Hollywood Florida Vacation Rentals Make paradise yours with condos and homes for rent in and around Hollywood Beach, Florida Where Florida Fort Lauderdale Fort Lauderdale Beach Front The W Residences Hollywood Hollywood Beach Miami Beach FontaineBleau Hotel Miami Beach Z Ocean Hotel South Beach - People 1 + 2 + 3 + 4 + 5 + 6 + Search View all Fort Lauderdale, Hollywood, & Miami Properties USA > Florida > Hollywood Visit Hollywood The sun and stars shine brightly in Hollywood, Florida. Not to be confused with its western namesake, this Hollywood offers plenty of sand, surf, and scene-stealing hot spots to rival the more famous of the two cities. Explore the west side’s charming local spots, dining spots, and plenty of golf courses where you can tee off year-round. The “Hollywood Circle” will have you stopping for sips and filling up your bags at the many dining and shopping spots. Stroll the famous Hollywood Broadwalk where the water cools you off and the scene keeps it hot. A robust arts scene, plenty of natural beauty, and every kind of tour under the Florida sun keep you coming back. Your Hollywood Vacation, Your Way.Properties with PoolsBeach AccessExceptional Views Find Your Hollywood Rental Featured PropertyPremium Property Penthouse Bahia Mar South Beach on Ocean Drive Miami Beach Miami Beach, FL 0 Bdrms 1 Baths 4 Guests 4.9 View Details Premium PropertyFeatured Property W Residences 2 Bedroom Suite "Endless Summer" Fort Lauderdale, FL 2 Bdrms 2 Baths 6 Guests 4.9 View Details Featured PropertyPremium Property Penthouse De Soleil South Beach - on Ocean Drive Miami Beach Miami Beach, FL 0 Bdrms 1 Baths 4 Guests 4.8 View Details Premium PropertyFeatured Property Junior Suite 2 at Sorrento Residences- Miami Beach Miami Beach, FL 0 Bdrms 1 Baths 4 Guests 4.9 View Details Premium PropertyFeatured Property W Residences 1 Bedroom Suite Fort Lauderdale, FL 1 Bdrm 1 Baths 4 Guests 4.9 View Details New PropertyFeatured PropertyFlexible CancellationPremium Property Blue Wave Retreat at Hollywood Beach Hollywood, Florida 3 Bdrms 2 Baths 6 Guests 5.0 View Details Premium PropertyFeatured Property Studio at Sorrento Residences- Miami Beach Miami Beach, FL 0 Bdrms 1 Baths 4 Guests 4.9 View Details Featured PropertyPremium Property 914 Tiffany House Fort Lauderdale, FL 1 Bdrm 1 Baths 2 Guests 4.9 View Details Premium PropertyFeatured Property Junior Suite 1 at Sorrento Residences- Miami Beach Miami Beach, FL 0 Bdrms 1 Baths 4 Guests 4.9 View Details Search while moving Featured Hollywood Vacation Rentals Blue Wave Retreat at Hollywood Beach Hollywood, Florida 6 Guests 3 Bdrms 2 Baths Penthouse De Soleil South Beach - on Ocean Drive Miami Beach Miami Beach, FL 4 Guests 0 Bdrms 1 Baths W Residences 2 Bedroom Suite "Endless Summer" Fort Lauderdale, FL 6 Guests 2 Bdrms 2 Baths Studio at Sorrento Residences- Miami Beach Miami Beach, FL 4 Guests 0 Bdrms 1 Baths W Residences 1 Bedroom Suite Fort Lauderdale, FL 4 Guests 1 Bdrm 1 Baths Penthouse Bahia Mar South Beach on Ocean Drive Miami Beach Miami Beach, FL 4 Guests 0 Bdrms 1 Baths Junior Suite 2 at Sorrento Residences- Miami Beach Miami Beach, FL 4 Guests 0 Bdrms 1 Baths 914 Tiffany House Fort Lauderdale, FL 2 Guests 1 Bdrm 1 Baths Junior Suite 1 at Sorrento Residences- Miami Beach Miami Beach, FL 4 Guests 0 Bdrms 1 Baths Your Local TeamLocally Owned and Operated In HollywoodRemember, when you rent with SkyRun, you can expect superior, prompt, and personalized service that’s hard to find in a top-down rental corporation. Enjoy a personal relationship with your property manager, who can answer any questions and address all concerns promptly. Have a question about local activities, amenities, or services? Our local staff can provide recommendations for getting the most out of your stay. Our property managers are just a stone’s throw away from most of our rentals. That means they’re available to step in to help with any situation. Leidy ArteagaHollywood, FloridaGeneral ManagerLet's Talk! Beaches Things to Do Guest Discounts What To Expect Check-In Instructions Travel Insurance Property Damage Waiver Fort Lauderdale BeachesThe hub of the city! Walk along the Fort Lauderdale Beachfront Promenade, swim in the turquoise waters, or eat your way through the area’s international dining options. Dania BeachA little quieter than some other Fort Lauderdale spots, Dania Beach lures in fisherman with Dania Beach Fishing Pier and nearby Dr. Won D. Mizell-Eula Johnson State Park offers plenty of opportunities for swimming, boating, kayaking, and just a chance to connect with nature in this tropical paradise. Hollywood BeachLeash up the pups and head to Hollywood’s Dog Beach and then hit the eateries along the strip. Work up a sweat jogging, pedal down, or just amble along Hollywood Beach Broadwalk’s 2.5 miles of paved area lined with shops and some of the area’s best eateries. Bikes are welcome, but this stretch is off-limits to anything motorized on this 27-foot-wide expanse. Eight Mobi Mat entrance points open beach access and amenities like restrooms and showers make time at Hollywood Beach as calm as its turquoise waters. Hollywood North Beach ParkStep away from the Broadwalk’s crowds and exhale at Hollywood North Beach Park. More laid-back than its southern cousin but brimming with conveniences like restrooms, showers, parking, and a picnic area, this sandy stretch might be just the breathing room you need to park a chair and feel the waves lap at your feet. CasinosHopefully Lady Luck shines as brightly as the Florida sun when you throw the dice or pick a card at one of Hollywood’s casinos. The music hits hard to amp up the thrills at the Seminole Hard Rock Hotel & Casino Hollywood where more than 200 live tables and 3,000 slots let you pick your game. Decompress at the resort’s spa and recharge for more fun on the floor at more than 20 eateries. Step into Hollywood casino history at Seminole Classic Casino Hollywood, the site of the world’s first large-stakes bingo hall. Even if you can’t get five in a row for the win, you can revel in dining, game tables, and slots. Just a bit north of Hollywood sits The Casino @ Dania Beach, another popular spot where you can press your luck and perhaps go home with a heavier wallet. GolfingSunshine and tee times–golf is what Florida does best and Hollywood has no shortage of public and private courses to practice your swing and perfect your game. Public courses like Orangebrook Golf & Country Club invites guests to test out two 18-hole courses and an illuminated driving range. The Eco Golf Club’s 9 holes frees up time to explore other Hollywood destinations without skimping on the challenge and tropical backdrop. The neighboring courses in Aventura, Plantation, and Pembroke Pines are worth checking out, and at only 10 minutes south, Fort Lauderdale’s golf scene can’t be missed. ShoppingFill bags with finds from stores you know and love and discover local gems focusing on one-of-a-kind finds. Whatever kind of retail therapy is on the calendar, Hollywood’s got you covered. Oakwood Plaza North and South marries a huge selection of stores with the open air setting that makes a shopping day feel even more like paradise. Old Florida on your mind? Head to Hollywood Boulevard’s quaint shops where windows pop with art, the latest clothing must-haves, and artisan finds. Pick up souvenirs and gifts along the Broadwalk’s stores and don’t forget to check out what’s in season at the Yellow Green Farmers Market. DiningBring your appetite to the Broadwalk where the freshest catches quench your seafood cravings. Sip cocktails waterside at one of the area’s bars and cafes or grab a quick bite–think Greek, Italian, and more–between waves. Expand out and try Downtown’s dining scene where the international flavors bring the world to you. ToursWalking tours, food tours, and even water taxi tours sharpen Hollywood’s focus on the lens of your choice. Sail the Intracoastal Waterway and hop on and off at Hollywood’s brightest stops. Keep the party going with boat and cocktail tours or relax with trolley rides for only a dollar. Nearby Fort LauderdaleEscape to the captivating shores of Fort Lauderdale, where pristine beaches, enchanting waterways, and a thriving cultural scene await. The Fort Lauderdale beaches consistently rank among Florida’s best. With its idyllic coastline, warm waters, and pristine white sand, Fort Lauderdale offers the perfect setting for swimming, sunbathing, and beachside activities. Enjoy water sports, beachfront dining, vibrant nightlife, and the iconic beach promenade. Discover the allure of this vibrant coastal gem. Anne Kolb Nature CenterMore than 1,500 acres of mangrove wetlands at the Anne Kolb Nature Center invite guests to connect with Florida’s natural and wild sides. Walk the center’s paths or paddle through its waters. Either way, glimpses of the wetland ecosystem make either choice the right one. Arts & CultureThis isn’t Hollywood, California, but that doesn’t mean the arts and culture scene doesn’t dazzle. Visit the Arts and Culture Center, the hub of Hollywood’s offering. The Hollywood Beach Theater produces professional productions–see what’s on stage when you’re in town. And totally free and easy to explore, the murals lining the city’s streets are a testament to the creativity this Hollywood offers. FishingIf it’s Florida, it’s year-round fishing. Sailfish, wahoo, and tuna swim the cooler winter waters. When the temps climb, so do the schools of marlin, tuna, and