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Vacation Rentals
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Lower Florida Keys
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Key West
3
BR /
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From $4,900/wk
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Key West Pet Friendly
(278)
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Special Offers First
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$6,409 - $7,196
per month
HGTV Featured Home - Boaters Paradise! Waterfront Key West Home
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#277391
(33)
Compare
STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
1 Bedrooms,
1
Bathroom
, Sleeps 4
STEPS FROM DUVAL! LUXURIOUS, SLEEPS 2-4, OLD TOWN
1
BR,
1
BA,
Sleeps
4
Lower Florida Keys
>
Key West Condo
#966039
(17)
Compare
'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$400 - $750
per night
'CASA LOUISA @ UPPER DUVAL': Historic Conch Cottage & Pool 1/2 Block off Duval..
4 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Cottage
#135603
(45)
Compare
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$350 - $700
per night
'PUERTA CORALINA @ SOLARES HILL': Charming 2BR/3BA Cottage, 2 Master Suites...
4 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#904144
(22)
Compare
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 Bedrooms,
7
Bathrooms
, Sleeps 12
$9,500 - $12,900
per week
'CONCH CASA GRANDE @ THE ANNEX': Enormous 7BR/7BA in Truman Annex...
7 night Minimum Stay
7
BR,
7
BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390171
(12)
Compare
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$5,500 - $14,000
per month
'HIDDEN TREASURE @ CASA EAST': Luxurious 3BR 3BA Villa & Huge Pool near Beach...
28 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390210
(7)
Compare
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
4 Bedrooms,
2
Bathrooms
, Sleeps 8
$275 - $400
per night
Stunning Brand New SleepAfloat HOUSEBOAT in Paradise!
2 night Minimum Stay
4
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West House Boat
#939677
(9)
Compare
Southernmost Retreat: 1 Block from Duval in Old Town.
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Southernmost Retreat: 1 Block from Duval in Old Town.
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#959155
(9)
Compare
Carey's Conch Cottage Old Town, Key West, Private Heated Pool
1 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 4
$4,500 - $6,500
per month
Carey's Conch Cottage Old Town, Key West, Private Heated Pool
30 night Minimum Stay
1
BR,
1
BA,
1
HF BA,
Sleeps
4
Lower Florida Keys
>
Key West Cottage
#247863vb
(11)
Compare
'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,100 - $3,800
per week
'PROMENADE TO PARADISE @ THE ANNEX': Spacious 2BR/2BA Waterfront Condo...
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#3554697
Compare
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
5 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$8,000 - $11,900
per week
'AVALYNN HOUSE @ THE ANNEX': Incredibly Spacious 5BR Home, Large Pool..
7 night Minimum Stay
5
BR,
3
BA,
1
HF BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#996261
(8)
Compare
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
2 Bedrooms,
3
Bathrooms
, Sleeps 6
$3,000 - $6,900
per month
'LA PROVENCE @ THE SANCTUARY': 2 Master Suites, Spa Pool with Walled Yard...
28 night Minimum Stay
2
BR,
3
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390204
(5)
Compare
'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$7,000 - $16,000
per month
'CASA BLANCA 1888 @ WHITE': Historic 4BR/3BA Old Town Home + Very Large Pool....
28 night Minimum Stay
4
BR,
3
BA,
Sleeps
10
Lower Florida Keys
>
Key West House
#390200
(11)
Compare
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$3,000 - $5,750
per month
'POOLSIDE RETREAT @ THE POOL': Poolside 2BR/2.5BA Villa with 2 Master Suites...
28 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West Villa
#390207
(3)
Compare
'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$4,000 - $7,700
per month
'TOBA'S TREE HOUSE @ CASA EAST': Breezy 2BR/2BA Cottage & Pool near Beach...
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3015070
2 Reviews
Compare
'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$4,000 - $7,700
per month
'SUNSET POINT @ SUNSET MARINA': Immaculate 3BR/2BA Waterfront Condo...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#3549915
Compare
'FLAMINGO DREAMS @ SOLARES HILL': Pristine 3BR/2BA Conch Home in Old Town...
