Islamorada Long Term Rentals(51)
27 steps to Paradise Bay
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$135 -
$168
per night
6 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
Magnificent Ocean View from Private Roof Top Sundeck!
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Ocean Harbour- It Has It All for Your Keys Adventure MONTLY RENTAL
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$7,000
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Peaceful Bay front with pool, jacuzzi and outdoor sports. Relax by the pool!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Florida Keys Islamorada Deep Water Dockage Best Value in Keys
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$250 -
$400
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 7
Beautiful New Waterfront Home In Port Antigua
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Oceanfront Anglers Reef, Islamorada, Florida Keys, Video Tour
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$228
per night
5 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
OCEANFRONT Pool 30'Dock GatedPeninsula Water3Sides VeryPrivate 7niteMin 6ppl max
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$2,975 -
$3,500
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Ocean Harbor MONTHLY rental - Luxury condo with pool and ocean views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$5,000 -
$5,500
per month
28 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Gorgeous Oceanfront with heated pool, 350' pier, free wifi
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Luxurious Bay Harbour - Ocean View, Boat Dock, Pool, Jacuzzi & Tennis Courts!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
A Long Sunrise in the Heart of Paradise in the Beautiful, Sport Fishin
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 2 BR,
- 2 BA,
- Sleeps 6
Panoramic Ocean View, Sand Beach, Private Luxury Complex
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,300 -
$1,800
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$160
per night
4 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 8
Immaculate Fully Furnished 2/2 With Breathtaking Ocean Views
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$115 -
$185
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Islamorada's Finest Canal Front 'One Story' Vacation Home WiFi-HDTV-NO STAIRS
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$1,975
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Beautiful Bay Harbour Condo w/ Boat Dock! Book your Summer Vacation Now!!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Keys home in Anglers Reef with ocean view, dock, community pool & private beach
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$2,100 -
$2,400
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Venetian Shores .. Pool Home Quick Ocean/Bay Access
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Lovely Islamorada Studio in the Heart of the Keys
- Studio,
- 1 Bathroom, Sleeps 4
$450 -
$500
per week
7 night Minimum Stay
- Studio,
- 1 BA,
- Sleeps 4
Fully fenced private pool and lagoon home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$9,000
per month
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Fabulous View, Split 2/2 Up, 2/1 Down, Ideal for 2 Families
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$2,200 -
$2,600
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Quiet Oceanfront Condo with Superb Oceanview
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$700 -
$900
per week
7 - 28 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Key West Charm in the Heart of Islamorada - one block to public beach
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$6,000
per month
30 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Keys Bayfront- Can you see the Green Flash?
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 10
$12,000
per month
28 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 10
Beautiful 2 Story House
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$1,650
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Classic 68' luxury Motor Yacht, Eat, Drink, Relax, Cruise, Explore!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$1,250
per night
2 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
FL Keys Paradise: An Affordable Getaway on the Bay
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$700
per week
7 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
H2o A Slice of Paradise in the 'HEART of Islamorada'
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$4,501
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
Open Water Sunset View, WI FI, Huge Warm Pool, Optional Deeded Dock
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$800
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
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