Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!
Kaia's Sara Sea 4BR Newly redecorated with pool and jacuzzi, just 1-minute walk to Siesta Key beach! Poolside lounging and grilling, sunsets, sandbars, and on reef snorkeling and paddling. Listing includes two 2BR units (total 4BR). Just 4-min walk to shopping dining bars and live music. Book your getaway now!
What Guests Love ∙ Separate Units – 2 units each with private kitchen and living room (1-floor apart) deliver space and privacy ∙ Beaches – 1-min walk to Siesta Key's award winning beaches, white sand, calm water ∙ Relaxing – private patio and shared balcony with dining and lounging ∙ Pool – beautiful heated pool with tropical plants just 1-minute walk ∙ Reef Snorkeling – 70-yard walk to Point of Rocks, free snorkel gear provided ∙ The Food –12 restaurants within 0.5 miles, 3 waterfront restaurants within 4 miles ∙ Activities – Boat bike jet-ski & sport-fishing tours, marina and rentals 7-min away ∙ Sunsets –1-minute walk to best sunsets on Siesta Key and whatever comes next ∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts ∙ The Memories – access Siesta Key's top attractions and beaches guaranteed fun for all ∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost
The Beach Access to two private Siesta Key beaches. With no public parking nearby, this cove is one of Siesta's more exclusive beaches. The white quartz sand, tide pools, and calm, clear water are perfect for relaxing. A livelier scene with food, drinks, and the weekend drum circle is just a short beach walk north. Point of Rocks reef is only 60 yards south.
The Location No car needed. Nestled on a quiet street with no traffic, businesses, or public parking. Walk 4-minutes two 12 bars and restaurants. Walk 7-minutes to Siesta's top eco-adventures boat, bike, jet-ski, and fishing tours. Prefer to relax? Sunbathe at the beach, nap by the pool or enjoy Siesta s top-rated seafood, ice cream, and waterfront dining. Just a short stroll to favorites like Daiquiri Deck, Sniki-Tiki, Crescent Club, and Orange Octopus.
Reef Snorkeling Siesta Key is already paradise now add one of the Gulf Coasts best snorkeling spots! Just 60 yards south, Point of Rocks offers safe, shallow waters filled with tide pools, colorful marine life, and shelling treasures. Most days you'll spot chameleons, sponges, mother-of-pearl shells, conch, and maybe even dolphins or turtles. Ideal for exploring by foot, snorkel, paddleboard, or kayak.
Bedroom Details This listing includes two 2BR units. One unit has two king bedrooms and a queen trundle slide-out chaise sleeper sofa in the living room. The second unit has two king bedrooms and a queen trundle slide-out chaise sleeper sofa in the living room. You can sleep 12 people. If you need more space just ask about additional units nearby!
Property Truths This four-bedroom listing includes two units, one floor apart from each other. This configuration get you two living rooms and two kitchens and this is a good fit for most large groups, but if you would like four bedrooms under a single roof, let us know and we will gladly find you the perfect fit.
Beach Gear Provided We provide beach towels and the resort supplies chairs and umbrellas. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide "snorkeling gear" but this and anything you need can be rented or purchased nearby.
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.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Siesta Key
Located in South Village, a neighbourhood in Siesta Key, this holiday home is near theme parks and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Ed Smith Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive
Restaurants
McDonald's - 2 min drive
Panera Bread - 3 min drive
Captain Curt's Crab & Oyster Bar - 4 min walk
Taco Jalisco - 3 min drive
Hooters - 3 min drive
Frequently asked questions
Does Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! have a pool?
Yes, this property has a pool.
How much does it cost to stay at Gertrude's Siesta: pool, spa pool, beach?
As of 10 July 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta: pool, spa pool, beach on 30 November 2026 start from NZ$2,114, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?
On-site parking is available at the property.
What time is check-in at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?
Checkout is at 10:00 AM.
Where is Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! located?
This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Turtle Beach is 2.1 mi (3.5 km) away.
Reviews
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Exceptional
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Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones