Entire home

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

Choose dates to view prices

Photo gallery for Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!

Beach nearby
Terrace/patio
Smart TV, offices
A heated pool
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 13

Popular amenities

  • Parking available
  • Air conditioning
  • Pet friendly
  • Dryer
  • Washer
  • Outdoor Space

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪2 min walk‬
  • Crescent Beach
    ‪7 min drive‬
  • Lido Beach
    ‪22 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪21 min drive‬

Room options

About the neighborhood

Siesta Key

Located in Siesta Key Village, this vacation home is adjacent to Siesta Key Beach and within a 5-minute walk of Siesta Key Farmers Market. The vacation home includes a kitchen, a balcony, and a sofa bed.

What's nearby

  • Siesta Key Beach - 2 min walk - 0.1 miles
  • Shell Beach - 4 min drive - 2.0 miles
  • Crescent Beach - 7 min drive - 3.2 miles
  • St. Armands Circle - 19 min drive - 9.7 miles
  • Lido Beach - 22 min drive - 11.0 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 32 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Siesta Key Oyster Bar - ‬5 min walk
  • ‪Siesta Key Beach Pavilion - ‬3 min drive
  • ‪The Old Salty Dog - ‬6 min walk
  • ‪Daiquiri Deck Siesta Key - ‬5 min walk

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 is 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.
The vacation home is air-conditioned and features a kitchen, 4 bathrooms, and a balcony, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a sofa bed, and a coffee maker. Limited housekeeping is available.

Property manager

Gertrude Rentals 888-5SIESTA

Languages

English, French

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 4 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.
  • Elevator
  • Wheelchair accessibility
  • Smoke-free property

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • 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
  • Snorkeling 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property welcomes pets
  • Service animals exempt from fees

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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

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

758692

Frequently asked questions

What's there to see around this vacation home?

This vacation home is situated in Siesta Key Village, just steps from Siesta Key Beach and Siesta Key Farmers Market. You'll also find Crescent Beach and Shell Beach within a short drive.

Is there parking available at this vacation home?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! good for couples?

Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each accommodation with some featuring ocean views.

Are there hot tubs at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?

No, but this vacation home does have a heated pool.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 10.3 mi away (32 minutes by car).

Are there rooms with balconies that I can book at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village!?

Yes, every accommodation at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! comes with a balcony with some featuring ocean views.

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 38 out of 39 reviews
Rating 8 - Good. 1 out of 39 reviews
Rating 6 - Okay. 0 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Thomas W., New York, New York

Liked: Cleanliness

Great house and location

The house is perfectly located by the beach and the main strip, the host was very helpful and accommodating!
Stayed 3 nights in May 2025

10/10 Excellent

Emily M.

Liked: Cleanliness

Girls weekend

We do this every year same group same weekend. We wanted to make it special for our 50th birthday celebrations!! (We’ve been friends a long time.) the house was perfect for going to the beach or hanging out in the village. Plenty of rooms greet areas for gathering. (We are between 7-10 women). We’ve stayed in a lot of places this was easy and excellent. Yeah stuff broke or didn’t work right and as soon as I let them know they were right one it. Made it easy. Also the house if well equipped with all the beach things you need.
Stayed 4 nights in Apr 2025

10/10 Excellent

Grant S.

Liked: Cleanliness

PRIME Location!!

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!!
Stayed 3 nights in Sep 2024

10/10 Excellent

Thomas C.

Liked: Cleanliness

Amazing location and property!

Amazing property and location!! We loved it! The parents and recent grads had a blast. Thank you!!
Stayed 4 nights in Jul 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Amazing in every way!

Easy to check in and communicate. Perfect location, pool, and rooms. We will be back! Appreciate everything!
Stayed 4 nights in Jun 2024

10/10 Excellent

Pedro L.

Liked: Cleanliness

Great Location and Clean house

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.
Stayed 4 nights in May 2024

10/10 Excellent

Elaine K.

Liked: Cleanliness

Girls get away

Property was as stated, plenty of room, nice decor, close to everything, lovely pool, the beach accessories were a great touch! Wed
Stayed 4 nights in Apr 2024

10/10 Excellent

Jen N.

Liked: Cleanliness

Girl’s weekend getaway

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.
Stayed 4 nights in Nov 2023

10/10 Excellent

Lisa A.

