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Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!

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Balcony view dining area in Siesta Key vacation rental near the beach.
Hoppy's Oceanview - a Gertrude Rental property!
Pool with alfresco dining and lounging (shared).
Gertrude - One name, numerous possibilities!
A beach with white sand, clear turquoise water, and a few people in the distance.

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Common Space

2 Single Beds and 1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Half Bathroom 3

Toilet

Spaces

Kitchen
Office
Balcony
Separate dining area
Dining area

About this property

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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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

Property # 9673914
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 Stardust Event Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Sarasota, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.2 km
  • Siesta Key Beach Playground - 9 min walk - 0.8 km
  • St. Boniface Episcopal Church Labyrinth - 15 min walk - 1.3 km
  • Siesta Key Farmers Market - 15 min walk - 1.3 km
  • Crescent Beach - 5 min drive - 4.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬7 min walk
  • ‪Siesta Key Snack Bar - ‬7 min walk
  • ‪Circle K - ‬17 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 12 May 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 19 July 2026 start from NZ$1,438, 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. St. Boniface Episcopal Church Labyrinth and Siesta Key Farmers Market 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. 78 out of 84 reviews
Rating 8 - Good. 5 out of 84 reviews
Rating 6 - Okay. 0 out of 84 reviews
Rating 4 - Poor. 0 out of 84 reviews
Rating 2 - Terrible. 1 out of 84 reviews

10/10

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

Verified

10/10 Excellent

Brian R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super close to beach and nice accommodations.
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Jay S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay, everything was perfect and as promised. Will book again!!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Kelly P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful host. We will be staying with them again. Thank you for a wonderful stay.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Matt M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Mar 2026
From a partner site

10/10 Excellent

rick s.

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.
Verified

10/10 Excellent

Dodie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved being able to have coffee on deck in the morning looking out on the ocean. Love the free transportation.
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.

Wonderful Rental

No complaints about our stay. The house was so clean when we arrived and everything worked great!
From a partner site

10/10 Excellent

Adam S.

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.
Verified

10/10 Excellent

shannon

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!!
Beautiful seashells on siesta key beach
Ocean view
Right across the street
The beach
Stayed 3 nights in Jan 2026
From a partner site

10/10 Excellent

Levi O.

Great location

Grata location, clean and safe. Clear view to the beach and literally steps to the beach.
Verified

10/10 Excellent

Kimber S.

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

Vacation

We Absolutely loved everything about our stay
Stayed 7 nights in Jun 2025
Response from VrboOwner on 19 July 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
Verified

8/10 Good

Alana L.

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

10/10 Excellent

Tammy M.

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

Excellent Location

Location can’t be beat. Close to the beach and to town. Beautiful view as well! Definitely would stay again!
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
From a partner site

10/10 Excellent

Jennifer h.

Great

Super Clean! Great Location. We would definitely return.
Verified

10/10 Excellent

Sonia D.

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

Great property!

Clean, well stocked, and close to town!
Stayed 5 nights in Sep 2024
Response from VrboOwner on 28 September 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
Verified

10/10 Excellent

Kelli S.

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

Nice property

We had a great time visiting family in siesta. The unit was clean and very nice. Close to beach and town.
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
Verified

10/10 Excellent

William H.

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

Great location

Had a great time with the family within easy walking distance of an incredible beach. Plenty of room for a family of five.
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!
Verified

10/10 Excellent

Bob S.

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

Great rental! Would definitely stay again.

Clean, close to the beach and easy communication with the rental company.
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.
Verified

10/10 Excellent

paul o.

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

Vacation getaway

Great location very clean and has everything you need
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!
From a partner site

8/10 Good

Tyler Y.

Nice relaxing stay

Overall a great stay with excellent customer service. A few minor things needed repair, but still recommend. We will for sure consider Gertrude for our next trip!
Verified

10/10 Excellent

Cassie M.

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

Flexible Spaces

Great location, easy beach access, cute details!
Stayed 6 nights in Jun 2024
Response from VrboOwner on 23 June 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
Verified

10/10 Excellent

George S.

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

Siesta get away

Place was great. Close to ocean and walking distance to town. Clean, spacious and plenty of amenities.
Stayed 4 nights in Feb 2024
Response from VrboOwner on 4 March 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
From a partner site

10/10 Excellent

Karl H.

Gem in Siesta Keys

Had a great stay at Gertrude rentals. Literally one block from the beach! Walk to town. Lots to do. Could not be happier. The house was immaculate and plenty of space for all of us. Thank you for making our stay wonderful.
Verified

10/10 Excellent

Alison S.

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

Perfect beach get away

The description of the property was perfect. Once you park, no need to use your car again. Plenty of beach gear to use, free trolly system, and it really was about 150 steps to the beach. We had a perfect time.
Stayed 3 nights in Mar 2025
Response from VrboOwner on 21 April 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
Verified

10/10 Excellent

Yissel F.

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

Stay

Beautiful place! The beach is a dream!
Stayed 7 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.

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

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