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Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!

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Fridge, microwave, oven, stovetop
3 bedrooms, desk, iron/ironing board, travel cot
Terrace/patio
Bar (on property)
Smart TV, offices

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 10

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
    ‪11 min drive‬
  • Lido Beach
    ‪36 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪32 min drive‬

Room options

Similar properties

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 | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!

Gertrude's Village House
Top location on the island with 3 patios and private gate into world famous Siesta Key Village! Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy private patios off the bedrooms and living area. Gertrude's is sure to provide a combination of fun ease and relaxation you can't get in other vacations so book a special getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Beaches – 1-min walk to award-winning beaches
∙ The Village – 10 steps to private gate into world famous Siesta Village
∙ Relaxing – three private patios off bedrooms and living area
∙ Sunsets – 1-min walk to best sunsets in America & 300-degree Gulf views
∙ 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
You work hard, you deserve this. Three patios are 100% private and surrounded by tropical plants with shade umbrellas, chaise loungers and dining tables. Perfect for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. It's a few a steps off the patio to a private gate into the heart of the Village and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
This 3BR house is ground floor. Bedrooms include a king BR with French doors to a private patio, a queen suite with door to a private patio and bath, one bunk bed BR containing 2 twin over 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.

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Beach Gear Provided
We provide beach towels, chairs, carts, umbrellas, and usually have a few bikes and a paddleboard. 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.

History
“Life is a string of pearls where you never know how many you have left.” - GVLJ. Gertrude Rentals was named for my grandmother “Gertrude” who traveled the world until age 91 but always insisted Siesta Key was the place she loved best. When I was young, she would take me to the beach and swim out so far, I couldn't see her yellow flowered bathing cap even while standing on a chair! Today, you can laze float and wade in the same white quartz sand and calm crystal-clear gulf water she once did.

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.
Our customers tell us they can't get enough of the helpful staff at this vacation home. During your stay, you're just a quick walk from Siesta Key Beach. Features include a water park and laundry facilities. The vacation home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Free WiFi (speed: 50+ Mbps)
  • Splash around at the water park
  • Amenities include laundry facilities
  • Guests have great things to say about the helpful staff and the beach
  • Steps from Siesta Key Beach and 9 minutes by car from Sarasota Memorial Hospital
This vacation home offers its guests a water park. The family-friendly vacation home also features barbecue grills and laundry facilities.

Property manager

Gertrude Rentals 888-5SIESTA

Languages

English, French

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • 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
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near a zoo
  • Near the marina
  • Near the sea

Things to do

  • Water park
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking 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)
  • Fire extinguisher
  • Deadbolt lock

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

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

758690

Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 136 out of 154 reviews
Rating 8 - Good. 14 out of 154 reviews
Rating 6 - Okay. 2 out of 154 reviews
Rating 4 - Poor. 1 out of 154 reviews
Rating 2 - Terrible. 1 out of 154 reviews

9.8/10

Cleanliness

9.8/10

Amenities

9.8/10

Property conditions & facilities

Reviews

10/10 Excellent

Gail M.

Liked: Cleanliness

Fabulous

This property is everything it says it is and MORE!! Truly just steps away from the village and the beach. Lots of room wonderful patio area, etc... and there are not enough words to say about the property manager. I would rent this place or any place they have again. They even accommodate me on arriving a night early. You guys are the best!!!
Stayed 5 nights in Mar 2025

10/10 Excellent

Jon D.

Liked: Cleanliness

As advertised

Right in heart of village, very convenient location to beach, too. Efficient space with plenty of beds for a group.
Stayed 3 nights in Mar 2025

10/10 Excellent

Jennifer L.

Liked: Cleanliness

Fabulous Location for a Beach Vacation

We loved our stay at Gertrude's Village House. The location is fantastic. Just a short walk to the beach and to the village where there is easy access to restaurants and shopping. The house was a perfect size for our family and the sunsets on the beach were amazing. Highly recommend Gertrude's Village House.
Stayed 4 nights in Feb 2025

10/10 Excellent

Steven M.

Liked: Cleanliness

Florida Getaway

Great property in a perfect location close to the beach and close to Siesta Key Village. Everything is within walking distance. Gertrude Rentals was very easy to work with and very responsive to questions prior to and throughout our stay. We will definitely be coming back.
Stayed 5 nights in Jan 2025

10/10 Excellent

Janelle W., Winter Park, Florida

Liked: Cleanliness

A great space in a fun location

We had a great stay at Gertrude’s. Nice-sized bedrooms and just enough common space to set up a tree and celebrate Christmas morning. Our 28-63 year old group enjoyed the close proximity of restaurants and shopping.
Stayed 8 nights in Dec 2024

10/10 Excellent

Yvette D.

Liked: Cleanliness

Amazing vacation! Great house!

The location is everything! We were very pleased with how clean the house is, and all the beach toys available to bring to the beach. Very comfortable property!!
Stayed 5 nights in Aug 2024

8/10 Good

Tammy H.

Liked: Cleanliness

Family Vacation

We had a great stay! The place was close to the beach and the village . We had everything we needed- chairs and a wagon which is nice when you come from a distance . Dan and Anna were great when we had a minor problem with the hot water which was fixed in a timely manner. Thank you so much .
Stayed 5 nights in Aug 2024

10/10 Excellent

Matthew M.

Liked: Cleanliness

Great location

Clean, fun, plenty of extras.
Stayed 3 nights in Aug 2024

10/10 Excellent

Deborah B.

Liked: Cleanliness

Great Location

We especially enjoyed the location.
Stayed 5 nights in Jun 2024

10/10 Excellent

Carly T.

