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1,000 Rentals In Islamorada
United States
Florida
Monroe Area
Florida Keys
Islamorada
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Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Tiki Bar,Heated Pool,Pri Spa, kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, more
2
1.0
5
Islamorada Florida Private vacation home
From $572 per night
(USD)
Work remote, or not at all, in paradise at this cozy, beachy condo!
2
2.0
6
Tavernier Fl Condo
From $204 per night
(USD)
Oceanfront! Oceanfront! Oceanfront!
2
2.0
4
Tavernier Florida Condo
From $325 per night
(USD)
A great place to relax, fish, or even work from. 2\/2 , 66 ft
2
2.0
7
Tavernier Florida Private vacation home
Click For Pricing
Private Tropical Oasis
1
1.0
2
Islamorada Florida Apartment
From $180 per night
(USD)
To Paradise \nBook our website fishing & excursions bigdavechartersandtours.com\n
4
2.0
14
islamorada Florida Private vacation home
From $750 per night
(USD)
Egret House @ Tarpon Point
4
4.0
8
Islamorada Florida Private vacation home
From $902 per night
(USD)
Spring & summer dates available licensed rental vr #24-0235 NO BOATS
2
2.0
6
tavernier Florida Condo
From $157 per night
(USD)
Beautiful 2\/2 Florida keys home rental
2
2.0
6
Islamorada Florida Private vacation home
Click For Pricing
Beautiful Venetian Shores, Cozy home, Heated pool, Tiki, Boat Lift, Fish & Dive.
3
3.0
6
Islamorada Florida Villa
From $425 per night
(USD)
Beautiful home in Islamorada
3
2.0
8
Tavernier Florida Private vacation home
From $141 per night
(USD)
Paradise in Plantation Key\/Deep Water Canal House\/Boat Dock\/MM 89
2
1.0
4
Plantation Key Florida Private vacation home
From $186 per night
(USD)
Lush Garden Estate in Islamorada FL, W\/ Pool, Dockage, Ocean Front & great views
4
4.0
8
Islamorada Florida Private vacation home
From $1542 per night
(USD)
Islamorada Boaters Paradise with 70' Dock and private beach access..
4
5.0
10
Islamorada Florida Private vacation home
From $1000 per night
(USD)
Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay
2
2.0
6
Islamorada Florida Villa
From $279 per night
(USD)
Beautiful vacation home in the heart of Islamorada , Florida Keys
2
2.0
4
Islamorada Florida Private vacation home
From $315 per night
(USD)
SPECIAL SUMMER SALE RATES MAY-JULY!!
2
2.0
4
Islamorada Florida Condo
From $127 per night
(USD)
Executive Bay Club Bayfront\/Beachfront paradise
3
2.0
6
Islamorada Florida Private vacation home
From $250 per night
(USD)
Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
2
2.0
4
Islamorada Florida Villa
From $263 per night
(USD)
Latitude Adjustment FLKeys
4
4.0
10
Islamorada Florida Private vacation home
From $500 per night
(USD)
By The Sea ~ Islamorada Home with Ocean Views!
2
2.0
6
Islamorada Florida Private vacation home
From $321 per night
(USD)
Ocean View Condo is a Fisherman's Paradise in Islamorada
2
2.0
6
Islamorada Florida Condo
From $235 per night
(USD)
PARADISE FOUND - ISLAMORADA FLORIDA
3
2.0
6
Islamorada Florida Condo
From $150 per night
(USD)
Gorgeous 3\/2 plus loft Islamorada next to Marina, Pool, Dock & Beach
4
2.0
9
Islamorada Florida Private vacation home
From $293 per night
(USD)
Sunsets on the bay at Villa Mia
3
2.0
8
Tavernier Florida Private vacation home
From $368 per night
(USD)
Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access!
