Vacation Rentals in Islamorada Area

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Vacation Rentals in Islamorada Area

Oceanfront 2 Bedroom Vacation Condo Rental - The Palms 301

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 28 DAYS. This exceptional condo has been impeccably maintained and is located in one of the finest condo…
  • from
  • $2200
    monthly

 

Quaint 2 Bedroom Vacation Cottage Rental - Sleeps 6- LITTLE…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 7 NIGHTS. This is one of three rental units on this property. The cottage is a ground level…
  • from
  • $2500
    weekly

 

Waterfront 2 Bedroom Vacation Home with Boat Dock-Fishermans Paradise

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: 29 DAYS FISHERMANS PARADISE is this pleasing well maintained waterfront stilt home. It is conveniently located in Tavernier…
  • from
  • $3500
    monthly

 

Fabulous 3 Bedroom Vacation Beach House - SEA GRAPE

  • 3 Bedrooms, 2 Bathrooms, Sleeps 7
  • MINIMUM STAY: 29 DAYS You and your entire family will love this serene, quaint part of paradise, in this ultra-charming…
  • from
  • $5500
    monthly

 

Comfortable 2 Bedroom Vacation Condo - Steps to Marina -…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM RENTAL: 27 NIGHTS (ONE MONTH). Comfortably furnished and ready for you. Conveniently located just steps from a full service…
  • from
  • $2000
    monthly

 

Islamorada 1 Bedroom Bayfront Vacation Rental Condo - The Palms…

  • 1 Bedroom, 2 Bathrooms, Sleeps 2
  • Minimum Rental: 28 days. Everything in this unit is new - furnishings, linens, kitchen, appliances, and bath rooms. Great views…
  • from
  • $2000
    monthly

 

The Palms #309 Exceptional condo with panoramic views of the…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 5
  • MINIMUM STAY: 29 DAYS Exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the…
  • from
  • $2450
    monthly

 

Charming 3 Bedroom Family Vacation Home - Steps to Beach…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 7
  • MINIMUM STAY: One Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home!…
  • from
  • $3990
    monthly

 

2 Bedroom First Floor Vacation Duplex on Florida Bay -…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 7 NIGHTS. This is one of three rental units on this fabulous property. The Little Bay property is…
  • from
  • $2500
    weekly

 

Florida Bay 2 Bedroom Vacation Duplex - Sleeps 6- LITTLE…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 7 NIGHTS. This is one of three rental units on this fabulous property. The Little Bay property is…
  • from
  • $2500
    weekly

 

Oceanview 5th Floor 2 Bedroom Vacation Rental Condo - BEACON…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: ONE MONTH. Exceptional 5th floor (top floor) 2 bedroom 2 bath condo at Beacon Reef. Ocean views from…
  • from
  • $3200
    monthly

 

Private 1 Bedroom Waterfront Vacation Rental - Sunshine Place

  • 1 Bedroom, 1.5 Bathrooms, Sleeps 2
  • MINIMUM STAY: 7 Days. You can have it all – privacy and convenience. The owners of this wonderful property called…
  • from
  • $1100
    weekly

 

Oceanfront 2 bedroom Vacation Rental Condo - BEACON REEF 222

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: 30 DAYS. Extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your private balcony…
  • from
  • $4400
    monthly

 

Islamorada 2 Bedroom Oceanfront Vacation Rental Condo - The Palms…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM RENTAL: 28 DAYS. Gorgeous 2 bedroom, 2 bath condo. The Palms of Islamorada is gated for privacy and located…
  • from
  • $2200
    monthly

 

Canal front 3 Bedroom Family Vacation Home with Dockage -…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Minimum stay 29 Days. You will love this home! This is a jewel of a home. Located in Lower Matecumbe…
  • from
  • $4000
    monthly

 

Oceanfront 2 Bedroom Vacation Condo Rental -THE PALMS 314

  • 2 Bedrooms, 2 Bathrooms, Sleeps 5
  • Minimum Rental: 28 days. Sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully…
  • from
  • $2400
    monthly

 

Waters Edge 2 Bedroom end unit townhouse vacation rental Brock…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Minimum Rental: 7 Nights (Saturday to Saturday) BROCKHAUS ON THE GULF is an end unit townhouse on the water's edge…
  • from
  • $1500
    weekly

 

Oceanside 3 Bedroom Family Vacation Beach House -Blue Water Retreat

  • 3 Bedrooms, 3 Bathrooms, Sleeps 6
  • Minimum Rental 29 Days. Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled…
  • from
  • $5250
    monthly

 

Pet Friendly 3 Bedroom Family Beach House Vacation Rental -My…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Minimum Rental 29 Days. Direct oceanfront home with large sandy beach, protected dockage , handicap accessible and located in the…
  • from
  • $6500
    monthly

 

Beacon Reef #310 - 2 Bedroom Vacation Condo on the…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: ONE MONTH. NEW ON THE RENTAL MARKET - Beacon Reef is one of the most desirable condominium complexes…
  • from
  • $3200
    monthly

 

Furnished 3 Bedroom Bayfront Family Vacation Home with Private Pool-CASA…

  • 3 Bedrooms, 3.5 Bathrooms, Sleeps 10
  • Casa Dorado is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in…
  • from
  • $6000
    weekly

 

Waterfront 4 Bedroom Vacation Home with Private Pool - Lyons…

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • MINIMUM STAY: 29 DAYS Lyons Landing is an exceptional VENETIAN SHORES single family home with pool, dock, boat lift and…
  • from
  • $6500
    monthly

 

Gorgeous 3 Bedroom Vacation Home on the Bay - Gulfview…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM STAY: 29 DAYS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family…
  • from
  • $7500
    monthly

 

2 Bedroom Single Family Vacation Home Rental - Villa Riolo

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday in…
  • from
  • $3500
    monthly

 

Brand New Vacation Home for the Perfect Keys Vacation- Bayside…

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM STAY: 30 DAYS NEW HOME (2013) Spend the fall or winter in the Florida Keys! You will love this…
  • from
  • $3600
    monthly

 

Gorgeous 2 Bedroom Vacation Condo - Completely Remodeled- The Palms…

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM STAY: 30 DAYS A Diamond! Be among the first to rent this gorgeous two bedroom condo. It has been…
  • from
  • $3000
    monthly

 

Newly Remodeled 2 Bedroom Vacation Condo Rental -The Palms 402

  • 2 Bedrooms, 2 Bathrooms, Sleeps 5
  • MINIMUM STAY: One Month. Pure pleasure will be yours in this beautifully remodeled and immaculate condo. You’ll love the uncluttered…
  • from
  • $2400
    monthly

 

Oceanview 2 bedroom Vacation Condo Rental - THE PALMS 506

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: Minimum Rental: 1 Month 5th Floor unit at one of Islamorada's favorite condo complexes. This unit was recently…
  • from
  • $2000
    monthly

 
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