Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! provides amenities, such as a water park and laundry facilities. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms3 bathroomsSleeps 13
Popular amenities
Ocean view
Kitchen
Washing machine
Dryer
Pet-friendly
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!
Las Ventanas Resort-like setting with semi-private pool, rooftop deck, in-house elevator, and 5 terraces in heart of Siesta Village! Just 1-minute walk to Siesta's best Beach and the shopping dining and entertainment of the village! Spacious, bright, airy, and surrounded by palms. Experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love ∙ Terraces and Rooftop –beautiful views from five balconies and rooftop terrace ∙ Semi-private Pool – heated pool and sun shelves shared with just one other unit ∙ The Beaches – 1-minute to Siesta Key's top beaches with white sand and calm clear water ∙ Restaurants – 1-minute walk to the shopping dining and entertainment of the Siesta Village ∙ Gulf Breezes –Ventanas means “Windows” and 3000 ft.² of windows catch sea breezes day and night ∙ Relaxing – 5 baths and a balcony off every bedroom ∙ Sunsets –walk 1-minute to best sunsets or just enjoy from your rooftop deck ∙ Activities – a few free bikes and paddleboards provided, but scooter and golf cart 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 – walk to all Siesta Key's top attractions and guaranteed fun for all
The Beach Our beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.
The Location You aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities, this property will deliver what they need. It's just steps to the top attractions on the island including 4 beach accesses, and 20 bars and restaurants. Walk right 450ft to the best beaches in America or left 450ft to the world-famous shopping dining and entertainment of the Siesta Key Village. This area has - ice-cream, tide pools, daiquiris, dolphins, fresh oysters, white-quartz-sand, big breakfast, sunsets, amazing seafood, white lagoons, craft beer, sand dollars, live music, shopping, and gourmet donuts. Back at the house, you'll enjoy a semi private pool (shared with just one other unit), as well as private features including - four private gathering areas for your bonding enjoyment including a poolside swim-out room with wet bar, and a rooftop sundeck with ocean views and wet bar. When you'd prefer to relax, you'll find lots of bright and airy out the way rooms and terraces for quiet decompressing.
Bedroom Details This is a huge 4BR, you can sleep up to 13 family style. The master suite (large) has two queen beds with bath en-suite, a twin bed in the alcove and a large terrace. Bedroom #2 has a king bed and terrace. Bedroom #3 has a queen bed with bath en-suite and a terrace. Bedroom #4 is a swimout apt with a queen bed, living room, TV, full bath en suite, and private lanai poolside.
Beach Gear Provided We provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. 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.
Property amenities
Beach
Beach nearby
Pool/Spa
Communal pool
Heated pool
Internet
Available in the house: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
4 bedrooms
Bedsheets provided
Sofa bed
Bathroom
3 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Office
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
In-room accessibility
Lift
Smoke-free property
Services and conveniences
Iron/ironing board
Limited housekeeping
Location highlights
In a village
In the city centre
Near a hospital
Near a zoo
Near the marina
Near the sea
Things to do
Bicycles
Heated pool
Kayak
Optional golf privileges
Water park
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Surfing/bodyboarding nearby
Swimming nearby
Theme park nearby
Wildlife walks nearby
Windsurfing nearby
Safety features
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
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
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
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
About the area
Located in Siesta Key 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 and St. Boniface Episcopal Church Labyrinth. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Siesta Key travel guide
Is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?
On-site parking is available at the property.
What time is check-in at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?
Checkout is at 10:00 AM.
Where is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! located?
This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. St. Boniface Episcopal Church Labyrinth and Irma Beach are also within 2 miles (3 km).
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! Reviews
Reviews
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.
Easy to check in and communicate. Perfect location, pool, and rooms. We will be back! Appreciate everything!
Verified traveller
Stayed 4 nights in Jun 2024
From a partner site
10/10 Excellent
Tara O.
6 Dec 2023
Birthday Celebration
4 couples stayed in this beautiful home for a birthday celebration! Fantastic location, well appointed house, comfortable beds. Dan is an amazing host and responds quickly to random questions!
We loved the property! Perfect amount of space for 2 families with kids! So clean and perfect location. Easy walk for kids to beach and restaurants! We will be back!
Carol A.
