Compare Longboat Key Vacation Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Longboat Key Rentals

Sea Club I Beach Resort

Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

THE BEACH #107 Summer special 210 nite+fees Beachfront Full View

Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

Flash sale Sept 2-4/ 7-13, 5-floor penthouse 60 feet from water, 150+ reviews

Longboat Bay Club
Longboat Key Large Group Rentals

Waterfront home with private beach, a private pool, and water activities! Moku

Island Living on Longboat Key 3 minute walk to the beach!

Luxury Home with Private Beach Access and Heated Pool!

Cedars East Townhome on beautiful Longboat Key

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA
How to Book Vacation Rentals in Longboat Key
🏠 What is the best price for Longboat Key vacation rentals?
Longboat Key vacation rentals range in price, starting at $289 per night.
🏠 What types of vacation rentals in Longboat Key can I rent?
Orbitz offers a wide range of Longboat Key rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Longboat Key condo rentals.
🏠 Is it free to cancel my Longboat Key vacation rental with Orbitz?
Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.
🏠 How do I find the best deals to rent a Longboat Key vacation rental with Orbitz?
There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Longboat Key. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.
🏠 How can I cancel my vacation rental booking through Orbitz?
Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.
🏠 What are the advantages of booking a vacation rental in Longboat Key?
Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Longboat Key apartments and enjoy an extended stay.
🏠 Why should I book my vacation rental with Orbitz in Longboat Key?
Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Longboat Key package deals will get you even more savings.
More to Explore
More to Explore
- Hotels near IMG Soccer Academy
- Bay Isles Hotels
- Spa Resorts & in Heron's Watch
- Hotels near Historic Bridge Street Pier
- Business Hotels in Bayshore Gardens
- Hotels with Pool in Bayshore Gardens
- Hotels with Bar in Bayshore Gardens
- Hotels with Free Breakfast in Bayshore Gardens
- Oceanfront Hotels in Bayshore Gardens
- Bayshore Gardens Hotels
- Hotels near State College of Florida
- Hotels near Coquina Baywalk
- Cottages in Cortez
- Extended Stay Hotels in Cortez
- Guest Houses in Cortez
- Cheap Hotels in Cortez
- Hotels with Pool in Cortez
- Cortez Hotels
- Houseboats in Cortez
- Motels in Cortez
- Rv Parks in Cortez
- Resorts in Cortez
- Villas in Cortez
- Hotels near IMG Bollettieri Tennis Academy
- Hotels near Manatee Golf Course
- Hotels near Fish Hole Adventure Golf
- Hotels near Coquina Beach
- Anna Maria Island Hotels
- Beach Resorts & in Sunny Shores
- Hotels with Bar in Sunny Shores
- Hotels with a Gym in Sunny Shores
- Sunny Shores Hotels
- Hotels near Bradenton Beach Marina
- Hotels near Cortez Beach
- Bradenton Hotels
- Beach Resorts & in Sarasota
- Sarasota Hotels
- Hotels near Florida Maritime Museum at Cortez
- Condo Rentals in Bradenton Beach
- Cottages in Bradenton Beach
- Hostels in Bradenton Beach
- Casino Resorts & in Bradenton Beach
- Hotels with an Indoor Pool in Bradenton Beach
- Oceanfront Hotels in Bradenton Beach
- Pet Friendly Hotels in Bradenton Beach
- Bradenton Beach Hotels
- Houseboats in Bradenton Beach
- Vacation Homes in Bradenton Beach
- Resorts in Bradenton Beach
- Hotels near IMG Academy
- Flights from Sarasota-Bradenton Intl.
- Flights to Florida
- Flights from Cortez
- Flights to Anna Maria Island
- Flights to Sarasota
- Flights to Bradenton Beach
- Flights from Atlanta to Bradenton Beach
- Flights from Miami to Bradenton Beach
- Flights from Raleigh to Bradenton Beach
- Flights from Daytona Beach to Bradenton Beach
- Flights from Fort Myers to Bradenton Beach
- Madeira Beach Vacation Rentals
- St. Petersburg - Clearwater Vacation Rentals
- Palmetto Vacation Rentals
- North Redington Beach Vacation Rentals
- Venice Vacation Rentals
- Tierra Verde Vacation Rentals
- South Tampa Vacation Rentals
- Anna Maria Vacation Rentals
- Nokomis Vacation Rentals
- Manasota Key Vacation Rentals
- Pinellas Park Vacation Rentals
- Snead Island Vacation Rentals
- Clearwater Beach Vacation Rentals
- Siesta Key Vacation Rentals
- Tampa Vacation Rentals
- Treasure Island Vacation Rentals
- North Port Vacation Rentals
- Island of Venice Vacation Rentals
- Indian Shores Vacation Rentals
- Lakewood Ranch Vacation Rentals
- Safety Harbor Vacation Rentals
- Anna Maria Island Vacation Rentals
- Perico Island Vacation Rentals
- Clearwater Vacation Rentals
- Seminole Vacation Rentals
- Wimauma Vacation Rentals
- Largo Vacation Rentals
- Sarasota Vacation Rentals
- St. Pete Beach Vacation Rentals
- Bradenton Beach Vacation Rentals