Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United States
Trip Boards
List your property
Help
My trips
Sign in
Vrbo just got better
Earn rewards across our family of brands with One Key™
Sign in
Sign in as an owner
Learn about One Key
Feedback
Opens in a new window
Beginning of main content
Going to
Going to
Dates
Dates
Travelers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am traveling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters
Popular
Price
Rooms & spaces
Sort by recommended
300+ properties
Search results showing properties in South Beach, Key West, Florida, United States of America
Google map showing 500 properties
Photo gallery for PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Welcome to Pineapple Cottage!
Show previous image for PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Show next image for PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Premier Host
Cottage · 0.49 mi from South Beach
PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!
Sleeps 4 · 1 bedroom · 1 bathroom
4.9
Exceptional
(12 reviews)
4.9 Exceptional (12 reviews)
The price is $133
$133
avg per night
avg per night
More information about PINEAPPLE COTTAGE ~ Adorable, Updated Cottage in Old Town with Heated Pool!, opens in a new tab
Photo gallery for Steps from Duval, Pool & Bikes $129-$299 Night!
Pool
Show previous image for Steps from Duval, Pool & Bikes $129-$299 Night!
Show next image for Steps from Duval, Pool & Bikes $129-$299 Night!
Premier Host
Apartment · 0.4 mi from South Beach
Steps from Duval, Pool & Bikes $129-$299 Night!
Sleeps 2 · 1 bathroom
4.8
Exceptional
(324 reviews)
4.8 Exceptional (324 reviews)
The price is $229
$229
avg per night
avg per night
More information about Steps from Duval, Pool & Bikes $129-$299 Night!, opens in a new tab
Condo · 0.72 mi from South Beach
Upscale end unit home @ Truman Annex close to Duval St
Sleeps 3 · 1 bedroom · 1 bathroom
5.0
Exceptional
(99 reviews)
5.0 Exceptional (99 reviews)
The price is $230
$230
avg per night
avg per night
More information about Upscale end unit home @ Truman Annex close to Duval St, opens in a new tab
Condo · 0.71 mi from South Beach
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
Sleeps 2 · 1 bedroom · 1 bathroom
5.0
Exceptional
(267 reviews)
5.0 Exceptional (267 reviews)
The price is $237
$237
avg per night
avg per night
More information about Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi, opens in a new tab
Condo · 1.25 mi from South Beach
Beach House with Ocean View-No Contact Check-In
Sleeps 4 · 1 bedroom · 1 bathroom
4.9
Exceptional
(131 reviews)
4.9 Exceptional (131 reviews)
The price is $225
$225
avg per night
avg per night
More information about Beach House with Ocean View-No Contact Check-In, opens in a new tab
Condo · 0.74 mi from South Beach
Unique Home with loft @ Truman Annex
Sleeps 4 · 1 bedroom · 1 bathroom
4.9
Exceptional
(101 reviews)
4.9 Exceptional (101 reviews)
The price is $260
$260
avg per night
avg per night
More information about Unique Home with loft @ Truman Annex, opens in a new tab
Apartment · 0.44 mi from South Beach
Mango Hideaway at the Eyebrow House
Sleeps 3 · 1 bedroom · 1 bathroom
4.9
Exceptional
(83 reviews)
4.9 Exceptional (83 reviews)
The price is $218
$218
avg per night
avg per night
More information about Mango Hideaway at the Eyebrow House, opens in a new tab
House · 0.6 mi from South Beach
Spec. April.19-24 155.00 night plus extras Near beach& Full Kitchen & Patio
Sleeps 4 · 1 bedroom · 1 bathroom
4.5
Wonderful
(137 reviews)
4.5 Wonderful (137 reviews)
The price is $147
$147
avg per night
avg per night
More information about Spec. April.19-24 155.00 night plus extras Near beach& Full Kitchen & Patio , opens in a new tab
Cottage · 0.38 mi from South Beach
Margarita Cottage- 1 bedroom 1 bath with shared pool
Sleeps 2 · 1 bedroom · 1 bathroom
4.8
Exceptional
(31 reviews)
4.8 Exceptional (31 reviews)
The price is $218
$218
avg per night
avg per night
More information about Margarita Cottage- 1 bedroom 1 bath with shared pool, opens in a new tab
House · 3.14 mi from South Beach
Poolside Cottage #411
Sleeps 6 · 1 bedroom · 1 bathroom
5.0
Exceptional
(12 reviews)
5.0 Exceptional (12 reviews)
The price is $216
$216
avg per night
avg per night
More information about Poolside Cottage #411, opens in a new tab
Tell us how we can improve our site
Share feedback