Stayed 3 nights in Jul 2023
From a partner site
10/10 Excellent
p C.
29 Dec 2023
great stay
Our entire interaction with Dan and the Gertrude team was great. The property was just as pictured, well maintained and extremely well stocked. Bikes, beach chairs, even coolers were provided. Definitely recommend Gertrude's and plan to come back soon.
p C.
From a partner site
10/10 Excellent
Gretchen C.
16 Jan 2025
Great place great location
We really loved this home to stay in for five nights. It was a two minute walk to the beach, two minute walk to the village. It was very spacious and clean. Unfortunately We did not have great weather to utilize all the multiple decks and the pool area. There is a great rooftop deck where we were able to see a beautiful sunset. We would definitely stay here again!
We enjoyed our stay here very much. House was close to restaurants and the beach so we really didn’t have to drive around much. It was also nice to have a wagon to take our stuff to the beach as well as bikes to explore the area. I thought the pool was small but lots of other compensating factors.
The stay was perfect! Great accessories for the beach, walking distance to the restaurants and bars. Beach was a short walk as well! We loved the stay and would recommend it to anyone. The elevator was a cool touch as well it made it easy to fill a cooler and bring luggage to different floors. Really great communication and even let us drop our bags off a bit early which was awesome!!
Grant S.
Stayed 3 nights in Sep 2024
From a partner site
10/10 Excellent
Karen S.
7 Feb 2024
Loved our stay Siesta Key
We were a group of nine women enjoying fun in the sun. Our accommodations were perfect. Communication with Dan was superior. The heated pool was enjoyable. I would not hesitate to stay again.
5 stars 😊
Karen S.
From a partner site
10/10 Excellent
Karen S.
7 Feb 2024
Loved our stay Siesta Key
We were a group of nine women enjoying fun in the sun. Our accommodations were perfect. Communication with Dan was superior. The heated pool was enjoyable. I would not hesitate to stay again.
5 stars 😊
Walking distance to the beach with a semi private pool (shared with adjoining unit). All the amenities provided, and more. Elevator to the fourth floor was super convenient. Walking distance to shops and restaurants. Property manager was flexible and easy to work with. Definitely would stay again!
This house is outstanding from the beauty of the home to the location of the beach and village attractions. We can’t stop talking about it and are preparing for next year. You will not be disappointed. Everything is right at your fingertips. Siesta Key is amazing.
Jen N.
Stayed 4 nights in Nov 2023
From a partner site
10/10 Excellent
Dede A.
8 Jan 2024
Siesta Key gem
This multilevel duplex was a wonderful place to spend a week at Siesta Key. Thoughtfully appointed and beautifully decorated, not one detail was overlooked! Communication with the owner was answered promptly. The location is perfect for strolling to the Village and to the beach, we barely needed our car. We look forward to returning soon
Property was as stated, plenty of room, nice decor, close to everything, lovely pool, the beach accessories were a great touch! Wed
Elaine K.
Stayed 4 nights in Apr 2024
From a partner site
10/10 Excellent
Amy S.
2 Mar 2025
Our stay at this stunning gulf-view rental was absolutely perfect! The house offered breathtaking views of the sunset right from the spacious deck, making every evening feel magical. The interior was beautifully decorated, clean, and equipped with everything we needed for a comfortable stay.
The location couldn't have been better — just a short walk to the beach, local restaurants, and lively bars. It was so convenient to enjoy a day on the sand and then head out for dinner and drinks without needing to drive.
The host was incredibly responsive and thoughtful, ensuring we had everything we needed for an unforgettable getaway. If you're looking for a peaceful retreat with unbeatable views and easy access to local hotspots, this place is a gem. We can't wait to come back!
We had a great weekend going into the village and then the opposite direction to the beach. Perfect location. We were all comfortable. The only thing I didn’t like is the that the bedroom right next to the pool did not have a complete set of blinds so when your neighbors were using the pool they could see directly into your room. Need to have those fixed but overall great stay. They were very responsive.
Lisa B.
Stayed 3 nights in Sep 2023
From a partner site
10/10 Excellent
Tara O.
6 Dec 2023
Birthday Celebration
4 couples stayed in this beautiful home for a birthday celebration! Fantastic location, well appointed house, comfortable beds. Dan is an amazing host and responds quickly to random questions!