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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 partners website!
10.0 Star Rating
Beach House ~ Stunning 4b/4ba Home With Private Pool In Truman Annex!
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly 
10.0 Star Rating
Private Waterfront Resort: Dock, Pool, Tiki, Rv Hookup, Pets Ok
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
Tropical Properties Vacation Rental - Key West
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
10.0 Star Rating
Old Town Key West Compound With Pool, Parking And Privacy One Block Off Duval!
Cottage in Key West
4 Bedrooms -- Sleeps 12
9.0 Star Rating
Amelia`s Hideaway - Hidden Key West Courtyard - Steps Off Duval W Private Pool
Villa in Key West
4 Bedrooms -- Sleeps 10
10.0 Star Rating
Sky Suites Retreat - Balcony Overlooking Duval
Apartment in Key West
4 Bedrooms -- Sleeps 12
10.0 Star Rating
4 Bed House W/ Heated Pool And Dock - 4 Min. To Key West
Vacation Home in Key West
4 Bedrooms -- Sleeps 13 -- Pet Friendly
10.0 Star Rating
**coastal Loving @ Old Town** 4br Home & Pool + Last Key White Glove Service...
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.8 Star Rating
Waterfront Views From Dolphin Watch
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
9.6 Star Rating
Pet Friendly! Completely Remodeled! 3 Bedroom 3 Bathroom Home. Sleeps 8
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.6 Star Rating
Hidden Treasure In Old Town: 3br Home With Pool In Peaceful Gated Enclave
Vacation Home in Key West
4 Bedrooms -- Sleeps 6 -- Pet Friendly
9.6 Star Rating
Heavenly Hideout At Rainbows End Key West - Steps From Duval W Private Pool
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
10.0 Star Rating
~ Chick-a-pea Cottage ~ Enjoy Key West’s Charisma, With A Pool, And Parking!
Cottage in Key West
4 Bedrooms -- Sleeps 7 -- Pet Friendly
9.4 Star Rating
~tropical Dream~sun Deck, Pool, And Parking Adorn This Home In Old Town.
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
~ Grand Maison ~ Spacious Home On Duval St With Pool And 4 Ensuite Bedrooms.
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.8 Star Rating
Southernmost View - Private Pool
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
Southernmost Sunshine- 4 Bed/3 Bath- Old Town Key West W/ Pool & Parking!
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
Southard Love -- Historic Old Town Home, Private Cocktail Pool, Walk To Duval
Vacation Home in Key West
4 Bedrooms -- Sleeps 7
8.0 Star Rating
Two Fully Independent Units In A Duplex, With Independent Entrances. One Rent!
Vacation Home in Key West
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.6 Star Rating
Seaside Retreat: Waterfront Home With Private Heated Pool & Lush Landscaping
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.8 Star Rating
Oceanview Home With Private Pool & Lush Landscaping!
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.4 Star Rating
Waterfront Luxury Home With Private Pool!
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.6 Star Rating
Spacious Waterfront 4 Bedroom Home
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
**midtown Mosaic @ Midtown** Home & Pool + Last Key White Glove Service...
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.4 Star Rating
Stone Throw Famous Duval Street Location-no Contact Check-in
Vacation Home in Key West
4 Bedrooms -- Sleeps 10
**modern In The Meadows** Modern Home & Pool + Last Key White Glove Service...
Vacation Home in Key West
4 Bedrooms -- Sleeps 10 -- Pet Friendly
9.8 Star Rating
3-story Spacious Conch Style Home W/ Private Pool & Dock!
Vacation Home in Key West
4 Bedrooms -- Sleeps 10
10.0 Star Rating
~ Villa Josine ~ 4 B/4.5 Ba Large Designer Home With Pool In A Great Location
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
9.4 Star Rating
Modern Poolside Villa Steps From Duval Street
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
**southernmost Bliss @ Old Town** Home & Pool + Last Key White Glove Service...
Vacation Home in Key West
4 Bedrooms -- Sleeps 9 -- Pet Friendly
**island Opulence @ Midtown** Home & Pool + Last Key White Glove Service...
Vacation Home in Key West
4 Bedrooms -- Sleeps 11
8.0 Star Rating
Tranquil Retreat By The Beach-4 Bedroom 3 Bath Home W/private Pool, Parking
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
10.0 Star Rating
Unlock Your Paradise Adventure - Between Sloppy Joe's And The Harbor
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
9.4 Star Rating
Oceanfront 4-bed 3-bath Home With Pool
Vacation Home in Key West
4 Bedrooms -- Sleeps 8 -- Pet Friendly
10.0 Star Rating
Suncatcher~4 Bedroom, 4 Bathroom In Old Town With Pool!
Vacation Home in Key West
4 Bedrooms -- Sleeps 12 -- Pet Friendly
10.0 Star Rating
**elegant Escape @ The Annex** Home & Pool + Last Key White Glove Service...
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
9.8 Star Rating
Casa Rosa: 4br/4ba House, Pool, Near Duval
Vacation Home in Key West
4 Bedrooms -- Sleeps 8
9.8 Star Rating
Cloud 9 ~ 4 Bedroom, 3.5 Bathroom With Off Street Parking And Pool!
Vacation Home in Key West
4 Bedrooms -- Sleeps 10 -- Pet Friendly
10.0 Star Rating
Four Suites On Duval Street W Free Parking And Heated Pool
Apartment in Key West
4 Bedrooms -- Sleeps 12
10.0 Star Rating
The Cathouse, An Old Town Tropical Poolside Oasis With Huge, Heated Pool
Vacation Home in Key West
4 Bedrooms -- Sleeps 12 -- Pet Friendly
9.8 Star Rating
Good Visibility ~ 4 Bedroom, 3 Bathroom Condo W/ Pool And Ocean Views!
Condo in Key West
4 Bedrooms -- Sleeps 8
9.4 Star Rating
Travel The Keys Or Just Relax At The Dock
House boat in Key West
4 Bedrooms -- Sleeps 10 -- Pet Friendly
10.0 Star Rating
Key West Premium Location - Luxury 4br/4ba – Private Pool By Historic Seaport
Vacation Home in Key West
4 Bedrooms -- Sleeps 10 -- Pet Friendly
10.0 Star Rating
Paradise On Von Phister, 5 Min Walk To The Beach
Vacation Home in Key West
4 Bedrooms -- Sleeps 10
10.0 Star Rating
Luxury Key West Compound With Pool, Guest Cottage, And Walkable Access To Duval
Vacation Home in Key West
4 Bedrooms -- Sleeps 10
9.6 Star Rating
Waterfront Dock Pool Penthouse Near Duval St
Condo in Key West
4 Bedrooms -- Sleeps 16 -- Pet Friendly
9.8 Star Rating
Waterfront Dock Pool Pet Friendly Near Duval St
Condo in Key West
4 Bedrooms -- Sleeps 16 -- Pet Friendly