Florida Vacation Rentals The sunshine state’s best beachy bungalows, condos, and homes for rent. All of Florida30A Anna Maria Island Bradenton Beach Holmes Beach Town of Anna Maria Bradenton Cortez Flamingo Cay Palma Sola Perico Island W. Bradenton Daytona Beach Daytona Beach Shores Destin Sandpiper Cove Fort Lauderdale Fort Lauderdale Beach Front The W Residences Greater Naples Area Ave Maria East Bonita Springs East Naples Fort Myers Beach Golden Gate City Naples Park & Vanderbilt Beach North Naples 34120 Twin Eagles Old Naples Park Shore & The Moorings Royal Harbor Oyster Bay Greater Sarasota Area Downtown Sarasota Lido Key Longboat Key Beach Castle Parking Sarasota Metro Area Siesta Key Siesta Sunset Royale Hollywood Hollywood Beach Jacksonville Green Cove Springs Jacksonville Beach Kissimmee Paradise Palm Resort Marco Island Admiralty House Cape Marco South Seas Club Community East Building A North West Tower 3 Tower 4 Miami Beach FontaineBleau Hotel Miami Beach Z Ocean Hotel South Beach Miramar Beach Sandestin Seascape Palm Beach Delray Beach Village Of North Palm Beach Wellington South Naples Isles of Capri Lely Resort Seven Shores St Augustine Ponte Vedra Ponte Vedra Beach St. Augustine Beach St. Augustine St. Augustine Beach St. Augustine Beach South Town of St. Augustine People 1+ 2+ 3+ 4+ 5+ 6+ 7+ 8+ 9+ 10+ 11+ 12+ USA > Florida Plan Your Florida Vacation Florida’s 1300 miles of coastline is just the beginning of what the state has to offer travelers: from vibrant nightlife to world-class theme parks, there’s something for everyone. An oceanfront home on the gulf coast? A chic studio in the heart of Miami? A private place on Siesta Key for the whole family to enjoy? SkyRun has the best accommodations to make your Florida vacation dreams a reality. Favorite Florida Destinations Hollywood, FLJacksonville, FLSarasota, FLFort Lauderdale, FLSt. Pete-Clearwater, FLSouth Naples, FLDestin, FLSt. Augustine, FLBradenton, FLMarco Island, FLNaples, FL30A, FLLongboat Key, FLMiramar Beach, FLPalm Beach, FLAnna Maria Island, FLDaytona, FLMiami, FLSiesta Key, FL Find Your Florida Rental Pink Bird's Nest Bradenton, FL 4 Guests 2 Bdrms 2 Baths From $146/night incl. feesnext avail Nov 13 – Dec 13 · 30-night min Pura Vida at Beach Castle #15 Longboat Key, FL 6 Guests 2 Bdrms 2 Baths From $339/night incl. feesnext avail Nov 17–19 · 2-night min Glen Eagle Glenmoor Greens II Hingham One floor no stairs Monthly Naples, FL 6 Guests 2 Bdrms 2 Baths From $180/night incl. feesnext avail Nov 13 – Dec 10 · 27-night min New Property Manatee Manor Bradenton, FL 13 Guests 5 Bdrms 4 Baths From $706/night incl. feesnext avail Nov 14–16 · 2-night min New Property Island Hideaway Holmes Beach, FL 6 Guests 3 Bdrms 2 Baths From $289/night incl. feesnext avail Nov 14–21 · 7-night min Featured Property The Beach House Sarasota, Florida 6 Guests 2 Bdrms 2 Baths From $700/night incl. feesnext avail Jan 4 – Feb 1, 2027 · 28-night min The Crane's Nest Holmes Beach, FL 6 Guests 3 Bdrms 3 Baths From $290/night incl. feesnext avail Nov 21–28 · 7-night min Featured Property Jax Beach Pool Oasis Jacksonville Beach, FL 8 Guests 3 Bdrms 2 Baths From $321/night incl. feesnext avail Nov 13–15 · 2-night min South Seas Beach Diversion Marco Island, Florida 5 Guests 2 Bdrms 2 Baths From $220/night incl. feesnext avail Nov 13–20 · 7-night min New Property Siesta Sunset Royale #2 Siesta Key, Florida 6 Guests 2 Bdrms 2 Baths From $664/night incl. feesnext avail Nov 25–27 · 2-night min Featured Property Naples Arboretum Retreat | Pool, Spa & Near 5th Ave Naples, DL 4 Guests 2 Bdrms 2 Baths From $255/night incl. feesnext avail Jan 1 – Apr 1, 2027 · 90-night min La Vista Destin, FL 6 Guests 2 Bdrms 2 Baths From $229/night incl. feesnext avail Nov 13–15 · 2-night min Search while moving Featured Florida Vacation Rentals Featured Property The Beach House Sarasota, Florida 6 Guests 2 Bdrms 2 Baths From $700/night incl. feesnext avail Jan 4 – Feb 1, 2027 · 28-night min Featured Property Jax Beach Pool Oasis Jacksonville Beach, FL 8 Guests 3 Bdrms 2 Baths From $321/night incl. feesnext avail Nov 13–15 · 2-night min Featured Property Naples Arboretum Retreat | Pool, Spa & Near 5th Ave Naples, DL 4 Guests 2 Bdrms 2 Baths From $255/night incl. feesnext avail Jan 1 – Apr 1, 2027 · 90-night min Featured Property W Residences 1 Bedroom Suite Fort Lauderdale, FL 4 Guests 1 Bdrm 1 Bath From $317/night incl. feesnext avail Nov 16–18 · 2-night min Featured Property Gulf Coast Getaway Santa Rosa Beach, FL 8 Guests 2 Bdrms 2 Baths From $281/night incl. feesnext avail Nov 17–19 · 2-night min Featured Property Driftwood Hideaway 130 Miramar Beach, FL 6 Guests 2 Bdrms 2 Baths From $277/night incl. feesnext avail Nov 13–15 · 2-night min Featured Property Gulfview Retreat at The Palms Destin, Florida 6 Guests 2 Bdrms 1 Bath From $285/night incl. feesnext avail Nov 13–15 · 2-night min Featured Property Coastal Moderne Sarasota, Florida 6 Guests 2 Bdrms 2 Baths From $271/night incl. feesnext avail Nov 20–27 · 7-night min Property Management You Can Trust Owning a vacation rental shouldn’t be stressful. Let SkyRun ease your worries and increase your revenue with our vacation rental management solutions. Why choose SkyRun? As locally owned businesses, our homeowners are not just a number to us, they’re our neighbors. But as a franchise, we have access to tools and tech that help you stay ahead of the game. That’s why thousands of second homeowners trust us with their properties. Learn More Matt was very clear from the start and helped us build real expectations for our investment property. We’re pleased with how easy the process has been. Paul & ClaireBradenton, FL [SkyRun is] responsible, caring, and considerate. I have total confidence in them to manage our home and know that they take care of it as if it was their own! JoyceNorth Lake Tahoe, CA If you are looking for the best full service vacation rental property management, stop searching and call SkyRun. They have systems and processes in place to ensure the highest possible short term rental revenue and guests love them! We couldn’t be happier with their management of our homes. TheodoreScottsdale, Arizona Sign up for emails Trip inspiration, special offers, and vacation planning tips. Name(Required) First Last Email By submitting this form, I agree to SkyRun’s Privacy Policy Δ
