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

Top rated by guests
King Master with Private Patio and gate into Village, Siesta Key Village 3BR
Living area
Interior
Private kitchen
Interior
review stars
9.7Outstanding
(163 Ratings)
"We enjoyed our stay,located behind restaurants shopping in Siesta Village and 5 minute walk to beach. The gate in the back yard entering restaurant parking on Ocean Blvd. was very convenient. Thank y..."
Jacquelene
Don't miss out! Price and availability may change
9.7 / 10.0
Outstanding(163 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!

Air conditioning
Non-smoking
Pets allowed
TV
Wheelchair accessible
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Oven
Stove
Laundry services
Bath or shower
Children's high chair
Ironing facilities
Towels
Desk
Hairdryer

Map of Siesta Beach


Ratings and reviews

9.7 / 10.0
Outstanding(163 Ratings)
10.0 / 10.0Outstanding·Dec 2025
We enjoyed our stay,located behind restaurants shopping in Siesta Village and 5 minute walk to beach. The gate in the back yard entering restaurant parking on Ocean Blvd. was very convenient. Thank you
10.0 / 10.0Outstanding·Oct 2025
So close and convenient to shopping, dining choices and the beach!
10.0 / 10.0Outstanding·Jun 2025
We just returned from a 4 night stay at the cottage which was excellent! 2 minute walk to the beach and 2 minute walk to the village which has a great little market and lots of local shopping. We parked and never left. Dan responds so fast, we had no issues. Dog friendly, clean, and lots of great neighborhood restaurants nearby.
6.0 / 10.0Average·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 24 amenities for this rental. This includes air conditioning, non-smoking, pets allowed, tv, and wheelchair accessible.


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