Entire home

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

Family-friendly stay near Siesta Key Beach

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

Beach nearby
Dining
Interior
Bar (on property)
Fridge, microwave, oven, stovetop

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪14 min walk‬
  • Place, Irma Beach
    ‪14 min walk‬
  • Place, Siesta Key Farmers Market
    ‪14 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Room options

About the area

Siesta Key

Seaside stay .Within a 15-minute walk of this Bailey Hall vacation home, you'll find Siesta Key Beach and Siesta Key Farmers Market. Irma Beach and Shell Beach are also within 2 miles (3 km).

What's nearby

  • Siesta Key Beach - 14 min walk - 1.2 km
  • Irma Beach - 14 min walk - 1.2 km
  • Siesta Key Farmers Market - 14 min walk - 1.2 km
  • Shell Beach - 4 min drive - 2.1 km
  • Crescent Beach - 9 min drive - 7.2 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

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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.

Similar properties

Property amenities

Beach

  • Beach nearby

Ski

  • Snowboarding nearby

Internet

  • Available in the house: WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony/patio
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Guidebooks

Location highlights

  • In a village
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Tennis
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Vrbo Property
Walk to Best of Siesta Newly Renovated Casa Tranquila Siesta Key
758670

Frequently asked questions

How close is Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key to the airport?

This vacation home is 9.6 mi (29-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key to the beach?

This vacation home is a short 12-minute walk from Siesta Key Beach and 13-minute walk from Irma Beach. Don't forget your sunscreen!

Does Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

No, there is no casino at this vacation home.

What time is check-in at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

Check-in begins at 3:00 PM.

Is there free parking at Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key?

Free parking is not available at this vacation home.

Does Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key have a pool?

This vacation home does not have a pool.

Does Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key have a spa?

There are no spa services available at this vacation home.

How close is Gertrude Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key to downtown Siesta Key?

This vacation home is 0.6 mi away from Siesta Key.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 89 out of 97 reviews
Rating 8 - Good. 6 out of 97 reviews
Rating 6 - Okay. 1 out of 97 reviews
Rating 4 - Poor. 0 out of 97 reviews
Rating 2 - Terrible. 1 out of 97 reviews

9.8/10

Cleanliness

9.4/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Chris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Home and great location. Would definitely stay there again.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

becky z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, responsive management company, comfortable beds and just a nice clean rental.
Stayed 30 nights in Oct 2025
Verified

10/10 Excellent

Jenn T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Rebecca D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was pet friendly. About a 15-20 minute walk to the Village and the beach. Very nice, communicative host!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Jim & Kim E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 14 nights in Jan 2026
From a partner site

10/10 Excellent

Grace G.

Siesta Key Home

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

10/10 Excellent

Chris O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Host, Perfect Location

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.
Stayed 4 nights in Jan 2025
Verified

8/10 Good

Ramesh

Liked: Cleanliness, amenities, property conditions & facilities, communication
Yes. Good to have a toaster oven for bread, better bath gel,
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Mary L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

I really enjoyed staying here! I packed light! Beach chairs and beach towels! We really enjoyed our vacation!😊
Stayed 16 nights in Feb 2024
From a partner site

10/10 Excellent

Alina S.

The best vacation ever!!!

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

10/10 Excellent

Stephen V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Great roomy location. Completely walkable and private destination. Very clean and updated,
Stayed 4 nights in Aug 2024
Verified

8/10 Good

Jessica Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

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!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Rebecca D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Florida getaway

Such a great home base
Stayed 3 nights in Oct 2023
Verified

8/10 Good

Sam M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Spring Break

Great size house with all amenities. Perfect location as we rode bikes to shops/restaurants and to beach every day.
Stayed 6 nights in Mar 2024
Verified

10/10 Excellent

Nancy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location/Lovely Home

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.).
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Sobia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay

We had a great time would love to go back.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Jeffrey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

We enjoyed our stay very much. Nice house. Rent a golf cart to get around.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Julie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect house

I highly recommend this house! Everything was perfect!
Stayed 4 nights in Dec 2023
Verified

10/10 Excellent

Gioia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

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.
Stayed 3 nights in Jun 2023
From a partner site

10/10 Excellent

Sandy D.

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%.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Lorraine L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Givens Street

It was comfortable and met our needs.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Nina Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love 303!!

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!
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Lois G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Gathering

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.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Courtney T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect get away

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.
Stayed 3 nights in Jun 2022
From a partner site

10/10 Excellent

Cheryl S.

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!