Balcony
Key Largo Apartment
- 4.8 Star Review
Spacious and relaxing Key Largo condo, fully renovated waterfront 2 bedroom / 2 bath condo with three queen beds, sleeps 6. Feel at home with the superb and spacious layout, central AC, full kitchen with stove, microwave, full size refrigerator, one clean set of pans, utensils, plates, cups and linens, private large balcony terrace accessible from .......read more
2 Bedroom(s)
Sleeps 6
Apartment
Paradise Found! 2 Stunning Ocean View Suite w/ Balcony | Full Kitchen
Tavernier Apartment
Escape to a tropical paradise and experience the ultimate beachfront retreat! Nestled in the heart of Key Largo, this property offers a perfect blend of comfort, and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests. Dive into our sparkling pool and let the cool water rejuvenate your senses. Bask in th.......read more
2 Bedroom(s)
Sleeps 8
Apartment
4 Bedroom 3 Bath Water View Home
Little Torch Key Apartment
Our luxury inspired water front resort community is the perfect Keys vacation get away. We offer a fully furnished 4 bedroom 3 bath home with an independent entry way and fully appointed gourmet kitchen ideal vacation accommodations for larger traveling group. Little Torch Cottages resort amenities include: 2 tropical resort pools, direct access to.......read more
4 Bedroom(s)
Sleeps 8
Apartment
Stunning Ocean View Private Home
Tavernier Apartment
If your looking for simple, cozy and beautiful ocean view look no further!
This is the second floor of the main house. You have your own private entrance and complete privacy with the best view in the house!
-Ocean Side
- Near Triangle Reef and Rodrigues Key
-Very Friendly neighborhood
-1 parking spots for vehicles
-1 min ride to .......read more
2 Bedroom(s)
Sleeps 6
Apartment
Classic King with Private Balcony - Curry Mansion
Key West Apartment
Summary:
- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.
- Located on Caroline Street, just half a block from Duval Street!
- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.
- Situated in two structures, stay in the main house or the wrap-around.......read more
Studio
Sleeps 2
Apartment
Hyatt Windward Pointe 2 Bedroom
Key West Apartment
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6.
★Very Clean - Very Nice Property.
Guests can enjoy the beautiful ocean breeze right next to the property. Guests may also enjoy the relaxing pool and the fully-equipped health and fitness center.
LOCATION:
Enjoy the white sands of the world-.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Classic King - at Curry Mansion with Heated Pool!
Key West Apartment
Summary:
- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms.
- Located on Caroline Street, just half a block from Duval Street!
- Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly.
- Situated in two structures, stay in the main house or the wrap-around.......read more
Studio
Sleeps 2
Apartment
Mesa House, Dos by Brightwild | Unreal Location
Key West Apartment
- 4.6 Star Review
Summary:
Whether you're lounging on the front porch's rocking chair or enjoying a seafood dinner inside, this 2 bedroom Suite at The Mesa House can be your home base for all your Key West adventures and relaxation. This home's great location and relaxed atmosphere invite you to embrace the island lifestyle. Placed perfectly in between Downtown a.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Porchside Paradise - 1 bedroom 1 bath just steps away from Duval street.
Key West Apartment
- 4.3 Star Review
Porchside Paradise is located in the front section of the Conch Republic Cottages. This beautiful home-away-from-home features an inviting and spacious front porch—great for people watching. The unit is gated off from the other cottages, which makes it very private and great for pets too! The inside is beautifully decorated and features an updated .......read more
Studio
Sleeps 4
Apartment
The LPA Jr. ,1 / 1 Southernmost Point Key West
Key West Apartment
Located at the Southernmost point of Old Town Key West is a quaint Key West apartment is a Historic Conch House. Playful prints, contemporary furniture is welcoming to every guest. The wrap around porch is it's own oasis with spaces for lounging, dining and an ocean view. A short walk from the framed Duval St, countless restaurants, nightli.......read more
Studio
Sleeps 2
Apartment
Citrus Room | Studio in Marathon near the ocean with kitchen, streaming, & AC
Marathon Apartment
Citrus Room
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Ideal for solo travelers and couples, this well-appointed studio has everything you need for a breezy and tranquil stay! Enjoy an unbeatable location surrounded by restaurants and conveni.......read more
Studio
Sleeps 2
Apartment
Amazing Stay, Great Location! 2 Modish Units, 3 Pools, Bike Rental, Pets Allowed
Key West Apartment
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the epicenter of Key West dining and nightlife. Sip refreshing cocktails by one of three sparkling pools, and enjoy the fresh modern design of the newly built property.
PLEASE NOTE:
- The resort fee is not included in the d.......read more
2 Bedroom(s)
Sleeps 8
Apartment
Studio Apartment in friendly marina
Stock Island Apartment
- 4.9 Star Review
This studio apartment is 625 square feet. Full kitchen with gas stove and microwave/convention oven. Large shower and bath. Private gated parking behind unit. This studio is directly behind a great seafood restaurant named the Hogfish Bar and Grill. But once inside the studio you have complete quiet. The pictures tell the story. This is a ve.......read more
Secret Casita: Relaxing 2BD/2BA escape RealKeyWest
Key West Apartment
- 4.0 Star Review
WELCOME TO SECRET CASITA!
This hidden gem is a wonderful way to embrace the Key West laid-back lifestyle.
This first-floor apartment is your secret gateway to relaxation. The moment you walk into the yard of your new vacation home, you will immediately feel as if you have found a special piece of paradise. A private oasis awaits as yo.......read more
2 Bedroom(s)
Sleeps 4
Apartment
Hyatt Windward Pointe 2 Bedroom
Key West Apartment
- 4.8 Star Review
★Excellent Key West Location - Oceanside Property - 2-Bedroom - 2-Bathroom - Sleeps 6.
★Very Clean - Very Nice Property.
Guests can enjoy the beautiful ocean breeze right next to the property. Guests may also enjoy the relaxing pool and the fully-equipped health and fitness center.
LOCATION:
Enjoy the white sands of the world-.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Traveler's Palm by Brightwild | Sun-filled w/Deck!
Key West Apartment
- 4.1 Star Review
Summary:
Traveler's Palm is a second-story studio fully equipped with a private deck to relax on, cable TV and free wifi. It is located just one block away from the world famous Duval Street and is within walking distance of many Key West attractions including Fort Zachary Taylor Beach and Park, Ernest Hemingway Home and Museum, and local shops .......read more
Studio
Sleeps 6
Apartment
Sunset Harbor Beach Studio
Key West Apartment
Hyatt Sunset Harbor Resort is located in Key West, 2,300 feet from Mallory Square. Key West Aquarium is 2,650 feet from the property.
All units are air conditioned and feature a cable flat-screen TV and DVD player. Some units have a seating area and/or balcony. Some units also have a kitchen, equipped with an oven.
Hyatt Sunset Harbor Res.......read more
Studio
Sleeps 2
Apartment
Find a Great Selection of Florida Keys & Key West Apartment Rentals
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book directly online to save! Choose from rentals with Wi-Fi, Pool, Oceanview, Beachfront and other amenities we have to offer for Florida Keys