Liked: Cleanliness

Siesta key birthday weekend

Great house, great location. Had everything we needed. Owner very responsive and easy to work with. Looking forward to staying in the house again.
Stayed 3 nights in Oct 2023

10/10 Excellent

Nick S.

Liked: Cleanliness

Great Beach getaway

Great location! Walking distance the beach and restaurant's / bars in Siesta Key.
Stayed 4 nights in Oct 2023

10/10 Excellent

Lisa B., Tampa, FL

Liked: Cleanliness

Great girls trip house

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.
Stayed 3 nights in Sep 2023

10/10 Excellent

Ann M.

Liked: Cleanliness

Couples weekend get a way

The property is outstanding! Very very well appointed! Looked just like the pictures, and they had everything you could ever need! We had one small problem with the Internet, and someone was there quickly to fix it! Outstanding, I would highly recommend this place to anyone looking to go see how beautiful siesta key is with a Group.
Stayed 3 nights in Sep 2023

10/10 Excellent

Ashley E.

Liked: Cleanliness

Perfect siesta key location

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!
Stayed 3 nights in Aug 2023

10/10 Excellent

Erin M.

Liked: Cleanliness

Beach vacay

Had a great stay. The house was awesome loved being so close to the beach! Perfect rooftop view for the sunset too
Stayed 4 nights in Aug 2023

10/10 Excellent

Debbie A.

Liked: Cleanliness

Vaca

We had a great time. The villa had many extras bikes, ping pong , great kitchen
Stayed 3 nights in Jul 2023

10/10 Excellent

Melissa M.

Liked: Cleanliness

Wonderful stay in Siesta

We had the best time! Dan was very responsive, within minutes was answering anything I had questions about. The house was fully equipped with everything you could possibly need for the beach. The elevator made it incredibly easy to bring in all of our luggage and food. The house is beautiful and walking distance to all of the restaurants and bars. It couldn’t have been a better location for us. Thank you for making our trip and stay wonderful!
Stayed 3 nights in Jul 2023

10/10 Excellent

Carol A.

Liked: Cleanliness

FANTASTIC

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!
Stayed 3 nights in Jul 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness

Quiet and Convenient

Great location within short walking distance to beach and local restaurants.
Stayed 3 nights in Jun 2023

10/10 Excellent

Katie P.

Liked: Cleanliness

Great vacation home

I highly recommend this property. The place was perfect for our family. The beach is 2 blocks away. Everything was great and I will definitely be back. Dan was great with communication. Everything ran very smoothly.
Stayed 4 nights in Jun 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness

Very close to the beach!

My family and I stayed in this beautiful vacation home for memorial weekend and we were beyond satisfied with everything the home offered as well as the attentiveness of the host. My family and I loved how close the beach was and how the house is located right next to Siesta Key Village. We are already planning our next vacation to this lovely home.
Stayed 2 nights in May 2023

10/10 Excellent

Shelley W.

Liked: Cleanliness

Beautiful place

We loved the proximity of this place to the village & to the beach. It was roomy & clean. The only drawback was that we had a large group of twenty somethings next door that had a hard time keeping down the noise. They were nice but loud.
Stayed 4 nights in May 2023

10/10 Excellent

Amy S.

Liked: Cleanliness

Beautiful home in great location

We very much enjoyed our stay and management was immediately responsive to our communications.
Stayed 5 nights in Apr 2023

10/10 Excellent

K.L. R.

Liked: Cleanliness

Great Place for a Mini Vacation from Tampa

Thank you for the excellent stay. We really enjoyed your property and would love to come back at some point!
Stayed 4 nights in Apr 2023

8/10 Good

Noreen M.

Liked: Cleanliness

Spring Break

Wonderful large property with plenty of bedrooms and ideal location. Decor was odd and outdated, but space and location to beach and restaurants made this property well worth the stay. Nice pool is shared with the two units. Towels and beach equipment were great, but otherwise no essentials provided, like none. Overall we would return because of the location.
Stayed 4 nights in Apr 2023

10/10 Excellent

Erin B.

Liked: Cleanliness

Fantastic location, home, and property manager

Location and amenities of the home were fantastic. Easy check-in and check- out made the vacation great from start to end.
Stayed 5 nights in Mar 2023