Rentals in Florida Keys
Don't know Where To Stay? Select your destination and search for discount accommodations.
If you don't see your travel destination, just type it in the box and search for hundreds of Hotels, Resorts, Motels, Homes, Villas or Condos and more!
Cheap Hotels Florida Keys
Trying to save money on your vacation? VacationPlacesToStay.com has great deals and low prices on vacation rentals & hotels, Best Price Guaranteed.
Save when you book directly online for last minute deals with 3 to 5 Star Resorts, Inns, Hotels and more!
4 x Serenity Suite - One Bedroom at The Marker Waterfront Resort Key West
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
4 Bedroom(s)
Sleeps 16
Apartment
Waterfront Cabana 3
Key Largo Apartment
- 
5.0 Star Review
Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows .......read more
Studio
Sleeps 2
Apartment
Enjoy Beach Escapade! 2 Comfortable Units W/ Kitchen. Water Activities Awaits!
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
2 Bedroom(s)
Sleeps 8
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
Beautiful Modern Studio, recently remodeled, new to the market, Summer Sea 405
Islamorada Apartment
This beautiful modern Studio apartment has just been completely remodeled and new to the rental market. Every detail has been lovingly attended to from the modern furnishings, nautical decor to the Murphy bed. It is open and airy with lots of natural light on the fourth floor with a peak-a-boo view of the ocean over the trees. Everything you could .......read more
Ultimate Vacation! 2 Modern Units, Pools, Bike Rental, Bar, Parking!
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
Duval Balcony - Spanky's Retreat
Key West Apartment
- 4.7 Star Review
Located in the heart of Duval Street, this unique property gives you immediate access to all the best Key West has to offer. Shopping, nightlife, restaurants and historical locations are all within easy walking distance. A 15 minute walk in 1 direction puts you at the Gulf of Mexico and Mallory Square, while the same distance heading south puts you.......read more
Studio
Sleeps 4
Apartment
Cozy cottage apartment with front porch & upgraded finishes - close to beach
Key West Apartment
- 4.3 Star Review
Borrowed Time
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
*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 simple, modern cottage apa.......read more
Studio
Sleeps 2
Apartment
Updated Studio with Heated Pool | Carey's Corner
Key West Apartment
- 4.7 Star Review
Summary:
Welcome to Carey's Corner, a hidden little gem located at The Galleria complex in the heart of Bahama Village.
The Galleria Guesthouse 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. With a tranquil pool area and spacious sunde.......read more
Sunshine Villa | Bayfront apartment with pool, dockage, and sunsets!
Tavernier Apartment
Welcome to Sunshine Villa!
This home is a 1 bedroom, 1 bath downstairs apartment and is conveniently located in Tavernier within 2 miles of restaurants, shopping, grocery stores and retail stores.
This apartment has been completely renovated and is comfortably furnished to sleep 2, perfect for honeymooners and couples escaping the c.......read more
Studio
Sleeps 2
Apartment
Winter Special - Beautiful Waterfront Pool Home
Tavernier Apartment
“A Little Slice of Heaven”- completely renovated and updated in December 2020 waterfront pool home in paradise. This is a 2 unit (rental is for DOWNSTAIRS, upstairs will not be rented at the same time, owners may use upstairs occasionally on weekends but will not get in the way) dream vacation home in Tavernier/Plantation Key, Florida (MM89). Remod.......read more
Studio
Sleeps 2
Apartment
Boho Chic | Ocean Pointe 3214
Tavernier Apartment
Summary:
The property features an olympic size pool with an adjacent jacuzzi, a sandy little beach with a wooden pier, a marina and boat ramp. The 67 lush tropical acre resort is perfectly located in the heart of the upper Keys the most southern point of Key Largo, in the quiet town of Tavernier. We are located 60 miles from Miami International .......read more
2 Bedroom(s)
Sleeps 4
Apartment
Port Antigua NEW Luxury one bedroom/2 bath apt with pool/spa/steam in Islamorada
Islamorada Apartment
Be the first guest at a one of a kind, brand new, boutique style accommodations in one of the most beautiful areas of the Florida Keys. Serenity. Luxury. Privacy. Peaceful. All amenities in this lavish first floor apartment abound, for the discerning couple. Honeymooners, couples celebrating an anniversary or wanting a quiet get-away from the hustl.......read more
Studio
Sleeps 2
Apartment
Classic King with Private Balcony - Curry Mansion
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 2
Apartment
Cloud Suite on Duval by Brightwild | Luxury Condo
Key West Apartment
- 5.0 Star Review
Summary:
Cloud Suite On Duval is a beautifully updated 2 bed, 2.5 bath upper level condo located in heart of world famous Duval Street! This stunning vacation home is located in the rear of the building and features a private sundeck with views of the surrounding tropical greenery. Take advantage of this rare find in the center of it all! Locate.......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
Sunshine State at Custom House Inn | On Duval!
Key West Apartment
Summary:
Welcome to Sunshine at the Custom House Inn! Each apartment in our five unit complex is uniquely designed and themed to fit your fun stay.
Modern, edgy and colorful, find comfort in our plush bedding and premier location in the heart of historic Duval Street.
Surrounded by vibrant food and entertainment in a beautiful area, stay.......read more
Studio
Sleeps 4
Apartment
Beautiful Effeciency Apartment - Bayfront, Islamorada Apt 232
Tavernier Apartment
- 5.0 Star Review
Summer Sea Condominium Unit 232 is a brilliant, clean and modern efficiency apartment, upgraded with tile throughout and large kitchen. Furnished with a murphy bed for more space. While the balcony faces roadside, the condominium is right on the bay with two pools (one heated), a marina and beach area, workout room, game room, community room, Laund.......read more
Minutes Away From The Beach! 4 Sleek Suites, Swimming Pool, Full Kitchen!
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
Charming 2nd-story apartment with balcony & lighthouse view - walk everywhere
Key West Apartment
- 4.7 Star Review
Seagrass Suite
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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 his.......read more
Studio
Sleeps 2
Apartment
Charming, updated home with enclosed patio & walkable location
Key West Apartment
- 4.5 Star Review
The Coral Cove
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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........read more
Studio
Sleeps 2
Apartment
Paradise Found in Florida Keys! 3 Partial Ocean View Suites w/ 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
3 Bedroom(s)
Sleeps 12
Apartment
Studio in the heart of the Florida Keys, snowbird community
Islamorada Apartment
400 sq ft fully equipped studio,full bathroom & kitchenette. Chase sofa with sleeper. On wide private canal to the Oceanside. Great fishing in canal no need to go to a pier. Private beach. 25 ft of rear dockage for boat. Located in a private community heart and soul of Isalmorada. This is an exclusive neighborhood with near by restaurants and stor.......read more
Studio
Sleeps 2
Apartment
Beautiful Waterfront Studio-15 min to Key West
Key West Apartment
What a VIEW!! Enjoy breathtaking sunsets right from home in this well-appointed, clean and modern studio. Picture yourself waking up in a king-size bed and enjoying a gorgeous view of the ocean every morning. Drink your morning coffee or juice outside on the private deck overlooking the water. Take advantage of our available paddle board, kayaks, .......read more
Studio
Sleeps 2
Apartment
Enjoy Amazing Views in our 4 Spacious Units, Heated Pool, Fully-Equipped 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
4 Bedroom(s)
Sleeps 16
Apartment
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Marathon Apartment
- 4.7 Star Review
ACCOMMODATIONS:
Unit 10 is a fully furnished studio/efficiency. The unit has a queen size bed, dining table with two chairs and a comfy leather sofa for watching TV or reading a book. It has a fully equipped kitchen, and a private bathroom (toilet, sink and shower). All dishes, pots and pans, towels and linens are provided (not Beach/Pool towels.......read more
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
Escape to Ocean Isles #39
Marathon Apartment
- 5.0 Star Review
Escape to paradise in a brand new 1 bedroom/1.5 bathroom home, centrally located in Marathon, in Ocean Isles Fishing Village. Our condo is steps away from open ocean views with an enormous elevated pool overlooking the Atlantic. Condo is fully furnished will brand new amenities. Living room has a sleeper sofa with a queen memory foam mattress. Mast.......read more
Studio
Sleeps 4
Apartment
Beach Escapade! Pools, Restaurant & Bar, 2 Blocks Away from Famous Duval Street!
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
Studio
Sleeps 4
Apartment
Cozy spot next to Duval with swim spa - 2bed/2bath
Key West Apartment
- 5.0 Star Review
Fully furnished flat on the 2nd floor with 2
bedrooms (queen bed in each bedroom), 2
full bathrooms, futon/sofabed in the living room.
Full kitchen and laundry unit. Only a half a
block off of Duval Street midway between
Mallory Square and southernmost point.
Less than a 2 minute walk to Ernest
Hemingway's home and steps t.......read more
2 Bedroom(s)
Sleeps 6
Apartment
Yellow Room at Grand Maloney by Brightwild
Key West Apartment
- 5.0 Star Review
Summary:
The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West i.......read more
Studio
Sleeps 2
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
Oceanfront Property! Spacious Unit, Partial Ocean View, Full Kitchen!
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
Canal front RV lot quick access to Atlantic Ocean or Gulf
Cudjoe Key Apartment
Canal front RV lot with 35’ dock. Cleats , fish cleaning table, 110 volts,50 and 30 amp hook up and sewer service on site. Quick access to both Atlantic and Gulf. Located in Venture Out, a gated community with security and many amenities including tennis, pickle ball, basketball, bocce, table tennis,heated pool and hot tub, laundry facilities, fre.......read more
Salvador's Studio by Brightwild | Heated Pool!
Key West Apartment
- 3.9 Star Review
Summary:
Welcome to the Salvador's Studio! This 1st floor studio is part of the Galleria Guesthouse, nestled 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. With a tranquil pool area and spac.......read more
3 Bedroom Single_family (441677) by Houzlet
Key Largo Apartment
Bring your boats! Beautifully and fully remodeled freshly painted concrete construction single family home with side and huge backyard. Top of the line countertops, bathrooms, etc. No expense was spared! Big enough to store a boat in front and on the side and still have plenty of room in the backyard! Shed, covered patio! Houzlet publishes listings.......read more
3 Bedroom(s)
Sleeps 6
Apartment
Serenity Moon Bay!
Key Largo Apartment
- 5.0 Star Review
Our unit is a well appointed 2 bedroom 1.5 bathroom located in the B building near all the amenities. The unit is part of a private gated community called Moon Bay.
Our wonderful property offers several amenities like none other. A recently renovated pool and clubhouse. A basketball court, tennis court and sauna. The marina is beautiful and.......read more
2 Bedroom(s)
Sleeps 4
Apartment
★NEW! Waterfront 2/1 - WITH BOAT DOCK!! Marathon★ Unit 620
Marathon Apartment
- 4.5 Star Review
Waterfront 2 bed 1 Bath unit in triplex. Each bedroom has a queen bed and the unit sleeps up to 6 people with the pull out sofa bed. All new renovation including appliances and HVAC. Unit has a washer and dryer inside unit as well. Ground floor unit with patio and direct access to water. Bring your boat!! Situated on a canal with direct access to t.......read more
2 Bedroom(s)
Sleeps 6
Apartment
The Publishers House -Southernmost Point Key West
Key West Apartment
- 5.0 Star Review
1/1 located near the Southernmost Point, Key West
We welcome you to come stay in the LPA at the Publishers House. This historic home claims a long and proud history for the Artman family and is located on one of the most prominent streets in Key West, 1309 Whitehead Street, Key West, Florida.
Once you approach the front of the house you wil.......read more
Studio
Sleeps 2
Apartment
Waterfront Cabana 4
Key Largo Apartment
Enjoy water front living in Key Largo! Watch the boats go by with fresh catch served daily at the local restaurants. See manatees, nurse sharks and fish swim by the canal all day. Dock your boat at the Pilot House Marina just down the street. Our unit is Modern, Spacious and Spotless with Private Parking, Fast Wifi, Netflix, Cold AC, Plush Pillows .......read more
Studio
Sleeps 2
Apartment
King Suite - at Curry Mansion with Pool & Parking!
Key West Apartment
- 3.8 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
Pebble Beach
Duck Key Apartment
Welcome to your tropical paradise at Duck Key in the Florida Keys! This updated top floor 2 Bedroom/2 Bathroom condo is the perfect place to unwind. Keep it simple at this peaceful and centrally-located oasis. Enjoy natural light throughout the spacious living space, and a fully renovated kitchen with stainless steel appliances and quartz counterto.......read more
2 Bedroom(s)
Sleeps 4
Apartment
Superior 5bd Penthouse with gym, movie room, and private rooftop lounge
Islamorada Apartment
Luxurious condo located at Mile Marker 75 on the Bayside in Islamorada.
Spacious Penthouse with every update possible is ready to become your vacation home on Islamorada. It has 4 fully staged bedrooms, 2 balconies, private rooftop lounge overviewing the ocean, movie room and gym room (can be used as an extra bedroom with a pull down king .......read more
5 Bedroom(s)
Sleeps 10
Apartment
Ultimate Vacay! 4 Modern Units, Pools, Fitness Center, Restaurant, Bar, Parking!
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
4 Bedroom(s)
Sleeps 16
Apartment
Key Largo Oasis awaits for you!
Key largo Apartment
2 Bed, 1 Bath Key Largo apartment located at M.M101. It is the downstairs apartment of a private canal front home. No pets, no used of dock allowed. Looking for a 6 month to one year lease preferably! Many local restaurants and activities near. Walking distance to John Pennekamp State Park........read more
Studio
Sleeps 2
Apartment
@ KEY WEST DOWNTOWN STUDIO APT AMAZING PRICES SUMMER 2023 & Winter 2023/2024
Key West Apartment
- 4.0 Star Review
You will love this quiet tree-top studio in the heart of Old Town Key West. Located just a block away from the Historic Light house and Hemingway house and very close to Duval Street. This is a cosy studio ideal for one person or a couple looking for a reasonable Key West get-away. There is internet access and satellite TV. Parking is on street. Th.......read more
Feel The Ocean Breeze! Enjoy Family-Friendly Unit | Water Activities Awaits
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
Studio
Sleeps 4
Apartment
Boot Key Harbor Retreat Penthouse - Marathon, FL
Marathon Apartment
Located on the third floor of the house, this romantic studio has a beautiful granite kitchen counter and an elevated dining top with seating for two. The room has a majestic king-size bed with 100% luxury cotton bedding, a unique couch, chair, footstool and coffee table, and a flat-screen TV. It also has a 16 ft wall of windows that open up to the.......read more
Studio
Sleeps 2
Apartment
Find a Great Selection of Florida Keys & Key West Apartment Rentals
We have partnered with a major provider of vacation rentals, directly through FloridaKeysPlacesToStay.com. There are many apartments to choose from, and we now have the selection and value to offer our visitors going to Florida Keys FL.
book directly online to save! Choose from rentals with Wi-Fi, Pool, Oceanview, Beachfront and other amenities we have to offer for Florida Keys