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Islamorada Family & Kid Friendly Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
715 rentals in Islamorada.
Come relax in Islamorada, the tropical jewel of the Florida Keys!!, vacation rental in Islamorada
Come relax in Islamorada, the tropical jewel of the Florida Keys!!, vacation rental in Islamorada
Come relax in Islamorada, the tropical jewel of the Florida Keys!!, vacation rental in Islamorada

Come relax in Islamorada, the tropical jewel of the Florida Keys!!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Manatee Bay, vacation rental in Islamorada
Manatee Bay, vacation rental in Islamorada
Manatee Bay, vacation rental in Islamorada

Manatee Bay

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Vacation Condo at Futura Yacht Club, vacation rental in Islamorada
Vacation Condo at Futura Yacht Club, vacation rental in Islamorada
Vacation Condo at Futura Yacht Club, vacation rental in Islamorada

Vacation Condo at Futura Yacht Club

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Islamorada cottage on deep water canal, vacation rental in Islamorada
Islamorada cottage on deep water canal, vacation rental in Islamorada
Islamorada cottage on deep water canal, vacation rental in Islamorada

Islamorada cottage on deep water canal

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Oceanfront Estate on Millionaire's Row with Private 350ft Pier and Heated Pool, vacation rental in Islamorada
Oceanfront Estate on Millionaire's Row with Private 350ft Pier and Heated Pool, vacation rental in Islamorada
Oceanfront Estate on Millionaire's Row with Private 350ft Pier and Heated Pool, vacation rental in Islamorada

Oceanfront Estate on Millionaire's Row with Private 350ft Pier and Heated Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Newly refinished  condo open water views very nice, vacation rental in Islamorada
Newly refinished  condo open water views very nice, vacation rental in Islamorada
Newly refinished  condo open water views very nice, vacation rental in Islamorada

Newly refinished condo open water views very nice

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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3/2 condo Futura Yacht Club Pool, Dockage, Wifi, dockage, beach, vacation rental in Islamorada
3/2 condo Futura Yacht Club Pool, Dockage, Wifi, dockage, beach, vacation rental in Islamorada
3/2 condo Futura Yacht Club Pool, Dockage, Wifi, dockage, beach, vacation rental in Islamorada

3/2 condo Futura Yacht Club Pool, Dockage, Wifi, dockage, beach

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Anglers Reef Islamorada Florida Sleeps 6, vacation rental in Islamorada
Anglers Reef Islamorada Florida Sleeps 6, vacation rental in Islamorada
Anglers Reef Islamorada Florida Sleeps 6, vacation rental in Islamorada

Anglers Reef Islamorada Florida Sleeps 6

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!, vacation rental in Islamorada
Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!, vacation rental in Islamorada
Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!, vacation rental in Islamorada

Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!, vacation rental in Islamorada
2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!, vacation rental in Islamorada
2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!, vacation rental in Islamorada

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps, Kid friendly
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BAYSIDE Villa, vacation rental in Islamorada
BAYSIDE Villa, vacation rental in Islamorada
BAYSIDE Villa, vacation rental in Islamorada

BAYSIDE Villa

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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This studio makes the best of the space, vacation rental in Islamorada
This studio makes the best of the space, vacation rental in Islamorada
This studio makes the best of the space, vacation rental in Islamorada

This studio makes the best of the space

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125, vacation rental in Islamorada
NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125, vacation rental in Islamorada
NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125, vacation rental in Islamorada

NEW-Summer Sea - Sweet updated 1B Apartment w/ Garden View Apt 125

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Oceanfront 2/2 Condo in Beacon Reef - Free boat dock, vacation rental in Islamorada
Oceanfront 2/2 Condo in Beacon Reef - Free boat dock, vacation rental in Islamorada
Oceanfront 2/2 Condo in Beacon Reef - Free boat dock, vacation rental in Islamorada

Oceanfront 2/2 Condo in Beacon Reef - Free boat dock

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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New Listing! Charming Angler's Reef Home with Pool, Dockage, vacation rental in Islamorada
New Listing! Charming Angler's Reef Home with Pool, Dockage, vacation rental in Islamorada
New Listing! Charming Angler's Reef Home with Pool, Dockage, vacation rental in Islamorada

