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Gertrude's Siesta | Private Patio, Bright-Airy, Newly Remodeled. Steps to Best Beach, Village Shopping & Dining!

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Siesta Zen, Siesta Key Village 2BR
Siesta Key's best beach just 2-minute walk
Gertrude - One name, numerous possibilities!
Private patio perfect for breakfast lunch and dinner
Siesta Zen is tropical and relaxing

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 8

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Outdoor space

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪3 min walk‬
  • Crescent Beach
    ‪5 min drive‬
  • Lido Beach
    ‪25 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Double Beds

Common Space

1 Double Sofa Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Kitchen
Office
Separate dining area
Garden
Dining area

About this property

Gertrude's Siesta | Private Patio, Bright-Airy, Newly Remodeled. Steps to Best Beach, Village Shopping & Dining!

Siesta Zen
Tropical island cottage, remodeled in 2025 with private patio! 1-min walk to best beach in the country. 4-min walk to world-famous Siesta Village. Spend days on white quartz-sand beaches with calm water and nights enjoying the Village's live music drinks and fresh seafood. For totally effortless moments, dine drink or relax on your own tropical patio. Book your Siesta Zen escape now. - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Beaches – 2-min walk to award-winning beaches
∙ The Village – 4-min walk to world famous Siesta Village
∙ Relaxing - private garden patio with grill and alfresco dining
∙ Sunsets –2-min walk to best sunsets in America
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ Activities - kayak, bike, paddleboard, scooter, golf cart rentals nearby
∙ Island Trolleys - you're already where you want to be, but they're fun:)
∙ The Memories - one of a kind Siesta Key experience, favorite of initiated visitors

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 Home
The right vacation unit makes all the difference. This cottage is quiet, was fully remodeled in 2025, and it's close to everything. Your patio is 100% private fenced in and surrounded by tropical plants with gas grill and dining table. It's perfect for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. It's a 4-minute walk off the patio to the Siesta Key Village and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island. It's just a 2-minute walk to the sand path for the best beach on the island.

Bedroom Details
This 2BR house is ground floor with just a few steps at the entrance. Bedrooms include a sunny queen master BR, second bedroom containing 2 full beds, and a sofa in the living room. Need more space? We can get you a tempur-pedic rollaway bed or an additional unit nearby.

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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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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, this holiday home is in the city centre 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 Jim Neville Marine Preserve. 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 - 3 min walk - 0.3 km
  • Shell Beach - 4 min drive - 3.4 km
  • Crescent Beach - 5 min drive - 4.1 km
  • Point of Rocks - 7 min drive - 5.1 km
  • Lido Beach - 25 min drive - 17.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Siesta Key Oyster Bar - ‬6 min walk
  • ‪Siesta Key Beach Pavilion - ‬16 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬8 min drive
  • ‪The Old Salty Dog - ‬10 min walk

Frequently asked questions

Is Gertrude's Siesta | Private Patio, Bright-Airy, Newly Remodeled. Steps to Best Beach, Village Shopping & Dining! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Gertrude's Siesta | Private Patio, Bright-Airy, Newly Remodeled. Steps to Best Beach, Village Shopping & Dining!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Private Patio, Bright-Airy, Newly Remodeled. Steps to Best Beach, Village Shopping & Dining!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Private Patio, Bright-Airy, Newly Remodeled. Steps to Best Beach, Village Shopping & Dining! 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. Siesta Key Beach Playground and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

Reviews

9.6

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. 56 out of 64 reviews
Rating 8 - Good. 3 out of 64 reviews
Rating 6 - Okay. 3 out of 64 reviews
Rating 4 - Poor. 2 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.4/10

Cleanliness

10/10

Amenities

9.6/10

Property conditions & facilities

10/10

Eco-friendliness

9.8/10

Check-in

9.4/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

6/10 Okay

Sharla D.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in

Good location, some quirks

Easy walk to Siesta Village, restaurants and beach. Difficult for delivery drivers (food, Uber) to find. Slept 5 easily.
Stayed 3 nights in Jul 2024

10/10 Excellent

Anthony C.

Liked: Check-in, communication, location, listing accuracy

Nice place to stay

Love everything but in my personal opinion the place needs a little extra care .
Stayed 3 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeannine N.

Second visit here, and we still love it!

We had such a great time I'm our first visit, that we decided to return. Everything was just as great, and we're thrilled that “our spot” is available for our next trip. Thanks to Dan for thinking of literally everything!

10/10 Excellent

maribet b.

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

Great stay

Good place, clean close to everything
Stayed 3 nights in Jun 2024

10/10 Excellent

Dave H.

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

Perfect Little Cottage/Bungalow

Was perfect for our family of 5. Close to the beach and village.
Stayed 5 nights in May 2024

6/10 Okay

April S.

Liked: Check-in, location, listing accuracy
Disliked: Cleanliness, communication

Siesta trip

Location was great. Issues with cleanliness upon arrival and door not securing. Issues were resolved in a timely manner, however communication was lacking in professionalism and follow-up.
Stayed 3 nights in May 2024

10/10 Excellent

Chris P.

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

Cottage 11 Siesta Shores

Great location, clean, little smaller than I expected. I would stay there again. Close to everything!
Stayed 5 nights in Mar 2024

8/10 Good

Melissa I.

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

Girls Weekend

Siesta Zen fit our needs perfectly. The place is a little dated but the amenities and location make up for it. The bedrooms are small and the larger bedroom did have a light from outdoors shining into it that did disrupt some sleep. Overall a great trip and would definitely stay at a Gertrude Rental again!
Stayed 3 nights in Feb 2024

10/10 Excellent

Sabrina S.

