Book Island Hopping

5 bedrooms · 6 beds · 4 bathrooms · Sleeps 10

HousePet friendly

Where you’ll sleep

King

Bedroom 1

King

Bedroom 2

King

Bedroom 3

King

Bedroom 4

Twin over Twin Bunk Bed

Common

King

Bedroom 5

Island Hopping: Your Lido Key retreat with two cottages, a private pool, and steps from the beach.

–Two separate cottages on one property for ultimate privacy and shared experiences.
–Private pool and outdoor dining area for relaxation and entertainment.
–Unbeatable proximity to Lido Key Beach, just a 3-minute walk away.

Welcome to Island Hopping, a fantastic vacation rental with two cottages and a pool just a few steps from Lido Key Beach! This rental has two bedrooms in the main house and two bedrooms in the bonus cottage.

About this property

Island Hopping by Lido Key Vacations
Minimum stay duration of 7 days/nights
#VR23-00009

Island Hopping by Lido Key Vacations is a one of a kind coastal retreat featuring two separate cottages and a private pool, just a 3-minute walk to Lido Key Beach. Recently remodeled with a chic beach design, this five bedroom, four bath property is ideal for families or groups traveling together who want both shared spaces and added privacy. Located near Ted Sperling Nature Park and just minutes from St. Armands Circle, Island Hopping delivers the perfect blend of beach access, comfort, and convenience for a memorable Lido Key vacation.

Highlights
• 3-minute walk to Lido Key Beach
• 5 Bedrooms + Bonus Room / 4 bathrooms
• 5 king beds, 1 twin over twin bunk bed
• Two separate cottages on one property
• Private pool with sun loungers
• Outdoor dining area with BBQ grill
• Beach chairs and beach wagon provided
• Dog friendly with approval and additional fee
• Washer and dryer
• Parking for up to 4 vehicles
• 2-minute bike ride to Ted Sperling Nature Park and kayak launch
• 3-minute drive to St. Armands Circle

Island Hopping’s private pool area creates a relaxing island atmosphere, perfect for cooling off after a beach day or unwinding in the sun loungers. The outdoor dining area invites casual group meals and evening conversations, while the two cottage layout allows guests to enjoy time together without sacrificing personal space. This setup is especially ideal for multi-family vacations or groups looking for flexibility and comfort.

The main cottage offers a spacious living area with comfortable seating, ideal for movie nights or relaxing after a day by the Gulf. A fully equipped kitchen makes meal preparation easy, and the dining area is perfect for family dinners, game nights, or shared breakfasts before heading to the beach. The second cottage includes its own cozy living space with a sofa and island seating, creating a welcoming spot for morning coffee or light snacks. This cottage also features a kitchenette equipped with a small refrigerator, dishwasher, toaster, and coffee maker, adding extra convenience for guests staying in this space.

Island Hopping provides thoughtfully arranged sleeping accommodations across both cottages to ensure restful nights and privacy. In the main cottage, the primary bedroom features a king bed and a private ensuite bathroom with a walk-in shower. The second bedroom also offers a king bed and its own ensuite bathroom with a walk-in shower, making this cottage ideal for couples or adult guests. The second cottage includes three additional bedrooms, each with a king bed. One of these bedrooms features an ensuite bathroom with a walk-in shower. Additionally, the first cottage includes a separate bunk room located at the back of the cottage near the back door, featuring a twin-over-twin bunk bed that is perfect for children.

Room Details
• Primary Bedroom (Main Cottage): King bed, ensuite bathroom with walk-in shower
• Second Bedroom (Main Cottage): King bed, ensuite bathroom with walk-in shower
• Third Bedroom (Second Cottage): King bed, ensuite bathroom with walk-in shower
• Fourth Bedroom (Second Cottage): King bed
• Fifth Bedroom (Second Cottage), King bed
• Bonus Sleeping Area (Second Cottage): Twin over twin bunk bed

Island Hopping is ideally positioned for enjoying all that Lido Key and Sarasota have to offer. Spend your days relaxing on the beach, exploring Ted Sperling Nature Park by kayak, or shopping and dining at St. Armands Circle. Sarasota’s arts, theater scene, and waterfront attractions are just a short drive away, offering endless options for adventure and relaxation.

Experience the best of beachside living at Island Hopping by Lido Key Vacations, where a private pool, two-cottage layout, and unbeatable proximity to Lido Key Beach create the perfect setting for your next coastal escape. Book your stay today and enjoy a relaxed getaway near the heart of Sarasota!

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With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Lido Key Vacations Rental Policies for full details.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

This property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.

In accordance with the City of Sarasota's Rental Ordinance, this property requires a minimum rental period of 7 nights. The maximum occupancy for this home is 12 adults; however, children under 6 years of age are not included in the City’s occupancy limit. Lido Key Vacations enforces a total occupancy limit of 10 persons, including both adults and children under 6. Should you have any questions regarding the City’s occupancy restrictions, alternative homes without such restrictions, or details about our rates, amenities, or policies, please feel free to reach out.

full description

Managed by Prime Vacations - Siesta Key

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Prime Vacations' Siesta Key portfolio — 470+ vacation rentals across Siesta Key and Lido Key, spanning the Tropical Sands Accommodations, Siesta Key Luxury Rental Properties, and Lido Key Vacations brands.

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