mahi-mahi. Book a charter or cast a line in one of Hollywood’s miles of waterways. Future SkyRun BookingsBook another SkyRun vacation while you’re visiting and get 10% off! Only valid in participating locations. Rental Car DiscountReceive preferred pricing on car rentals with Avis or Budget. Car pickups are available at regional airports or at any other Avis/Budget location. What To Expect Get that “home away from home” feel while enjoying the streamlined, convenient guest experience that includes full attention to every detail. During your stay, you can expect SkyRun staff to be close by and available to help you make the most of your trip. You can reach them via web chat, email, text, or phone. They’re available and accessible daily, and on-call 24/7 for emergencies. What’s included Independent homeowners contract with SkyRun Vacation Rentals to professionally manage their properties and create stellar vacation experiences for their guests. Every SkyRun property is unique, so certain features and amenities are variable. To ensure you’re selecting the right property for your needs, review the photos and note the amenities listed for the property. Read the sections called “What you’ll love” and “What to be aware of” at the bottom of each listing, and check out reviews from prior guests. Included Services: Full cleaning prior to your arrival Pre-arrival inspection Wi-Fi and TVs Luxury linens and towels Fully stocked kitchen Cleaning and trash removal upon departure Included Amenities and Starter Supplies: Coffee and coffee filters (if applicable) Salt and pepper Soap/shampoo/lotion Toilet paper Paper towels Hair dryer Ironing board Dish soap and dishwasher detergent (if applicable) Laundry detergent (if applicable) Alarm clock Additional Services: Pack and play: Ask your local SkyRun staff for pricing Mid-stay cleaning service: Ask your local SkyRun staff for pricing Travel insurance: 7% of your stay Check-In Instructions Check-In: Check-in is 4:00 p.m. EST. A check-in instructions email will be distributed to guests 7 days prior to arrival date containing directions and access information for the property. In most cases guests will access a property via a lockbox or smart lock using the given access code. Early check-ins can only be confirmed on the day of arrival. Check-Out: Check-out is 10:00 a.m. EST. Guests must depart the property by the check-out time unless a late checkout has been coordinated and confirmed with the SkyRun office. Late check-outs must be coordinated directly with the SkyRun office no later than 9am on the day of departure; please note that if we have an incoming guest we will not be able to accommodate a late checkout. We ask that guests remove major trash from the unit, return the furniture to its original location, and load and run the dishwasher. Parking: Parking may be limited. The check-in instructions email will contain information regarding parking at your property. Any parking fines assessed to your vehicles during your stay will be billed to you if they are billed to us. Parking fines can be significant. Travel Insurance Nationwide® Travel Insurance protects your vacation investment against unforeseen events like a hurricane, sickness, injury, flight cancellation, job loss and much more. Group coverage protects everyone in your traveling party for one low price. Get a quote. Property Damage Waiver Enjoy peace-of-mind with our incidental damage protection. SkyRun includes a property damage protection waiver on each reservation. The damage waiver covers damage to the property up to $1,500 so long as the damage is accidental and reported to SkyRun prior to your departure. It does not cover damage that is willful, the result of negligence, or damaged caused by the misuse of household items. It also doesn’t cover unreported damage. SkyRun doesn’t charge our guests a refundable damage deposit in lieu of the waiver. Unlike a refundable damage deposit, the damage protection waiver is nonrefundable. If during your rental of our property, you damage the real or personal property assigned to that property, SkyRun will cover the cost of repairs or the cost to replace the property up to an amount not to exceed $1,500. Should the cost of the damage exceed $1,500 or does not meet the criteria for a “covered loss”, and the property owner’s insurance policy also does not cover the loss, then you shall be responsible for the full amount of the damage which will be charged to the credit card on file. Coverage is provided to you and all travelling companions that are staying in the home overnight during your stay. Coverage is not provided for loss due to: Your intentional acts or gross negligence. Any damage that occurs if you are in violation of the terms and conditions (including but not limited to having more than maximum occupancy or having a party). Loss, theft or damage to any personal effects owned by you or brought on the covered stay by you. Loss, theft or damage caused by any person other than you or your traveling companions with whom you share the property reservation unless substantiated by a police report. Your Duties in the Event of Damage. You must: Take all reasonable, necessary steps to protect the property and prevent further damage to it. Report the loss in writing (email ok) prior to check-out to the SkyRun staff. Provide us documentation such as pictures to substantiate the claim. 