Why plan short trip to Florida when you can plan a long one? Whether you’re a snowbird getting away for the winter, a businessperson in town for a long assignment, or a family with some extra time — booking a monthly rental along the Florida gulf coast is a trip of a lifetime.

All the top monthly vacation rentals listed below are available to book for a long-term stay, on FloridaRentals.com, and you’ll be lucky you did! Enjoy your extended trip to the Florida gulf coast!

Best Florida Gulf Coast Monthly Rentals

Lily Patch || Siesta Key

About the rental: Situated in the quiet and secluded neighborhood of Palm Island, the Lily Patch is a cozy pecky cypress bungalow with two bedrooms and two bathrooms. Hardwood floors throughout add to its charm. Double sets of double French doors lead from the living and dining rooms onto the large private Mexican tiled screened porch surrounded by lush tropical vegetation. The master bedroom has a stall shower with an outside entrance to an outdoor shower. The hall bathroom has a tub/shower. With only a couple of blocks to the famous Siesta Key beach and village, it is a perfect winter getaway.

Tropical Getaway || Siesta Key

About the rental: Situated in the quiet and welcoming neighborhood of Palm Island, the heart of Siesta Key. This beautifully private bungalow sits back from the street and is set in gorgeously secluded tropical gardens. The fabulous surprise of a two story massive flagstone lanai is awaiting behind the zen gate. This home is comfortable and is made for entertaining from its open floor plan in the main living area to the outside summer kitchen and dining area under the covered porch with leads onto the lanai.

The master bedroom has a walk-in California closet for ample storage. The second bedroom has a custom home office with built-in desk, storage, filing, closet, and a full sized murphy bed for your guests. There is a laundry room with washer and dryer and pantry with plenty of storage. The powder room is located off of the kitchen.

This property has all the amenities; new HVAC, microwave oven, dishwasher, refrigerator, oven with stove top, tub/shower, tile throughout, and ceiling fans. Renovated with new kitchen January 2016.

Bougainvillea Villa || Key West

About the rental: We purchased Bougainvillea Villa in late 2014 as our future retirement home. The villa was built in the early 1960’s and our neighbors tell us that at one time Jimmy Buffett’s manager owned and lived in the home. It has always been a private home, and was renovated and updated shortly before we purchased it. We added a private heated pool and an outdoor bar-the back patio is always the best place to spend the day! Since we are unable to visit as often as we’d like, we are happy to share it as a premium monthly vacation rental (28 night minimum stay per Key West/Monroe County regulations).

Tommy Bahama Studio || Siesta Key

About the rental: This Tommy Bahama styled studio efficiency has fifteen foot sliding glass doors looking into a private brick courtyard with flowered trellis and wrought iron patio furniture. Wood and tile floors, cypress beamed ceilings, kitchenette, full bath tub/shower, full sized bed, love seat, and dining set. It is situated in the quiet neighborhood of Palm Island. It is a five minute walk to the famous Siesta beach and ten minutes to the Siesta village. It has two bicycles and two beach chairs. All linens and towels and fully equipped kitchen items.

Fern Haven || Siesta Key

About the rental: Fern Haven studio bungalow is a Key West style studio efficiency. It is comfy, cozy, bright and airy with French doors onto a deck overlooking gardens and brick patio and walkway to a shared hot tub. It has a large mirrored doored closet and under bed drawers for ample storage. It is situated in a quiet neighborhood with only a short walk to the famous Siesta Key beach and village. Across the street we have a dock that you can launch our kayaks from and enjoy the waterways, or rent a boat and dock it there.

Indian Rocks Townhome || Indian Rocks

About the rental: Enjoy a stay at this beautifully Furnished 2 bedroom 2 1/2 bath Key West style Townhouse, just 2 blocks from the Best Beaches on the west coast that have just been re nourished with new sand and right across from the bay! We have a one of a kind Pet free and Smoke free town home waiting for you! Nice quiet neighborhood feel. No big condo association to deal with. Totally turnkey! Electronic Keypad entrance with your own personal code . Tropical beach furnishings and decor with 100MB high speed wireless internet throughout the house .Roku and HBO,SHOWTIME,STARZ include with new 50 inch LED & 32 inch in master bedroom. A Kinetico whole house water softener, eliminates hard water.New covered outdoor shower with foot spray when coming back from the beach . Just steps away from a beautiful neighborhood park with tennis and basketball courts and playground. There is plenty to do in the town and the Jolly Trolley on the corner will take you to the Clearwater & St Petersburg


Gran Paradiso || South Venice

About the rental: A lavish Tuscan-inspired, gated community in Southwest Florida, Gran Paradiso is set over an expansive one thousand plus acres. Lakes and nature preserves provide a perfect backdrop to escape the hum drum of everyday life with a nature walk along the fitness trails or just gazing from the peaceful comfort of your own home. It is conveniently located, just three miles from Jacaranda Boulevard in Venice and about 10 minutes from Interstate 75.

