Bay Side Vacation Rentals Florida Keys

Contact for more details, Located at mile market 81 and convenient to all properties!  305-664-3333   $900 a week for boats up to 27 feet. $1,400 a week  for boats up to 40 feet. Must arrange ahead of arrival and fill out paperwork.

Happy Ours $30,000 / monthly

Happy Ours

$30,000 / monthly

Mile Marker 74.5 – Open Bayfront Six Bedroom/ Six Bath Ultra-Luxurious, Open water front estate with more than 5,000 square feet under air and 4,500 of covered terraces and deck.  Walk out the back door to the world famous Port Antigua gated community beach!  The…

6 beds 6 baths

Venetian Villa – Brand New $25,000 / monthly

Venetian Villa – Brand New

$25,000 / monthly

Mile Marker 74 – Bayfront observation pier / Boat basin dockage 5 bedroom and 5.5 bath with Pool and Dockage surrounded by natural beauty. The sparkling pool features a spa and waterfall overlooking the deep-water natural beauty and secluded portion basin and canal..  Just a…

5 beds 5.5 baths

Nautica $20,000 / monthly

Nautica

$20,000 / monthly

Mile Marker 83 – Bayfront Welcome to your dream waterfront rental home in Islamorada, located in the heart of the Florida Keys. This stunning 4 bedroom, 4 bathroom home sits on the bay and offers breathtaking views of the water and world class sunsets.  …

4 beds 4 baths

Little Bay $3,000 weekly/unit

Little Bay

$3,000 weekly/unit

Mile Marker 82 – Bayfront Multiple units available, including the Duplex (up and downstairs).  Located bayside, Little Bay has some of the best sunsets in Islamorada.   Great dockage, wildlife, and snorkeling makes this property even more beautiful. Each unit has 2 bedrooms, 1.5 bath, sleeps…

2 beds 2 baths

Gulfview $13,000-$15,000 Monthly Call for holiday rates

Gulfview

$13,000-$15,000 Monthly Call for holiday rates

The private home features 3 modern bedrooms and 2 updated baths and sleeps 6 adults.  The master bedroom features a king size bed and stunning bay and sunset views.  Two guest bedrooms, one with a king bed and one with a queen bed makes this house ideal for friends or family.  An additional bunk room with a bunk and day bed provides plenty of room for accompanying children.  

3 beds 2 baths

Little Bay Cottage $3,000 weekly

Little Bay Cottage

$3,000 weekly

Mile Marker 82 – Bayside One bedroom/two bath with Florida room. Newly remodeled. Vacation Rental License #VR-086.  

1 bed 2 baths

Conch Villa @ Little Basin Villa $4,360 - $6,000 Weekly, Call for holidays

Conch Villa @ Little Basin Villa

$4,360 - $6,000 Weekly, Call for holidays

3 Bedrooms & 3.5 bathrooms Villa 6 $4,360 – $6,000 Weekly depending on dates Mile Marker 81.6 — Conch Villa Conch Villa, aptly named for the famous large snails that inspired the Keys to be called the ‘Conch Republic,’ is located in the heart of…

3 beds 3.5 baths

Osprey Bay $8,000-9,000Weekly

Osprey Bay

$8,000-9,000Weekly

Mile Marker 82.7 – Bayfront A quaint 5 bedroom home bay-front with some of the best sunsets in the Florida Keys!  Fully equipped home with heated pool, dockage, and large spacious living quarters.  Located in heart of Islamorada. 5 bedrooms, 3 baths, sleeps 10-12, dockage,…

5 beds 3 baths

Key Lime Villa $4,000 - $6,000 Weekly depending on dates

Key Lime Villa

$4,000 - $6,000 Weekly depending on dates

3 Bedrooms & 3.5 bathrooms Villa 2 $4,000 – $6,000 Weekly depending on dates Mile Marker 81.6 — Key Lime Villa   Key Lime Villa, aptly named for the famous Key’s citrus fruit, is a new construction Villa located in the heart of Islamorada. The…

3 beds 3.5 baths

Reservation Procedure

A 30% security deposit is required along with the rental agreement and application within 24 hours to insure your booking.  The security deposit is payable by credit card.  A $75.00 reservation fee, cleaning fee and 12.5% sales and county tax are additional to the rental amount.  The balance due is payable by check or wire transfer within 90 days prior to check in  Cancellations will be refunded in full 90 days prior to check in.  The 30% security deposit will be refunded within 30 days after your departure if the property is found in satisfactory condition.  

 

Please be advised that during the event of a hurricane, your deposit is fully refundable without penalty. You may also use your deposit toward a future rental at a different date.

 

Status of properties and prices are subject to change. If owner changes status of property, a substitution will be made or refund given. Check-in is 4 PM. Check-out is 10 AM.

Contact Us


     

    Amenities Desired / Comments