2
1.0
5
Islamorada Florida Private vacation home
From $140 per night
(USD)
Beautiful, sunlit home with pool, tennis court & beach access - near the marina
2
2.0
6
Islamorada Florida Condo
From $77 per night
(USD)
Remodeled Townhome with Beach, Pool, Tennis and Marina!
3
2.0
6
Islamorada Florida Private vacation home
Click For Pricing
Venetian Tropics weekly Pvt home w\/heated Pool, 3 bedroom \/70ft dock w\/canal
3
4.0
8
Islamorada Florida Private vacation home
From $695 per night
(USD)
Winter Special - Beautiful Waterfront Pool Home
1
1.0
2
Tavernier Florida Apartment
Click For Pricing
2BR\/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool
2
1.0
4
Islamorada Florida Cottage
From $335 per night
(USD)
Studio in the heart of the Florida Keys, snowbird community
1
1.0
2
Islamorada Florida Apartment
Click For Pricing
Waterfront Vacation Home w\/Stunning Bay\/Canal Views, Private Dock, Private Beach
6
5.0
12
Islamorada Florida Private vacation home
From $486 per night
(USD)
A Pirates Great Escape ~ 3bed\/2baths Ocean View Boat Slip included
3
2.0
6
Islamorada Florida Private vacation home
From $384 per night
(USD)
Breezy Beach Waterfront home in Antigua Harbor
4
4.0
10
Islamorada Florida Private vacation home
From $325 per night
(USD)
Luxury waterfront Islamorada Retreat w\/private pool, hot tub, lanai bar& firepit
3
3.0
8
Islamorada Florida Private vacation home
From $675 per night
(USD)
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Family Compound.
6
4.0
12
Islamorada Florida Private vacation home
From $528 per night
(USD)
Boater's Paradise
4
3.0
9
Islamorada Florida Private vacation home
From $350 per night
(USD)
RESERVE QUICKLY! YOU’LL LOVE IT! EVERYONE DOES!
2
2.0
4
Tavernier Florida Condo
From $205 per night
(USD)
Guarantee Best Sunsets in the Keys!
2
2.0
6
Islamorada Florida Private vacation home
From $350 per night
(USD)
Florida Keys 2 bed direct oceanfront.
2
2.0
4
Tavernier Florida Condo
From $115 per night
(USD)
Islamorada Waterfront Paradise | 5br | Dock | Pool
5
3.0
12
Tavernier Florida Private vacation home
From $525 per night
(USD)
Beautiful Harbor Front Oceanside Home on the Atlantic Ocean
3
3.0
8
Islamorada Florida Private vacation home
From $396 per night
(USD)
Opulent waterfront estate with dock, pool, hot tub & rooftop view - dog-friendly
6
6.0
12
Islamorada Florida Private vacation home
From $1002 per night
(USD)
Mitchells Keys Villa - private, secluded bayfront home
1
1.0
4
Islamorada Florida Private vacation home
From $300 per night
(USD)
Marlin House @ Tarpon Point ~ Luxury Oceanfront 4\/4
4
4.0
8
Islamorada Florida Private vacation home
From $810 per night
(USD)
Your Keys Getaway - B
2
1.0
4
Islamorada Florida Private vacation home
Click For Pricing
Coral Harbour Condo 3\/2 Oceanside with 33' Boat Slip Islamorada
3
2.0
6
Islamorada Florida Condo
From $300 per night
(USD)
Waterfront home w\/ pool Private Beach access
3
2.0
6
Islamorada Florida Private vacation home
From $381 per night
(USD)
Dog-friendly escape with private dock, porch, balcony, water view, & central AC
3
3.0
6
Islamorada Florida Private vacation home
From $203 per night
(USD)
Beautiful centrally located home in the Florida keys<br>
2
2.0
8
Islamorada Florida Private vacation home
From $301 per night
(USD)
Beautiful\/tropical decorated one bed room Condo over looking Bay side
2
1.0
4
Islandmorada Florida Condo
From $85 per night
(USD)
Bay Front Home With Magnificent Views
3
4.0
6
Tavernier Florida Private vacation home
From $702 per night
(USD)
Florida Keys Peaceful Paradise in Executive Bay Club, Islamorada
4
2.0
8
Islamorada Florida Private vacation home
From $165 per night
(USD)
Tavernier Keys Home w\/ 70’ Dock & 20k Boat Lift on Bayside! 3\/2.5 Plus Game Room
3
4.0
8
Tavernier Florida Private vacation home
From $206 per night
(USD)
Estate Home with Private Beach, Dock & Bay\/Ocean Access
5
3.0
8
Islamorada Florida Private vacation home
From $800 per night
(USD)
SPECTACULAR SUNSETS AND FRESH OCEAN BREEZE AWAIT YOU IN ISLAMORADA, FLORIDA!
3
2.0
6
Islamorada Florida Private vacation home
From $157 per night
(USD)
Island pool home awaits in Islamorada's Port Antigua
4
3.0
8
Islamorada Florida Villa
From $724 per night
(USD)
Private Beach,Estate pool,kayaks,bikes~EV charger
3
4.0
8
Islamorada Florida Private vacation home
From $1250 per night
(USD)
Very Nice 3 Bedroom Home With Large Lot! Basketball Court!
3
2.0
5
Tavernier Florida Private vacation home
From $105 per night
(USD)
Unity & Autonomy 2 sides a Beach Duplex & 70' DOCK
4
2.0
12
Islamorada Florida Private vacation home
From $400 per night
(USD)
Florida Keys Spacious 1 BR with 2 Balconies
1
2.0
6
Islamorada Florida Condo
From $364 per night
(USD)
Islamorada Escape: 1 BR with Den: 2 Balconies
1
2.0
6
Islamorada Florida Condo
From $374 per night
(USD)
Island Time: 1BR with Den and Two Balconies
1
2.0
6
Islamorada Florida Condo
From $369 per night
(USD)
Gateway to Island Living: One Bedroom Condo
1
2.0
6
Islamorada Florida Condo
From $359 per night
(USD)
Discover the Florida Keys: 1BR Condo
1
2.0
6
Islamorada Florida Condo
From $382 per night
(USD)
Keys Dreams: 1 BR Condo
1
2.0
6
Islamorada Florida Condo
From $366 per night
(USD)
Casa Del Pirata | 3 bed \/ 2 ba Canal Home in Islamorada
3
2.0
6
Islamorada Florida Private vacation home
From $350 per night
(USD)
Direct Oceanfront\/Ocean View Corner\/End Unit, Pool, WiFi, Gym, No Stairs
2
2.0
4
Tavernier Florida Condo
From $251 per night
(USD)
Experience Life in Islamorada: 1BR Condo
1
2.0
6
Islamorada Florida Condo
From $364 per night
(USD)
Beautiful Beach Home
2
2.0
5
Islamorada Florida Private vacation home
From $180 per night
(USD)
Waterfront Community Townhome with Marina, Beach and a Pool!
3
2.0
6
Islamorada Florida Private vacation home
From $224 per night
(USD)
NEW POOL ** Waterfront Paradise with Amazing Sunsets on Beach**
3
2.0
10
Islamorada Village of Islands Florida Private vacation home
From $450 per night
(USD)
Waterfront Townhome w\/ Private Beach in the Florida Keys!
3
3.0
6
Islamorada Florida Private vacation home
From $178 per night
(USD)
Peacock Shores Islamorada - Vacation On The Beach!
