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Islamorada House Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
670 rentals in Islamorada.
Wonderful 2 Bedroom Condo with Ocean Views, holiday rental in Islamorada
Wonderful 2 Bedroom Condo with Ocean Views, holiday rental in Islamorada
Wonderful 2 Bedroom Condo with Ocean Views, holiday rental in Islamorada

Wonderful 2 Bedroom Condo with Ocean Views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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Adorable canal front Pool Home in Plantation Key, holiday rental in Islamorada
Adorable canal front Pool Home in Plantation Key, holiday rental in Islamorada
Adorable canal front Pool Home in Plantation Key, holiday rental in Islamorada

Adorable canal front Pool Home in Plantation Key

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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ULTIMATE outdoor living area at this 4/4 canal home with pool!, holiday rental in Islamorada
ULTIMATE outdoor living area at this 4/4 canal home with pool!, holiday rental in Islamorada
ULTIMATE outdoor living area at this 4/4 canal home with pool!, holiday rental in Islamorada

ULTIMATE outdoor living area at this 4/4 canal home with pool!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable, holiday rental in Islamorada
Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable, holiday rental in Islamorada
Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable, holiday rental in Islamorada

Isla Mamey: Waterfront Boutique Resort, Htd Pool, Dock, Walkable

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Southern Diversion Estate  Islamorada presidents week open, holiday rental in Islamorada
Southern Diversion Estate  Islamorada presidents week open, holiday rental in Islamorada
Southern Diversion Estate  Islamorada presidents week open, holiday rental in Islamorada

Southern Diversion Estate Islamorada presidents week open

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps, Holiday Rental House
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Ultimate luxury vacation home in Islamorada, Florida!, holiday rental in Islamorada
Ultimate luxury vacation home in Islamorada, Florida!, holiday rental in Islamorada
Ultimate luxury vacation home in Islamorada, Florida!, holiday rental in Islamorada

Ultimate luxury vacation home in Islamorada, Florida!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool, holiday rental in Islamorada
Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool, holiday rental in Islamorada
Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool, holiday rental in Islamorada

Anglers Reef Islamorada, Bikes,Kayak,Paddle Boards DOCK available-Pool

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Enjoy a Hassle-Free and Suiting Stay! Pets Allowed, Free Parking, Onsite Pool, holiday rental in Islamorada
Enjoy a Hassle-Free and Suiting Stay! Pets Allowed, Free Parking, Onsite Pool, holiday rental in Islamorada
Enjoy a Hassle-Free and Suiting Stay! Pets Allowed, Free Parking, Onsite Pool, holiday rental in Islamorada

Enjoy a Hassle-Free and Suiting Stay! Pets Allowed, Free Parking, Onsite Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Work from home in this slice of Islamorada paradise!, holiday rental in Islamorada
Work from home in this slice of Islamorada paradise!, holiday rental in Islamorada
Work from home in this slice of Islamorada paradise!, holiday rental in Islamorada

Work from home in this slice of Islamorada paradise!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Beautiful Water Views from every room in the House, holiday rental in Islamorada
Beautiful Water Views from every room in the House, holiday rental in Islamorada
Beautiful Water Views from every room in the House, holiday rental in Islamorada

Beautiful Water Views from every room in the House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Home Away from Home in Islamorada! Pets Allowed, Free Parking, Outdoor Pool!, holiday rental in Islamorada
Home Away from Home in Islamorada! Pets Allowed, Free Parking, Outdoor Pool!, holiday rental in Islamorada
Home Away from Home in Islamorada! Pets Allowed, Free Parking, Outdoor Pool!, holiday rental in Islamorada

Home Away from Home in Islamorada! Pets Allowed, Free Parking, Outdoor Pool!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Your Ultimate Keys Getaway Awaits!, holiday rental in Islamorada
Your Ultimate Keys Getaway Awaits!, holiday rental in Islamorada
Your Ultimate Keys Getaway Awaits!, holiday rental in Islamorada

Your Ultimate Keys Getaway Awaits!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Upscale Waterfront Home with Private Beach & Dockage, holiday rental in Islamorada
Upscale Waterfront Home with Private Beach & Dockage, holiday rental in Islamorada
Upscale Waterfront Home with Private Beach & Dockage, holiday rental in Islamorada

Upscale Waterfront Home with Private Beach & Dockage

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Relax and Unwind in Islamorada! Swimming Pool, Pet-friendly Property!, holiday rental in Islamorada
Relax and Unwind in Islamorada! Swimming Pool, Pet-friendly Property!, holiday rental in Islamorada
Relax and Unwind in Islamorada! Swimming Pool, Pet-friendly Property!, holiday rental in Islamorada

Relax and Unwind in Islamorada! Swimming Pool, Pet-friendly Property!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Tropical Paradise, holiday rental in Islamorada
Tropical Paradise, holiday rental in Islamorada
Tropical Paradise, holiday rental in Islamorada

Tropical Paradise

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Private Beachfront Paradise, holiday rental in Islamorada
Private Beachfront Paradise, holiday rental in Islamorada
Private Beachfront Paradise, holiday rental in Islamorada

Private Beachfront Paradise

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool, holiday rental in Islamorada
Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool, holiday rental in Islamorada
Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool, holiday rental in Islamorada

Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada, holiday rental in Islamorada
Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada, holiday rental in Islamorada
Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada, holiday rental in Islamorada

Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Beautiful sunsets & water views, holiday rental in Islamorada
Beautiful sunsets & water views, holiday rental in Islamorada
Beautiful sunsets & water views, holiday rental in Islamorada

Beautiful sunsets & water views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Islamorada beach house - PRIVATE BEACH - KAYAKS - DOCK SPACE, holiday rental in Islamorada
Islamorada beach house - PRIVATE BEACH - KAYAKS - DOCK SPACE, holiday rental in Islamorada
Islamorada beach house - PRIVATE BEACH - KAYAKS - DOCK SPACE, holiday rental in Islamorada

Islamorada beach house - PRIVATE BEACH - KAYAKS - DOCK SPACE

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!, holiday rental in Islamorada
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!, holiday rental in Islamorada
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!, holiday rental in Islamorada

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Maison 308 Seaside Cove, holiday rental in Islamorada
Maison 308 Seaside Cove, holiday rental in Islamorada
Maison 308 Seaside Cove, holiday rental in Islamorada

Maison 308 Seaside Cove

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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New Rental! Beautiful canal pool home with dockage!, holiday rental in Islamorada
New Rental! Beautiful canal pool home with dockage!, holiday rental in Islamorada
New Rental! Beautiful canal pool home with dockage!, holiday rental in Islamorada

New Rental! Beautiful canal pool home with dockage!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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3 BR 2 Bath Islamorada home with Private Beach Access, holiday rental in Islamorada
3 BR 2 Bath Islamorada home with Private Beach Access, holiday rental in Islamorada
3 BR 2 Bath Islamorada home with Private Beach Access, holiday rental in Islamorada

3 BR 2 Bath Islamorada home with Private Beach Access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Waterfront Pool Home in Venetian Shores, holiday rental in Islamorada
Waterfront Pool Home in Venetian Shores, holiday rental in Islamorada
Waterfront Pool Home in Venetian Shores, holiday rental in Islamorada

Waterfront Pool Home in Venetian Shores

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps, Holiday Rental House
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Oceanside Resort... Oceanview unit with kayaks, paddleboards and walk in beach!, holiday rental in Islamorada
Oceanside Resort... Oceanview unit with kayaks, paddleboards and walk in beach!, holiday rental in Islamorada
Oceanside Resort... Oceanview unit with kayaks, paddleboards and walk in beach!, holiday rental in Islamorada

Oceanside Resort... Oceanview unit with kayaks, paddleboards and walk in beach!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS, holiday rental in Islamorada
GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS, holiday rental in Islamorada
GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS, holiday rental in Islamorada

GREAT LOCATION !!! ** White Marlin Beach House, Islamorada FLORIDA KEYS

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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Relaxing waterfront retreat with boat dock & amazing ocean views, holiday rental in Islamorada
Relaxing waterfront retreat with boat dock & amazing ocean views, holiday rental in Islamorada
Relaxing waterfront retreat with boat dock & amazing ocean views, holiday rental in Islamorada

Relaxing waterfront retreat with boat dock & amazing ocean views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Relaxing Bay Front Villa Ideal For Romantic Couple Beach Getaway | Free Park, holiday rental in Islamorada
Relaxing Bay Front Villa Ideal For Romantic Couple Beach Getaway | Free Park, holiday rental in Islamorada
Relaxing Bay Front Villa Ideal For Romantic Couple Beach Getaway | Free Park, holiday rental in Islamorada

Relaxing Bay Front Villa Ideal For Romantic Couple Beach Getaway | Free Park

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast, holiday rental in Islamorada
Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast, holiday rental in Islamorada
Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast, holiday rental in Islamorada

Relax and Unwind! Pet-Friendly Property, Onsite Pool, Free Breakfast

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Holiday Rental House
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Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock, holiday rental in Islamorada
Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock, holiday rental in Islamorada
Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock, holiday rental in Islamorada

Peaceful 2 Bedroom Oceanfront Cottage with Pool and Dock

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Holiday Rental House
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Sunsets at Islamorada, Florida Keys.  2/2 Townho, holiday rental in Islamorada
Sunsets at Islamorada, Florida Keys.  2/2 Townho, holiday rental in Islamorada
Sunsets at Islamorada, Florida Keys.  2/2 Townho, holiday rental in Islamorada

Sunsets at Islamorada, Florida Keys. 2/2 Townho

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking, holiday rental in Islamorada
Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking, holiday rental in Islamorada
Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking, holiday rental in Islamorada

Just What You Were Looking For! Free Breakfast, Onsite Pool, Free Parking

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Holiday Rental House
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Hidden Gem Duplex in Heart of Islamorada! Sleeps 8, holiday rental in Islamorada
Hidden Gem Duplex in Heart of Islamorada! Sleeps 8, holiday rental in Islamorada
Hidden Gem Duplex in Heart of Islamorada! Sleeps 8, holiday rental in Islamorada

Hidden Gem Duplex in Heart of Islamorada! Sleeps 8

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Venetian Shores Home, holiday rental in Islamorada
Venetian Shores Home, holiday rental in Islamorada
Venetian Shores Home, holiday rental in Islamorada

Venetian Shores Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Oceanfront 2 Bedroom Condo with Contemporary Flair, holiday rental in Islamorada
Oceanfront 2 Bedroom Condo with Contemporary Flair, holiday rental in Islamorada
Oceanfront 2 Bedroom Condo with Contemporary Flair, holiday rental in Islamorada

Oceanfront 2 Bedroom Condo with Contemporary Flair

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Holiday Rental House
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4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL, holiday rental in Islamorada
4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL, holiday rental in Islamorada
4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL, holiday rental in Islamorada

4 Bedroom House in Angler's Reef, Includes 31' Boat Slip. Islamorada, FL

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property, holiday rental in Islamorada
Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property, holiday rental in Islamorada
Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property, holiday rental in Islamorada

Comfort and Relaxation! Balcony, Free Parking, Pool, Pet-friendly Property

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Holiday Rental House
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Paradise Found - Three Story Beach House w/ private beach, dock and Ocean Views, holiday rental in Islamorada
Paradise Found - Three Story Beach House w/ private beach, dock and Ocean Views, holiday rental in Islamorada
Paradise Found - Three Story Beach House w/ private beach, dock and Ocean Views, holiday rental in Islamorada

Paradise Found - Three Story Beach House w/ private beach, dock and Ocean Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Harbor Hideaway | Island style beach house with pool, dockage & bay views!, holiday rental in Islamorada
Harbor Hideaway | Island style beach house with pool, dockage & bay views!, holiday rental in Islamorada
Harbor Hideaway | Island style beach house with pool, dockage & bay views!, holiday rental in Islamorada

Harbor Hideaway | Island style beach house with pool, dockage & bay views!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
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4BR waterfront home with POOL, boat slip with straight shot to Alligator Reef!, holiday rental in Islamorada
4BR waterfront home with POOL, boat slip with straight shot to Alligator Reef!, holiday rental in Islamorada
4BR waterfront home with POOL, boat slip with straight shot to Alligator Reef!, holiday rental in Islamorada

4BR waterfront home with POOL, boat slip with straight shot to Alligator Reef!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Holiday Rental House
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Tropical Haven in the Heart of Islamorada, holiday rental in Islamorada
Tropical Haven in the Heart of Islamorada, holiday rental in Islamorada
Tropical Haven in the Heart of Islamorada, holiday rental in Islamorada

Tropical Haven in the Heart of Islamorada

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach, holiday rental in Islamorada
Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach, holiday rental in Islamorada
Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach, holiday rental in Islamorada

Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Waterfront paradise with fire pit, W/D, central AC, holiday rental in Islamorada
Waterfront paradise with fire pit, W/D, central AC, holiday rental in Islamorada
Waterfront paradise with fire pit, W/D, central AC, holiday rental in Islamorada

Waterfront paradise with fire pit, W/D, central AC

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Holiday Rental House
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Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront, holiday rental in Islamorada
Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront, holiday rental in Islamorada
Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront, holiday rental in Islamorada

Isla Cove Collection: Sleeps 12, All Ensuite Bedrooms, Waterfront

Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps, Holiday Rental House
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Three Villa w/ Living Area & Private Patio | Close to Theater of the Sea, holiday rental in Islamorada
Three Villa w/ Living Area & Private Patio | Close to Theater of the Sea, holiday rental in Islamorada
Three Villa w/ Living Area & Private Patio | Close to Theater of the Sea, holiday rental in Islamorada

Three Villa w/ Living Area & Private Patio | Close to Theater of the Sea

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps, Holiday Rental House
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The Perfect Getaway with Swimming Pool, Jacuzzi and Boatslip, holiday rental in Islamorada
The Perfect Getaway with Swimming Pool, Jacuzzi and Boatslip, holiday rental in Islamorada
The Perfect Getaway with Swimming Pool, Jacuzzi and Boatslip, holiday rental in Islamorada

The Perfect Getaway with Swimming Pool, Jacuzzi and Boatslip

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool, holiday rental in Islamorada
Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool, holiday rental in Islamorada
Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool, holiday rental in Islamorada

Better Choice for your Vacation! 2 Comfortable Units, Beachfront, Outdoor Pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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THIS is the ONE!, holiday rental in Islamorada
THIS is the ONE!, holiday rental in Islamorada
THIS is the ONE!, holiday rental in Islamorada

THIS is the ONE!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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Luxury waterfront Islamorada Retreat w/private pool, hot tub, lanai bar, holiday rental in Islamorada
Luxury waterfront Islamorada Retreat w/private pool, hot tub, lanai bar, holiday rental in Islamorada
Luxury waterfront Islamorada Retreat w/private pool, hot tub, lanai bar, holiday rental in Islamorada

Luxury waterfront Islamorada Retreat w/private pool, hot tub, lanai bar

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Holiday Rental House
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