From cozy coastal escapes to spacious luxury retreats, Lido Key Vacations offers a curated collection of vacation rentals designed for every type of traveler. Whether you’re planning a romantic beach getaway, a family vacation, or a large group stay, our homes place you just moments from Lido Beach, St. Armands Circle, and downtown Sarasota. Explore a range of thoughtfully designed properties with elevated amenities, prime locations, and the comfort of a true Gulf Coast experience.
Where Space Meets Style
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Our 1–2 bedroom Lido Key vacation rentals are perfect for couples, solo travelers, and small families seeking a relaxed coastal stay. Enjoy easy access to Lido Beach, nearby dining, and St. Armands Circle, all while having a comfortable and private space to unwind after a day in the sun.
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Our 3–4 bedroom vacation rentals in Lido Key are ideal for families and small groups looking for extra space and flexibility. With inviting living areas and convenient access to beaches, shopping, and Sarasota attractions, these homes offer the perfect balance of comfort and location.
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Designed for larger families and group getaways, our 5–6 bedroom Lido Key vacation rentals provide spacious layouts and elevated amenities for a seamless stay. Enjoy close proximity to the beach, St. Armands Circle, and top Gulf Coast dining while having plenty of room to gather and relax.
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Designed for larger families and group getaways, our 5–6 bedroom Lido Key vacation rentals provide spacious layouts and elevated amenities for a seamless stay. Enjoy close proximity to the beach, St. Armands Circle, and top Gulf Coast dining while having plenty of room to gather and relax.
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Showing: 4 specials
Specials
America’s 250th Birthday
Celebrating long weekends, coastal traditions, and time well spent, honoring America’s 250th with Prime Vacations. We’re inviting guests to share their favorite vacation memories and traditions for a chance to win our America 250 Grand Prize.
*Terms and Conditions Apply. Please see contest page for full details and how to enter.
Extended Stay Discount
Extended Beach Bliss: 30+ Nights, 15% Off Your beach house, your home base—for a month or more. Looking for a long-term coastal escape? Book 30+ nights and get 15% off select homes with utilities included. From island cottages to spacious villas, enjoy the comfort of home and the beauty of the beach—on your schedule. Book online using promo code EXTEND15 at checkout or call us at 941-779-0733 to book directly with our Reservations team!
*Terms and Conditions apply
Military, First Responder and Teacher Discount
Sunshine, Service, and Savings on Florida’s Gulf Coast. Active duty and retired military members, first responders, and educators can enjoy 10% off select vacation rentals across Anna Maria Island, Siesta Key, and Lido Key. To receive the Hero’s Discount, reservations must be booked directly with our local Reservations team by phone at the time of booking so eligibility can be confirmed before your reservation is finalized. Discounts cannot be added, adjusted, or applied after a reservation has already been booked online or confirmed. Eligible Guests Include:
- Active Duty & Retired U.S. Military
- First Responders (Police, Firefighters, EMTs, Paramedics)
- Certified Teachers & Education Professionals (K–12 or Higher Education)
*Terms and conditions apply. Valid on select homes only. Verification required at time of booking.
Florida Resident Vacation Rental Discount
Florida residents are only a short drive away from paradise! Enjoy 10% off select vacation rentals on Anna Maria Island, Siesta Key, and Lido Key when you book directly with our Reservations team.
To qualify for the Florida Resident Special, reservations must be booked by phone and the discount must be applied at the time of booking. Because residency verification is required before confirmation, discounts cannot be added to existing reservations or applied after an online booking has already been completed.
Skip the third-party fees and book direct with our local team for the best value on your next Florida Gulf Coast getaway.
Call 941-222-2101 to book direct and save 10%.
*Terms and conditions apply. Valid Florida ID required at time of booking. Offer valid on select properties only.