Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!
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.
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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Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Ocean view
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JUST One Block From Beach and One Block From Village – Island Time East
JUST One Block From Beach and One Block From Village – Island Time East
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Siesta Key
Located in Bailey Hall, a neighbourhood in Siesta Key, this holiday home is near theme parks and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Travelling with kids? Consider Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 29 min drive
Restaurants
Siesta Beach Pavilion - 4 min drive
Siesta Key Snack Bar - 4 min drive
Circle K - 9 min walk
Gilligan's Island Bar & Grill - 13 min walk
Sun Garden Cafe - 11 min walk
Frequently asked questions
Is Last-Minute Deal | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key! pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!?
As of 2 April 2026, prices found for a 1-night stay for 2 adults at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key! on 20 July 2026 start from NZ$1,135, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Last-Minute Deal | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!?
On-site parking is available at the property.
What time is check-in at Last-Minute Deal | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!?
Check-in begins at 3:00 PM.
What time is check-out at Last-Minute Deal | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!?
Checkout is at 10:00 AM.
Where is Last-Minute Deal | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key! located?
This family-friendly Siesta Key holiday home is located by the sea, within a 15-minute walk of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Shell Beach are also within 1 mile (2 km).
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Wonderful Home and great location. Would definitely stay there again.
Chris M.
Stayed 4 nights in Dec 2025
Response from VrboOwner on 1 February 2026
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me and I’ll take care of you! - Daniel Jones
Great location, responsive management company, comfortable beds and just a nice clean rental.
becky z.
Stayed 30 nights in Oct 2025
Response from VrboOwner on 23 November 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at and I’ll take care of you! - Daniel Jones
Property was pet friendly. About a 15-20 minute walk to the Village and the beach. Very nice, communicative host!
Rebecca D.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 1 February 2026
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me and I’ll take care of you! - Daniel Jones
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.
Jim & Kim E.
Stayed 14 nights in Jan 2026
Response from VrboOwner on 16 March 2026
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me and I’ll take care of you! - Daniel Jones
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.
Jenn T.
Stayed 6 nights in Aug 2025
Response from VrboOwner on 16 September 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Verified
8/10 Good
Ramesh
29 December 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Yes. Good to have a toaster oven for bread, better bath gel,
Ramesh
Stayed 2 nights in Dec 2025
From a partner site
10/10 Excellent
Grace G.
17 June 2025
Siesta Key Home
Beautiful home, and very responsive host.
Thank you, we enjoyed our stay and look forward to being repeat customers!
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.
Chris O.
Stayed 4 nights in Jan 2025
Response from VrboOwner on 10 March 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
I really enjoyed staying here! I packed light! Beach chairs and beach towels! We really enjoyed our vacation!😊
Mary L.
Stayed 16 nights in Feb 2024
Response from VrboOwner on 16 March 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
From a partner site
10/10 Excellent
Alina S.
21 August 2024
The best vacation ever!!!
This house was beautiful, clean and in a very good location. We had a very good time.
Great roomy location. Completely walkable and private destination. Very clean and updated,
Stephen V.
Stayed 4 nights in Aug 2024
Response from VrboOwner on 14 September 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
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!
Jessica Q.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 11 August 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Great size house with all amenities. Perfect location as we rode bikes to shops/restaurants and to beach every day.
Sam M.
Stayed 6 nights in Mar 2024
Response from VrboOwner on 7 April 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Great location within easy walking distance of Siesta Village and the beach. Lovely updated home with everything needed for an enjoyable stay (including bikes, beach towels, chairs, umbrellas, etc.).
Nancy S.
Stayed 7 nights in Jan 2024
Response from VrboOwner on 26 January 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
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.
Lois G.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 10 August 2025
Thank you for staying with us! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
We enjoyed our stay very much. Nice house. Rent a golf cart to get around.
Jeffrey M.
Stayed 5 nights in Jul 2023
Response from VrboOwner on 11 August 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
I highly recommend this house! Everything was perfect!
Julie C.
Stayed 4 nights in Dec 2023
Response from VrboOwner on 29 December 2023
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
From a partner site
10/10 Excellent
Sandy D.
10 July 2024
Great
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%.
Sandy D.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 13 July 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Loved our stay at this property. Short walk to downtown Siesta Key and the restaurants, shopping and beach access. The house is definitely darker than the pictures portray, even when you open all the curtains. For a beach trip intended to be casual this house worked great for us.
Gioia F.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 11 August 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Nothing but great things to say about this place. We had the best time on our girls' trip and the location was second to none. Everything as advertised online as well!
Nina Z.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 11 August 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Loved everything about the house and the location. Perfect amount of space to be able to spread out but yet still be together. Great outdoor space with everything you could ever need for a beach trip.
Courtney T.
Stayed 3 nights in Jun 2022
Response from VrboOwner on 11 August 2023
Thank you. We hope you visit again soon. You're a repeat guest now and can call me at (888) 5-SIESTA if you need anything at all! Always happy to help.
From a partner site
10/10 Excellent
Cheryl S.
2 January 2023
Spacious & great location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Spacious property and great location!
Cheryl S.
Response from VrboOwner on 11 August 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!