Gertrude's Siesta | 100% Private, 2-min to Beach Path! Dining & Music! Snorkeling, Sunsets!

The Coral Cottages 4BR - New Listing
Newly remodeled with private patio and heated pool, just steps from Siesta Key's top beaches and attractions—no car required. This 100% private 4BR includes 2 side-by-side 2BR units and is a 1-minute walk to the South Village for bars, restaurants, and entertainment, or 2-minutes to a Siesta Key beach access with white sand, calm water, amazing sunsets, and a nearby reef for snorkeling and paddling. You're also just a 1-minute walk from the a shared heated pool and the free island trolley serving attractions throughout Siesta Key. On-site amenities include a free laundry and a patio for lounging and grilling. Book your Siesta Key vacation rental getaway now! New listing - Please read the reviews for our other Gertrude Rentals properties, we're very proud of them!

What Guests Love
∙ Separate Units – 2 units deliver space and privacy, perfect for large gatherings
∙ Patio – private tropical patio with grill and lounging area
∙ Beaches – 2-min walk to Siesta Key's award-winning beaches with white sand and calm water
∙ Pool – resort-size heated pool just a 1-min walk down a quiet street
∙ Reef Snorkeling – Point of Rocks Reef is just a 90-yard walk down the beach
∙ The Food – 10 restaurants within a 3-min walk, plus 3 waterfront restaurants within 3 miles
∙ Activities – boat, bike, jet-ski & sport-fishing tours, marina and rentals just 7-min away
∙ Sunsets – 2-min walk to some of the best sunsets in North America and whatever comes next
∙ Relaxing – peaceful street and 100% private house with no neighbors attached
∙ The Fun – live music, daiquiris, oysters, stone crab, craft beer, ice cream and fresh donuts
∙ The Memories – easy access to Siesta Key's top attractions and beaches, with fun for everyone
∙ The Unit – fully remodeled in 2025 with everything you need for a Siesta Key getaway

The Beach
Our neighborhood has two convenient Siesta Key Beach entrances—the closest is just a 2-minute walk and the second is about 3-minutes away. Both lead directly to Siesta Key's famous white quartz sand and calm, clear Gulf waters. Public Beach Access #12 and #13 are also nearby, about a 4- and 6-minute walk. For a livelier beach scene with food, drinks, and the Sunday sunset drum circle, simply walk north along the beach or hop on the free Siesta Key Breeze trolley. Point of Rocks Reef is only about 90 yards south, perfect for snorkeling, paddling, and exploring. The free trolley runs the length of the island, making it easy to reach Siesta Key's other beaches and eco attractions.

The Home
This quiet cottage is fully appointed, 100% private, totally remodeled in 2025 and offers convenient ground-floor, single-level living close to everything. Your private patio is partially fenced and surrounded by tropical landscaping, with a gas grill and comfortable lounge seating. It's the perfect spot for a quiet cup of coffee, a good book, cocktails, or an al fresco meal.

The Location
No car needed. Tucked away on a quiet street with no through traffic, businesses, or public parking, yet just a 1-minute walk to the shopping, dining, and entertainment of Siesta Key's South Village. Nearby favorites include Big Water Seafood (the best seafood in the county), Daiquiri Deck, Sniki Tiki, Crescent Club, Orange Octopus, Spearfish Grill, and more. Walk 2 minutes to two Siesta Key beach accesses with beautiful Gulf waters and incredible sunsets, or 3 minutes to boat, bike, jet-ski, and fishing tours. Prefer to relax? You have a quiet patio outside the kitchen and a heated pool (shared) is just a 1-minute walk away.

Property Truths
Living room seating is a little limited and each unit includes a 90 inch sofa with chaise and hard back dining chairs. Guests are welcome to bring cushioned patio chairs inside. During February, March, July, and New Year's, nearby beaches can get crowded. There's always plenty of room to enjoy the water, walk the shore, and explore the reef, plus several other Siesta Key beach accesses just a short walk away.

Reef Snorkeling
Siesta Key is already paradise—then add one of the Gulf Coast's best snorkeling spots. Just 90 yards south along the beach, Point of Rocks offers shallow waters, tide pools, colorful marine life, and great shelling. Depending on the day, you may spot chameleons, sponges, mother-of-pearl shells, conch, dolphin, or even sea turtles. Explore by foot or bring a snorkel, paddle-board, or kayak.

Bedroom Details
This property includes two 2-bedroom cottages, each with a king bedroom, a queen bedroom, and a sleeper sofa in the living room. You can sleep up to 12. Need more space? We can get you an additional unit nearby.

Beach Gear Provided
We provide beach towels, beach carts, chairs and umbrellas. If you don't have what you need, just reach out to us and we can get it for you. Correction for Airbnb listings - this location doesn't provide "snorkeling gear" but this and anything you need can be rented or purchased nearby at reasonable prices.

Household Items Provided
This vacation rental comes with bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.

What to Bring
Siesta Key is a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.

Post Booking Support
We understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time.

Terms
Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.

Travel Insurance
If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.