Among nature’s treasures, it abuts a protected gopher tortoise conservation area and is called home by families of sand hill cranes, deer, and other local wildlife. All this is further enhanced by its proximity to the renowned beaches of Sarasota County, nearby championship golf courses, world-class shopping, fine restaurants and cultural events galore.

Gran Paradiso is an extravagant enclave offering an impressive array of Tuscan-inspired custom homes by legendary builders,This resort-style community is also packed with amenities! Including a sprawling free-form community swimming pool, spa, tennis courts, pickle ball courts, fitness trails, game room with billiards and card tables, a vast fitness center that is packed with equipment and flooded with natural light as it overlooks the pool area through a massive wall of windows, clubhouse locker rooms including saunas and steam rooms, poolside cabanas and much more!

San Casa || Englewood

About the rental: San Casa is a beautiful and luxurious three bedroom home, situated in Grove City, Englewood on Florida’s Gulf Coast. it is the ideal place for a truly relaxing vacation. Our beautiful Gulf Coast home has three large bedrooms , two bathrooms and an extended private, heated pool for your enjoyment. It has been tastefully decorated and is furnished and maintained to a very high standard. Located with in walking distance to the Inter coastal and 5 minutes to Englewood Beach and Boat Ramps

Our home has been beautifully decorated & furnished. We take great pride in our Gulf Coast home and want guests to have the best of times there. We have an excellent local property manager who maintains our home to the highest level. They are always on hand should guests need anything. Our pool is amazing and the bike paths are across the street.

Tranquil Seclusion || Cape San Blas

About the rental: Beautiful Custom built Gulf Front home located on the quiet South end of Cape San Blas. This home has 4 bedrooms and 5 full baths. One bedroom for each bedroom and a large 2nd living area with full bath. The amenities for this home are top of the line. Elevator, screened-in porches, private heated pool, and fish cleaning station to name a few.

The entry level offers a large living area. This room has all the amenities of a small studio with a sofa sleeper, TV, full bath and wet bar and opens to the very nice patio area for the pool. The wet bar features a microwave, mini fridge, coffee pot, and ice machine. There is also elevator access on this floor.

The second floor offers two gulf front king master bedrooms. They both have beautiful views and access to a well furnished screened-in deck. These rooms both feature private baths with very nice walk-in slate tiled showers and dual shower heads. There is also a queen bedroom with a private full bath and private deck on this floor plus a laundry room with full sized washer/dryer and utility sink.

On the top floor you will find a beautiful living/kitchen/dining area that opens into a nicely furnished screened-in deck. You will also find another wet bar and work station. There is a bunk room with 4 built-in bunks complete with a full bath right across the hall.

Canal Place Bungalow || Siesta Key

About the rental: Enjoy this ‘Old Florida Charm’ beach cottage. It has three bedrooms and two bathrooms (stall shower in one and tub and shower in the other.) The large living room has French doors leading onto a screened in porch, which overlooks the gardens and a brick walkway to a large shared hot tub. It has a large kitchen and bright dining room surrounded by windows, which have a view of the canal. The master suite has a beautiful bay window for gorgeous views of the gardens and a separate additional entrance for privacy that leads to the outdoor shower. Across the street is the canal and a dock for boating, kayaking and fishing. It is only a short walk to the famous Siesta Key beach and village for all your shopping needs.

The unique benefit of staying at our Canal Place is that it is only a short walk to the beach. It has it’s own private dock to access the Grand Canal with kayaks so you can explore the waterways or sit on the dock fishing. You can also rent a boat to dock here too. It’s super close to the Siesta Village for great restaurants, market, post office, drug store, coffee shops, ice cream parlors, massage spas, and much more. We provide two bicycles to take you around town. It has a wonderful hot tub nested in tropical gardens for the perfect relaxation.

Dragonflies Villa || Rotonda West

About the rental: Dragonflies Villa is a stunning, luxurious three bedroom home, situated in Rotonda West, Englewood on Florida’s Gulf Coast. it is the ideal place for a truly relaxing vacation.

Our beautiful Gulf Coast home has three large bedrooms , two bathrooms and an extended private, heated pool for your enjoyment. It has been tastefully decorated and is furnished and maintained to a very high standard.

Built on an oversized plot with beautifully landscaped gardens both front and rear, it affords peace and privacy. The South West facing pool is just perfect for sunbathing and viewing colorful sunsets.

We chose a large plot with south west rear aspect to build in this lovely quite corner of paradise. Boulevard North is one of the wide palm tree lined boulevards and an area of beautiful new homes.
The pool area has sun all day long and we have the most amazing sunsets behind our house. The rear garden had been landscaped and provides a beautiful and a fair amount of privacy.

Our home has been decorated & furnished to a very high specification by an interior designer. Guests often comment that our home is fantastically equipped and feels like home from home. We take great pride in our Gulf Coast home and want guests to have the best of times there.


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