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Island Hopping Vacation Rental With Private Pool, Two Cottages

Home Rental in Lido Key

House rental in Sarasota with two separate cottages and a private pool, a practical place to stay near Lido Key Beach, Ted Sperling Nature Park, and St. Armands Circle for groups wanting space.

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Lido Key Vacations
Connect directly with the local vacation rental manager.
Rates from
$260 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Island Hopping is a 5-bedroom, 4-bath home in Lido Key, Florida that sleeps 10 and is arranged as two separate cottages on one property. With a private pool, fenced yard, and a layout designed for both shared time and added privacy, it suits travelers who want flexible space. The home is listed as near a beach and is described as a 3-minute walk to Lido Key Beach, with parking for up to four vehicles.

Inside, the setup includes five king beds plus a twin-over-twin bunk bed in a bonus sleeping area. The main cottage features a living room and a full kitchen, while the second cottage adds its own living space and a kitchenette for simple meals and snacks. Outdoor features include a grill, outdoor dining area, covered deck, patio seating, and sun loungers. Practical amenities include air conditioning, internet access, washer/dryer, keyless lock, and a dedicated workspace. Dogs are allowed with host approval and an additional fee, and the minimum stay is 7 nights.

Good fit for
Pet-friendly stays Group and reunion Family vacations
Two Cottage Layout Two separate cottages on one property provide shared space plus added privacy.
Private Pool Includes a private pool with sun loungers and outdoor seating.
Near Lido Key Beach Described as a 3-minute walk to Lido Key Beach.
King-Bed Setup Sleeping includes five king beds plus a twin-over-twin bunk bed.
Dogs Allowed Dogs are allowed with host approval and an additional fee (no cats).
At a glance

Property Highlights

Waterfront - NearbyLocation Setting
Near a BeachBeach Access
5 BedroomsBedrooms
4 Full BathroomsBathrooms
Sleeps 10Guest Capacity
2244 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesPet Friendly
YesWasher / Dryer
Location & nearby Explore the Area

Island Hopping is located in Lido Key on Florida’s South Gulf Coast and is described as near a beach, with Lido Key Beach noted as a 3-minute walk away. The setting is listed as waterfront nearby. The home is also described as near St. Armands Circle and Ted Sperling Nature Park, with a nearby kayak launch mentioned. The property is on a residential street and includes a private entrance and on-site parking for up to four vehicles.

Plan your stay

Rates & Availability (USD)

Rates from
$260 per night
5-day minimum stay
Check current rates & availability

Live booking details are maintained by Lido Key Vacations.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

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About this rental

About This Rental

Island Hopping is a two-cottage home in Lido Key that combines a shared outdoor area with separate indoor living spaces. The property sleeps 10 across five bedrooms and a bonus sleeping area, and includes four full bathrooms. A private pool anchors the outdoor space, supported by a fenced yard, sun loungers, and an outdoor dining area for group meals. Parking is available for up to four vehicles, and the home is described as a 3-minute walk to Lido Key Beach.

The main cottage includes a living room and a full kitchen equipped for day-to-day cooking, with major appliances and essentials such as a refrigerator, stove, oven, microwave, dishwasher, coffee maker, toaster, blender, and cookware. The second cottage provides an additional living area plus a kitchenette with a small refrigerator, dishwasher, toaster, and coffee maker, offering a convenient option for guests who prefer a bit more separation.

Sleeping arrangements are spread across both cottages and include five king beds and a twin-over-twin bunk bed. The primary bedroom in the main cottage has an ensuite bathroom with a walk-in shower, and the second bedroom in the main cottage also has an ensuite with a walk-in shower. In the second cottage, one king bedroom includes an ensuite bathroom with a walk-in shower, with two additional king bedrooms.

Additional stay features include air conditioning and heating, internet access, televisions, towels/linens, a washer/dryer, keyless entry, a dedicated workspace, beach chairs provided, and games such as cornhole. Dogs are accepted with host approval and an additional fee (no cats or other animals). A 7-night minimum stay applies, and stairs are required in parts of the 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.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Fishing
Golfing
Pet Friendly
Family Vacations
Group and Reunion
Boating
Canoeing
Fly Fishing
Kayaking
Beach
Deep Sea Fishing
Ocean
Surfing
Scuba Diving
Wind Surfing

Other Activities and Special Interests

Marina Nearby
Laundromat Close By
Health Beauty Spa Nearby
Museums
Bird Watching Nearby
Boating Nearby
Shopping Nearby
Wildlife Viewing Nearby
Jet Skiing Nearby
Kayaking Nearby
Parasailing Nearby
Sailing Nearby
Swimming Nearby
Water Sports Nearby
What's included

Property Amenities

Featured Amenities

Air Conditioning
Grill
Television
Internet Access
Dishwasher
Washer/Dryer
Pets Allowed
Pool (Private)

Property Features

Towels/Linens
Coffee Maker
Hair Dryer
Oven
Refrigerator
Stove
Full Kitchen
Microwave
Toaster
Ceiling Fan(s)
Blender

Other Property Amenities

Carbon Monoxide Detector
Heating
Lido Key
Dedicated Workspace
Dishes and Utensils
Fire Extinguisher
Living Room
Clothes Hangers
Hot Water
Long Term Stays Allowed
Smoke Detector
Hospital Close By
Private Entrance
Iron and Ironing Board
Patio
Beach Chairs Provided
Cornhole
Four (4) Parking Spaces
Near St. Armands Circle
Fenced Yard
Kitchenette
Keyless Lock
Hot Water Kettle
Dining Table
Bathtub
Clothing Storage
Wine Glasses
Sun Loungers
Residential Street
Outdoor Dining Area
Baking Sheet
Outdoor Seating
Games
Pots and Pans
Covered Deck
Contactless Check-In
Required Stairs
Ground Floor Property
Helpful details

Frequently Asked Questions

Island Hopping is located in Lido Key, Florida.

Island Hopping accommodates up to 10 guests.

5 Bedrooms and 4 Full Bathrooms.

The listed beach access for Island Hopping is Near a Beach.

Yes. The property lists Pool (Private).

Yes. Island Hopping is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
Local management

Professionally Managed By

Lido Key Vacations View Manager Profile

Questions about this rental?

Connect directly with Lido Key Vacations for current rates, availability, and local assistance.

Contact Reservations and Guest Services Lido Key Vacations
Daytime Phone
Property reference
#192491 · Island Hopping
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