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 a locally owned & operated business, 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 My relationship with Skyrun (Leidy) is great. The vibe we have works well for the goals we have achieved. MelvinFort Lauderdale, FL SkyRun has been wonderful to work with. They are very forthcoming and professional. The team does an outstanding job taking care of both property owners and guests alike. UliSarasota, FL SkyRun has exceeded our expectations as a management company. They have brought great peace of mind over the care of our vacation rental home. Vic & SusieKiawah Island, SC Hollywood Blog Why South Florida Is Your Perfect Winter Escape: Hollywood, Fort Lauderdale & Miami Read More SkyRun Named Among Top New & Emerging Franchises Read More Short-Term vs. Long-Term Rentals Read More The Top U.S. Vacation Spots in 2025 Read More View All Explore Nearby Areas MiamiNaplesMarco IslandMiami BeachFort Lauderdale Hollywood Frequently Asked Questions How do I know I’m getting a good vacation rental? SkyRun provides photos, maps, amenity details and reviews about the property you will be renting. Our staff has first-hand knowledge of each property, so don't hesitate to call us if you have any questions. What’s included? Our rentals come fully furnished including TVs, high-speed internet, linens and towels, a microwave, dishes, pots, pans, and other kitchen essentials. We sweat the details and provide starter supplies like shampoo, conditioner, tissues, paper towels, dishwasher detergent, soaps, trash bags, etc. We provide everything you expect from a fine hotel, and then some. Refer to individual listings to see more amenity information, and please contact us directly if you still have questions. Am I getting a good deal? Yes! You are getting the guaranteed best rates on our rentals when you book direct. By booking with us instead of through a third party listing site like Airbnb or Vrbo, you avoid paying additional service fees and therefore will get the lowest rates possible on our rentals. How does travel insurance work? Travel insurance is an optional addition to your total rental charges. It is offered on our reservation form at the time of booking. It is also usually offered at the time of booking when you booked with a 3rd party booking site. You can also add travel insurance onto your reservation within 48 hours of booking with SkyRun. The cost of travel insurance varies and is usually between 7% - 9.5% of your total reservation cost depending on the coverage type. If you do not have travel insurance, you can not cancel your reservation for any reason. If you have travel insurance and need to cancel or make a claim refer to your specific policy. Ask us for more information about the travel insurance policies SkyRun offers. How do I rent a property? What are the deposit and payment terms? You can rent any of our properties by booking directly on this website using a credit card or you can call to book a reservation if you would like to speak with a vacation planner. When you book, 1/3 of your total reservation cost or a minimum of $300 is charged as a non-refundable deposit to secure your rental. 30 days before your arrival, the remaining amount is due and becomes non-refundable if you need to cancel for any reason (see travel insurance above for exceptions). At this time, the credit card we have on file will be automatically charged for the balance. What are the house rules? You must be 25 years old to rent. No smoking and no pets (unless specifically designated as pet-friendly) are allowed in the rentals. No parties where more than the number of people the property sleeps are allowed in the rental at any time. As in your own home, renters are of course subject to citations for noise violations, etc, handed down by public officials. Remember you are staying as a guest in someone's home, where much investment has been made to make your stay enjoyable; please treat all private property with the respect it deserves. 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