Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!
Hoppy's Ocean View Beautiful ocean-view home in top location with pool! Just 1-2 min walk to Siesta Key beach! 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Balcony, alfresco dining and lounging, pool (shared), and an in-house elevator. Perfect for families or couples who relax, explore and repeat. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love ∙ Ocean Views southwesterly ocean views from the balcony ∙ Beaches 1-min walk to award winning beaches ∙ Relaxing private balcony and patio with dining and lounging ∙ Pool beautiful heated pool (shared) with tropical plants just 25 steps away ∙ Sunsets walk 1-min to best sunsets or just enjoy from the balcony ∙ 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 just 1-min walk to pick up, free of charge to all Siesta Key points ∙ The Memories walk to all siesta key is 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 3BR home fully remodeled in 2023. Beautiful d cor and thoughtful amenities throughout. Out-door grilling and dining, indoor and outdoor lounging, perfect for bigger groups, surrounded by palms. Set on the Southern edge of Siesta Village. Just 1-minute walk 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 is three stories, living space on the second and third floor, and it boasts an in-house elevator to all floors. There is one large king bedroom, two queen bedrooms, a queen sleeper in the living room, a trundle under one of the queen beds and two Tempur-pedic rollaway beds. You can sleep up to 11 family style. Need more space? We can get you a tempur-pedic rollaway bed or an additional unit nearby.
Property Truths The pool at this location is shared with just three other units. Your unit is unit A, the pool is located behind units C and D, and this is only 20 steps from your building. While shared pools are "the norm" in Siesta Key, especially this close to the beach, people used to less popular beach destinations could be caught by surprise. Our properties in Vermont and New Jersey commonly have private pools, but don't go there if you can go to Siesta Key.
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.
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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, or check out an event or a game at Ed Smith Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
St. Boniface Episcopal Church Labyrinth - 15 min walk - 1.3 km
Siesta Key Farmers Market - 15 min walk - 1.3 km
Crescent Beach - 6 min drive - 4.5 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive
Restaurants
Siesta Beach Pavilion - 7 min walk
Circle K - 17 min walk
Siesta Key Snack Bar - 7 min walk
Gilligan's Island Bar & Grill - 14 min walk
Sun Garden Cafe - 16 min walk
Frequently asked questions
Does Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!?
As of 27 June 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator! on 31 August 2026 start from NZ$969, 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.
Is Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!?
On-site parking is available at the property.
What time is check-in at Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!?
Checkout is at 10:00 AM.
Where is Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator! located?
This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Siesta Key Beach Playground and Siesta Key Beach. Crescent Beach is 2.1 mi (3.4 km) away.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The property is beautiful and a 1 minute walk from the beach. Communication with the host was excellent, highly recommend!
Suset R.
Stayed 3 nights in May 2026
From a partner site
10/10 Excellent
Tracy L.
9 June 2026
So great!
We were a group of moms and daughters, and we had the best time. The location was great, and the amenities of the house were everything (and more) than we needed. The check out process was the easiest we've ever experienced, which is the icing on the cake to a wonderful place to vacation!
The host was so accommodating and helpful. Location was perfect we could walk everywhere and it was so nice having bikes to use if we wanted! I would definitely recommend to anyone staying in siesta key!
Lauren W.
Stayed 3 nights in Apr 2026
Verified
10/10 Excellent
Joyce
19 February 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication
Clean, great location, perfect for a family or girls trip
The unit was very clean and as advertised. The beach was just a minute from the unit and was very convenient. Taking the frog hop to town was great. Would highly recommend the unit. Communication was great and all needs were met.
Matt M.
Stayed 4 nights in Mar 2026
From a partner site
10/10 Excellent
rick s.
7 February 2026
It's all good
Our second stay at this property.....great location...convenient to beach and walking to town is a breeze. Very well equipped and comfortable.
We loved being able to have coffee on deck in the morning looking out on the ocean. Love the free transportation.
Dodie D.
Stayed 8 nights in Jan 2026
Response from VrboOwner on 1 February 2026
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
From a partner site
10/10 Excellent
Whitney P.
10 November 2025
Wonderful Rental
No complaints about our stay. The house was so clean when we arrived and everything worked great!
Whitney P.
From a partner site
10/10 Excellent
Jaycie G.
9 February 2026
Review
We stayed at Hoppy's Beach View and it was lovely! The owners were very communicative leading up to our trip and during our stay. The unit itself was clean and stocked with kitchen essentials, shampoo/conditioner, laundry soap, toilet paper, towels, and beach gear which was so helpful. The location was awesome - Just a quick walk to the beach and trolley stop. We had 7 people stay here which worked out totally fine as long as you are comfortable with sharing rooms/space. I'd highly recommend renting through Gertrude!
Jaycie G.
From a partner site
10/10 Excellent
Adam S.
7 October 2025
Awesome Place, Great Location
Perfect place literally across the street from the beach. Walkable to the Village but a cheap uber ride if that's preferred. Place is in immaculate condition.
The unit was great! Loved having the elevator. Well supplied with kitchen, bathroom, beach items. Very close to beach. Beautiful, deep beach which is very walkable. Walkable to town. Great outdoor balcony and downstairs screened area. Easy communication with Daniel.
Cathe E.
Stayed 6 nights in Dec 2025
Response from VrboOwner on 1 February 2026
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
From a partner site
10/10 Excellent
Levi O.
18 July 2025
Great location
Grata location, clean and safe. Clear view to the beach and literally steps to the beach.
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
Verified
10/10 Excellent
shannon
20 January 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication
The view from this house is outstanding! The home was immaculate and decorated beautifully. 3 levels with an elevator! The gracious owner, Daniel, checked in on us to see if we needed anything. This house had everything we needed! We were amazed! It was hard to leave the house to go to the beach. The location is the best! SO close to everything!! Location! Location!Location!!
We will return soon! Thank you again Daniel!!
Location can’t be beat. Close to the beach and to town. Beautiful view as well! Definitely would stay again!
Tammy M.
Stayed 6 nights in Jan 2025
Response from VrboOwner on 25 January 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
Family fun Enjoyed the view from the balcony of the gulf The place is very clean but for us the amount of stairs were difficult.
Alana L.
Stayed 4 nights in Aug 2025
Response from VrboOwner on 16 September 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
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
We had a great time visiting family in siesta. The unit was clean and very nice. Close to beach and town.
Kelli S.
Stayed 4 nights in Mar 2025
Response from VrboOwner on 21 April 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
Had a great time with the family within easy walking distance of an incredible beach. Plenty of room for a family of five.
William H.
Stayed 3 nights in Jul 2023
Response from VrboOwner on 25 August 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!
Clean, close to the beach and easy communication with the rental company.
Bob S.
Stayed 4 nights in Jul 2022
Response from VrboOwner on 18 December 2022
Thank you. We hope you visit again soon. You're a repeat guest now and can call me at (888) 5-SIESTA if you need anything at all! Always happy to help.
From a partner site
10/10 Excellent
Jennifer h.
12 July 2025
Great
Super Clean! Great Location. We would definitely return.
Great location very clean and has everything you need
paul o.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 30 April 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!