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 daily 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.

Tarpon Bay
Tarpon Bay/Big Pine Key Tropical and Fishermans Paradise
Please note that we have a minimum 28 day rental period. - Excellent access to Gulf and Atlantic fishing and diving waters - 60' dock to accommodate boaters - Tropical setting with several species of palms - Large covered outdoor deck - King size b ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Big Pine Key, FL

Skelley House
Skelley - Quiet Cottage on corner canal
This 3 bedroom 2 bath home located on Big Pine Key is perfect for your Florida Keys Get-A-Way. Tropical canal front resort style home. Enjoy a beautiful open living room and kitchen, large lanai area with views of the canal and tropical landscape. ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 7
Big Pine Key, FL

Big Pine Key House
Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
Beautiful, new home directly on the water, perfect for boating with easy access to Atlantic or Gulf. Canalside docking for your boat. Amazing sunrises on the private porch deck. New furniture. This home offers a wonderful opportunity for relaxation ....
4 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

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

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

Aqua Paradise Dream
Paradise in the Perfect Package
Beautifully decorated 3 bed/2 bath canal front home located in Big Pine Key. Master bedroom with queen bed and attached master bathroom. Newly renovated master bathroom has a walk in shower. Second guest bedroom has plush queen bed. Third guest bedro ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 10
Big Pine Key, FL

Paradise at Key Deer Preserve
Big Pine Key, FL Waterfront 3 Bedroom 2 Bath Sleeps 8 people
Bring your Boat! This 3 bedroom 2 bath elevated home sits on Big Pine Key with the ocean in the front and a deep water canal equipped with Davits in back. This cozy home can sleep up to 8 people. Master Bedroom has a King Bed, First Bedroom has a ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL

Reel Paradise
Reel Paradise - A Waterfront Boating Excape
Reel Paradise offer a large open format Keys retreat with vaulted ceilings, 3 bedrooms, 3 baths, dining room, large family room, sitting area, large screen plasma TV in the family room & private TV in each bedroom, 200 channel cable TV, DVD player, W ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL

Vacation Home
Open Water and Sunset Views Pool House in the Florida Keys
Newly renovated 4 bedroom 2 bath house on Big Pine Key. Property includes 35' dock, double lot, heated swimming pool, fire pit, BBQ, ice machine, downstairs storage, kayaks, paddleboards, cornhole boards and more! Master Bedroom upstairs with King ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL

Vacation Home
Mickey and Lynn's House of Windows
Secluded two story above garage corner lot gives you a panoramic views of water and near by park. Key deer frequent the property on this lovely sanctuary. Over a hundred feet of dock space and cleaning table. Secluded but convenient, located close ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
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

Time To Fish
Fisherman's Paradise in the Heart of Big Pine Key Deer Reserve
This waterfront vacation home is located in a quiet nature reserve, surrounded by several open undeveloped lots for extra privacy. 3 bedroom, 2 bath home with screen porch, and plenty of outdoor living area underneath. Master bedroom features king b ....
3 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

Pine Channel Getaway
BIg Pine Key New House 75 ft dock 250 feet from open waters of Pine Channel
Welcome to our new spacious 3 bedroom 2 full bath home on a wide deep water canal with a 75 foot dock only 250 feet from the peaceful open waters of Pine Channel. Our comfortable 10 ft by 20 ft rear deck offers breath taking expansive views of the pe ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Big Pine Key, FL

Starfish Retreat
Your Paradise Retreat in the Lower Florida Keys
Starfish Retreat is your slice of Paradise located on Big Pine Key, only a 25 minute drive from Key West. This two story home comfortably accommodates 6 guests . It has spacious bedrooms and bathrooms. The common area, which includes living room, din ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL

Vacation Home
Water Front Florida Keys Vacation Home
Quiet and comfy 3/2 water front home newly renovated. Enjoy all the wonderful amenities this home has to offer including fishing from your back yard or simply enjoying the view, ice maker for your freshly caught fish, BBQ grill, fish fryer, enjoy S'm ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL

Eagles Nest
Eagles Nest- Corner canal front home with screened in balcony
The corner canal front home is located on Big Pine Key in the Fabulous Florida Keys. 3 bedroom 3 bath home with seawall and screened in porch. 3 bedroom/2 bath Canal Front Home on Big Pine Key with large sea wall and screened in porch. Boats are li ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Big Pine Key, FL