New Listing! Charming Angler's Reef Home with Pool, Dockage

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Beautiful Modern Studio, recently remodeled, new to the market, Summer Sea 405, vacation rental in Islamorada
Beautiful Modern Studio, recently remodeled, new to the market, Summer Sea 405, vacation rental in Islamorada
Beautiful Modern Studio, recently remodeled, new to the market, Summer Sea 405, vacation rental in Islamorada

Beautiful Modern Studio, recently remodeled, new to the market, Summer Sea 405

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Beautifully Renovated 2 Bedroom Condo, vacation rental in Islamorada
Beautifully Renovated 2 Bedroom Condo, vacation rental in Islamorada
Beautifully Renovated 2 Bedroom Condo, vacation rental in Islamorada

Beautifully Renovated 2 Bedroom Condo

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Stunning view from this beautiful 1 bedroom condominium-Summer Sea, Islamorada, vacation rental in Islamorada
Stunning view from this beautiful 1 bedroom condominium-Summer Sea, Islamorada, vacation rental in Islamorada
Stunning view from this beautiful 1 bedroom condominium-Summer Sea, Islamorada, vacation rental in Islamorada

Stunning view from this beautiful 1 bedroom condominium-Summer Sea, Islamorada

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Beautiful Studio Apartment - Summer Sea Condo #230, vacation rental in Islamorada
Beautiful Studio Apartment - Summer Sea Condo #230, vacation rental in Islamorada
Beautiful Studio Apartment - Summer Sea Condo #230, vacation rental in Islamorada

Beautiful Studio Apartment - Summer Sea Condo #230

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball, vacation rental in Islamorada
Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball, vacation rental in Islamorada
Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball, vacation rental in Islamorada

Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Experience the Florida Keys like never before!!!, vacation rental in Islamorada
Experience the Florida Keys like never before!!!, vacation rental in Islamorada
Experience the Florida Keys like never before!!!, vacation rental in Islamorada

Experience the Florida Keys like never before!!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Bay and Beach Beauty, vacation rental in Islamorada
Bay and Beach Beauty, vacation rental in Islamorada
Bay and Beach Beauty, vacation rental in Islamorada

Bay and Beach Beauty

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!, vacation rental in Islamorada
ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!, vacation rental in Islamorada
ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!, vacation rental in Islamorada

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Great Townhome with Basin & Bay Views, vacation rental in Islamorada
Great Townhome with Basin & Bay Views, vacation rental in Islamorada
Great Townhome with Basin & Bay Views, vacation rental in Islamorada

Great Townhome with Basin & Bay Views

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Cozy Keys Cottage Islamorada FL., vacation rental in Islamorada
Cozy Keys Cottage Islamorada FL., vacation rental in Islamorada
Cozy Keys Cottage Islamorada FL., vacation rental in Islamorada

Cozy Keys Cottage Islamorada FL.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Fabulous ' Sea Breeze 41 ', 3 / 2 Condo located Oceanside in Islamorada, vacation rental in Islamorada
Fabulous ' Sea Breeze 41 ', 3 / 2 Condo located Oceanside in Islamorada, vacation rental in Islamorada
Fabulous ' Sea Breeze 41 ', 3 / 2 Condo located Oceanside in Islamorada, vacation rental in Islamorada

Fabulous ' Sea Breeze 41 ', 3 / 2 Condo located Oceanside in Islamorada

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Discover the Charm of Island Living, vacation rental in Islamorada
Discover the Charm of Island Living, vacation rental in Islamorada
Discover the Charm of Island Living, vacation rental in Islamorada

Discover the Charm of Island Living

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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WATERFRONT TOWNHOME IN ISLAMORADA K1, vacation rental in Islamorada
WATERFRONT TOWNHOME IN ISLAMORADA K1, vacation rental in Islamorada
WATERFRONT TOWNHOME IN ISLAMORADA K1, vacation rental in Islamorada

WATERFRONT TOWNHOME IN ISLAMORADA K1

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Keys Kottage , vacation rental in Islamorada
Keys Kottage , vacation rental in Islamorada
Keys Kottage , vacation rental in Islamorada

Keys Kottage

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Stunning 1st floor 2 bedroom Condo at Summer Sea, vacation rental in Islamorada
Stunning 1st floor 2 bedroom Condo at Summer Sea, vacation rental in Islamorada
Stunning 1st floor 2 bedroom Condo at Summer Sea, vacation rental in Islamorada

Stunning 1st floor 2 bedroom Condo at Summer Sea

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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