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

Great hosts & home

The hosts were extremely responsive and helpful throughout the stay. We especially enjoyed the outdoor dining space!
Stayed 4 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brent K.

Great location

Cozy place with a nice outdoor eating spot surrounded with greenery. Very close to village and beach. The people at Gertrude are great to deal with!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Edward P.

Excellent all around

Accomodations were clean, modern and had everything we needed. Plenty of towels, chairs, kitchen supplies. So close to beach, shoppes, restaurants, bars. Dan was great - responded immediately to a question that I had. Can't wait to come back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kathy S.

Great Location

House was perfect for us and in a great location. We ran into an issue with internet and Dan took care of it right away. Couldn't ask for better customer service. We will be back next year. Thank you!

6/10 Okay

Nash R.

Liked: Cleanliness, check-in, communication, location

Review

Was a good property definitely was showing some wear and tear but was an overall good value
Stayed 4 nights in Jan 2024

10/10 Excellent

Sara S.

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

Lovely convenient property

This pretty condo is well located between the beach and the village and has everything you would need. Owner was very responsive and made the check in/check out process easy. Kitchen has all the cooking supplies you could need just be aware need to purchase your own pantry staples. The locals are so friendly, and I recommend the sunset, bike ride, Eco kayaking, and the beef foil if you’re adventurous!
Stayed 4 nights in Dec 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Love the courtyard

My wife and I had a great week. Short walk to the village and the beach. Dan was flexible and helped us with a changing schedule. Highly recommend.

10/10 Excellent

Gilbert

Liked: Cleanliness, amenities, property conditions & facilities, communication
Stayed 7 nights in Dec 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kimberly H.

Cute Cottage

We had a wonderful time and this cute cottage! It is close to the beach and the town. Great little place to enjoy some time in paradise!

10/10 Excellent

April H.

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

Great Location

We loved our stay in Siesta Key! We could walk everywhere or take the frees shuttles. We walked to the beach every morning at 6am for sunrise, it was so worth it!! People were friendly everywhere. The house was comfortable, thought the mattresses weren't great and could be softer. There's not much room for luggage and we had large suitcases that made it difficult to find places to lay them out. The sofa sleeper was very comfortable. We enjoyed the home, the kitchen was cute and we did fix breakfast and lunch a few days. There's one bath but its roomy and very nice so it worked great with the 4 of us. Thank you for providing the beach towels and chairs! We had a great time!
Stayed 4 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

lucy b.

Great

Overall, this cottage is ideal! It is in the BEST location,making it convenient and easy to walk to the village or the beach. Everything is exceptionally clean and updated. However, there are a some things that need to be fixed. For instance, the back door in the bedroom does not lock properly. I noticed this was mentioned once before and the response back was that Siesta Key is an island free of crime and is very safe. That most certainly should not be the response, when someone is renting a place for vacation. Regardless of that, one should be able to lock the back door and comfortably sleep at night being reassured that the door is safely locked. The only way to know if it is locked, is to lock it from the outside with the code and walk around the cottage and reenter from the main door. This is a BIG issue and I am appalled that it was mentioned previously and not taken care of. As a side note, I live in an extremely safe area, yet there is still crime anywhere you go and everyone has the right to lock their doors.In addition, there is a really nice big window in the kitchen, which used to have a shade at one point because you can see the hardware is installed. When it is dark out, and the gate to the patio doesn't lock, it would be nice if a shade was installed to be able to pull down at night. The patio with all the palm trees is beautiful, but the door to the patio doesn't close properly and there should be a lock from the inside. In addition, the pavers leading to the gate, are not securely placed, making it very difficult to wheel in luggage. Not conducive for people with bad backs or anyone that is older and can't simply pick up their suitcase and carry it.The back bedroom needs another way to turn on the light and the fan. As is, if you are not tall, you need to climb onto the bench to turn on the light and fan. (not safe by any means) Also, there is no mirror in this bedroom either, which would make things more convenient when getting ready to go out, as the other bedroom has a mirror. Lastly, there is no light in the kitchen, and there was one cockroach spotted in the kitchen as well.
Stayed 4 nights in Nov 2023

10/10 Excellent

Verified traveller

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

Family wedding

We stayed at siesta-zen property for a family wedding. The location was perfect. Walking distance to the town, restaurants, local market and the beach. We had plenty of space inside and the outside space was beautiful!! Very clean, everything you needed was supplied even a lovely bottle of wine!!!! We will definitely be back. Thank you for making our stay effortless.
Stayed 3 nights in Nov 2023

10/10 Excellent

Jeannine N.

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

Or new favorite place to stay in Siesta Key!

We don’t have enough great things to say about our stay here. We couldn’t have asked for more. The description was on point, and it’s not exaggerating when it said they thought of everything. Every detail was covered. The cottage was great and very very clean. The beach was a very short walk — less than a few blocks— away. We come to Siesta Key every year to visit family that live close by. We stayed almost a week on this trip. On our second day, we decided that we’d like to return to this spot. The property is fantastic. Bravo to the host!
Stayed 4 nights in Oct 2023

10/10 Excellent

Peggy M.

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

Great location!

Great property and close to the village and the beach!
Stayed 2 nights in Oct 2023

10/10 Excellent

JulieAnn S.

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

Perfect oasis

The location was perfect, and easy walk to the beach and 10 minutes to all the restaurants, we didn’t miss having a car. Dan was prompt at responding to all questions and the cottage was cute and comfortable for our family. I would stay there again!
Stayed 3 nights in Sep 2023

10/10 Excellent

Jose H.

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

Excellent

perfect location, comfortable and spacious, I highly recommend
Stayed 4 nights in Sep 2023

10/10 Excellent

Casey H.

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

Fun location!

Great location and cute property
Stayed 4 nights in Sep 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