Gertrude's Siesta | Oceanview, 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.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!
Siesta Key Village
Gertrude's Siesta | Top Location! 1-min to Best Beaches, Private Patios, Gate to Village!
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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 St. Boniface Episcopal Church Labyrinth. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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
Circle K - 15 min walk
Gilligan's Island Bar & Grill - 11 min walk
Sun Garden Cafe - 14 min walk
Frequently asked questions
Is Easter Opening | Oceanview, 12 Steps to Beach, 4min Trolley to Village, Free Gear! pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Gertrude's Siesta | Oceanview, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?
As of 12 Apr 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Oceanview, 12 Steps to Beach, 4min Trolley to Village, Free Gear! on 28 Jul 2026 start from £532, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Easter Opening | Oceanview, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?
On-site parking is available at the property.
What time is check-in at Easter Opening | Oceanview, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?
Check-in begins at 3:00 PM.
What time is check-out at Easter Opening | Oceanview, 12 Steps to Beach, 4min Trolley to Village, Free Gear!?
Checkout is at 10:00 AM.
Where is Easter Opening | Oceanview, 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. St. Boniface Episcopal Church Labyrinth and Siesta Key Farmers Market are also within 1 mile (2 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great location, so easy to get to the beach which is beautiful and an easy walk to the restaurants and shops.
Sue A.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 16 Nov 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Our trip to Siesta Key was absolutely magical. We had the greatest location right at the corner where the trolley stopped. The beach was steps away and could be accessed so easily. The property was clean, well- appointed, and had all of the necessary beach equipment we could ever need. We used the umbrellas, beach chairs, wagons for transport, and cooler. The cruiser bikes were also such a nice surprise. We will absolutely stay here again when we come back. Highly recommend!
Yes, everything was very nice. Almost anything you could want/need for a nice girls weekend. We enjoyed ourselves.
terry L.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 22 Dec 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me and I’ll take care of you! - Daniel Jones
Thank you for staying with us! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
We enjoyed a nice last minute stay on our favorite beach. Good location. Great amenities with plenty of beach gear in good condition.
dina t.
Stayed 2 nights in Jul 2025
Response from VrboOwner on 16 Aug 2025
Thank you for staying with us! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
From a partner site
10/10 Excellent
zach b.
19 Apr 2025
Great stay
Short walk to the beautiful beach and half-a-mile to downtown restaurants and shops. We enjoyed!
Great location and property for our families! Would definitely stay again!
Heena P.
Stayed 4 nights in Mar 2023
Response from VrboOwner on 16 Apr 2023
So glad you had a good time. We hope you come again soon! Just reach out to me "Daniel" at Gertrude Rentals the next time you need anything at all. Repeat guests never pay full price.
From a partner site
2/10 Terrible
David S.
26 Oct 2025
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
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.
Linda G.
Stayed 6 nights in Oct 2025
Response from VrboOwner on 23 Nov 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
The location is phenomenal! The common spaces (living room and kitchen) are tight if you plan on spending a lot of time in the unit. There were a couple of deferred maintenance items and the unit was a little dated. The second bathroom is very small, so just something to keep in mind if you have another couple traveling with you. The beach equipment was amazing!! Short walk to town and an even shorter walk to the beach! Dan, the host, was very responsive with any questions that came up.
Heather R.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 9 Mar 2026
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Great location to the beach and town. Bedrooms were spacious and everyone was happy. We would stay here again!
Casey J.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 13 Jul 2024
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
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!
Jocelyn G.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 1 Sept 2025
Thank you for staying with us! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
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.
Kosta T.
Stayed 3 nights in Mar 2023
Response from VrboOwner on 16 Apr 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me at Gertrude Rentals and I’ll take care of you!
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!
Allison S.
Stayed 3 nights in Apr 2025
Response from VrboOwner on 21 Apr 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
From a partner site
10/10 Excellent
Mariah K.
16 May 2025
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!
Mariah K.
From a partner site
10/10 Excellent
Jeffrey W.
17 Mar 2025
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.
Great place for family on Siesta Key. Close to beach and village.
Will come back!
Ed R.
Stayed 5 nights in Apr 2023
Response from VrboOwner on 16 Apr 2023
So glad you had a good time. We hope you come again soon! Just reach out to me "Daniel" at Gertrude Rentals the next time you need anything at all. Repeat guests never pay full price.
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!
Fiona B.
Stayed 4 nights in Feb 2023
Response from VrboOwner on 22 Apr 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
From a partner site
10/10 Excellent
melissa s.
13 Dec 2024
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!
We had a great time ; all the beach items provided were so appreciated! Highly recommend this property!
Madison H.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 2 May 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, reach out to me at 8885SIESTA and I’ll take care of you! - Daniel Jones
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me. - Daniel Jones
Close to beautiful beach. Great amenities, including sup boards
Sabrina C.
Stayed 3 nights in Aug 2022
Response from VrboOwner on 4 Oct 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me. - Daniel Jones
So close to the beach! Easy check-in process. Short walk to the village. Loved the trifold doors that open up to the ocean view! Will stay here again for a family staycation!
Dayna M.
Stayed 2 nights in Jul 2023
Response from VrboOwner on 16 Jul 2023
Thank you for staying with us. We value your business and hope you come again soon! If you ever need anything at all, just reach out to me direct at 8885SIESTA and I’ll take care of you!