Longboat Key Florida Vacation Rentals


Longboat Key Vacation Rentals, Condos and Short Term Rental Accommodations

Book our vacation rentals with selection of 1,2,3 or 4 bedroom homes in Longboat Key Florida. Search hundreds of properties, find the best deal when you book directly online.

Waters Edge 0
Vacation Home Rentals - Longboat Key
4 Bedroom(s) 3.0 Bath  Sleeps: 8
Starting at: $14,000.00/Mo
With walls of glass and views from everywhere, this striking home offers the best of quality beach front living. This home features an open floor plan with floor-to-ceiling sliding glass doors looking out to the beach. On the first floor you will fi... read more »
Inn on the Beach 1-307 0
Condo Rentals - Longboat Key
2 Bedroom(s) 2.0 Bath  Sleeps: 2-6
Starting at: $2,450.00/Wk
The perfect island getaway, located on the southern tip of Longboat Key with a beautiful beach and pool area. This deluxe unit features approximately 1700 square feet with a 52’ long, open beachfront lanai. The views cannot be beat! The beach is grea... read more »
Inn on the Beach 6-301 0
Condo Rentals - Longboat Key
Studio -  Sleeps: 2
Starting at: $920.00/Wk
Located on the southern tip of Longboat Key with a beautiful beach and pool area. This club suite has a very pretty view overlooking the lagoon and has been renovated. Renovations included new flooring and a pretty new kitchen. Attractive color ... read more »
Seas The Day 0
Vacation Home Rentals - Longboat Key
3 Bedroom(s) 2.5 Bath  Sleeps: 6
Starting at: $4,950.00/Mo
What a gorgeous view from Seas The Day! Just one house in from the bay, the view can be enjoyed from the master bedroom, the screened lanai and the pool deck. There are great outdoor living areas including a screened lanai that is partially shaded ... read more »
Coconut Place on Longboat Key 0
Vacation Home Rentals - Longboat Key
3 Bedroom(s) 3.0 Bath  Sleeps: 6
Starting at: $3,700.00/Mo
This home is an ideal property for a casual Longboat key vacation - - just take a walk to the beach, enjoy a dip in the pool or fishing from the dock. Decorated with a contemporary, casual flair, this home is light and bright with high ceilings... read more »
Beach Escape 0
Vacation Home Rentals - Longboat Key
3 Bedroom(s) 2.0 Bath  Sleeps: 6
Starting at: $7,250.00/Mo
This casual beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! Nestled on the shores of the Gulf of Mexico at the north end of Longboat Key, it's the perfect spot for relaxing days on the beach, followed by fabulous<... read more »
Tropical Odyssey 0
Vacation Home Rentals - Longboat Key
4 Bedroom(s) 4.5 Bath  Sleeps: 8
Starting at: $6,625.00/Mo
Step off the screened lanai of this wonderful four bedroom, four bath home and experience true beach living. The home has been extensively remodeled (2008) including a new master bedroom and bath, all new bathrooms and new kitchen. There is an uppe... read more »
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