Bradenton Vacation Rentals
Cottages, condos, and single family homes for rent in and around Bradenton & Anna Maria Island
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Visit Bradenton
Nestled on the Manatee River and host of seven MLB teams’ spring training right in town or within a 30-90-minute drive, Bradenton is known as “The Friendly City.” Why? The city charmingly invites you in with its cultural offerings, including local art, over a dozen parks, and historical sites and museums that tell the story of Manatee County. Experience a laid-back pace when you vacation in Bradenton.
Your Bradenton Vacation, Your Way.
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The entire process has been incredibly smooth, providing us with a true sense of peace of mind. From property management to timely payments, it’s been hassle-free. We couldn’t be happier with the service provided by SkyRun.
Bean Point
At the island’s most northern point, you’ll find the community of Anna Maria. Bean Point Beach is Anna Maria’s most peaceful beach locale, known for its stunning sunsets and picturesque views of Tampa Bay and the state park and national wildlife refuge, Egmont Key. You can also enjoy Bayfront Park, which is just around the corner (and walkable) from Bean Point Beach on the island’s bayside.
Holmes Beach
Holmes Beach sits in the center of Anna Maria Island and offers three miles of sandy beaches. The most popular option is Manatee Public Beach, which provides plenty of room for relaxation, playing volleyball, or walking along the shoreline. Manatee Public Beach also has picnic tables and grills, and restrooms and showers, ideal for a family get-together or a full beach day.
Bradenton Beach
Bradenton Beach is the southern community of Anna Maria Island, and is home to the lovely Coquina Beach and Cortez Beach. Perfect for swimming, Coquina Beach sits at the lower edge of the island, right before Longboat Pass Bridge. A little further up you’ll find Cortez Beach, which offers a quiet, family-oriented environment. Every beach offers awe-inspiring views of the sunset.
Manatee River
No shock here–the Manatee River provides opportunities to watch manatees as they feast on river fare and swim in their natural habitat. Boat tours take you to manatee hot spots or maybe grab the kayak or canoe and share the waters. Bass, catfish, and bluegill share these waters, so pack your poles and rods. Keep your activities on land when you explore the river’s DeSoto Memorial Trail.
Anna Maria Island
Discover Anna Maria Island’s history, wildlife, and South Florida delights. The Anna Maria Island Historical Museum offers a glimpse of Florida’s history, and check out the Anna Maria City Jail at Pine Avenue, which dates back to 1927. The island is also known for the large population of bottlenose dolphins that frequent its waters. You can also take a walk along the Coquina Baywalk, a one-mile stretch where you can get a close-up view of Florida’s native plants and animals.
Bradenton Riverwalk
The heart of Bradenton! Stroll the more than one mile stretch and get to know Brandeton. Saturdays from October to May, wander through the Bradenton Market and delight in fresh Florida produce and hand-crafted goods. Summer visitors can enjoy the Summer Mini-Market on second Saturday mornings from June until August. Check out concerts, seasonal events, or just enjoy strolling along the river. Savor South Florida cuisine (and yes, the abundant seafood) at one of the area’s eateries.
History, Science, and Culture
Explore Florida’s ecosystems at the Bishop Museum of Science and Nature where science fans can see conservation at the Parker Manatee Rehabilitation habitat. Check out rotating exhibitions as well as the planetarium to take you to the stars. Come back down to Earth and roll back time with a visit to the Manatee Village Historical Park. Just off of Old Main Street, this immersive historical experience ensconces you in Old Florida. Restored buildings dating back from 1860 include a court, schoolhouse, general store, and even a blacksmith forge. Wander through the village and imagine life more than a century ago.
Watersports
Water sports are the name of the game Bradenton. Nearby Holmes Beach, Bradenton Beach, and Anna Maria Island play host to crystal clear waters perfect for swimming, playing, or just relaxing. Grab a kayak and check out the mangrove trees that grow directly out of the water. The calm seas are also a perfect place for paddleboarding. If you don’t have your own equipment, you can purchase or rent from a number of local businesses.
Fishing
Whether you’re an avid fisherman or a first-timer, you’re guaranteed to have a great day on the water. Fishing along the Manatee River gives ample chances for scoring bass, bluegill, and catfish hauls. Head to the ocean and check out the Rod and Reel Pier, the City Pier, or the Bradenton Beach Pier. All three places allow you to rent rods and purchase bait at low prices. For a more guided experience, you can also book a chartered fishing trip on a boat with all equipment included in the cost.
Play Ball!
South Florida offers baseball teams and fans a respite from winter’s grip when teams set up camp for Spring Training. The Pittsburgh Pirates set up their Florida can Bradenton’s LECOM Park. If you’re in town during Spring Training, check out the Pirates battle other MLB teams. Fun fact–LECOM Park is the country’s oldest continuously operating spring training facility.
Shopping
Get a taste of Bradenton’s past when you shop, sip, and stroll your way through Bradenton’s Old Main Street. Art galleries, boutiques, and restaurants line this stunning stretch–a feast for all the senses.
COMPASS BOAT RENTAL
BAYSHORE FISHING CHARTERS
SkyRun Homeowners and Guests receive 10% off of all services with this local charter company.
AVIS & BUDGET CAR RENTALS
THE CHEESECAKE CUTIE
The Cheesecake Cutie & Cafe is the perfect spot for a sweet dessert. SkyRun guest save 10% off!
FREEDOM JET SKI RENTALS
Experience the euphoric freedom of being on the waves with FREEDOM JET SKIs, where they provide safe & fun Jet Ski Watersport Services with additional supplemental options to enhance the thrill of your Waverunner adventure! SkyRun guest save 10% off!
CAROUSEL SEA HORSES
FUTURE SKYRUN STAY
Free Island Trolley
The Anna Maria Island Trolley makes it easy to get around the island. The free trolleys loop the island from north to south and can even accommodate bikes. Hop on and off as much as you like! See routes and times here.
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
- Most properties have free parking (check each property for possible charges)
- 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
- Firewood (if applicable)
Additional Services:
- Crib or toddler bed with sheet: $10/day
- Pump-up bed with sheets: $10/day
- Mid-stay cleaning service: Ask your local SkyRun staff for pricing
- Grocery delivery: call for pricing
- Travel insurance: 7% – 9.5% of your trip cost
Check-In Instructions
Check-In:
- Check-in is 4:00 p.m. ET
- Seven days prior to the arrival date, guests will receive an email that contains directions and access information for the property.
- In most cases, guests will access a property via a lockbox or smart lock using an access code.
- Early check-ins can be confirmed only on the day of arrival.
Check-Out:
- Check-out is 10:00 a.m. ET.
- 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 9 a.m. 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.
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.
- 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:
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Take all reasonable, necessary steps to protect the property and prevent further damage to it.
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Report the loss in writing (email ok) prior to check-out to the SkyRun staff.
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Provide us documentation such as pictures to substantiate the claim.
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.
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Bradenton Frequently Asked Questions
- No smoking and no pets (unless specifically designated as pet-friendly).
- No parties that exceed the number of people the property sleeps are allowed in the rental at any time.
- Renters are subject to citations for noise violations, etc., handed down by public officials.
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 of your rental agreement (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.
In the event of property damage, you must:
- Take all reasonable, necessary steps to protect the property and prevent further damage to it.
- Report the loss in writing (email is OK) prior to check-out to the SkyRun staff.
- Provide us with documentation, such as pictures, to substantiate the claim.
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