Apartment

Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear!

Family-friendly apartment in Siesta Key with a water park

Photo gallery for Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear!

Modern living room with coastal décor, comfy seating, and big windows filled with natural light.
Open living room with panoramic views of the Gulf. Enjoy meals while soaking in the beauty of Siesta Key's world-famous sunsets.
Terrace/patio
Spacious balcony overlooking the Gulf and tropical surroundings. A serene spot to sip coffee, watch the sunrise, or enjoy the island vibe.
Spacious living room with modern décor, comfy seating, and large windows for natural light.

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Outdoor space

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪2 min walk‬
  • Place, Siesta Key Beach Playground
    ‪12 min walk‬
  • Place, Siesta Key Farmers Market
    ‪12 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪22 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

2 Single Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Dining area

About this property

Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear!

The Oceanview 603
Oceanview 12-steps to Siesta Key's best beach access! Stunning views with floor-to-ceiling “movable' glass walls in master bedroom and living area. Just 3-min by trolley or bike (10-min walk) to Siesta Village. Remodeled in 2023. Free bikes and paddle boards. Communal lounging, alfresco dining, ping-pong, and Tiki bar below. Perfect for families and couples looking to relax, explore and repeat. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta


What Guests Love
∙ Ocean Views – southwest views of Gulf and sunsets through floor-to-ceiling windows
∙ Gulf Breezes – wall of windows folds for unobstructed ocean breezes day or night
∙ Beaches – 12-steps to access of Americas top beach, white sand and calm clear water
∙ Relaxing – safe easy access to outside attractions and lots of plus-space on site
∙ Sunsets –walk 30-seconds to best sunsets or just enjoy from your living room
∙ Island Trolley –picks up out front, free of charge to all attractions and welcome's drinks
∙ Activities – free bikes and paddleboards provided, scooter and golf cart rentals nearby
∙ Extra Spaces –ping pong room, alfresco dining-lounging, DIY tiki bar in the back
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ The Memories – walk to all Siesta Key's top attractions and guaranteed fun for all

The Beach
Our beach access is across the street, 12-steps, and is quieter and more private. Although one of the most desirable on the Siesta Key and has no parking available so isn't easy to access from rentals outside the neighborhood. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. A livelier beach scene with food, drinks and even a weekend drum circle is accessible a 5-to-10-minute walk south on the beach.

The Home
Ocean view property contains just 3 units and was remodeled in 2022. Floor to ceiling glass walls in master bedroom and living area create wide-open southwestern exposures. Glass wall is bifold design and fully opens for maximum ocean or sunset views and refreshing breezes day and night. Common areas include the ping-pong room, tiki bar, alfresco dining, and usually cornhole. Set on the Southern edge of Siesta Village and surrounded by tropical plants. Just 10-second walk to top beaches, and 3-minute golf cart or trolly ride (10-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
This ocean view unit is 3BR and this unit is one staircase up from the ground. There is one large king bedroom, an ocean view queen bedroom, and a bunkroom with twin-over-full and twin-over-twin-bunks. Tempur-pedic rollaway beds are available with advance notice, and although the master bedroom is quite big, setting up by the window in the living room makes it the best sleeping area in the house. You can sleep up to 9 family style. Need more space? Ask about an additional unit nearby.

Beach Gear Provided
We provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. 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.

History – There's no public parking in this area so, even though this is a gorgeous beach, it ends up being a little more private than most. When I was a kid growing up on Siesta Key, this beach access was called “Palm Island” and named after the island of the same name right at the end of the street. The island has a small bridge going to it and is literally a “heart shaped” island within the island of Siesta Key. When I was younger this was our lovers lane and, for me, it's still the spot to fall in love or rekindle an old flame.

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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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 apartment is in the city centre 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 Jim Neville Marine Preserve. 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 - 2 min walk - 0.2 km
  • Siesta Key Beach Playground - 12 min walk - 1.1 km
  • Siesta Key Farmers Market - 12 min walk - 1.1 km
  • St. Boniface Episcopal Church Labyrinth - 15 min walk - 1.3 km
  • Irma Beach - 3 min drive - 2.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬8 min walk
  • ‪Siesta Key Snack Bar - ‬8 min walk
  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Circle K - ‬15 min walk
  • ‪Siesta Key Oyster Bar - ‬12 min walk

Frequently asked questions

Is Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?

On-site parking is available at the property.

What time is check-in at Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?

Checkout is at 10:00 AM.

Where is Gertrude Siesta | Oceanview Penthouse, 12 Steps to Beach, 4min Trolley to Village, Free Gear! located?

This family-friendly Siesta Key apartment building is located by the sea, within 1 mi (2 km) of Siesta Key Beach Playground and Siesta Key Beach. Siesta Key Farmers Market and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).

Reviews

9.6

Exceptional

9.8/10

Cleanliness

10/10

Amenities

9.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 56 out of 64 reviews
Rating 8 - Good. 6 out of 64 reviews
Rating 6 - Okay. 0 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 2 out of 64 reviews

Reviews

10/10 Excellent

Sue A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, so easy to get to the beach which is beautiful and an easy walk to the restaurants and shops.
Stayed 3 nights in Oct 2025

10/10 Excellent

Natalie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Stayed 3 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

2/10 Terrible

David S.

Perfect vacation

The beach house had everything we wanted, it was stalked with everything you would need to go to the beach. The house is right across from the beach access and the trolly stop is right in front of the house as well, so it was a breeze to get to siesta village or turtle beach. The house was clean and fully stocked

10/10 Excellent

Linda G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was clean and comfortable. Location was excellent. Having the free trolly pickup right outside our door was a plus.Floors are not very insulated so the people upstairs sounded like elephants 18 out of 24 hours. Beyond that we were very happy.
Stayed 6 nights in Oct 2025

10/10 Excellent

dina t.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed a nice last minute stay on our favorite beach. Good location. Great amenities with plenty of beach gear in good condition.
Stayed 2 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

zach b.

Great stay

Short walk to the beautiful beach and half-a-mile to downtown restaurants and shops. We enjoyed!

10/10 Excellent

Jocelyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Firstly, I would like to say that Dan is such a wonderful host! Very accommodating and super easy to talk to! The apartment is clean, quaint and is a perfect location a few steps away from the beautiful Siesta Key beach. We will definitely come back and stay with Gertrude rental again!
Stayed 4 nights in Aug 2025

10/10 Excellent

Heena P.

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

Great stay during spring break

Great location and property for our families! Would definitely stay again!
Stayed 4 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mariah K.

Perfect getaway!

This place was perfect for our quick getaway. Only steps to the beach and supplies with all the things needed to enjoy the beach. Highly recommend. We will be back!

10/10 Excellent

Allison S.

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

Amazing place to stay!

The condo was absolutely beautiful, with plenty of room for everyone. The doors that open completely at the front is a wonderful way to let the ocean breeze in! It was such a short walk to the beach, having the chairs, umbrellas, and wagons to use was a wonderful added touch! It was also a great location to be able to walk to restaurants and shops. Definitely would stay here again!
Stayed 3 nights in Apr 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sebastian C.

Perfect Family Beach Getaway in Siesta Key

We had a fantastic family vacation at this house in Siesta Key! The home was spotless and in excellent condition, with everything we needed for a perfect beach getaway. It was fully equipped with beach essentials — chairs, umbrellas, and even a cart to carry everything easily to the beach. The included bikes were a great bonus and allowed us to explore the area together. The neighborhood was quiet and safe, ideal for families, and the house had all the amenities to make us feel at home. Highly recommended for anyone looking to enjoy Siesta Key with their family in comfort and style!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeffrey W.

Great location & Dan is great to work with.

The apartment is in a great location for everything. Plenty of room for everyone & beach is right across the street. We had a great time, played some table tennis, beach, short walk to town where it's hopping. Dan the owner is great to work with & I will be renting from them again for sure next year.

10/10 Excellent

Casey J.

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

4th of July Getaway

Great location to the beach and town. Bedrooms were spacious and everyone was happy. We would stay here again!
Stayed 3 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nicci C.

10/10 experience for bachelorette!!

I had my bachelorette here along with 7 of my friends and we had a fantastic time!! We were able to drop off our bags early before check in so we could go explore the village. This is was a perfect location, right across from the beach and 10 min walk to the bars and restaurants. I truly couldn't have imagined a better place for us to stay! It accommodated all of us perfectly and we had no trouble. There was so much closet space too which was so nice! We absolutely loved our time and will definitely be coming back.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

melissa s.

Great Place

We love the apartment and the location. This is our second time staying here. The location has great beach access and is easy to walk to the village. The apartment had everything we needed and was very clean! I'm sure we will stay there on our next visit to Siesta Key!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sarah T.

Paradise Found

If you're looking for the perfect place to stay in Siesta Key...this is it! For the record, if you stay at any of the Gertrude Rentals properties, you'll be in great hands. No stone goes unturned when it comes to spoiling their guests. But, out of all of the Gertrude properties I've stayed in, this one was by far my favorite. The accommodations were top notch. Everything you could ask for and more on a beach vacation was right there on site. And the location? Beach Access 10 is a Siesta Key hidden gem. I highly recommend this unit and will definitely stay here again!

10/10 Excellent

Josh M.

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

Excellent place

Super well stocked throughout, including beach, amenities, chairs, paddleboard’s, and great family play area with ping-pong table.
Stayed 3 nights in Oct 2023

10/10 Excellent

Kosta T.

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

Great place and location

We really enjoyed are stay. The place is clean and located super close to the beach. We also enjoyed the fact that beach chairs and umbrellas were available for use as well for the beach.
Stayed 3 nights in Mar 2023

10/10 Excellent

Ed R.

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

Great place for family on Siesta Key. Close to beach and village.

Will come back!
Stayed 5 nights in Apr 2023

10/10 Excellent

Fiona B.

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

great place and location

right across from the beach and easy to walk to town. all of the rooms were really nice and the place was super clean when we arrived. would come back!
Stayed 4 nights in Feb 2023

10/10 Excellent

Chase J.

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

Vacation

Had a great time, great place, and I a great area
Stayed 6 nights in Feb 2024

10/10 Excellent

Madison H.

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

Great trip with friends

We had a great time ; all the beach items provided were so appreciated! Highly recommend this property!
Stayed 3 nights in Apr 2023

10/10 Excellent

Tammatha T., USA

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

Perfect

We loved our stay , they made it effortless
Stayed 5 nights in Aug 2023

10/10 Excellent

Susan D.

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

Girls trip

The place was absolutely gorgeous and a great location! Could walk everywhere....and we did!!! Dan had everything imaginable on site. Highly recommend
Stayed 4 nights in Jan 2025

10/10 Excellent

Sabrina C.

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

A piece of paradise!

Close to beautiful beach. Great amenities, including sup boards
Stayed 3 nights in Aug 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