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

Siesta Key, Florida
$413 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

The Bayside Unit
Top floor bayside Siesta Key vacation rental 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!

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 Siesta Key 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
∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost


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 fulls, 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
This vacation rental comes with 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
Siesta Key is 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.

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.

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1000 Sq Ft (93 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Balcony Barbecue Grill Garden
  • POOL/SPA

    Heated Pool Hot Tub Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Office
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Birdwatching Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Kayak On Site Kayaking Nearby Marina Nearby Power Boating Nearby Scuba Diving Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby Tennis On Site Water Park
  • ENTERTAINMENT

    Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village Near A Hospital Near A Zoo Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Submitted Feb 20, 2026

    Stayed Feb 14, 2026

    Beautiful condo. Very clean. Daniel, the host, was very responsive and helpful. We had a great time!!

  • Hiroko D.

    Submitted Jan 30, 2026

    Stayed Jan 24, 2026

    We enjoyed our stay very much in this unit. It was clean, comfortable, and well equipped, and communication with the owner (Daniel) was excellent. We visited during the last week of January, when ocean swimming is often too cold, so being close to the swimming pool and hot tub was important to us. This unit was conveniently located near both and was also just a short walk to the ocean.The Palm Bay Club has a wonderful private beach, along with tennis and pickleball courts, and complimentary beach chair rentals. Overall, this is a very nice unit and a great place to stay.

  • Tracy B.

    Submitted Nov 17, 2025

    Stayed Nov 3, 2025

    The host was communicative and available for any questions and even reached out to make sure everything was up to snuff. The property is a pretty tranquil setting with perfect location with a serene pool. The unit itself is well appointed and plenty of room.

  • Karen C.

    Submitted Nov 16, 2025

    Stayed Nov 7, 2025

    Great location & very clean! The beds were comfortable!

  • Kevin C.

    Submitted Oct 13, 2025

    Stayed Sep 30, 2025

    Great get away place.

  • Nicholas B.

    Submitted Aug 3, 2025

    Stayed Jul 29, 2025

    Fantastic rental! Wonderful location!! We'd definitely stay again! Only suggestion is add some hot pads in kitchen (and we didn't ask for them so it's possible we just couldn't find them….) Loved our stay!!!

  • Hannan Abdel-Jal....

    Submitted Jul 7, 2025

    Stayed Jul 2, 2025

    This condo was perfect for me and my family. Just the right size with comfortable beds. I'm a very picky person and was extremely happy to find that the house was incredibly clean, very organized and decorated adorably. The unit provided us with all of the necessities needed during our stay, so we didn't have to eat out every morning or lunch. Publix grocery was close by and allowed us to stock up on some food. The unit was in a great location that took minutes to walk to the beach and the bay. The owner of the unit was very responsive and answered any questions we may had. Our only issue we had was connecting to the WiFi. It was working, just couldn't find the network on a few of our phones, however we all had great phone connections, so it wasn't even an issue at all. If our family decides to revisit Siesta Keys, we will definitely return to this condo. Great memories made.

  • Kelly R.

    Submitted May 30, 2025

    Stayed May 24, 2025

    My family felt very safe and comfortable in this condo. The kitchen was fully supplied making it easy to prepare meals. The condo was very clean. I loved the location with a short walk to the beach. I found the staff at the Palm Bay Club to be very nice. Gertrude's rentals were very quick to respond and helpful.

  • barbara d.

    Submitted Apr 12, 2025

    Stayed Mar 22, 2025

    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!

  • Connie D.

    Submitted Mar 21, 2025

    Stayed Mar 16, 2025

    Beautiful property!

  • Kim T.

    Submitted Mar 16, 2025

    Stayed Mar 9, 2025

    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.

  • Mary S.

    Submitted Mar 6, 2025

    Stayed Mar 2, 2025

    We enjoyed our stay and exploring the area. Weather was fantastic.

  • Todd T.

    Submitted Feb 9, 2025

    Stayed Feb 5, 2025

    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!

  • Adam W.

    Submitted Jan 16, 2025

    Stayed Jan 5, 2025

    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.

  • jill h.

    Submitted Jan 11, 2025

    Stayed Jan 1, 2025

    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!

  • Steve M.

    Submitted Dec 31, 2024

    Stayed Dec 27, 2024

    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.

  • julie c.

    Submitted Dec 1, 2024

    Stayed Dec 31, 1969

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

  • Jason D.

    Submitted Nov 25, 2024

    Stayed Nov 22, 2024

    Everything was great. Zero problems and professional.

  • Nova H.

    Submitted Nov 24, 2024

    Stayed Dec 31, 1969

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

  • Nova H.

    Submitted Nov 22, 2024

    Stayed Dec 31, 1969

    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!

  • Nova H.

    Submitted Nov 22, 2024

    Stayed Dec 31, 1969

    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.

  • Nova H.

    Submitted Nov 21, 2024

    Stayed Dec 31, 1969

    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!

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Total

Includes taxes and fees
$413+
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