Entire home

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village

Holiday home with kitchen, steps from Siesta Key Beach

Photo gallery for Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village

Beach nearby - Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village (Siesta Key)
4 bedrooms, desk, iron/ironing board, travel cot - Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village (Siesta Key)
Exterior - Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village (Siesta Key)
Interior - Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village (Siesta Key)
4 bedrooms, desk, iron/ironing board, travel cot - Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village (Siesta Key)
Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village provides amenities, such as a water park and laundry facilities. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 13

Popular amenities

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

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village

Las Ventanas
Resort-like setting with semi-private pool, rooftop deck, in-house elevator, and 5 terraces in heart of Siesta Village! Just 1-minute walk to Siesta's best Beach and the shopping dining and entertainment of the village! Spacious, bright, airy, and surrounded by palms. Experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Terraces and Rooftop –beautiful views from five balconies and rooftop terrace
∙ Semi-private Pool – heated pool and sun shelves shared with just one other unit
∙ The Beaches – 1-minute to Siesta Key's top beaches with white sand and calm clear water
∙ Restaurants – 1-minute walk to the shopping dining and entertainment of the Siesta Village
∙ Gulf Breezes –Ventanas means “Windows” and 3000 ft.² of windows catch sea breezes day and night
∙ Relaxing – 5 baths and a balcony off every bedroom
∙ Sunsets –walk 1-minute to best sunsets or just enjoy from your rooftop deck
∙ Activities – a few free bikes and paddleboards provided, but scooter and golf cart rentals nearby
∙ 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 is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.

The Location
You aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities, this property will deliver what they need. It's just steps to the top attractions on the island including 4 beach accesses, and 20 bars and restaurants. Walk right 450ft to the best beaches in America or left 450ft to the world-famous shopping dining and entertainment of the Siesta Key Village. This area has - ice-cream, tide pools, daiquiris, dolphins, fresh oysters, white-quartz-sand, big breakfast, sunsets, amazing seafood, white lagoons, craft beer, sand dollars, live music, shopping, and gourmet donuts. Back at the house, you'll enjoy a semi private pool (shared with just one other unit), as well as private features including - four private gathering areas for your bonding enjoyment including a poolside swim-out room with wet bar, and a rooftop sundeck with ocean views and wet bar. When you'd prefer to relax, you'll find lots of bright and airy out the way rooms and terraces for quiet decompressing.

Bedroom Details
This is a huge 4BR, you can sleep up to 13 family style. The master suite (large) has two queen beds with bath en-suite, a twin bed in the alcove and a large terrace. Bedroom #2 has a king bed and terrace. Bedroom #3 has a queen bed with bath en-suite and a terrace. Bedroom #4 is a swimout apt with a queen bed, living room, TV, full bath en suite, and private lanai poolside.

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.

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 amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near a zoo
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Heated pool
  • Kayak
  • Optional golf privileges
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

758692

About the area

Located in Siesta Key Village, a neighbourhood 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. Mote Marine Laboratory & Aquarium and Coconuts Family Entertainment Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Siesta Key travel guide
View more Holiday homes in Siesta Key
Map
Siesta Key, FL

What's nearby

  • Southwest Florida featuring general coastal views and a beach as well as a large group of people
    Siesta Key Beach
    2 min walk - 0.2 km
  • North America, United States, Florida, Miami-Dade County, Miami Beach, Ocean Drive
    Irma Beach
    2 min drive - 1.8 km
  • SiestaKey_StBonifaceEpiscopalChurchLabyrinth_6295832-2
    St. Boniface Episcopal Church Labyrinth
    3 min drive - 2.4 km
  • Siesta Key Farmers Market
    3 min walk - 0.3 km
  • Siesta Key Beach Playground
    3 min drive - 2.1 km

Getting around

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

Restaurants

  • Siesta Beach Pavilion
    3 min drive
  • Siesta Key Snack Bar
    3 min drive
  • Circle K
    5 min walk
  • Gilligan's Island Bar & Grill
    5 min walk
  • Siesta Key Oyster Bar
    4 min walk

Frequently asked questions

Is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village located?

Located in Siesta Key Village, this holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Irma Beach and Siesta Key Beach Playground are also within 2 miles (3 km).

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Gertrude's Siesta | 6 Terraces, Rooftop, Pool, 1-min to Beach and Village Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 44 out of 45 reviews
Rating 8 - Good. 1 out of 45 reviews
Rating 6 - Okay. 0 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10

Cleanliness

10

Location

Reviews

10/10 Excellent

Nick S.

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

Great Beach getaway

Great location! Walking distance the beach and restaurant's / bars in Siesta Key.
Stayed 4 nights in Oct 2023

10/10 Excellent

Erin M.

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

Beach vacay

Had a great stay. The house was awesome loved being so close to the beach! Perfect rooftop view for the sunset too
Stayed 4 nights in Aug 2023

10/10 Excellent

Thomas C.

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

Amazing location and property!

Amazing property and location!! We loved it! The parents and recent grads had a blast. Thank you!!
Stayed 4 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gretchen C.

Great place great location

We really loved this home to stay in for five nights. It was a two minute walk to the beach, two minute walk to the village. It was very spacious and clean. Unfortunately We did not have great weather to utilize all the multiple decks and the pool area. There is a great rooftop deck where we were able to see a beautiful sunset. We would definitely stay here again!

10/10 Excellent

Verified traveller

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

Amazing in every way!