2
3.0
4
Islamorada Florida Private vacation home
From $307 per night
(USD)
New Construction home. 50' Dock w\/ Pool & Hot Tub. Just S. of Tavernier Creek
3
2.0
6
Tavernier Florida Private vacation home
From $400 per night
(USD)
Florida Keys Chic
3
2.0
6
Islamorada Florida Private vacation home
From $195 per night
(USD)
Venetian Shores Islamorada New Home w\/dock & pool
5
6.0
10
Islamorada Florida Private vacation home
From $1028 per night
(USD)
Beautiful Islamorada <br> Renovated Condo MM 76.5
1
1.0
5
Islamorada Florida Condo
From $199 per night
(USD)
Beach Dream House, relax and enjoy the clear waters of Islamorada FL
2
2.0
6
Islamorada Florida Private vacation home
From $600 per night
(USD)
Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
2
1.0
4
Islamorada Florida Private vacation home
From $622 per night
(USD)
Comfort and Convenience! Free Onsite Parking, Pets Allowed, Free Breakfast
1
1.0
4
Islamorada Florida Private vacation home
From $440 per night
(USD)
Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast
2
1.0
4
Islamorada Florida Private vacation home
From $622 per night
(USD)
Prime Location! Onsite Pool, Free Breakfast, Free Parking
1
1.0
4
Islamorada Florida Private vacation home
From $440 per night
(USD)
Your Home Away From Home! Onsite Pool, Free Breakfast, Free Parking
2
1.0
4
Islamorada Florida Private vacation home
From $622 per night
(USD)
3 Bedroom Single_family 441701 by Houzlet
3
2.0
6
Tavernier Florida Apartment
Click For Pricing
Enjoy a Hassle-Free and Suiting Stay! Free Parking, Onsite Pool, Pet-friendly
1
1.0
6
Islamorada Florida Private vacation home
From $451 per night
(USD)
Indulge in Home-Like Comfort! Free Parking, Pool, Pet-friendly Property
1
1.0
6
Islamorada Florida Private vacation home
From $451 per night
(USD)
Experience Soothing Moments & Luxury! Free Parking, Onsite Pool, Pet-friendly
1
1.0
6
Islamorada Florida Private vacation home
From $549 per night
(USD)
Indulge in Home Like Comfort! Free Parking, Onsite Pool, Pets Allowed
1
1.0
4
Islamorada Florida Private vacation home
From $439 per night
(USD)
Indulge in Home Like Comfort! Oceanfront, Free Parking, Pet-friendly Property
1
1.0
4
Islamorada Florida Private vacation home
From $415 per night
(USD)
Always a Great Idea To Unwind! Free Parking, Onsite Pool, Pet-friendly
1
1.0
2
Islamorada Florida Private vacation home
From $388 per night
(USD)
Spacious Good-Value Accommodation! Free Parking, Onsite Pool, Pets Allowed
1
1.0
4
Islamorada Florida Private vacation home
From $439 per night
(USD)
Experience Soothing Moments & Luxury! Free Parking, Pet-friendly Property, Pool
1
1.0
4
Islamorada Florida Private vacation home
From $415 per night
(USD)
Short Distance From The Well Known Sites! Free Parking, Onsite Pool
1
1.0
4
Islamorada Florida Private vacation home
From $415 per night
(USD)
Ideal Mix of Comfort and Value! Onsite Pool, Free Parking, Pets Allowed
1
1.0
6
Islamorada Florida Private vacation home
From $549 per night
(USD)
Ideal Mix of Comfort and Value! Pool, Free Parking, Near Anne's Beach & Sea Oats
1
1.0
6
Islamorada Florida Private vacation home
From $451 per night
(USD)
Enjoy a Hassle-Free Stay! Free Parking, Onsite Pool, Near Anne's Beach
1
1.0
2
Islamorada Florida Private vacation home
From $388 per night
(USD)
Ideal Mix of Comfort and Value! Free Parking, Onsite Pool, Pets Allowed
1
1.0
4
Islamorada Florida Private vacation home
From $367 per night
(USD)
Relax and Unwind! 4 Pet-friendly Units, Free Parking, Near Anne's Beach
4
4.0
16
Islamorada Florida Private vacation home
From $1611 per night
(USD)
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