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

Siesta Key, Florida
$662 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    WiFi Available, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Balcony Or Patio Barbecue Grill
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Office
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Surfing/body Boarding Nearby Swimming Nearby Tennis On Site Water Park
  • ENTERTAINMENT

    Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Guidebooks/recommendations
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Ramesh

    Submitted Dec 29, 2025

    Stayed Dec 26, 2025

    Yes. Good to have a toaster oven for bread, better bath gel,

  • Submitted Jul 24, 2021

    Stayed Jul 20, 2021

    Property is well maintained, its not far from the restaurants and bars, however beaches need to to accessed by car and the house had a smell of dogs, the bathroom had hair stock on the wall from a previous user and lots of hair was seen on the towels and pillows.

  • Jim & Kim E.

    Submitted Feb 16, 2026

    Stayed Jan 31, 2026

    The home was very clean! Amenities great! Nice open floor plan and decor. Our host Daniel was very responsive to all our questions and kept us informed of things that were helpful. Main bedroom shower was not great. Could also have more places to hang towels. Would rent again.

  • Rebecca D.

    Submitted Jan 7, 2026

    Stayed Jan 1, 2026

    Property was pet friendly. About a 15-20 minute walk to the Village and the beach. Very nice, communicative host!

  • Chris M.

    Submitted Jan 1, 2026

    Stayed Dec 28, 2025

    Wonderful Home and great location. Would definitely stay there again.

  • Jennifer G.

    Submitted Nov 9, 2025

    Stayed Nov 1, 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.

  • becky z.

    Submitted Nov 3, 2025

    Stayed Oct 1, 2025

    Great location, responsive management company, comfortable beds and just a nice clean rental.

  • Jenn T.

    Submitted Aug 27, 2025

    Stayed Aug 10, 2025

    We had a wonderful stay. House is beautiful and had everything we needed! We would definitely stay here again!! Loved that we could bike to the village to get coffee and see sunrise and sunsets.

  • Lois G.

    Submitted Jul 21, 2025

    Stayed Jul 16, 2025

    This home is truly lovely. Very close to beaches, great restaurants.When you first enter the house, You feel like you’re at home. Would highly recommend this home for a family gathering. Children and adults. Kitchen has everything you need, was a delight to have bikes & beach towels. Beds are very comfortable nice furnishings. I give this home 5 stars.

  • Grace G.

    Submitted Jun 17, 2025

    Stayed Jun 13, 2025

    Beautiful home, and very responsive host. Thank you, we enjoyed our stay and look forward to being repeat customers!

  • Chris O.

    Submitted Feb 16, 2025

    Stayed Jan 26, 2025

    Our host was super responsive before and during our stay. The house and location were perfect for us, in a quiet neighborhood but close to the beach and village.

  • Stephen V.

    Submitted Sep 3, 2024

    Stayed Aug 25, 2024

    Great roomy location. Completely walkable and private destination. Very clean and updated,

  • Alina S.

    Submitted Aug 21, 2024

    Stayed Dec 31, 1969

    This house was beautiful, clean and in a very good location. We had a very good time.

  • Amy S.

    Submitted Aug 14, 2024

    Stayed Aug 8, 2024

    The house was super cute, looked just like all the photos! Location couldn't have been better, 2min drive to siesta key village (a fairly doable 10min walk) and also less than 5min drive to more populated city for groceries, food, coffee. The house had plenty of beach towels for all the guests and tons of beach stuff including a cart which was SO helpful for all our beach gear and coolers. The best part of the stay was check out, it was so easy and didn't make you clean the entire house before checkout. Will definitely stay again if in the area.

  • Jessica Q.

    Submitted Aug 3, 2024

    Stayed Jul 25, 2024

    It was a great location and you can fit lots of people to sleep! Siesta key was a great place for vacation. We'll be back!

  • Sandy D.

    Submitted Jul 10, 2024

    Stayed Jul 4, 2024

    My stay in this property was very pleasant. The house is very spacious, comfortable and quiet. The owner is very attentive and made sure that my stay was the most pleasant. I would recommend this property 100%.

  • Mary D.

    Submitted Jun 14, 2024

    Stayed Jun 8, 2024

    Overall a nice place. The furniture needs updated, however the place was very clean, well stocked with towels, etc. apparently we misread the distance to the ocean. There is a small alley way that you can see the ocean from but no access to it . The actual ocean access is roughly a mile away. At our age( knee and back surgery in the last year) we weren’t able to walk that distance. The actual Siesta Key beach is amazingly beautiful but a ten minute drive, however to find a parking spot was next to impossible. We found the town to be a party town not family friendly.

  • Veronica C.

    Submitted Jun 2, 2024

    Stayed May 26, 2024

    This was a beautiful property, me and my two daughters stayed but there was ample room for 10-12 comfortably. The house was clean and all the extra beach supplies were provided. We rented a car for the trip, I would recommend that or renting a golf cart during your stay as it is about a mile to mile and a half walk to the beach access. There were two separate outside seating areas and a grill to use as well. Wen ended up making friends with a family of bunnies and some little lizards in the side outside seating area.

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Total

Includes taxes and fees
$662+
View details