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

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Pool
Large ocean-view unit with terraces, roof-deck, pool, and just 500ft to beach and village - Siesta Key Village 4BR
Just 500ft to Siesta Key beach, Siesta Key Village 4BR
Master bedroom with two queens and private terrace, Siesta Key Village 4BR
Gertrude - One name, numerous possibilities!

Reviews

10 out of 10
Exceptional
4 bedrooms3+ 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
    ‪14 min drive‬
  • Lido Beach
    ‪34 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 13)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed and 1 Double Sofa Bed

Common Space

1 Single Bed and 1 Double Sofa Bed

3 bathrooms, 2 half bathrooms

Bathroom 1

Bathtub or shower · Toilet · Jetted bathtub

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Half Bathroom 4

Toilet

Half Bathroom 5

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Dining area

About this property

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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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

About the area

Siesta Key

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, or check out an event or a game at Stardust Event Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 2 min walk - 0.2 km
  • Shell Beach - 8 min drive - 3.1 km
  • Crescent Beach - 14 min drive - 4.9 km
  • St. Armands Circle - 17 min drive - 14.1 km
  • Lido Beach - 34 min drive - 16.9 km

Getting around

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

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Siesta Key Oyster Bar - ‬4 min walk
  • ‪Siesta Key Beach Pavilion - ‬3 min drive
  • ‪The Old Salty Dog - ‬6 min walk
  • ‪Daiquiri Deck Siesta Key - ‬5 min walk

Frequently asked questions

Does Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village! have a pool?

Yes, this property has a pool. Pool types include heated pools.

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

Yes, pets are allowed at this 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. Irma Beach and Siesta Key Beach Playground are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 35 reviews
Rating 8 - Good. 3 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mike P.

Great spot in Siesta Key

We had a great time in Siesta Key and the home was perfect for our family of 10. It was a 2 minute walk to the beach and to the hub of town. Very easy to walk to get some food and taking the kids to the beach. The house was great. Plenty of room for our group. Highly recommend.
Stayed 4 nights in Nov 2024

10/10 Excellent

Melissa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

We had the best family vacation! This location is perfectly situated between the beach and restaurants/bars. We had a great stay!
Stayed 3 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ann B.

Fantastic Siesta Beach Vacation

Had a fantastic stay in siesta key! Walk to the beach, walk to really cute restaurants, restaurants, and bars! House was immaculately set up with space for everyone in our family! Loved the pool and roof deck! Great amenities including beach chairs and umbrellas!! Thank we will be back!!

10/10 Excellent

josh r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!!

We loved our stay here. Host had plenty of beach toys for our family. Great location to beach and town. Would stay here again!
Stayed 3 nights in Aug 2024

8/10 Good

Juan J. L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta vacation

Great location however small pool that is shared with another property with no privacy is a huge con of this proper, also need more attention to cleanliness of pool. If you dont need a pool location is great between beach and Siesta village.
Stayed 3 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Geoffrey M.

Great House, perfect location!

This house has it all! Great space, views from the roof, and location, location, location! Walk 2 block to the beach or 2 blocks to the village. No need for a rental car. Take the Frog Hop everywhere! This is our second time staying at this rental. We will be back.
Stayed 6 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Douglas T.

Beautiful house and location

The house is beautiful and the location is great. Very short walk to the beach and the village. The house is well maintained and equipped. Any issues you may have will be addressed quickly. Wonderful rental property.

10/10 Excellent

Olivia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

One of a kind!

What can’t I say about this place! This place was absolutely amazing. We had 14 ladies sleeping comfortably, with also plenty of space to shower and get ready. We were amazed at the number of areas and balconies to spend time and relax on! It is walking distance to so many places (coffee, restaurants, bars, beach, grocery store & shopping)! It was a quick 25 minute drive from Sarasota airport, after that no car would be needed. The area was very clean and safe to walk around as well! Dan was also amazing, very easy to communicate with. We didn’t have to worry about stripping the beds/linens, washing towels or cleaning up (not many places you can rent do that). It made our last day so much more enjoyable to relax and hangout at the pool and beach! We are already taking about coming back. Thanks again!
Stayed 4 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jamie R.

Wonderful Vacation!!

We had the best 4-day girls trip! Dan was amazing to work with leading up to our stay and staff were in touch once we arrived, making sure we were able to get in and settled. The house came completely as advertised. It was clean, spacious enough for a party of 13, and had everything we needed to spend a day at the beach or an afternoon around the pool. Thank you for letting us enjoy your house! We will be back!

