Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!

Top rated by guests
Siesta Key vacation rental near the water with two private patios.
Large open dining area just outside kitchen.
Living area spacious, bright and airy.
Eat-in kitchen with all major and minor appliances, breakfast island, and lots of counter space.
Full kitchen will all major and minor appliances with breakfast bar for four.
review stars
9.9Outstanding
(97 Ratings)
"Property was pet friendly. About a 15-20 minute walk to the Village and the beach. Very nice, communicative host!"
Rebecca D.
Don't miss out! Price and availability may change
9.9 / 10
Outstanding(97 Ratings)

House in Siesta Key, FL

10 guests · 3 bedrooms · 3 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

Casa Tranquilla
Spacious luxury home, 100% private, just 100ft from best views on Siesta Key. Impeccable 2025 remodel and array of amenities and features ensure a comfortable island getaway. Great for families with plenty of space onsite, three dining areas, large bedrooms, two patios, and easy access to beaches dining and entertainment! Just 100 feet to water-views, 5-minute walk to the Siesta Village, and 15-minute walk to top beaches. Book Casa Tranquilla today! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta


What Guests Love
∙ Nearby Views – 100ft to the best views on the island and world-class fishing
∙ The Village – 5-min walk to shopping dining and entertainment of Siesta Village
∙ Beaches – 15-min walk to Siesta Key's best beaches
∙ Relaxing – two private patios and spacious interiors
∙ Sunsets – 100ft walk to best sunsets in America & 180-degree water 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 – bikes, paddleboards, scooter and golf cart rentals nearby
∙ Island Trolleys – take them from the village, free of charge, up and down the island
∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for all

The Beach
Your nearest beach is a pleasant 15-minute walk on Ocean Blvd through the shopping and dining of the village. We like to walk to breakfast in the village then head straight to the beach at Access 7 or Sunset Pier. Leaving the beach, we stop off for lunch, dinner or happy hour. The beaches here are the widest, have panoramic views of the gulf to the North-West-and-South, and are 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.
*Special note - Siesta Key Access 4 is just 100 feet from the house and, although not a swimming spot, it delivers the best views on the island, and is an amazing pick for morning coffee, evening drinks, and sunsets on the water. It's also pet friendly, boasts world class fishing, and you could get picked up here by a hired tour boat.

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The Home
Large 3BR home fully remodeled in 2025. Impeccable décor and amenities throughout. Out-door grilling and dining, open floor plan perfect for bigger groups, surrounded by palms. Set on the Northern edge of Siesta Village just 5-min walk to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
It's a large 3BR and all ground floor. This home has two king bedrooms, and a queen bedroom with additional twin over twin bunk bed, and a sofa in the living room and master. You can sleep up to 10 people. If you need more space, we can get you Tempur-pedic rollaways 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.

Amenities at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!

Non-smoking
Pets allowed
Family friendly

Map of Siesta Key, FL


Ratings and reviews

9.9 / 10
Outstanding(97 Ratings)
10 / 10Outstanding·Jan 2026
Property was pet friendly. About a 15-20 minute walk to the Village and the beach. Very nice, communicative host!
10 / 10Outstanding·Jan 2026
Wonderful Home and great location. Would definitely stay there again.
8 / 10Excellent·Dec 2025
Yes. Good to have a toaster oven for bread, better bath gel,
10 / 10Outstanding·Nov 2025
My family and I (4 adults and an infant) spent the week at this wonderful house on Siesta Key. The house location is convenient to town, just a short walk and is on a quiet street which was perfect for walking and riding bikes. The beach is very nearby, a bit over a mile which was walkable but with an infant and quite a bit of beach stuff we opted to drive to the beach about 2 miles away that had facilities and a HUGE parking lot. The house was newly renovated with a modern kitchen and bathrooms. It felt open and airy with two outdoor sitting areas and had a very comfortable living area with a large TV. We had some very minor issues with the house and the rental agency was incredibly responsive, arranging a handyman the same day to fix what needed to be done. The garage had 8 or more bikes with locks, tons of beach chairs, two umbrellas and over a dozen beach towels. I would highly recommend booking this house or at least one with this agency, you will not be disappointed.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!. 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 Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key! 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 Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!?

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