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!
Book Direct Here for Long Term Vacation Home Rentals in the Florida Keys and Key West
Book Your Vacation Homes Directly Online Here and Save!
We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida Keys. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
Bogie Cottage
Fabulous boating access on Big Pine Key
Great spot for boaters! Newly remodeled and nicely appointed 2 bedroom/2 bath home on Big Pine Key. The master bedroom has a queen-sized bed, en-suite bath and walk-in closet. The second bedroom has two twin beds and ample storage. There's cable TV a ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Big Pine Key, FL
New Listing! Waterfront Gem w/ Pool & Boat Basin
New Listing! Waterfront Paradise w/ Pool, Boat Basin & Panoramic Ocean Views
** This brand-new listing may not have an abundance of guest reviews yet, but you can be assured of an exceptional stay. Thoroughly vetted, this home is professionally managed by TurnKey Vacation Rentals, two-time winner of the Travel Weekly Magellan ....
4 Bedroom(s)
4 Bath(s) Vacation Rental
Big Pine Key, FL
Vacation Home
Perfect Keys Getaway
Beautifully furnished two bedroom two bath canal home located in Big Pine Key. Fully equipped kitchen with granite counters and stainless appliances, washer & dryer. Master bedroom with king bed, second bedroom has a queen size bed. Sofa in living ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Big Pine Escape in Doctors Arm
Big Pine Escape Fishing Paradise, Ocean-Access Canal Quiet Doctors Arm
The property has direct access to the Atlantic Ocean or the Gulf in minutes, providing some of the finest bluewater fishing coupled with backwater bonefish and permit fishing rivaled to none. The Loe Key National Park, famous for it's crystal clear ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
The Blue Lagoon
The Blue Lagoon - A real cream puff!
Adorable vacation home in Port Pine Heights! Welcome to the Blue Lagoon . . . a beautiful, warm and inviting two bedroom, 2 bath coastal chic home in the ever popular Port Pine Heights. A quiet, serene setting with gorgeous sunset views from a full ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Big Pine Key, FL
Casa Del Mar
Welcome to Casa Del Mar
Welcome to "Casa Del Mar" a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , pool on deck. You can enjoy stunning oceanfront views from almost ever ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 12
Big Pine Key, FL
Sunrise on Tropical Bay
Recently remodeled 4 bedroom
Remodeled Ocean front with Boating and a POOL . This 4 bedroom, 3 1/2 bath, fully-furnished home is right on Bogie Channel on Big Pine Key. It has full ocean access and the time you spend exploring the Lower Key’s back country will be time you will ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL
Vacation Home
Little Slice of Paradise
Newly remodeled 3 bedroom 2 bath in Big Pine Key. Perfect get away with everything you need for your home away from home. Spacious master bedroom with queen bed and private master bath. Second bedroom with queen bed and kids bunk bed room with twin ....
3 Bedroom(s)
2 Bath(s) Mobile Home - Sleeps 7
Big Pine Key, FL
Reel NV
2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!
Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in desirable Doctor's Arm neighborhood, this house is just around the corner from the famous No Name Pub on Big Pine Key. Quick idle ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Vacation Home
Welcome to Casa Del Mar
Welcome to "Casa Del Mar" a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , 3BR/2BA pool on deck. You can enjoy stunning oceanfront views from al ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Big Pine Key, FL
Tropical Caribbean Wonderland
Tropical Caribbean Wonderland
Note: This is a new unit the other RV from the reviews was damaged by Irma and this is the NEW replacement unit it is AWESOME..!!! We are located in a beautiful RV wooded park, with endangered Key Deer everywhere you look. We have a nice Pool and cl ....
2 Bedroom(s)
1 Bath(s) Recreational Vehicle - Sleeps 4
Big Pine Key, FL
TROPICAL VACATION HIDEAWAY
Tropical Vacation Hideaway - Viisit Paradise
This waterfront stilt home is on a boating canal just five minutes at idle speed from Boggie Chanel, with imediate access to the Atlantic or the Gulf of Mexico. The home is decorated to give you a resort feeling, with tropical and nautical style d ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Big Pine Key, FL
Vacation Home
Canal Front Paradise!
Welcome to paradise! Want to live like a local? Fish the reefs, snorkel Looe Key, dive for lobster, or kayak to the open water of Big Pine Channel, where dolphin and manatee play. Then return to your denizen and watch the boats turn for home. Relax o ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Vacation Home
Beautiful Trailer in Big Pine Key
Trailer in beautiful Big Pine Key with great fishing, breezes, and relaxation. Brand new with 2 bedrooms, 1.5 bath, kitchen and huge living room. jbwihbiwnciuncubdweuyfbcwey8acweiucniunuiewncaiuodbcuhabhuewbcienwCIUABWDCUYHNAEWU9CNAEIOUWNIPWNCUHEWNC ....
2 Bedroom(s)
2 Bath(s) Mobile Home
Big Pine Key, FL
BP Pool Getaway
Tropical Waterfront Pool Getaway
This keys pool getaway is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. The gem like waters is the home ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Florida Ocean Key
Florida Keys Pine Channel Water Front - Deep Canal
This concrete home is three doors down from the Pine Channel to the ocean. It’s located on one of the best deep water canal for great access to the Atlantic and/or back-country. This Lower Keys home has an open great room that includes the kitchen ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL
Pelican Cove
Keys paradise hidden gem. Only 30 miles from Key West. Relax Relax Relax!
Located just 5 miles from Bahia Honda park rated top 5 beaches in the nation Located just 30 miles from famous Key West. Near Looe Key one of the worlds most beautiful snorling reefs. Enjoy the Key deer as they frequently come through this spacious s ....
3 Bedroom(s)
3 Bath(s) Mobile Home - Sleeps 6
Big Pine Key, FL
Captain D's Hideout
Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve
Beautiful, well maintained canal front home at the end of Big Pine Key. Surrounded by the Key Deer National Refuge. Wake up to Key Deer in your back yard. Only 30 miles from Key West and Duval Street. Concrete, step-down dock. Bring your boat. ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL