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

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

Interior
Dining
Living area
Private patio (one of two), Siesta Key 3BR
Amazing water views and fishing 100-steps away, Siesta Key 3BR

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Kitchen

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪12 min walk‬
  • Crescent Beach
    ‪14 min drive‬
  • Lido Beach
    ‪30 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Bunk Beds

Common Space

1 Single Bed and 1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Half Bathroom 3

Toilet

Spaces

Kitchen
Office
Separate dining area
Dining area

About this property

Gertrude's 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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Ocean view

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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
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 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 Marie Selby Botanical Gardens. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 12 min walk - 1.0 km
  • Shell Beach - 2 min drive - 1.9 km
  • Crescent Beach - 14 min drive - 6.0 km
  • St. Armands Circle - 15 min drive - 12.9 km
  • Lido Beach - 30 min drive - 15.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 29 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬13 min walk
  • ‪Siesta Key Oyster Bar - ‬13 min walk
  • ‪Siesta Key Beach Pavilion - ‬4 min drive
  • ‪The Old Salty Dog - ‬7 min walk
  • ‪Daiquiri Deck Siesta Key - ‬13 min walk

Frequently asked questions

Is Gertrude's Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key! pet-friendly?

Yes, pets are allowed at this property.

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

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 78 out of 85 reviews
Rating 8 - Good. 5 out of 85 reviews
Rating 6 - Okay. 1 out of 85 reviews
Rating 4 - Poor. 0 out of 85 reviews
Rating 2 - Terrible. 1 out of 85 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

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

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
This review comes from a trusted partner site and has not been verified.

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.

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

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

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

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

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
This review comes from a trusted partner site and has not been verified.

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

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

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amy S.

Great easy stay

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.
Stayed 3 nights in Aug 2024

10/10 Excellent

Jeffrey M., Knoxville USA

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

10/10 Excellent

Gioia F., San Diego, CA

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

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

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

10/10 Excellent

Sakeena B.

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

303 Givens

Beautiful property! Very clean and accommodating for our family. Close to siesta keys village approximately a 10 min walk.
Stayed 3 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

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!

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

10/10 Excellent

Jennifer W.

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

Great place!

Everything was great at this property. Good location. Great amenities, we had everything we needed for the beach and didn’t have to bring anything. Communion from the property management was great, we knew exactly what to expect during our stay. They were quick to respond when we wanted to extend our stay. Will definitely stay here if we ever visit Siesta Key again!
Stayed 7 nights in Oct 2022

10/10 Excellent

Jacqueline B., Sarasota, Florida

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

Siesta Key Oasis

Property was perfect for us and our pet. Longtime SK residents that had to evacuate after our property flooded. The rental managers were awesome, accommodates us with all our needs. The property itself was perfect and as advertised.
Stayed 7 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Peter H.

Great Location

we had a great say in siesta key with our 3 teenage boys. The house was clean and close to town and an easy bike ride or walk to get to town. Would have appreciated more toiletries (other than hand soap) etc similar to other rentals where there are typically bath towels, shampoo etc. Beach towels and chairs were definitely a plus.
Stayed 3 nights in Mar 2024

10/10 Excellent

Marybeth B., Where do you live?

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

Great rental!

The rental property manager was very nice and helpful. We were able to walk to siesta village where there were many restaurants and shops. We could also walk to the beach but took our car because of all of the gear. There were other options for getting around including a trolley and golf carts
Stayed 4 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

DINA S.

Dina

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: it was perfect for our needs
Stayed 4 nights in Dec 2022

10/10 Excellent

AJ P.

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

Large comfy house great for groups.

Conveniently located with many nice amenities and plenty of space for large groups. I stayed here with my sisters and we enjoyed the house a lot and were very comfortable. It’s a short bike ride to the beach and town, but far enough away to be quiet and peaceful. The property manager is great and helpful. Beds are comfy which is a must for me. I recommend staying here.
Stayed 3 nights in Jul 2022

About the host

Hosted by Gertrude Rentals 888-5SIESTA

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests