Vacation Rentals in Islamorada Area

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Vacation Rentals in Islamorada Area

BEACON REEF 501

  • 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

 

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
  • Contact Owner

 

BEACON REEF 314

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM RENTAL: 28 DAYS. Beacon Reef is one of the most desirable condominium complexes in the Upper Keys. Located in…
  • from
  • $3300
    monthly

 

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
  • $4000
    monthly

 

BEACON REEF 211

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM RENTAL: 28 DAYS. This is a very special unit in a premier condominium complex located directly on the Atlantic…
  • from
  • $4000
    monthly

 

The Palms 214

  • 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
  • $2000
    monthly

 

Matecumbe Jewel

  • 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

 

The Palms 201

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • Minimum Rental: 28 days. Enjoy the magnificent ocean views of this wonderful condominium complex. You'll love the newly completed renovations.…
  • from
  • $2000
    monthly

 

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
  • $2200
    monthly

 

Brock Haus on the Gulf

  • 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
  • $1200
    weekly

 

Emerald Cove

  • 4 Bedrooms, 3 Bathrooms, Sleeps 8
  • MINIMUM STAY: 29 DAYS. You‘ll love watching the fabulous sunsets over the tranquil waters in this semi-private lagoon setting. This…
  • from
  • $5500
    monthly

 

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
  • $5000
    monthly

 

My Paradise

  • 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

 

The Palms #403

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM STAY: One Month This exceptional 2 bedroom and 2 bath condo is located in one of the most popular…
  • from
  • $2400
    monthly

 

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
  • $3000
    monthly

 

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
  • $2200
    monthly

 

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
  • $1800
    monthly

 

VALENCIA GETAWAY

  • 3 Bedrooms, 2 Bathrooms, Sleeps 8
  • MINIMUM RENTAL: 29 DAYS. Bring your boat your dog and the kids! Relax on the patio or swim in the…
  • from
  • $4500
    monthly

 

The Palms #316

  • 3 Bedrooms, 2 Bathrooms, Sleeps 6
  • Enjoy unobstructed and panoramic views of the Atlantic Ocean from your own private balcony! This 3 bedroom/2 bath condo unit…
  • from
  • $3500
    monthly

 

SEA GULLS 506

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: 7 DAYS. Charming 5th floor condo with panoramic views of the Atlantic Ocean from the balcony. New owner…
  • from
  • $900
    weekly

 

PLANTATION BY THE SEA 121

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 28 DAYS. Enjoy this beautifully remodeled two bedroom condo at Plantation by the Sea. Brand new kitchen (12/2010)…
  • from
  • $1900
    monthly

 

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
  • $2000
    monthly

 

LITTLE BAY COTTAGE

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 3 NIGHTS. This is one of three rental units on this property. The cottage is a ground level…
  • from
  • $350
    nightly

 

Sunset Serenity

  • 3 Bedrooms, 3 Bathrooms, Sleeps 8
  • MINIMUM STAY: 29 DAYS. Enjoy the tranquil setting of this single family home located directly on the Florida Bay. Walk…
  • from
  • $5500
    monthly

 

Beacon Reef 306

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM STAY: 28 DAYS. Enjoy a relaxing summer and fall here in the Keys at this immaculate and charming two…
  • from
  • $4000
    monthly

 

The Palms #417

  • 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
  • $1800
    monthly

 

Boater's Delight

  • 2 Bedrooms, 2 Bathrooms, Sleeps 4
  • MINIMUM RENTAL: 29 DAYS. Beautifully furnished, this almost new single family stilt home sits on an ocean side canal front…
  • from
  • $3200
    monthly

 

The Palms 317

  • 1 Bedroom, 1.5 Bathrooms, Sleeps 2
  • Minimum Rental: LONG TERM RENTAL ONLY - 6 MONTHS MIN WITH 1 YEAR PREFERRED Completely furnished one bedroom condo with…
  • from
  • Contact Owner

 

Turtle Time

  • 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
  • $3800
    monthly

 

LITTLE BAY - Lower Duplex

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 3 NIGHTS. This is one of three rental units on this fabulous property. The Little Bay property is…
  • from
  • $350
    nightly

 

LITTLE BAY - Upper Duplex

  • 2 Bedrooms, 2 Bathrooms, Sleeps 6
  • MINIMUM RENTAL: 3 NIGHTS. This is one of three rental units on this fabulous property. The Little Bay property is…
  • from
  • $350
    nightly

 

FUTURA YACHT CLUB 722

  • 2 Bedrooms, 2.1 Bathrooms, Sleeps 4
  • MINIMUM RENTAL: 7 NIGHTS. Exceptional end unit townhouse with endless bay views from two balconies - one off the living…
  • from
  • $950
    weekly

 
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