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4 Bedroom Rentals in Key West, FL
We offer Key West Vacation Rentals: Book your Home securely here and save!
Stay steps from the sand in a Key West rentals designed for convenience, coastal style, and those perfect Gulf sunsets — ideal for couples, families, and anyone who wants a seamless beach getaway.
Vacation Rentals by Owner in Key West Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for places to stay in Key West.
To book a selected property, follow the "Search Availability" button or "View Rental" for Pricing & Rates, which will take you directly on our partner website. All bookings are securely completed on our partner websites.
BEACH HOUSE ~ Stunning 4B/4Ba Home With Private Pool In Truman Annex!
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly 
Your Own Private Resort! 50ft Dock On Canal W/ Pool, Tiki And RV Hookup!
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
TROPICAL PROPERTIES VACATION RENTAL - KEY WEST
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
Old Town Key West Compound With Pool, Parking And Privacy One Block Off Duval!
10.0 Star Rating
Key West Cottage
4 Bedroom(s) Sleeps 12
Amelia`s Hideaway - Hidden Key West Courtyard - Steps Off Duval W Private Pool
8.8 Star Rating
Key West Villa
4 Bedroom(s) Sleeps 10
Sky Suites Retreat - Balcony Overlooking Duval
10.0 Star Rating
Key West Apartment
4 Bedroom(s) Sleeps 12
4 Bed House W/ Heated Pool And Dock - 4 Min. To Key West
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 13 -- Pet Friendly
**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES...
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Waterfront Views From Dolphin Watch
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
PET FRIENDLY! Completely REMODELED! 3 Bedroom 3 Bathroom Home. Sleeps 8
9.6 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Hidden Treasure In Old Town: 3BR Home With Pool In Peaceful Gated Enclave
9.6 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 5 -- Pet Friendly
Heavenly Hideout At Rainbows End Key West - Steps From Duval W Private Pool
9.6 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
~ Chick-A-Pea Cottage ~ Enjoy Key West’s Charisma, With A Pool, And Parking!
10.0 Star Rating
Key West Cottage
4 Bedroom(s) Sleeps 7 -- Pet Friendly
~TROPICAL DREAM~Sun Deck, Pool, And Parking Adorn This Home In Old Town.
9.4 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
~ GRAND MAISON ~ Spacious Home On Duval St With Pool And 4 Ensuite Bedrooms.
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Southernmost View - Private Pool
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
SOUTHERNMOST SUNSHINE- 4 Bed/3 Bath- Old Town Key West W/ Pool & Parking!
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Southard Love: 2.5 Blocks To Duval, Beach & Historic Seaport. 4 Beds, 3 Baths
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 7
Two Fully Independent Units In A Duplex, With Independent Entrances. One Rent!
8.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
Seaside Retreat: Waterfront Home With Private Heated Pool & Lush Landscaping
9.6 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Oceanview Home With Private Pool & Lush Landscaping!
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Waterfront Luxury Home With Private Pool!
9.4 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Spacious Waterfront 4 Bedroom Home
9.6 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Stone Throw Famous Duval Street Location-No Contact Check-In
9.4 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 10
**MODERN IN THE MEADOWS @ The Meadows** Private Home & Pool + LAST KEY SERVICES…
Key West Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
3-Story Spacious Conch Style Home W/ Private Pool & Dock!
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 10
~ VILLA JOSINE ~ 4 B/4.5 BA Large Designer Home With Pool In A Great Location
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
Modern Poolside Villa Steps From Duval Street
9.4 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
**SOUTHERNMOST BLISS @ OLD TOWN** Newly Renovated Home & Pool + LAST KEY SERVICE
Key West Vacation Home
4 Bedroom(s) Sleeps 9 -- Pet Friendly
**ISLAND OPULENCE @ MIDTOWN** Grand Private Home & Pool + LAST KEY SERVICES…
Key West Vacation Home
4 Bedroom(s) Sleeps 11
Tranquil Retreat By The Beach-4 Bedroom 3 Bath Home W/private Pool, Parking
8.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
Unlock Your Paradise Adventure - Between Sloppy Joe's And The Harbor
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
Oceanfront 4-Bed 3-Bath Home With Pool
9.6 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8 -- Pet Friendly
SUNCATCHER~4 Bedroom, 4 Bathroom In Old Town With Pool!
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
**ELEGANT ESCAPE @ THE ANNEX** Lavish Private Home & Pool + LAST KEY SERVICES…
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
Casa Rosa: 4BR/4BA House, Pool, Near Duval
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 8
CLOUD 9 ~ 4 Bedroom, 3.5 Bathroom With Off Street Parking And Pool!
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Four Suites On Duval Street W Free Parking And Heated Pool
10.0 Star Rating
Key West Apartment
4 Bedroom(s) Sleeps 12
The Cathouse, An Old Town Tropical Poolside Oasis With Huge, Heated Pool
9.8 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 12 -- Pet Friendly
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo W/ Pool And Ocean Views!
9.8 Star Rating
Key West Condo
4 Bedroom(s) Sleeps 8
TRAVEL THE KEYS OR JUST RELAX AT THE DOCK
9.4 Star Rating
Key West House boat
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Key West Premium Location - Luxury 4BR/4BA – Private Pool By Historic Seaport
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 10 -- Pet Friendly
Paradise On Von Phister, Only A 5 Min Walk To The Beach!
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 10
Luxury Key West Compound With Pool, Guest Cottage, And Walkable Access To Duval
10.0 Star Rating
Key West Vacation Home
4 Bedroom(s) Sleeps 10
Waterfront Dock Pool Penthouse Near Duval St
9.6 Star Rating
Key West Condo
4 Bedroom(s) Sleeps 16 -- Pet Friendly
Waterfront Dock Pool Pet Friendly Near Duval St
9.8 Star Rating
Key West Condo
4 Bedroom(s) Sleeps 16 -- Pet Friendly