Liked: Cleanliness

Quiet yet close to everything

Even though we were only one block behind the bustling main drive with lots of traffic, the home was exceptionally quiet and peaceful. It was very clean with enough space for the family to have space. Very short walk to the beach with a wagon and umbrellas and chairs (though we brought our own). The only negative was the water pressure in the shared bathroom, but the master bath shower was good. Loved that there was also an outside shower to help avoid tracking in sand.
Stayed 4 nights in Jun 2024

8/10 Good

John H.

Liked: Cleanliness

Vacation

Great place! Pleased with my stay!
Stayed 6 nights in May 2024

8/10 Good

Catie W.

Liked: Cleanliness

Great Location

Our stay was nice and the place is in a great location. Restaurants, coffee, groceries are all in your backyard and a very short walk. The beach is about a 2 minute walk down the street. I will say that the place itself is cute, but it is small. We had 8 people staying and I cannot imagine fitting any other bodies in the house, there isn't anywhere to place luggage so it's a tight squeeze. If you are out all day at the beach, then no worries, but if you are stuck inside with rain like we were, it's crowded. Check in was super easy and the owner provides a really nice guide book when you check in. Overall, a cute place with a great location and I'd stay again, but probably not with 8 people. Thank you!
Stayed 4 nights in Mar 2024

10/10 Excellent

Alexis M., River Forest IL, USA

Liked: Cleanliness

Spring break family of 6

Clean, comfy beds, quiet even though right in siesta village, great location for shops, restaurants, and beach.
Stayed 4 nights in Mar 2024

10/10 Excellent

Tonia S., Lakeville

Liked: Cleanliness

Wonderful

We were pleasantly surprised to see what an amazing location this is! Everything is within walking distance and the beaches are so beautiful. The unit was clean and comfortable- everything was as stated. The beach chairs/wagon/umbrella set up was perfect!! We slept great after full days soaking up the sun on the beach and then eating/shopping and exploring. We will be back!
Stayed 3 nights in Feb 2024

10/10 Excellent

Michelle L.

Liked: Cleanliness

Great Location

Great location for accessing the beach and village. The place was clean and stocked with everything we needed. We appreciate that it was pet friendly, and would definitely stay there again.
Stayed 3 nights in Feb 2024

10/10 Excellent

Michaela C.

Liked: Cleanliness

Perfect getaway!

Stayed here with my sisters and friends for a long weekend. Was super clean and close to everything! Would definitely come back.
Stayed 3 nights in Feb 2024

10/10 Excellent

Mark W.

Liked: Cleanliness

A comfortable house in a fantastic location

Would highly recommend this house for a family looking to make the most of the beach and village of Siesta Key. Very thoughtful and comfortable home with some unique benefits. We especially loved the two parking spaces and the private entrance to the main drag of the village. So convenient to the beach and the best of Siesta Key.
Stayed 5 nights in Feb 2024

8/10 Good

Candace P.

Liked: Cleanliness

get away to relax.

Area was wonderful. Beach is close! Town is close. Great location for relaxing and wandering. Would stay there again.
Stayed 3 nights in Jan 2024

10/10 Excellent

Cindy E.

Liked: Cleanliness

2024 Stay

Great Location, easy instructions provided by owner and everything was as on the listing. Great experience with this property.
Stayed 2 nights in Jan 2024

6/10 Okay

Isabella M., Oxford, UK

Liked: Cleanliness

Party house

We stayed at the Gertrude Village House for 10 days over Christmas and New Year’s with grandparents and two children. The place was clean and contact was good with Daniel. However would say it was a little shabby, certainly for what we were paying (peak season so a very high nightly rate!). Light bulbs needed replacing, the plug in the sink wasn’t working and the drawer in our bedroom could only open a few inches because it was stuck inside a closet. Daniel addressed all these issues (except the drawer) promptly, sending someone round on Christmas Eve and Boxing Day. But for such a high price I also had high expectations and was disappointed that I had to spend time sorting stuff like that out. The place is nice though the kitchen is a bit small (a half sized dishwasher is not great for 6 people). There was a bit of noise at night from the nearby nightlife but it didn’t disturb our sleep. The location is fantastic- you are right near the action. In sum, this house is perfect for a bunch of young people there to party, and functional but not ideal for a family.
Stayed 9 nights in Dec 2023

10/10 Excellent

Diane s.

Liked: Cleanliness

Fun time with family

The 7 of us loved our stay at Siesta Key. The house was in the perfect location, just 2 minutes walking to the large beautiful public beach and a couple of minutes to the center of town. Dan was very helpful and immediately available when we had a small plumbing issue. We'd love to return next year.
Stayed 3 nights in Jan 2024

10/10 Excellent

Celia D.

Liked: Cleanliness

A fabulous Siesta Key vacation

My two grown sons and three-year -old granddaughter loved our stay at this amazing beach house just a short walk from the beach and the Village. It was spotless, comfy, and had everything we needed, and our host Dan was very responsive. We’d love to book this house again
Stayed 6 nights in Nov 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness

Family vacation for extended weekend!

Perfect size form our family of four! Just steps to the beach and great food and entertainment?
Stayed 4 nights in Nov 2023

10/10 Excellent

Nancy B.

Liked: Cleanliness

Great location and outdoor space!

We throughly enjoyed our stay - the beach and the village were closer than we even anticipated! The outdoor patio space was just perfect for our desire to be outside. Our only suggestion (and it really didn’t matter to us) is that I think the listing does state that there is a tub/shower in both baths, but one bath is just a large shower. Great place!
Stayed 4 nights in Nov 2023

10/10 Excellent

Shelly H.

Liked: Cleanliness

Sun golf and fun

Excellent stay!
Stayed 5 nights in Oct 2023