A short walk from Siesta Key Beach, Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio! provides golfing on site, a water park, and laundry facilities. Stay connected with free in-room WiFi.
Reviews
9.89.8 out of 10
Exceptional
Popular amenities
Ocean view
Pool
Kitchen
Washer
Dryer
Pet friendly
Add dates for prices
About this property
Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio!
Hoppy's Ocean View Beautiful ocean-view home in top location with pool! Just 1-2 min walk walk to Siesta Key beach! 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Balcony, alfresco dining and lounging, and heated pool (shared). Perfect for families or couples who relax, explore and repeat. Book your getaway now!
What Guests Love ∙ Ocean Views – southwesterly ocean views from the balcony ∙ Beaches – 1-min walk to award winning Siesta Key beaches ∙ Relaxing – private balcony and patio with dining and lounging ∙ Pool – beautiful heated pool (shared) with tropical plants just 20 steps away ∙ Sunsets –walk 1-min to Siesta Key sunsets or just enjoy from the balcony ∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch ∙ The Fun - nearby Siesta Village has live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts ∙ Activities – bikes, paddleboards, scooter and golf cart rentals nearby ∙ Island Trolleys –just 1-min walk to pick up, free of charge to all top attractions ∙ The Memories – walk to all Siesta Key is top attractions and guaranteed fun for all ∙ Price - this vacation rental listing is direct with the manager and is the guaranteed lowest cost
The Beach Our beach has a quieter Siesta Key Beach in front and to the right plus a lively popular crowd at the Public Beach 50 yards south. It is a top spot on the island for sunsets and on Sundays the world-famous Siesta Key Drum Circle happens 100 yards down the beach. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.
The Home Large 3BR home fully remodeled in 2023. Beautiful décor and thoughtful amenities throughout. Out-door grilling and dining, indoor and outdoor lounging, perfect for bigger groups, surrounded by palms. Set on the Southern edge of Siesta Village. Just 1-minute walk to top beaches, and 3-minute golf cart or trolly ride (15-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.
Bedroom Details This ocean view property is three stories, living space on the second and third floor. There is one large king bedroom, two queen bedrooms, a queen sleeper in the living room, a trundle under one of the queen beds and two Tempur-pedic rollaway beds. You can sleep up to 11 family style. Need more space? We can get you a tempur-pedic rollaway bed or an additional unit nearby.
Property Truths The pool at this location is shared with just three other units. Your unit is unit A, the pool is located behind units C and D, and this is only 20 steps from your building. While shared pools are "the norm" on the island, especially this close to the beach, people used to less popular beach destinations could be caught by surprise. Our properties in Vermont and New Jersey commonly have private pools, but don't go there if you can go to Siesta Key.
Beach Gear Provided We provide beach towels, chairs, carts, 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 We provide 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 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.
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Located in Siesta Key, this vacation 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. Traveling with kids? Consider Mote Science Education Aquarium, or check out an event or a game at Robarts Sports ARENA. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Siesta Key travel guide
Does Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio! have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio! pet-friendly?
Yes, pets are allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio!?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio!?
Check-out is at 10:00 AM.
Where is Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio! located?
This family-friendly Siesta Key vacation home is located by the sea, within 1 mi (2 km) of Siesta Key Beach Playground and Siesta Key Beach. St. Boniface Episcopal Church Labyrinth and Siesta Key Farmers Market are also within 1 mi (2 km).
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Reviews
Gertrude's Siesta | Ocean-Views, Heated Pool, 1-2 min walk to Beach, Covered Patio! Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers 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.More informationOpens in a new window
10
Cleanliness
10
Location
10
Property conditions & facilities
Rating 10 - Excellent. 86 out of 94 reviews
10 - Excellent
86
Rating 8 - Good. 7 out of 94 reviews
8 - Good
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Rating 6 - Okay. 0 out of 94 reviews
6 - Okay
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Rating 4 - Poor. 0 out of 94 reviews
4 - Poor
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Rating 2 - Terrible. 1 out of 94 reviews
2 - Terrible
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Reviews
From a partner site
10/10 Excellent
rick s.
Feb 7, 2026
It's all good
Our second stay at this property.....great location...convenient to beach and walking to town is a breeze. Very well equipped and comfortable.
Overall a great stay with excellent customer service. A few minor things needed repair, but still recommend. We will for sure consider Gertrude for our next trip!
This property was so perfect for our beach vacation! They had everything and more we needed for the beach. It was so easy to check and and checkout. We will definitely stay here again if we are back in Siesta Key!
The property and the views are absolutely amazing! The pictures do not do it justice. The owner was absolutely amazing and extremely accommodating. 100%, would stay here again.
