Condo

Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!

Photo gallery for Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!

Stylish and modern with pool, Siesta Key 2BR 2BR- 344PBC
Pool access, Siesta Key 2BR 2BR- 344PBC
Pool access, Siesta Key 2BR 2BR- 344PBC
Just a short walk to the sand path of Siesta Key Beach, Siesta Key 2BR 2BR- 359PBC
Gertrude - One name, numerous possibilities!

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 692.9 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Gym
  • Dryer
  • Hot tub
  • Washer

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪6 min walk‬
  • Crescent Beach
    ‪20 min walk‬
  • Point of Rocks
    ‪4 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪31 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

Common Space

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Garden
Dining area

About this property

Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis!

The Bayside Unit
Top floor bayside unit with 40-foot balcony, tennis/pickleball courts, elevator, private beach and complimentary beach chaises, two heated pools, bay-front lounging area, hot tub, causeway on inter-coastal, boat moors, fitness center, fishing pier, and beautifully manicured grounds stretching from Beach to Bay. Enjoy resort amenities in the heart of Siesta Key. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Resort Amenities – heated pools, jacuzzi, gym, pickle, tennis, and boat moors
∙ The Balcony – royal palm views from balcony connecting bedrooms and living area
∙ The Grounds – fishing causeway, private bay and beach access, lined by royal palms
∙ Private Beach – 4-min walk to private beach and Siesta Key's widest whitest sands
∙ Restaurants – 2-min walk to free trolley to all Siesta's shopping dining and entertainment
∙ Sunsets –walk 4-min to best sunsets in America or just enjoy from your balcony
∙ Activities – scooter, golf cart, bike and kayak 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 – perfect fit for all with resort amenities and trolley to all top attractions


The Beach
Our beach is a private Siesta Key beach with the widest whitest sands, free chaise lounges, and umbrella rentals. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.

The Location
With so many amenities, and all of it free of charge, a 3-night stay here will feel like a two-week getaway. If you get the most from a vacation when you don't have search or worry about anything, this unit is not a plus for you it's a must! Although you could easily take a free trolley 1-mile any direction to dozens of shops and restaurants, you can also satisfy every vacation desire without ever putting on your shoes or leaving this resort. You can swim in pools or in the Gulf, fish the inter-coastal, exercise in the gym, sleep in the sun, explore Siesta Key's best beach, make Sandcastles, and even sightsee all in a safe environment and right on your property. The beach here has the whitest sand on the island, but some of the best moments are watching boats and dolphins pass from the private balcony or nearby bay-front pool.

Bedroom Details
This is a 3rd-floor (top) unit with an elevator. This two-bedroom unit has a king bedroom, a bedroom with two queens, and a sofa in the living room. You can sleep up to 6. If you need more space, I can get an additional unit nearby.

Beach Gear Provided
We provide beach towels, and the resort provides free chaise loungers and umbrella rentals. If you have any issues just reach out and we will do whatever we can. 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.

Important Resort Limits
1) Expect a special experience where each visitor's peaceful enjoyment is respected. The minimum age for visitors not accompanied by a parent or guardian is 25 years. Stay up as late as you want, but the “quiet neighbor times” begin 10 PM. After 10 PM relocate the party to nearby Siesta Village or the Crescent Beach area. 2) Just one parking space per unit. However, cars are not necessary and an additional "emergency parking space" is available 1 mile away. If any of these limits are not a fit for you, please let me know, I have other properties available.

Household Items Provided
We provide bedding, kitchen items, private laundry, 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 manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

About the area

Siesta Key

Located in Siesta Key, this condo is near theme parks and on the waterfront. 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Stardust Event Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 6 min walk - 0.6 km
  • Crescent Beach - 20 min walk - 1.7 km
  • Siesta Key Marina - 2 min drive - 1.8 km
  • Point of Rocks - 4 min drive - 2.7 km
  • Lido Beach - 31 min drive - 18.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 31 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Siesta Key Beach Pavilion - ‬18 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬18 min walk
  • ‪Hooters - ‬4 min drive
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬5 min drive

Frequently asked questions

Does Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! pet-friendly?

No, pets are not allowed at this property.

Where is Gertrude's Siesta | Bayside Unit, Balcony, Private-Beach, Heated Pools, Pickle, Hot-tub, Tennis! located?

Situated on the waterfront, this condo building is within 1 mile (2 km) of St. Boniface Episcopal Church Labyrinth, Siesta Key Beach and Crescent Beach. Siesta Key Beach Playground and Siesta Key Marina are also within 1 mile (2 km).

Reviews

10

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. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Great

We really enjoyed our stay! Will definitely stay here again!

10/10 Excellent

Connie D.

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

Retirement!

Beautiful property!
Stayed 5 nights in Mar 2025

10/10 Excellent

Mary S.

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

Birthdays 2025

We enjoyed our stay and exploring the area. Weather was fantastic.
Stayed 4 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

barbara d.

Great time!

We had a wonderful time in Siesta Key at Palm Bay Club that we rented through Gertrude rentals. The process of renting was easy and responses were quick! Thank you Gertrude rentals!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

julie c.

Great

Lovely comfortable stay close to the beach about a 5-7 minute walk.

10/10 Excellent

Todd T.

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

A great condo in a wonderful location!

Very nice condo. We were close to the intercoastal end of the property, where a pool and hot tub overlook the water. An easy walk over to the beach, with private access. Such a nice property!
Stayed 4 nights in Feb 2025

10/10 Excellent

Steve M.

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

Great stay in siesta key

Excellent location. Comfortable and well appointed unit. Gorgeous beach. Nice pools and tennis courts and other amenities. Great communication with owner. Very enjoyable for our family.
Stayed 3 nights in Dec 2024

10/10 Excellent

Kim T.

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

Fulfilled Expectations

Location was perfect. Pools, beach & amenities were great. Condo was clean and filled with most everything we needed. Need more hooks throughout, to hang towels and bathing suits and an ottoman in the living room.
Stayed 6 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Perfect Getaway

We were very pleased with condo and the property. The place was clean and everything is new. It's a 2 minute walk to the bayside pool and hot tub or a 5 minute walk to the beach! We will definitely stay here again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Beautiful property!

Beautiful property! Clean and safe! Only a 2 minute walk to the pool and hot tub that overlooks the bay. A beautiful 5 minute walk down a paved path lined with royal palms to the beach. The condo is so clean and the furniture is brand new! Great get away for our couples trip!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

jill h.

Perfect family getaway

This place was a gem! The location was perfect! Simple, 5 minute walk to the beautiful beach and located steps away from the bay, with hot tub and pool. Our unit was clean, kitchen was well furnished and the beds were comfortable. The shuttles out front provided a quick and easy way to get to the Village (great restaurants, shops and bars). Owners were very responsive and professional. Thank you! We will be back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nova H.

Favorite Siesta resort so far!

Stayed two places this week. Both were great, but this one was the best. Everything in the unit was brand new, the resort is gorgeous, and I loved the Bayside pool! Really didn't really need to leave the resort except for groceries and there was a free trolley right out front. Definitely five stars!

10/10 Excellent

Jason D.

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

Weekend

Everything was great. Zero problems and professional.
Stayed 3 nights in Nov 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Adam W.

Great

This was the second time staying in one of Gertrude's properties and as before my experience was great. Everything was clean and presentable. Pool was heated to a very comfortable temperature. Felt secure in the gated complex. Communication was phenomenal and always accommodating for whatever your needs maybe. Always our go to host from when we come to Siesta Key.

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

They consistently provide great experiences for their guests