Welcome to our family of Siesta Key vacation rentals! We offer a curated collection of properties across Siesta Key, Florida — each with its own unique character and location. Whether you’re looking for a waterfront compound, a beachside cottage, or a luxury multi-level home, we have the perfect Siesta Key getaway for you.
Siesta Heron Suites & Villas — Waterfront Compound on Heron Lagoon
7 Units | 1–3 Bedrooms | Located on Midnight Pass Road between Crescent Beach & Turtle Beach
Siesta Heron Suites & Villas is located amid the breezy palms and serene mangroves of Heron Lagoon – between Crescent Beach and Turtle Beach in Siesta Key, Florida. This waterfront compound consists of seven well-appointed homes featuring updated appliances and coastal contemporary finishes. Each air-conditioned home offers a private kitchen and bath(s) with cookware, utensils, linens and towels provided, in addition to large flat screen television(s), cable TV, and Wi-Fi throughout. Every home also includes a Keurig coffee maker, hair dryer, iron and ironing board, and other thoughtful details to enhance your stay – just bring your favorite family and friends, food and consumable provisions!
A host of complimentary amenities and activities await your party at Siesta Heron including a seasonally heated communal pool for year-round enjoyment, a spacious poolside lounge area with plenty of seating amid lush tropical landscaping, gas grills for outdoor cooking, a large lagoon-facing sundeck with loungers, a dock for fishing or observing birds and marine life, and direct access to Heron Lagoon for launching the community’s fleet of kayaks, canoes, and paddleboards. Add to that a free air-conditioned laundry facility, community use of island bicycles, beach gear, chairs, and towels!
Siesta Heron’s relaxing, family-friendly Midnight Pass location sits on the free Siesta Breeze Trolley route, just minutes from shopping and dining at Crescent Village and the natural beauty of America’s highest-rated public beaches. Reserve any of these homes individually (for a 3-night stay, weekly, or monthly), or create an unforgettable experience for larger parties by reserving the entire compound as a private tropical retreat for waterfront weddings, family gatherings, and company retreats.
Holiday House — Beachside Cottages Near Siesta Key Beach
4 Units | 1–2 Bedrooms | Separate location — just a short walk from Siesta Key Beach
Holiday House is a charming 4-unit property located in a quiet neighborhood just minutes on foot from the sandy shores of Siesta Key Beach. Please note: Holiday House is a separate property and is not located at the Siesta Heron compound. Each cottage-style unit features an open floor plan with large windows that fill the space with natural light, a fully equipped kitchen, comfortable furnishings, and modern amenities including Wi-Fi and streaming services. Units range from cozy 1-bedroom retreats to spacious 2-bedroom suites accommodating up to 6 guests.
Guests at Holiday House enjoy access to a heated swimming pool surrounded by tropical landscaping, screened-in patios, an outdoor grill area, and complimentary on-site laundry. The walkable location puts you steps from the beach, restaurants, and the Siesta Key Trolley route — all with the peace and quiet of a small, intimate property with only four units.
Miramar — Luxury Beach Home with Private Pool
1 Home | 4 Bedrooms, 3.5 Baths | Up to 11 Guests | Separate location on Siesta Key
Miramar is an upscale multi-level vacation home offering a premium Siesta Key experience for families and groups. Please note: Miramar is a separate property and is not located at the Siesta Heron compound or Holiday House. This stunning home features four bedrooms — including a king master suite with en suite bath — open-concept living and dining areas with high-end furnishings, a fully equipped gourmet kitchen, and a fourth-floor screen room with wet bar for entertaining.
Outside, Miramar boasts its own private pool, an outdoor kitchenette, and no fewer than three patios for soaking up the Florida sunshine. With seamless access to Siesta Key Beach and enough space for up to 11 guests, Miramar is the ideal choice for those seeking luxury, privacy, and room to spread out on their Siesta Key vacation.
All of our Siesta Key properties are professionally managed by the same local team with deep knowledge of the area. Whether you’re booking a single suite, a beachside cottage, a luxury home, or an entire compound, we’re here to help you plan the perfect getaway. Contact us or call 888-941-RENT to get started!
*There are limited accessible features available for disabled guests at the present time. These special features do not include rooms accessible to disabled guest(s) for rental.