We had a great time! Weather was fabulous as was our place! Host was great and very responsive. Short walk to the most beautiful beach ever! Will definitely be coming back!!
The description of the property was perfect. Once you park, no need to use your car again. Plenty of beach gear to use, free trolly system, and it really was about 150 steps to the beach. We had a perfect time.
Stayed 3 nights in Mar 2025
From a partner site
10/10 Excellent
Karl H.
Apr 8, 2025
Gem in Siesta Keys
Had a great stay at Gertrude rentals. Literally one block from the beach! Walk to town. Lots to do.
Could not be happier. The house was immaculate and plenty of space for all of us. Thank you for making our stay wonderful.
The perfect home for a first trip! The home has everything you need, you will never want to leave. The beach is right across the street, close to Downtown Sarasota and walking distance to the Village. We had the best time, we will be back!
We hosted Spring Break for our daughter and several of her friends. We loved this location. We were in the middle of everything—the walk to the village was so easy, we were only steps to the beach, and the place was clean and spacious. We will definitely be back!
My family agrees this was the best vacation rentals we stayed in. We had everything we needed for our stay at the house. Everything we needed for the beach. Such a short walk to the beach. It was great to have the elevator for my parents who are elderly and it was nice to use when taking loads of stuff up and down the stairs.
We wanted to get away just for the weekend driving up from Miami. This place was amazing. The house was beautiful, clean, and had all the amenities you needed included all the things for the beach which was a huge bonus for us. This is walking distance to such a beautiful white sandy beach. Having access to the pool was a treat for us also. Would love to come back again in the near future.
Stayed 3 nights in Sep 2023
From a partner site
10/10 Excellent
Alicia G.
Jun 29, 2024
Hoppy Beach AWESOME!!!
Amazing Time!!! So close to the beach! Beach gear / wagons / towels a plenty. Diana was a great resource! Condo was Perfect! Everything we coulda asked for & more!!!!! We'll be back!!!
Stayed 6 nights in Jun 2024
From a partner site
10/10 Excellent
Karen F.
May 19, 2025
Fun, fun, fun
First time to stay so close to the beach. Everyone said it was so nice to be able to come and go all day. The wagon and chairs were well used. Elevator came in handy in loading and unloading the car, otherwise, we used the stairs. Loved being able to see the beach from the balcony with my cup of coffee. Any questions we had were quickly answered during our stay :)
It was a very easy check in process and clean property. Very seamless in getting checking and check out. did not require us to do anything to exit. Would definitely rent from Dan again.
Stayed 3 nights in Jan 2024
From a partner site
10/10 Excellent
Thomas M.
Aug 22, 2024
Siesta Key Long Weekend
We rented Gertrude 3BR home for 5 nights. I have to say, the house rental was completely spectacular. Very clean and well appointed with amenities. The best part was all the beach gear and wagons to be able to set up at the short walk to the beach. The shared pool with the home next door was great also. I would highly recommend Gertrude rentals and highly recommend Siesta Key as a destination.
From a partner site
10/10 Excellent
Joanne V.
Dec 11, 2023
Amazing Family Vacation Home
The home, its location, amenities and the availability of the owner to answer any question, made this rental one of the best we have ever stayed at.
I couldn't recommend it enough!
We had asked for 2 pack and plays and 2 high chairs and they were there on our arrival. The toys, the bicycles, the wagons, the beach chairs, the fire pit and the heated pool all add up to an amazing holiday!
From a partner site
10/10 Excellent
Paula P.
Aug 18, 2024
Great
This place was amazing! It worked out wonderfully for our family! Everything you could possibly imagine was provided. We did not have to pack any sand/beach stuff. The house was sooo comfortable and clean. I would give this a 10 star review! Super easy access to the beach!
From a partner site
10/10 Excellent
Leigh V.
Aug 21, 2024
Great
This beautiful beach home had it all for 6 of us—beach chairs, umbrellas, bikes, cooler, swimming pool, beach towels, and even an elevator! Very clean, beautifully decorated, comfortable beds, and a kitchen that was well stocked with dishes and cookware to cook, and eat in if you want but it's located close enough to walk to the village for live music and great food and drinks! Located in a quiet neighborhood across the street from the beach! This place is going to rent out quickly—don't miss a chance to enjoy it for yourself!
We had an amazing family
Vacation !! Your place is homey , great beach view , easy access to all needs !!
So thankful for the pack and play and high chair as well
And to not have a laundry list of things to do prior to check out .. and to be able to have a leisure cup of coffee and a stroll on the beach as we enjoy the last moments of vacation. ..is the icing on the cake !
We will look forward to booking a week ( or maybe 2!!) next year