Condo

Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!

Photo gallery for Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!

An outdoor dining area with wooden tables and chairs, yellow and blue umbrellas, and a thatched-roof structure.
A residential area with modern houses, a dock, and a clear view of the ocean.
A pathway leading to a building with a glass facade, surrounded by well-maintained landscaping and trees.
A bedroom with a bed, nightstands, a lamp, a window with curtains, and a door.
A swimming pool with a tiled deck, surrounded by lounge chairs and palm trees.

Reviews

10 out of 10
Exceptional

Highlights

  • Cue up the fun
    One of the few properties with an on-site pool table.
  • Discover nearby landmarks
    Near Siesta Key Beach
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Patio
  • Waterpark access
  • Swimming pool
  • Barbecue grill
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪6 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪15 min walk‬
  • Place, Crescent Beach
    ‪16 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Single Bed

Common Space

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Separate dining area
Dining area

About this property

Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!

The Starfish at Bay Oaks
Tranquil bayside Siesta Key unit with heated pool, water-view private patio, and tennis or pickle court. Additional free amenities include fishing dock and day-boat slip, bayside grilling and lounging, beach gear, and club house with billiard room. Walk just 1-minute to bay-front and pool, 15-minutes to world famous Siesta Beach access 12, or just 2-minutes to Free Trolley serving all Siesta Key beaches and dining. Book a getaway today!

What Guests Love
∙ Resort Amenities – heated pool, pickle, tennis, billiard room, and boat moors
∙ The Patio – bay views from private patio off living area
∙ Single Level Living – ground floor unit with no stairs or neighbors beside and below
∙ The Grounds – fishing dock, private bay access, all under a canopy of great oaks
∙ The Beaches – 15-min walk and 4-min trolley or bike to North Americas best beaches
∙ Free Siesta Trolley – 2-min walk, serves all Siesta's shopping dining and entertainment
∙ Restaurants – 25 restaurants including waterfront dining are just a trolley ride away
∙ Sunsets – watch sunsets from the patio and pool or walk 15-min to best sunsets in America
∙ Activities – scooter, golf cart, bike and kayak rentals nearby
∙ Exploring - shells, tropical reef, dolphins, and occasionally sand-dollar manatee and 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
This unit is located near world famous Siesta Key Beach. The quartz sand is the whitest in the world and the water is shallow clear and calm. Our nearest beach is access #12 at Old Stickney Point Road. It's also where the closest bars and restaurants are located. We like to walk to breakfast in nearby South Village then head straight to the beach. After the beach we stop again for lunch, dinner or happy hour. There is also a free Siesta trolley that picks up right in front of the complex and you can ride that North or South to any of Siesta Keys great beaches.

The Location
With so many attractions, many free of charge, a 5-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! Take a free trolley 1-mile any direction to explore dozens of shops, restaurants, and beaches. Don't feel like putting on your shoes? Just swim in the pool, watch boats and dolphins pass, fish the inter-coastal, sleep in the sun, and even sightsee all in a safe environment and right on your property. Siesta Key's Beaches and dining attractions are world famous, but some of the best moments of your stay will happen right here in your complex.

Bedroom Details
This is a ground-floor two-bedroom unit with a queen bedroom and a bunk-bedroom with two full bunks. You can sleep up to 6. Perfect for couples and small families! If you need more space, I can get an additional unit nearby.

Beach Gear Provided
We provide beach towels, beach chairs and a cart. 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 21 years. Stay up as late as you want, but the “quiet neighbor times” begin 10 PM. After 10 PM relocate your party to nearby Siesta Village or the Crescent Beach area. 2) Just one dedicated parking space per unit. However, additional guest spaces are available on a first come first serve basis, and a car is not necessary at this location.

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.
Our prices include all fees. No hidden fees.

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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

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 20311817
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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. Ready for a night out? Consider Sarasota Fairgrounds & Robarts Arena and Sarasota Fairgrounds. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 6 min walk - 0.6 km
  • Safe Harbor Siesta Key - 15 min walk - 1.3 km
  • Crescent Beach - 16 min walk - 1.4 km
  • St. Boniface Episcopal Church Labyrinth - 4 min drive - 2.4 km
  • Siesta Key Beach Playground - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬14 min walk
  • ‪Five Guys - ‬4 min drive
  • ‪Hooters - ‬4 min drive
  • ‪Daiquiri Deck South Siesta Key - ‬13 min walk

Frequently asked questions

Does Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis! 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 | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!?

As of 21 Sept 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis! on 8 Oct 2026 start from £802, 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 | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Bayview Unit, Near Beach, Private Patio, Heated Pool, Pickle,Tennis! located?

Situated on the waterfront, this condo building is within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Safe Harbor Siesta Key and St. Boniface Episcopal Church Labyrinth 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.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

Reviews

From a partner site

10/10 Excellent

Beach Vibes!

Lovely condo well equipped with all you need for a vacation. Well located on the bay and a short walk to the beach. I would highly recommend this unit for a couple or small family. Nicely decorated in a beach vibe. It was a very relaxing stay. - Mary-Ann
From a partner site

10/10 Excellent

Wonderful time in Siesta Key

My wife and I enjoyed our trip very much. The condo sits on beautiful grounds, and was perfectly located for all of our activities. Being so far from home, I get a little nervous that things won't quite measure up to what was offered. I have to say that everything was as stated. Definitely will rent here again in the future.
From a partner site

10/10 Excellent

Fabulous Stay and Great Condo

We had a fabulous stay at this little condo in Bay Oaks. It had more than enough room between the queen bed, the two full size beds and the pull-out trundle. The kitchen was fully stocked, everything was super clean and the pool was fabulous! Always warm even on cold evenings. Also we loved that we could see the bay from the patio where we ate breakfast. We walked out there every night and sat on the dock. Just amazing! Also the walk down to the beach wasn't too far. Literally a 10-minute walk down to the public beach access which was perfect. They also have a free trolley that stops literally in front of the complex that takes you to the public beach or everywhere around the key. We would absolutely stay here again. What a great little place.

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
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