Apartment

Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4min trolley to Village, Free Bikes Paddleboards

Photo gallery for Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4min trolley to Village, Free Bikes Paddleboards

Westerly views great for sunsets, Siesta Key Village 3BR
Oceanview unit 12-steps to Siesta Key beach access, Siesta Key 3BR
Alfresco dining (shared), Siesta Key 3BR
12-steps to Siesta Key beach access, Siesta Key 3BR
Village restaurants 8-min walk, Siesta Key Village 3BR

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 10

Popular amenities

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

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪1 min walk‬
  • Crescent Beach
    ‪5 min drive‬
  • Lido Beach
    ‪26 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪24 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 Beach Path, 4min trolley to Village, Free Bikes Paddleboards

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 is 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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Kitchen
Washer
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 - 1 min walk - 0.1 km
  • Siesta Key Marina - 5 min drive - 3.7 km
  • Crescent Beach - 5 min drive - 3.6 km
  • Point of Rocks - 6 min drive - 4.6 km
  • Lido Beach - 26 min drive - 17.6 km

Getting around

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

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Key Oyster Bar - ‬12 min walk
  • ‪Siesta Key Beach Pavilion - ‬8 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬7 min drive
  • ‪Starbucks - ‬8 min drive

Frequently asked questions

Is Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards!?

Checkout is at 10:00 AM.

Where is Gertrude Siesta | Oceanview Penthouse, 12-steps Beach Path, 4-min trolley to Village, Free Bikes Paddleboards! 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

9.8

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. 45 out of 51 reviews
Rating 8 - Good. 5 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 1 out of 51 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

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

10/10 Excellent

lisa c.

603 Beach Road

The condo was very well maintained in an awesome location. There were plenty of amenities that made her stay very easy. I love the condo and really had no complaints. My one suggestion is to replace the carpet in the stairs going up and put a mirror in the bunk room so that those guests have something to get ready with. The service was great thank you for all of your help we really enjoyed our stay thank you
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

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

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

Tony W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

carla h.

Great location and great space

Lovely unit. It was very quiet despite being on the second floor. The beach is literally right across the street. Bikes are available but they are beach bikes so you have to get used to the pedal breaks and wide handle bars. The gulf was very wavey when we were there so unfortunately couldn't swim, kayak, paddle due to surf. Walked everywhere safely.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kaeli E.

Would Absolutely Stay Here Again!

Dan and his Gertrude team are incredibly accommodating and made our stay incredibly easy and relaxing! They provide beach chairs/towels/fun sand equipment AND bikes! This is absolutely amazing and we used all of it- it's great quality! The location is an easy walk or bike ride (less than 10 mins to the village). The Beach access is literally across the street and couldn't be easier. The apartment itself was incredibly clean and was great for our group of 7!

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

10/10 Excellent

Stacey D.

Great Location & Service!

We really enjoyed the location of this condo. The beach is right across the street. They also had lots of beach amenities for us to use. It is a short walk into town and we liked to walk on the beach and then cut across to the town. The condo was clean and fit our needs perfectly. The customer service through Gertrude was awesome. We had a few questions and one issue with a bed and the response was so quick and helpful. I also left my Kindle and they happily put it in the mail for me. We will use Gertrude again based on the hospitality alone.

10/10 Excellent

Isabelle F.

Liked: Cleanliness, check-in, communication, location

Good property

We had a great stay at this property, however, it is more of an “apartment-like” property. Great location though, very clean and access to property managers were great. Overall wonderful trip :)
Stayed 3 nights in Aug 2024

8/10 Good

Angel S.

Liked: Check-in, communication, location

Very nice location

The location was absolutely perfect, and we really appreciated the beach amenities we had access to (chairs, carts, umbrellas, kayak, bikes, etc). We do wish the listing was a bit more clear about the shared areas, we would have loved to have used them more but they were very very hot, no AC. Minimal issues were quickly addressed by host. Overall had a wonderful stay.
Stayed 4 nights in Jun 2024

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

8/10 Good

Tina D.

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

Great location!

Our family rented the 3-bedroom apartment on the second floor. Property owner was friendly and attentive to answer questions. The apartment was fresh and clean with plenty of linens, dishes, and beach gear. The kitchen had the basics and could use a few plastic items to accommodate the microwave usage and children. Access to the beach was right across the street and the beautiful white sand beach was wide open without crowds. Overall, we loved the location and apartment. Would suggest a thorough cleaning of the entrance floors, stairs, and downstairs rooms to give better first impressions when entering the building because the apartment was well done. Great price for a great space.
Stayed 2 nights in Jun 2024

10/10 Excellent

Norman F.

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

A few days at the beach

Great location, across street from the beautiful beach, trolly stop directly outside the front door, lots of bicycles available, free use of washer and dryer. outdoor picnic area, inside sitting area...too many amenities to cover them all. A great experience.
Stayed 3 nights in May 2024

10/10 Excellent

Ava B.

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

Wonderful

We could not have been happier with the property and the promptness of communication. Would definately come again!!!
Stayed 3 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

kelly e.

Family trip

We had 7 travelers coming for Spring Break. The outside and game room features were amazing. The four teens loved the hammocks, ping pong, and tiki bar. We grilled out and used the paddle boards, beach chairs, wagons. The beds were comfortable and kitchen had all we need. If I had leave any recommendations it would be to make the master smaller so there was another common bathroom. Although the master was luxurious with a huge private bath , for our group a second bathroom accessible to all would have been better. This might not be an issue for others. Host very attentive. Room very clean. Close to everything and the beach was perfect. Even with the busy travel week , beach access 10 was not crowded.
Stayed 3 nights in Mar 2024

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

10/10 Excellent

Hui Chi K.

Location is Key!

This property is excellent if you want to be directly across the street with direct beach access to Siesta Key Beaches and a short walk to the Village. No free trolley service needed although available. The property provides everything you could possibly need for the beach to include beach towels, chairs, kayaks, paddle boards and bikes! Highly recommend... especially for families.
Stayed 3 nights in Jan 2024

10/10 Excellent

Mark D., Cary

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

Anniversary trip

Any other VRBO we have used through a rental agency has been a poor experience. Dan and Gertrude Rentals could not have been more gracious, caring, responsive and/or informative. They are not about the rental revenue, as they sincerely care about your experience and being a positive part of your stay. Cannot thank or commend him/them enough. Because of this experience, our first to Siesta Key, we will be back next year.
Stayed 4 nights in Dec 2023

10/10 Excellent

Peter F.

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

Wife's birthday

Beautiful property right across from the beach access and convenient to some wonderful restaurants within a short walk
Stayed 5 nights in Oct 2023

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

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

Mark D.

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

clean and helpful owner

we arrived a tad bit early and Dan was gracious enough to let us check in as soon as the house was ready. Everything you need can be found in the house and more if you just ask him. Will definitely recommend this place to out friends.
Stayed 3 nights in Aug 2023

10/10 Excellent

Leci V.

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

The perfect beach

The location of this property can’t be beat. it’s far enough away from the busy condo developments that the beach feels private and close enough to walk to the village. The public beach access is across the street and the actual walk to the beach is a little long, but it’s to be expected to enjoy the powdery sand and warm waters of siesta. beach carts are provided, so it’s no big deal: even if you were ocean front, you’d have the same distance to walk.
Stayed 4 nights in Aug 2023

10/10 Excellent

Judy P.

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

Visit from Kansas

We loved our stay in Siesta Key. The accommodations worked great for our family and the location was perfect (right across the street from the beach access path). It was so nice to have beach towels provided along with access to beach chairs, umbrellas, and a wagon. Bicycles were also available but we did not have time to use them. My only suggestion would be to provide a scrubbing sponge and additional kitchen towels. We would definitely consider renting here again!
Stayed 3 nights in Jul 2023

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