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Vacation Rentals
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Florida Keys
>
Upper Florida Keys
4
BR /
4
BA /
Sleeps
8
Featured
2
BR /
2
BA /
Sleeps
8
From $800/wk
Featured
3
BR /
3
BA /
Sleeps
8
From $500/nt
Featured
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Sleeps
6
Featured
7
BR /
6
BA /
Sleeps
14
From $7,000/wk
Featured
Upper Florida Keys: Houses, Condos & More | Page 5
(852)
sort by
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Special Offers First
A few prime summer weeks available. You'll love our endless Ocean views!
3 Bedrooms,
3
Bathrooms
, Sleeps 8
A few prime summer weeks available. You'll love our endless Ocean views!
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Townhome
#343186
(7)
Compare
Private Beach Front Paradise
2 Bedrooms,
2
Bathrooms
, Sleeps 7
$450
per night
Private Beach Front Paradise
2 night Minimum Stay
2
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Key Largo House
#267097
(7)
Compare
Ocean Harbor MONTHLY rental - Luxury condo with pool and ocean views
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$5,000 - $5,500
per month
Ocean Harbor MONTHLY rental - Luxury condo with pool and ocean views
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Condo
#252746
Compare
Luxury Oceanfront Rental Home with Private Dock and Beach!
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 7
Luxury Oceanfront Rental Home with Private Dock and Beach!
3
BR,
2
BA,
1
HF BA,
Sleeps
7
Upper Florida Keys
>
Tavernier House
#220145
(23)
Compare
Turtle Cay - Luxury Key Largo waterfront home, minutes to diving and snorkeling
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,000
per week
Turtle Cay - Luxury Key Largo waterfront home, minutes to diving and snorkeling
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo House
#937132
1 Review
Compare
Gorgeous Oceanfront with heated pool, 350' pier, free wifi
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Gorgeous Oceanfront with heated pool, 350' pier, free wifi
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#207249
(20)
Compare
Villa Marlin, renovated and remodeled home, private sandy beach
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$2,600 - $2,900
per week
Villa Marlin, renovated and remodeled home, private sandy beach
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada House
#132814
Compare
Venetian Dream Home
3 Bedrooms, Sleeps 8
Venetian Dream Home
3
BR,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#163654vb
(3)
Compare
Charmin Water Front Plantation Key Home
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$275 - $290
per night
Charmin Water Front Plantation Key Home
4 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Tavernier House
#206403
2 Reviews
Compare
Islamorada Luxury Ocean View Townhouse w/private beach & dock
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
Islamorada Luxury Ocean View Townhouse w/private beach & dock
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Townhome
#223915
(7)
Compare
Ocean View Luxury Completely Renovated home on the water!
3 Bedrooms,
3
Bathrooms
, Sleeps 8
Ocean View Luxury Completely Renovated home on the water!
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada House
#423687vb
(6)
Compare
Luxury Villa - 'Ocean' 'Front' 'Private Beach' 'Boat-Dock' 'Golf Nearby'
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$300
per night
Luxury Villa - 'Ocean' 'Front' 'Private Beach' 'Boat-Dock' 'Golf Nearby'
4 night Minimum Stay
3
BR,
3
BA,
Sleeps
6
Upper Florida Keys
>
Key Largo Villa
#3023443
1 Review
Compare
Executive Bay Club - Beautiful Unit - Beautiful Sunsets!
2 Bedrooms,
2
Bathrooms
, Sleeps 4
$2,500 - $2,800
per month
Executive Bay Club - Beautiful Unit - Beautiful Sunsets!
28 night Minimum Stay
2
BR,
2
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#327300
Compare
Luxurious Bay Harbour - Ocean View, Boat Dock, Pool, Jacuzzi & Tennis Courts!
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
Luxurious Bay Harbour - Ocean View, Boat Dock, Pool, Jacuzzi & Tennis Courts!
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Condo
#158151
(4)
Compare
Ocean Front, Spectacular Home, Pool, Panoramic View, On Private Beach!
5 Bedrooms,
4
Bathrooms
, Sleeps 16
Ocean Front, Spectacular Home, Pool, Panoramic View, On Private Beach!
5
BR,
4
BA,
Sleeps
16
Upper Florida Keys
>
Islamorada House
#3012420
Compare
Incredible View of Bay & Sunsets, Boat Slip Included!
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 7
Incredible View of Bay & Sunsets, Boat Slip Included!
2
BR,
1
BA,
1
HF BA,
Sleeps
7
Upper Florida Keys
>
Key Largo Condo
#329916vb
(11)
Compare
Excellent end townhouse with balcony overlooking Florida Bay Sunsets
2 Bedrooms,
2
Bathrooms
, Sleeps 4
Excellent end townhouse with balcony overlooking Florida Bay Sunsets
2
BR,
2
BA,
Sleeps
4
Upper Florida Keys
>
Key Largo Townhome
#943580
2 Reviews
Compare
A Long Sunrise in the Heart of Paradise in the Beautiful, Sport Fishin
2 Bedrooms,
2
Bathrooms
, Sleeps 6
A Long Sunrise in the Heart of Paradise in the Beautiful, Sport Fishin
2
BR,
2
BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Condo
#304274
Compare
Welcome to Paradise!
1 Bedrooms, Sleeps 4
Welcome to Paradise!
1
BR,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#292341
(6)
Compare
Breathtaking Renovated Key Largo Oceanfront Kawama Townhouse, Sleeps 10
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$165 - $220
per night
Breathtaking Renovated Key Largo Oceanfront Kawama Townhouse, Sleeps 10
Book it Now!
3 - 7 night Minimum Stay
4
BR,
3
BA,
Sleeps
10
Upper Florida Keys
>
Key Largo Townhome
#226460
(15)
Compare
Luxury Condo with spectacular pool view, charming, quiet, elegant and beautiful
3 Bedrooms,
3
Bathrooms
, Sleeps 8
$166 - $325
per night
Luxury Condo with spectacular pool view, charming, quiet, elegant and beautiful
Book it Now!
3 - 6 night Minimum Stay
3
BR,
3
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo Condo
#911472
(12)
Compare
Paradise just steps away!
1 Bedrooms,
1
Bathroom
, Sleeps 4
$110 - $130
per night
Paradise just steps away!
Book it Now!
6 night Minimum Stay
1
BR,
1
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#399735
(15)
Compare
Panoramic Ocean View, Sand Beach, Private Luxury Complex
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$1,300 - $1,800
per week
Panoramic Ocean View, Sand Beach, Private Luxury Complex
Book it Now!
7 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Upper Florida Keys
>
Islamorada Townhome
#275037
(8)
Compare
Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
1 Bedrooms,
2
Bathrooms
, Sleeps 4
$1,295
per week
Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
Book it Now!
7 night Minimum Stay
1
BR,
2
BA,
Sleeps
4
Upper Florida Keys
>
Islamorada Condo
#231645
(19)
Compare
BEACH HOUSE IN PARADISE!!!
4 Bedrooms,
3
Bathrooms
, Sleeps 12
$350 - $375
per night
BEACH HOUSE IN PARADISE!!!
2 night Minimum Stay
4
BR,
3
BA,
Sleeps
12
Upper Florida Keys
>
Key Largo House
#208420
(117)
Compare
Waterfront Retreat with Ocean Access, Dockage, Spa, Private Beach !
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,806
per week
Waterfront Retreat with Ocean Access, Dockage, Spa, Private Beach !
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Key Largo House
#931005
(11)
Compare
Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,295
per week
Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay
Book it Now!
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada Cottage
#231642
(28)
Compare
Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$160
per night
Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
Book it Now!
4 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Upper Florida Keys
>
Islamorada Townhome
#201354
2 Reviews
Compare
Elegant Bayfront Key Largo Estate
3 Bedrooms,
2
Bathrooms
, Sleeps 7
$2,240
per week
Elegant Bayfront Key Largo Estate
Book it Now!
7 night Minimum Stay
3
BR,
2
BA,
Sleeps
7
Upper Florida Keys
>
Key Largo House
#237757
(3)
Compare
Florida Keys, Tavernier Key, large waterfront house on protected cove, boat dock
7 Bedrooms,
5
Bathrooms
, Sleeps 15
$6,000
per month
Florida Keys, Tavernier Key, large waterfront house on protected cove, boat dock
28 night Minimum Stay
7
BR,
5
BA,
Sleeps
15
Upper Florida Keys
>
Tavernier House
#381438
(8)
Compare
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Upper Florida Keys
Islamorada (258)
Key Largo (408)
Ocean Reef Club (26)
Plantation Key (72)
Tavernier (88)