Siesta Key Beach is a short stroll from this condo, and other popular attractions like Crescent Beach are within a mile (2 km). The condo includes a kitchen, a balcony, and a dining area.
The Bayside Unit Top floor bayside unit with 40-foot balcony, tennis/pickleball courts, elevator, private beach and complimentary beach chaises, two heated pools, bay-front lounging area, hot tub, causeway on inter-coastal, boat moors, fitness center, fishing pier, and beautifully manicured grounds stretching from Beach to Bay. Enjoy resort amenities in the heart of Siesta Key. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love ∙ Resort Amenities – heated pools, jacuzzi, gym, pickle, tennis, and boat moors ∙ The Balcony – royal palm views from balcony connecting bedrooms and living area ∙ The Grounds – fishing causeway, private bay and beach access, lined by royal palms ∙ Private Beach – 4-min walk to private beach and Siesta Key's widest whitest sands ∙ Restaurants – 2-min walk to free trolley to all Siesta's shopping dining and entertainment ∙ Sunsets –walk 4-min to best sunsets in America or just enjoy from your balcony ∙ Activities – scooter, golf cart, bike and kayak rentals nearby ∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch ∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts ∙ The Memories – perfect fit for all with resort amenities and trolley to all top attractions
The Beach Our beach is a private Siesta Key beach with the widest whitest sands, free chaise lounges, and umbrella rentals. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.
The Location With so many amenities, and all of it free of charge, a 3-night stay here will feel like a two-week getaway. If you get the most from a vacation when you don't have search or worry about anything, this unit is not a plus for you it's a must! Although you could easily take a free trolley 1-mile any direction to dozens of shops and restaurants, you can also satisfy every vacation desire without ever putting on your shoes or leaving this resort. You can swim in pools or in the Gulf, fish the inter-coastal, exercise in the gym, sleep in the sun, explore Siesta Key's best beach, make Sandcastles, and even sightsee all in a safe environment and right on your property. The beach here has the whitest sand on the island, but some of the best moments are watching boats and dolphins pass from the private balcony or nearby bay-front pool.
Bedroom Details This is a 3rd-floor (top) unit with an elevator. This two-bedroom unit has a king bedroom, a bedroom with two queens, and a sofa in the living room. You can sleep up to 6. If you need more space, I can get an additional unit nearby.
Beach Gear Provided We provide beach towels, and the resort provides free chaise loungers and umbrella rentals. If you have any issues just reach out and we will do whatever we can. 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.
Important Resort Limits 1) Expect a special experience where each visitor's peaceful enjoyment is respected. The minimum age for visitors not accompanied by a parent or guardian is 25 years. Stay up as late as you want, but the “quiet neighbor times” begin 10 PM. After 10 PM relocate the party to nearby Siesta Village or the Crescent Beach area. 2) Just one parking space per unit. However, cars are not necessary and an additional "emergency parking space" is available 1 mile away. If any of these limits are not a fit for you, please let me know, I have other properties available.
Household Items Provided We provide bedding, kitchen items, private laundry, 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 It's 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.
The condo is air-conditioned and features a kitchen, 2 bathrooms, and a balcony. There's space to spread out with 2 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Garden
Property located in a resort
Unit size: 1,000 square feet
Policies
Check-in
Contactless check-in available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
This property doesn't allow pets
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.
Property is also known as
889456
Frequently asked questions
What can I see around this condo?
This condo is located in Siesta Key, a short 6-minute walk from Siesta Key Beach and also 20 minutes on foot from Crescent Beach. You'll also find St. Boniface Episcopal Church Labyrinth and Siesta Key Beach Playground less than a mile away.
Will I be able to park at this condo?
No, there isn't parking at this condo.
Is this condo associated with a casino?
No, this condo is not connected to a casino.
Will I find an indoor pool at this condo?
No, this condo doesn't have an indoor pool; however, there is a hot tub.
What amenities will couples enjoy at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?
Amenities that appeal to couples at this waterfront condo include a kitchen and a smart TV in each condo unit with some featuring ocean views.
Are there hot tubs at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?
Yes, this condo has a spa tub.
Does this condo provide breakfast?
No, this condo doesn't offer breakfast.
Will this condo allow pets to stay for free?
No, pets aren't allowed at this condo.
Are there connecting rooms at this condo?
No, there aren't connecting rooms at this condo.
How far is the airport from this condo?
The closest major airport to this condo is Sarasota-Bradenton Intl. Airport (SRQ), which is 11.3 mi away (31 minutes by car).
Can I book a room with a balcony at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!?
Yes, every condo unit at Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! comes with a balcony with some featuring ocean views.
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 15 out of 15 reviews
10 - Excellent
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Rating 8 - Good. 0 out of 15 reviews
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Rating 6 - Okay. 0 out of 15 reviews
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Rating 4 - Poor. 0 out of 15 reviews
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Rating 2 - Terrible. 0 out of 15 reviews
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10/10
Cleanliness
Reviews
10/10 Excellent
katie r.
Apr 10, 2025
Liked: Cleanliness
katie r.
Stayed 3 nights in Feb 2025
10/10 Excellent
Connie D.
Mar 21, 2025
Liked: Cleanliness
Retirement!
Beautiful property!
Connie D.
Stayed 5 nights in Mar 2025
10/10 Excellent
Kim T.
Mar 16, 2025
Liked: Cleanliness
Fulfilled Expectations
Location was perfect. Pools, beach & amenities were great. Condo was clean and filled with most everything we needed. Need more hooks throughout, to hang towels and bathing suits and an ottoman in the living room.
Kim T.
Stayed 6 nights in Mar 2025
10/10 Excellent
Mary S.
Mar 6, 2025
Liked: Cleanliness
Birthdays 2025
We enjoyed our stay and exploring the area. Weather was fantastic.
Mary S.
Stayed 4 nights in Mar 2025
10/10 Excellent
Todd T., Chicago, IL suburb
Feb 9, 2025
Liked: Cleanliness
A great condo in a wonderful location!
Very nice condo. We were close to the intercoastal end of the property, where a pool and hot tub overlook the water. An easy walk over to the beach, with private access. Such a nice property!
Todd T.
Stayed 4 nights in Feb 2025
10/10 Excellent
Steve M.
Dec 31, 2024
Liked: Cleanliness
Great stay in siesta key
Excellent location. Comfortable and well appointed unit. Gorgeous beach. Nice pools and tennis courts and other amenities. Great communication with owner. Very enjoyable for our family.
Steve M.
Stayed 3 nights in Dec 2024
10/10 Excellent
Jason D.
Nov 25, 2024
Liked: Cleanliness
Weekend
Everything was great. Zero problems and professional.