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$5,500 - $14,000
per month
'FLAMINGO DREAMS @ SOLARES HILL': Pristine 3BR/2BA Conch Home in Old Town...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#390211
(3)
Compare
'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 6
$4,000 - $7,000
per month
'CARIBBEAN FLING @ SOUTHARD': Delightful 2BR/1.5BA Island Cottage + Private Pool
28 night Minimum Stay
2
BR,
1
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#3556074
1 Review
Compare
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$5,000 - $9,500
per month
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool...
28 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#390203
(4)
Compare
'THE LILAC COTTAGE @ SOLARES HILL': 2.5BR/2BA Old Town Cottage, Quiet Street...
2 Bedrooms,
2
Bathrooms
, Sleeps 7
$5,000 - $11,000
per month
'THE LILAC COTTAGE @ SOLARES HILL': 2.5BR/2BA Old Town Cottage, Quiet Street...
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#390179
2 Reviews
Compare
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$5,500 - $11,000
per month
'TROPICAL JEWEL @ THE SEAPORT': 2BR/2BA Lovely Old Town Cottage + Pool...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West House
#390191
1 Review
Compare
'AZURE AFTERNOON @ OCEANSIDE MARINA': 3BR/2BA Oceanfront Condo + Pool & Spa...
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,850 - $2,950
per week
'AZURE AFTERNOON @ OCEANSIDE MARINA': 3BR/2BA Oceanfront Condo + Pool & Spa...
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Lower Florida Keys
>
Key West Condo
#390173
(3)
Compare
Ocean Paradise
3 Bedrooms,
4
Bathrooms
, Sleeps 8
$4,900 - $6,900
per week
Ocean Paradise
7 night Minimum Stay
3
BR,
4
BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#327109
(6)
Compare
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
6 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 12
$20,000 - $38,000
per month
'PORTSIDE MANSION @ THE SEAPORT': Lush 6BR/7BA 3-Building Home + Large Pool.....
28 night Minimum Stay
6
BR,
2
BA,
1
HF BA,
Sleeps
12
Lower Florida Keys
>
Key West House
#390194
(7)
Compare
'SUNSET DREAMS @ FLORIDA BAY': Luxury 3BR/2BA Waterfront Condo by Marina...
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$4,000 - $7,700
per month
'SUNSET DREAMS @ FLORIDA BAY': Luxury 3BR/2BA Waterfront Condo by Marina...
28 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#390180
2 Reviews
Compare
'TOP O' THE TOWN @ THE HISTORIC SEAPORT': 3BR/3.5BA FIVE STAR LUXURY CONDO...
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$5,500 - $14,000
per month
'TOP O' THE TOWN @ THE HISTORIC SEAPORT': 3BR/3.5BA FIVE STAR LUXURY CONDO...
28 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West Condo
#390196
1 Review
Compare
Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$495 - $795
per night
Luxury on Garrison Bight: 3 BR/3.5 BA Waterfront Home Sleeps 8
3 - 6 night Minimum Stay
3
BR,
3
BA,
1
HF BA,
Sleeps
8
Lower Florida Keys
>
Key West House
#3475121
1 Review
Compare
Real World MTV House---Not Just a House Your Own Private Resort
10 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 24
$1,500 - $2,000
per night
Real World MTV House---Not Just a House Your Own Private Resort
4 night Minimum Stay
10
BR,
5
BA,
1
HF BA,
Sleeps
24
Lower Florida Keys
>
Key West House
#326563
(14)
Compare
Paradise Found*Luxury Oceanfront Key West 3/2 Oceanside Marina
3 Bedrooms,
2
Bathrooms
, Sleeps 7
Paradise Found*Luxury Oceanfront Key West 3/2 Oceanside Marina
3
BR,
2
BA,
Sleeps
7
Lower Florida Keys
>
Key West Condo
#170889vb
(6)
Compare
Chick-A-Pea's Cottage:Near Duval-yet private with the comforts of home
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
Chick-A-Pea's Cottage:Near Duval-yet private with the comforts of home
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Lower Florida Keys
>
Key West House
#449947vb
(5)
Compare
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