The Best South Florida Vacation Rentals

Home to Fort Myers and Naples, and St. Petersburg, South Florida is one of the fastest growing areas in the nation. What’s all the fuss about? To start with, there’s perfect weather, beautiful beaches, and exciting nightlife. World-class golf courses, sea kayaking and fishing opportunities abound. The Fort Myers-Naples area as well as St. Petersburg has a more a low-key demeanor than its rowdy Southern Florida neighbor, Miami, less tourists than Orlando or The Keys and that’s why many people like it.

In the shadows of these hotspots, islands like Anna Maria and Sanibel have chosen to retain their natural character and charm while tastefully creating resorts and homes. This part of Florida also has one of the largest undeveloped areas in the United States: the Everglades. To experience the phenomenon, reserve one of these South Florida vacation rentals.

If you don't find just what you are looking for from the list below, here is a link to all of the Florida vacation rentals.

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Anna Maria, FL
- Siam Garden Resort
  This intimate hideaway is hidden in the heart of historic Anna Maria Village. Ensconced at the peaceful northern end of Anna Maria Island, this tranquil remnant of "Old Florida"...Read more
Anna Maria Island, FL
- Florida Beach Condo Rentals
  This Florida beach vacation condo is located on beautiful Anna Maria Island on Florida's Gulf Coast. Anna Maria Island is completely surrounded by four tropical bodies of...Read more
- Island in the Sun Condo
  If you are looking for the perfect tropical island vacation rental, Anna Maria Island and our Florida beach rentals condo is the perfect solution for you. Our Anna Maria Island...Read more
Belleair Shore, FL
- Robi M. Robertson
  Welcome to "Mi Casa", our newly renovated vacation retreat on Indian Rocks Beach near Clearwater Beach, Fl. This colorful & charming 4 bedroom, 2 bath private home is on...Read more
Boca Grande, FL
- Boca Grande Home
  Village Home #2 is a fully equipped Three Story Single Family Home. It is located on the exclusive barrier island known as Boca Grande. Just steps to our white sandy beach. ...Read more
Bonita Springs, FL
- Worthington Country Club
  Second floor condo in a 2-story building, overlooking 3rd tee of golf course, lovely view of lake, fountain, and sunsets from the porch. You will find it nicely furnished and...Read more
Cape Coral, FL
- Magnificent Cape Coral Waterfront Home
  Magnificent Cape Coral Waterfront Vacation rental home.Three bedrooms,3 baths, totally updated home,located on a 3 lot cul de sac site,with 125' of seawall with wide water...Read more
- Villa-Selina
  Luxury 3br/3ba waterfront dreamhome, gulf access Villa-Selina! with pool and spa Villa-Selina is brand new and ready for your vacation! Living area: You will be spending your...Read more
Clearwater Beach, FL
- Big Clearwater Beach
  Private pool, Clearwater Beach 5 bedroom house for family reunions or large groups. Totally remodeled and a block from the beach and the public pool. Marble bathroom floors and...Read more
Davenport, FL
- Princess Palace
  Relax and spread out in our home and get ready for a vacation of a lifetime. Rejunevate at the end of each day under the lanai poolside and RE-ENERGIZE for what tomorrow holds....Read more
Estero , FL
- Pelican Sound
  A FIRST LEVEL (NO STEPS) 1750 SF Carriage Home w/a 650 SF screened lanai that provides a panoramic view of the ON SITE CHAMPIONSHIP GOLF course. Pelican Sound is located WEST...Read more
Fort Myers, FL
- Sanibel Harbour Resort and Spa
  SANIBEL HARBOUR RESORT AND SPA Beautful Condo overlooking Sanibel and Captiva. Private Sandy Beach. Kitchen and Laundry Beautiful ocean sunsets...Read more
Fort Myers Beach, FL
- Kona Beach Condo
  On the Beach Heated Pool on the beach Two Bedrooms (1 king, 2 twins) Sleeps Six 2 full size Bathrooms Livingroom with queen size sleeper sofa Dining area Screened in Lanai which can...Read more
- Kona Beach Condo2