8/10 Good

sharon g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls trip

50+ age, ladies celebrating upcoming wedding for bride to be. Plenty of room for 9 women. Its a duplex, neighbors were very nice. Parking spot if rent car. VRBO contact very responsive. Perfect location for walk to town and beach.
Stayed 5 nights in Apr 2024

10/10 Excellent

Brenda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

11 ladies for a Girls weekend. Everyone loved this place it was close to EVERYTHING! We all had beds to sleep in. Dan and is staff were so helpful. And nothing better than checking out and not have to worry about a thing. Thanks Dan
Stayed 3 nights in Apr 2024

10/10 Excellent

Kay P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break

We had an awesome time and the accommodations were as advertised
Stayed 6 nights in Mar 2024

10/10 Excellent

Andrea Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

The property was wonderful. The house is large and accomodates many people. The beach and Village were nice and close. I would highly recommend this property for a large group and would utilize again if available.
Stayed 5 nights in Feb 2024

10/10 Excellent

Renice S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our stay!

Beautiful property with walking distance to all you need.
Stayed 3 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Paul S.

Wonderful Stay!

Our girls trip was a success staying in this beautiful home. It's so close to shopping and the beach we didn't need to go far for anything! Love that the pool is heated and we were able to swim in the cooler weather.

10/10 Excellent

Mark S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous location and property

Clean, easy to use, management was responsive to our 1 request for additional blankets. Would use again.
Stayed 3 nights in Feb 2024

10/10 Excellent

Chris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice spot, nice place

Great comms from the host and the house was lovely overall. We would stay again. There were a few things that we might have expected to be provided (e.g. shampoo) that were not but that was probably an oversight on our part in the listing. Cleanliness could be improved a tiny bit in the bathrooms and the quality of the soaps (given the impressive nature of the place) was a bit disappointing. But it's a beautiful spot, host communication was superb, the bikes etc. in the garages are great and everything worked very nicely.
Stayed 4 nights in Jan 2024

8/10 Good

Tawnya W.

Liked: Cleanliness, check-in, communication, location

Lots of Space!

This home is beautiful with a great location! We went with 12 in our group ranging from 1 year old to 73, enough space for all for sure but everything is on a different level of the home so you use alot of stairs. There is an elevator but was not working the entire week we stayed so that was a problem with a toddler and grandparents. The beach is beautiful & a short walk! Located within walking distance to many different restaurants and shopping as well. The beds my family of 5 used were OK. The host was responsive & easy to get in touch with.
Stayed 7 nights in Dec 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tracy S.

Amazing

Fantastic location very close to both the town and the beach. House and amenities were terrific. Elevator was a nice bonus with our luggage! Property manager was incredibly responsive to questions. I definitely recommend this property very highly.
Stayed 5 nights in Dec 2023

10/10 Excellent

Rebecca B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family beach vacation

So many great attributes of this beach rental - Perfect location between Sunset Beach and the village - Lots of room for big groups - Great host with helpful communications - Check-in and house access were super easy - Everything you need for the beach Highly recommend! We would love to stay again
Stayed 4 nights in Dec 2023

10/10 Excellent

Carol F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very helpful

Dan really helped us by letting us check into the property a little early in order to accommodate our grandchildren with special needs. We are so grateful! Lovely property in a great location.
Stayed 3 nights in Oct 2023

10/10 Excellent

Lauri H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Location

Had a bachelorette event consisting of 12 girls. The house was perfect for sleeping arrangements and everyone able to be in one location in the living room. Elevator was working upon check-in, called “Dan”, within 5 minutes he had the technician there to fix it. Such great customer service. Exceptional communication. The location was perfect! Walked to town (great little town). Walked to the beach. Everything you would need for beach trip was there. Everyone loved it!!! Would definitely go back and would book through Gertrude Rentals with Dan!
Stayed 3 nights in Sep 2023

10/10 Excellent

Deanna O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house

Great location
Stayed 3 nights in Jul 2023

10/10 Excellent

Nicole P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer fun

Great trip and great home!
Stayed 4 nights in Jun 2023

10/10 Excellent

Jacob K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta Key Stay

The property was great and the location was perfect for us. The property manager was very responsive to every question we had and helped make the trip great. Overall, this was a great place to stay and I would highly recommend it
Stayed 3 nights in Jun 2023

About the host

Hosted by Gertrude Rentals 888-5SIESTA

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests