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Long Key Vacation Rentals

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58 rentals in Long Key.
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GREAT RATES !!! White Marlin Beach House, Islamorada, vacation rental in Long Key

GREAT RATES !!! White Marlin Beach House, Islamorada

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stunning Islamorada Condo, vacation rental in Long Key

Stunning Islamorada Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Islamorada Escape - Bungalow #3 - Cozy, clean, tropical oasis!, vacation rental in Long Key

Islamorada Escape - Bungalow #3 - Cozy, clean, tropical oasis!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock, vacation rental in Long Key

Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 'Keysey' Condo with Boat Slip in Gated Community (VR-196), vacation rental in Long Key

Beautiful 'Keysey' Condo with Boat Slip in Gated Community (VR-196)

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Islamorada Escape – Bungalow #4 – Cozy, clean, tropical oasis!, vacation rental in Long Key

Islamorada Escape – Bungalow #4 – Cozy, clean, tropical oasis!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Oceanfront: Pool, Paddleboards & Kayaks - 180 degree ocean views, vacation rental in Long Key

Amazing Oceanfront: Pool, Paddleboards & Kayaks - 180 degree ocean views

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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OPEN -Endless Bay Views... Sues Promise private villas, beach, dock, Islamorada, vacation rental in Long Key

OPEN -Endless Bay Views... Sues Promise private villas, beach, dock, Islamorada

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Atlantic Ocean Beachfront Duplex with Private Dock, vacation rental in Long Key

Atlantic Ocean Beachfront Duplex with Private Dock

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful Condominium with with Ocean view, Protected Boat Slip, Tennis,, vacation rental in Long Key

Beautiful Condominium with with Ocean view, Protected Boat Slip, Tennis,

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Fish, Dive, Relax And Enjoy, vacation rental in Long Key

Fish, Dive, Relax And Enjoy

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Paradise Found - Three Story Beach House with private beach and Ocean Views, vacation rental in Long Key

Paradise Found - Three Story Beach House with private beach and Ocean Views

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bay Harbour A-304- 7 night minimum, vacation rental in Long Key

Bay Harbour A-304- 7 night minimum

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular open-water Sunset Views with Boat Slip, newly remodeled, vacation rental in Long Key

Spectacular open-water Sunset Views with Boat Slip, newly remodeled

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Islamorada Bay Harbour 2/2.5 Condo DOCK -FALL RATE SPECIALS!, vacation rental in Long Key

Islamorada Bay Harbour 2/2.5 Condo DOCK -FALL RATE SPECIALS!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Family-Friendly Cottage at Shady Palms, Home in a Tropical Setting, vacation rental in Long Key

Family-Friendly Cottage at Shady Palms, Home in a Tropical Setting

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3200 sq ft. Masterpiece home fishing paradise waterfront 4/ 3, vacation rental in Long Key

3200 sq ft. Masterpiece home fishing paradise waterfront 4/ 3

4 bedrooms
3 bathrooms
Sleeps 10
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Dog-friendly, waterfront home w/ a private pool, hot tub & private beach, vacation rental in Long Key

Dog-friendly, waterfront home w/ a private pool, hot tub & private beach

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Islamorada Canal Front w/ 60' dock & Access to Private Beach, vacation rental in Long Key

Islamorada Canal Front w/ 60' dock & Access to Private Beach

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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MY PARADISE, vacation rental in Long Key

MY PARADISE

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Casa Mar in the Heart of the keys, vacation rental in Long Key

Casa Mar in the Heart of the keys

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool, vacation rental in Long Key

Islamorada Paradise! Luxury Townhouse! Sleeps 4-6 Boat Slip And Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Oasis - Pinch me am I dreaming!!!, vacation rental in Long Key

Oceanfront Oasis - Pinch me am I dreaming!!!

4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Islamorada Waterfront Beauty, vacation rental in Long Key

Islamorada Waterfront Beauty

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Islamorada Vacation rental pool home with private beach!!!, vacation rental in Long Key

Beautiful Islamorada Vacation rental pool home with private beach!!!

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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WATERFRONT/TROPICAL LANDSCAPED HOME WITH MAGNIFICENT GULF VIEW, vacation rental in Long Key

WATERFRONT/TROPICAL LANDSCAPED HOME WITH MAGNIFICENT GULF VIEW

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful centrally located home in the Florida keys., vacation rental in Long Key

Beautiful centrally located home in the Florida keys.

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Bayside Paradise: Beach, Heated Pool, Spa, Boat Ramp, Dock, and Tennis Court, vacation rental in Long Key

Bayside Paradise: Beach, Heated Pool, Spa, Boat Ramp, Dock, and Tennis Court

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~, vacation rental in Long Key

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

1 bedroom
3 bathrooms
Sleeps 4
Match: Sleeps
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Luxury beachfront home with pool in Islamorada, vacation rental in Long Key

Luxury beachfront home with pool in Islamorada

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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135 Gulfview Drive, vacation rental in Long Key

135 Gulfview Drive

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Dog-friendly, oceanfront duplex with private beach access & dock!, vacation rental in Long Key

Dog-friendly, oceanfront duplex with private beach access & dock!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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By The Sea ~ Islamorada 3/2 with Ocean Views!, vacation rental in Long Key

By The Sea ~ Islamorada 3/2 with Ocean Views!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Presidential Retreat!!!, vacation rental in Long Key

Presidential Retreat!!!

6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Relaxing, waterfront retreat w/boat dock & amazing ocean views, vacation rental in Long Key

Relaxing, waterfront retreat w/boat dock & amazing ocean views

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Islamorada Beach and Canal House/Cottage, vacation rental in Long Key

Charming Islamorada Beach and Canal House/Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW LISTING. Stunning views, vacation rental in Long Key

NEW LISTING. Stunning views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Islamorada Home with Private Beach - Great for Kite Surfing!, vacation rental in Long Key

Oceanfront Islamorada Home with Private Beach - Great for Kite Surfing!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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132 Atlantic Lane, vacation rental in Long Key

132 Atlantic Lane

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The 'Designated Paradise' - let this Bayside Estate take your breath away, vacation rental in Long Key

The 'Designated Paradise' - let this Bayside Estate take your breath away

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Superior 4bd Penthouse with gym, movie room, and private rooftop lounge, vacation rental in Long Key

Superior 4bd Penthouse with gym, movie room, and private rooftop lounge

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Modern Oceanview Paradise at Islamorada, vacation rental in Long Key

Modern Oceanview Paradise at Islamorada

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bay Harbour D-114, vacation rental in Long Key

Bay Harbour D-114

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!, vacation rental in Long Key

Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~, vacation rental in Long Key

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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PELICAN LANDING, vacation rental in Long Key

PELICAN LANDING

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Supreme 7bd Ocean View Penthouse with 2 rooftop lounges, gym, sauna, movie room, vacation rental in Long Key

Supreme 7bd Ocean View Penthouse with 2 rooftop lounges, gym, sauna, movie room

7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Pirate's Great Escape 3bed/2bath open water with shared pool & dockage, vacation rental in Long Key

Pirate's Great Escape 3bed/2bath open water with shared pool & dockage

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Safety Harbour Canalfront, vacation rental in Long Key

Safety Harbour Canalfront

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Welcome to Paradise, vacation rental in Long Key

Welcome to Paradise

2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Frequently Asked Questions about Long Key


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