Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace

Top rated by guests
Oceanview living area in Siesta Key vacation rental near the beach.
Spacious and sunny living area leading to dining.
Dining area just outside kitchen.
Dining table for four.
Full kitchen with breakfast bar for two.
review stars
10Outstanding
(14 Ratings)
"Gertrude Rentals was the most outstanding company for our vacation rental! Immediate responses to any questions and kind staff. The condominium was perfect and had everything we needed. It was so clea..."
Anita S.
Don't miss out! Price and availability may change
10 / 10
Outstanding(14 Ratings)

Apartment in Siesta Beach

4 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Now available New Years (had cancellation)...Penthouse Aqualina
Ocean view luxury penthouse. Breathtaking views from private 400sqft terrace! 20 steps from grounds to Americas best beach. Impeccably and fully renovated in 2023. 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Travelers agree, this is the top ocean-view rental on Siesta Key! Book an escape today! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Breathtaking Ocean and Siesta Key Beach Views - from every room except the laundry and bath
∙ Beachside - located only 20 steps from grounds to Siesta Key's award-winning beaches
∙ The Terrace - 400sqft private terrace open airy, high above everything below
∙ Sunsets - walk 1-min to beach or watch the world's best sunsets from the terrace
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - 3-min free trolley ride to Village and live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ Activities - bikes, paddleboards, scooter and golf cart rentals nearby
∙ Island Trolleys - stops right out front, free of charge to all Siesta Key points
∙ Memories - walk to all the island's top attractions and guaranteed fun for all

The Beach
Our beach has a quieter beach in front and to the right plus a lively popular crowd 50 yards south. It is a top spot on Siesta Key for sunsets and on Sundays the world-famous Siesta Key Drum Circle happens 100 yards down the beach. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.

The Home
Large 1BR home 1000 square feet and fully remodeled in 2023. Beautiful décor and thoughtful amenities throughout. Its level is unmatched on Siesta Key. Set on the Southern edge of Siesta Village. Just 30 steps to top beaches, and 3-minute golf cart or trolly ride (15-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 property it's on the 4th floor with an elevator. There is one large king bedroom, and a queen sleeper in the living room. Some say the views in the living room make it the best sleeping area in the apartment. You can sleep up to 4 family style.

Beach Gear Provided
We provide beach towels, chairs, 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.

Amenities at Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace

Non-smoking
Family friendly

Map of Siesta Beach


Ratings and reviews

10 / 10
Outstanding(14 Ratings)
10 / 10Outstanding·Aug 2025
Gertrude Rentals was the most outstanding company for our vacation rental! Immediate responses to any questions and kind staff. The condominium was perfect and had everything we needed. It was so clean and gorgeous and we got an excellent rate. We didn't want to leave Siesta Key. I have never experienced such wonderful customer service. We have traveled a lot and this company was the best! All information was clear and precise regarding check-in, door codes, WiFi, and even the TVs! Thank you Gertrude Rentals!
10 / 10Outstanding·Feb 2025
The penthouse has scenic views of the beach, with spectacular evening sunsets! The space is beautifully decorated and has everything you need for your stay; from kitchen wear and linens to beach gear. The Gertrude group is highly responsive, they make the rental and checkout process easy and they are dedicated to providing a relaxing vacation experience. We were thrilled with the beautiful space and stunning views!
10 / 10Outstanding·Feb 2025
Best rental I have ever stayed in. View from the deck was awesome Gertrude could not have been any better or nicer! There is nothing not to like.
10 / 10Outstanding·Oct 2024
There are too many good things to say about this rental i stayed in with Gertrude. I visited shortly after the hurricanes and they were so accommodating. When one of our places had damage Daniel worked quickly to find an alternative for us to stay in. The location was perfect, the unit had everything we could need and it was clean. Siesta key is still beautiful as ever, as places have opened back up and are seeking traveler business! I will definitely rent with Gertrude Rentals in the future!

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FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace?

We found 2 amenities for this rental. This includes non-smoking, and family friendly.