  This impeccably remodeled first floor condo unit has the best location on the beach. Walk directly off your deck onto the sandy beach or watch the dolphins play in the gulf as...Read more
- Sandy Shores
  1 BR condo on the beach.No obstructions.Views from every room.This is a gulf front unit with unique floor plan....Read more
Holmes Beach, FL
- Anna Maria Serenity
  The Serenity is a newly constructed custom four bedroom, four bath home located at 2914 Avenue E, Holmes Beach. This property is located one house from the beach with direct access...Read more
Marco Island, FL
- Luxury on the Water
  ** BRAND NEW ** - Luxury on the WATER- MARCO ISLAND'S FINEST USA/Florida/South Gulf Coast/Marco Island Vacation Rental 3 bedroom, 2 bath villa sleeps 8 (1 King, 1 Queen, 2...Read more
Naples, FL
- Cedar Hammock
  4th floor "Brookside Model" at beautiful Cedar Hammock Golf & Tennis Club. 5 room 2 bedroom 2bath unit overlooking the 2nd hole. Brand new "Tommy Bahama" furniture. Pool &...Read more
- Falling Waters Beach Resort
  This condo is a HOME. It's not your standard rental property with cheap bare-bones furnishings. The furniture was purchased in October, 2003 and the unit is fully stocked...Read more
- Marco Shores Lakefront Condo
  Serene and lovely would be the best description of the views from this second floor lakefront condo vacation rental on Hammock Bay, Marco Shores Florida. The water surrounds you...Read more
Palm Harbor, FL
- Palm Tree Paradise
  This beautiful atlantic coast paradise has all the amenities of home....Read more
Palm Island, FL
- A-Lure
  Great Island home with a Heated Pool and deep-water dock for your boat which is near the intercoastal waterway awaiting island exploring and fishing!...Read more
Palmetto, FL
- Hammocks Riviera Dunes
  Gated Marina Community, 2850', 3bd/3.5ba, Townhome, Greatroom, Den/Office, waterview, 40' BOAT DOCK, Private Elevator,Pool, Granite, Wood, Carpet, 3 Lanais, 2 car garage,...Read more
Sarasota, FL
- Boatyard Condos
  Intercoastal 2bd/2ba condo directly on water with 36' BOAT DOCK, Walk to restrauants and Beach, One car garage with a/c office. ...Read more
- Florida Gulf Front Vacation
  As you wind your way down to the southern tip of the island of Siesta Key, any tension or stress is immediately alleviated with the quiet drive under the canopy of trees shading...Read more
- Siesta at Siesta
  This 1-bedroom first-floor furnished studio apartment is nestled on a quiet street on the Gulf of Mexico on Siesta Key. The white, white sand and azure water are 50 steps from...Read more
Siesta Key, FL
- Crescent Arms
  This beautiful condo situated on the whitest sand beach of the Gulf of Mexico is a haven all year round. It is a 2 bedroom, 2 bath, living room, dining area, enclosed terrace,...Read more
- Crescent Beach Villa
  If you are looking for a vacation condo rental in Siesta Key, Florida for your Florida holidays and family beach vacation please consider my villa rental in Siesta Key, FL....Read more
- Shells Villa on Siesta Key
  See photos at www.siestakeyfun.com. From the first time you enter The Shells Villa you know this is not a typical vacation condo. From the Spanish tile to the beautiful rugs...Read more
St Petersburg, FL
- Snowbirds Getaway
  Beautiful community, centrally located near Tampa. ...Read more
St. Pete Beach, FL
- Isla Condo
  Our 2 bedroom, resort condo is located on an Island (Isla del Sol) between the southern tip of St. Petersburg and St. Pete Beach. This island is surrounded by the waters of the...Read more
- St Pete Beach Condo
  The Perfect vacation! Nice condo in the Isla Del Sol community. Waterview, new appliances including washer & dryer, pool, hot tub, completely furnished. Great location, nice...Read more
St. Petersburg, FL
- McComiskie Properties Florida
  2 bedroom, 2 bath totally renovated brand new condo located on the top floor of a beautiful gated community in St. Petersburg, FL. ...Read more
Tampa, FL
- Mariners Club Bahia Beach
  We are a vacation rental property. Currently we have 94 units with plans to have 350 units when construction is completed. We operate as a condo hotel and are interested in getting...Read more