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

Top rated by guests
Siesta Key 3BR vacation rental  near the beach with private patios.
Open living area with mid-century modern decor.
Open living and dining area with TV, kitchen and patios on two sides.
Kitchen with all major and minor appliances.
Sunny breakfast bar for three and dining area with modern paintings.
review stars
9.7Outstanding
(168 Ratings)
"Absolutely recommend staying with Gertrude properties!!! Clean, close to everything. Planning our next stay and will only book with Gertrude properties♥️"
Deanna
Don't miss out! Price and availability may change
9.7 / 10
Outstanding(168 Ratings)

House in Siesta Beach

10 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

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.

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

Non-smoking
Pets allowed
Family friendly

Map of Siesta Beach


Ratings and reviews

9.7 / 10
Outstanding(168 Ratings)
10 / 10Outstanding·Feb 2026
Absolutely recommend staying with Gertrude properties!!! Clean, close to everything. Planning our next stay and will only book with Gertrude properties♥️
8 / 10Excellent·Jan 2026
This is a nice place to stay while visiting Siesta Key, with an unbeatable location. You can access the restaurants and shops in Siesta Key Village through a backyard gate, and the beach is just a short, easy walk down the street. We loved being able to walk down and watch the beautiful sunsets each evening.The house is well laid out with three bedrooms, plenty of space, and a comfortable family room where we could all watch TV together. There is nice patio seating in both the front and back, along with lounge chairs. It was also very convenient to have beach towels, beach chairs, and a wagon provided. The owners communicated well and were accommodating throughout our stay.A couple of things to note: the home shows some wear and is not as nice as the pictures suggest, and you can hear music from the nearby bars at night, especially in the back bedroom. That said, overall our family enjoyed our stay and would recommend it for anyone wanting to be close to the village and beach.
10 / 10Outstanding·Jan 2026
Nice place, good location, property matched the description.
6 / 10Average·Jan 2024
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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.