Easy to check in and communicate. Perfect location, pool, and rooms. We will be back! Appreciate everything!
Stayed 4 nights in Jun 2024

10/10 Excellent

Grant S.

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

PRIME Location!!

The stay was perfect! Great accessories for the beach, walking distance to the restaurants and bars. Beach was a short walk as well! We loved the stay and would recommend it to anyone. The elevator was a cool touch as well it made it easy to fill a cooler and bring luggage to different floors. Really great communication and even let us drop our bags off a bit early which was awesome!!
Stayed 3 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tara O.

Birthday Celebration

4 couples stayed in this beautiful home for a birthday celebration! Fantastic location, well appointed house, comfortable beds. Dan is an amazing host and responds quickly to random questions!

10/10 Excellent

Pedro L.

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

Great Location and Clean house

We enjoyed our stay here very much. House was close to restaurants and the beach so we really didn’t have to drive around much. It was also nice to have a wagon to take our stuff to the beach as well as bikes to explore the area. I thought the pool was small but lots of other compensating factors.
Stayed 4 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

p C.

great stay

Our entire interaction with Dan and the Gertrude team was great. The property was just as pictured, well maintained and extremely well stocked. Bikes, beach chairs, even coolers were provided. Definitely recommend Gertrude's and plan to come back soon.

10/10 Excellent

Carol A.

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

FANTASTIC

We loved the property! Perfect amount of space for 2 families with kids! So clean and perfect location. Easy walk for kids to beach and restaurants! We will be back!
Stayed 3 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karen S.

Loved our stay Siesta Key

We were a group of nine women enjoying fun in the sun. Our accommodations were perfect. Communication with Dan was superior. The heated pool was enjoyable. I would not hesitate to stay again. 5 stars 😊

10/10 Excellent

Ashley E.

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

Perfect siesta key location

Walking distance to the beach with a semi private pool (shared with adjoining unit). All the amenities provided, and more. Elevator to the fourth floor was super convenient. Walking distance to shops and restaurants. Property manager was flexible and easy to work with. Definitely would stay again!
Stayed 3 nights in Aug 2023

10/10 Excellent

Jen N.

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

Girl’s weekend getaway

This house is outstanding from the beauty of the home to the location of the beach and village attractions. We can’t stop talking about it and are preparing for next year. You will not be disappointed. Everything is right at your fingertips. Siesta Key is amazing.
Stayed 4 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dede A.

Siesta Key gem

This multilevel duplex was a wonderful place to spend a week at Siesta Key. Thoughtfully appointed and beautifully decorated, not one detail was overlooked! Communication with the owner was answered promptly. The location is perfect for strolling to the Village and to the beach, we barely needed our car. We look forward to returning soon
Stayed 8 nights in Dec 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amy S.

Our stay at this stunning gulf-view rental was absolutely perfect! The house offered breathtaking views of the sunset right from the spacious deck, making every evening feel magical. The interior was beautifully decorated, clean, and equipped with everything we needed for a comfortable stay. The location couldn't have been better — just a short walk to the beach, local restaurants, and lively bars. It was so convenient to enjoy a day on the sand and then head out for dinner and drinks without needing to drive. The host was incredibly responsive and thoughtful, ensuring we had everything we needed for an unforgettable getaway. If you're looking for a peaceful retreat with unbeatable views and easy access to local hotspots, this place is a gem. We can't wait to come back!

10/10 Excellent

Elaine K.

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

Girls get away

Property was as stated, plenty of room, nice decor, close to everything, lovely pool, the beach accessories were a great touch! Wed
Stayed 4 nights in Apr 2024

10/10 Excellent

Lisa B., Tampa, FL

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

Great girls trip house

We had a great weekend going into the village and then the opposite direction to the beach. Perfect location. We were all comfortable. The only thing I didn’t like is the that the bedroom right next to the pool did not have a complete set of blinds so when your neighbors were using the pool they could see directly into your room. Need to have those fixed but overall great stay. They were very responsive.
Stayed 3 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karen S.

Loved our stay Siesta Key

We were a group of nine women enjoying fun in the sun. Our accommodations were perfect. Communication with Dan was superior. The heated pool was enjoyable. I would not hesitate to stay again. 5 stars 😊
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tara O.

Birthday Celebration

4 couples stayed in this beautiful home for a birthday celebration! Fantastic location, well appointed house, comfortable beds. Dan is an amazing host and responds quickly to random questions!

10/10 Excellent

Thomas W.

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

Great house and location

The house is perfectly located by the beach and the main strip, the host was very helpful and accommodating!
Stayed 3 nights in May 2025

10/10 Excellent

Sheila K.

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

Wonderful place to stay in many a combinations and things to do

Wonderful place to stay
Stayed 3 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Daniel R.

Our spring break rental

Really happy with place it was above and beyond with all it has to offer and team always ready to help with any of your necessities, they handled everything from start to finish this is really is a great place to stay and we definitely will be returning with Dan the man

10/10 Excellent

Erin B.

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

Fantastic location, home, and property manager

Location and amenities of the home were fantastic. Easy check-in and check- out made the vacation great from start to end.
Stayed 5 nights in Mar 2023

10/10 Excellent

K.L. R.

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

Great Place for a Mini Vacation from Tampa

Thank you for the excellent stay. We really enjoyed your property and would love to come back at some point!
Stayed 4 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Linda W.

Perfect spot

We loved this house and it was at a perfect spot. Once we got there we never had to drive, everything was in walking distance.
Stayed 4 nights in Dec 2024