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Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access

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Photo gallery for Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access

An aerial view of a beach with a large number of people, a long stretch of white sand, and buildings in the background.
A glass-enclosed patio with wicker furniture and a table set for dining, overlooking a lush garden.
A sunlit room with a view of a lake and a house across the water. There is a table with chairs, a bottle of wine, and a bowl of fruit.
A coastal residential area with houses featuring large windows and balconies, a well-maintained lawn, and a waterfront promenade.
A kitchen with a long island, white cabinets, and a stainless steel refrigerator.

Reviews

9.8 out of 10
Exceptional

Entire condo

2 bedrooms2 bathroomsSleeps 6117 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪9 min walk‬
  • Place, Siesta Key Beach Playground
    ‪9 min walk‬
  • Place, Crescent Beach
    ‪4 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Room options

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Property grounds
Tropical Beach Resorts
South Village
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
4.7 out of 5, Exceptional, 5,685 reviews
The price is CHF 160
includes taxes & fees
9 Aug - 10 Aug
Tropical Beach Resorts

About this property

Entire place

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

Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access

Discover a peaceful waterfront retreat at this ground-floor condo in the gated Siesta Gulf & Bay Bayside community, located on Siesta Key. No neighbors above you, a private screened lanai overlooking a fountain pond and tropical landscaping, and gated private access to Siesta Key Beach, just an 8-minute walk away. Every day of your stay also includes a free activity and round-trip airport transportation through our Xplorie program (details below). This is island living at a slower pace.



Sleeps 6:

-Master Suite: King bed, private lanai access, en-suite bath with walk-in shower

-Guest Bedroom: Two twin beds, dedicated TV

-Living Room: Queen sleeper sofa



1,260 sq ft. Ground-floor unit, no stairs, no upstairs neighbors.



Kitchen, Living and Dining

Fully equipped kitchen with granite countertops and stainless steel appliances. Breakfast bar seats 4. Central AC, ceiling fans, private washer/dryer, high-speed WiFi and cable.



Bathrooms

-Primary en-suite: Spacious vanity, walk-in shower

-Guest bath: Tub/shower combo



Resort Amenities

-Gated private access to Siesta Key Beach, 8-minute walk

-Two heated community pools

-Tennis and pickleball courts

-Private fishing pier and boardwalks along the Intracoastal Waterway

-Community grilling stations

-Free Siesta Key Trolley stop nearby for the Village or south-end shops



Ideal for:

-Small families, especially during summer and spring break, with the king plus twin bedroom setup

-Guests who want resort amenities (pools, tennis, pickleball, fishing pier) in a gated community

-Beach-goers who want walkable, gated access to Siesta Key Beach

-Longer-stay guests who value in-unit laundry and a full kitchen



Extra Perks

-Beach chairs, umbrella, and towels provided

-Driveway parking included (1 parking pass provided; additional passes available for a fee)

-Golf carts welcome (must be stored in garage or driveway)



Good to Know

-No pets allowed, including emotional support animals

-Primary guest must be 25 or older; bookings made by guests under 25 will be cancelled without refund

-On-site check-in and parking passes required per association rules

-Bayside amenities (pools, tennis, pickleball, pier) and private beach access are included.

-Garage is accessed weekly by staff for trash removal

-No boats, motorcycles, trailers, or oversized vehicles

-Xplorie activities and airport transportation are not available for stays of 25 nights or longer



Location

South End:

-Clayton's Grill

-Miguel's

-Captain Curt's



The Village:

-Siesta Key Oyster Bar (SKOB)

-Daiquiri Deck

-Local boutiques and shops





FAQs

Is this property on Siesta Key?

Yes. The condo is located on Siesta Key. Gated private access to Siesta Key Beach is an 8-minute walk from the unit.



Is this a ground-floor unit?

Yes. No stairs and no upstairs neighbors, which makes for a quieter stay.



How many guests does it sleep?

Up to 6: a king bed in the primary, two twin beds in the guest room, and a queen sleeper sofa in the living room.



What pools and amenities can guests use?

Guests have full access to Bayside amenities, including two heated pools, tennis and pickleball courts, and the private fishing pier. Gulf-side pools in the complex are reserved for residents only.



Is there parking?

Yes. One parking pass is included with driveway parking. Additional passes are available for a fee. Golf carts are welcome and must be stored in the garage or driveway.



Are pets allowed?

No. This property does not allow pets, including emotional support animals.



Is there a minimum age to book?

Yes. The primary guest must be 25 or older. Bookings made by guests under 25 will be cancelled without refund.



Does this property include free activities and airport transportation?

Yes, through our Xplorie program. See details below for activity options and terms.



What's nearby?

Clayton's Grill, Miguel's, and Captain Curt's are all on the south end. The Village has Siesta Key Oyster Bar, Daiquiri Deck, and local boutiques, all reachable via the free Siesta Key Trolley.

Xplorie Activities and Airport Transportation

-One complimentary activity per day: bike rental, kayak rental, dolphin cruise tour, or Ringling Museum admission

-Limited to one person per day; additional guests can join for a fee

-Round-trip airport transportation included for up to 3 passengers from SRQ or TPA with advance reservation (driver tip appreciated)

-Activities subject to availability and change; non-cumulative and non-transferable

-Not available for stays of 25 nights or longer



marketing

This property does not allow Emotional Support Animals in addition to their no pet policy.

IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Parking passes: 1 parking pass is provided. There is a fee for extra parking passes.
During your stay at this condo building, you're just a quick walk from St. Boniface Episcopal Church Labyrinth. A gym and laundry facilities are available. Free WiFi and a kitchen are available in the condo.
  • Air-conditioned condo with kitchen, washer/dryer and 2 bathrooms
  • Free Wi-Fi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Services include tour or ticket assistance
  • On-site recreation includes tennis courts, a gym and motor boating
  • 12 minutes by foot from Siesta Key Beach and a 3-minute drive from Crescent Beach
As a guest of Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access, you'll find a fitness centre, barbecue grills, and tour/ticket assistance. The front desk is open around the clock.

This Siesta Key condo is smoke free.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 private bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Dock
  • Lanai
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Tour and ticket assistance

Location highlights

  • In a village
  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Birdwatching
  • Golf
  • Gym
  • Heated pool
  • Motor boating
  • Optional golf privileges
  • Snorkelling
  • Tennis
  • Wildlife walks
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Sailing nearby
  • Swimming nearby

Safety features

  • No carbon monoxide detector (host has indicated there is no carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Gated community
  • Unit size: 1,260 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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 no carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

Complex Pool Private Beach Access Open 5/1/2020
6015

Siesta Bayside Villa: Water Views, Pickleball, Pools, & Short Walk to Private Beach Access Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 51 out of 60 reviews
Rating 8 - Good. 7 out of 60 reviews
Rating 6 - Okay. 2 out of 60 reviews
Rating 4 - Poor. 0 out of 60 reviews
Rating 2 - Terrible. 0 out of 60 reviews

9.6/10

Cleanliness

Reviews

Verified

8/10 Good

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very communicative before and during the stay. The condo was fine, clean and well appointed. A Keurig would be nice to add. Our only complaints are low quality paper products, no facial tissues, broken window blinds, and a missing pole for the beach umbrella.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Heather M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic week there, unit was generously sized with a well-equipped kitchen. The lanai was wonderful and our tween spent hours just hanging out there. Our son fished the pond and looked for turtles and at the birds, also spent hours on the IC dock. Great spot for coffee or wine while he fished! The unit was very clean and the neighborhood as well. The amenities were great- grills that we used multiple times, nice pools and pickle ball courts, I wish they had a set to use at the house though. The beach items in the garage were very helpful too- especially the carts. The walk over to the beach is pleasant and certainly easier than parking!
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

AnnMarie F.

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

Perfect for the family

Clean, convenient and perfect location for our family vacation
Stayed 7 nights in Apr 2022
From a partner site

10/10 Excellent

Kristi B.

Cozy perfection

We have stayed at this property twice now and it never disappoints. Perfect location, well maintained, Gorgeously redone bathrooms. Well stocked for a fantastic beach day. Highly recommend for a cozy Siesta stay!
Verified

10/10 Excellent

Judy d.

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

Beautiful relaxing stay

Enjoyed everything about this place. Location was perfect and everything we might if needed close by. Made us remember why we love coming to Siesta Key!
Stayed 7 nights in Apr 2024
Verified

8/10 Good

Susan W.

Liked: Cleanliness, communication, location, listing accuracy

Great stay

The condo was very nice, the pool area and beach access were wonderful. We had a terrific time
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Pam S.

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

Great Location

We had a lovely stay , the property was well equipped and in a great location,easy access to beach and village.The swimming pool was good and enjoyed by all.
Stayed 8 nights in Aug 2024
From a partner site

10/10 Excellent

Jaquelin

Beach Access

The private beach access trail was the best!
From a partner site

10/10 Excellent

Irene D.

⭐️⭐️⭐️⭐️⭐️

We had a wonderful stay! The place was clean, comfortable, and exactly as described. It’s in a perfect location—just a short walk to the beach and close to restaurants and shops. The home is very family-friendly, with great amenities including access to beautiful pools and tons of beach gear—chairs, umbrellas, toys, and more. Everything was so convenient and well thought out. The owners were incredibly attentive and quick to respond to any questions, which made our stay even better. We would definitely stay here again and highly recommend it to anyone visiting the area!
Verified

10/10 Excellent

Willis R.

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

Great time at the beach!

The property was exactly what we needed to have our memorable vacation at Siesta Key Beach. Minutes from the beach, great pools and a beautiful condo--the perfect combination!
Stayed 7 nights in Aug 2022
From a partner site

10/10 Excellent

Rick F.

Great stay

Wow we had a great family vacation on SK. The apartment was nice and facilities where great. The location could not be much better. Great time.
Stayed 7 nights in Apr 2022
From a partner site

10/10 Excellent

Tracey

Short walk to Private Access Beach

beautiful condo, quiet, well equipped with kitchen items, beach items, very nice beds and pull out couch
From a partner site

10/10 Excellent

lorena m.

Sarasota Vacation

It was a very clean and neat enviroment, the house had everything we needed and everything was amazing! Thank you so much for making ou vacation worthwhile!
Stayed 6 nights in Jul 2023
From a partner site

10/10 Excellent

Michele R.

Wonderful, Beautiful Home

Wonderful, beautiful home. Love staying here, close to everything. We had a great time. Thank you so much. We will be back.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Tara H.

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

Nice stay while attending a Conference

The property was very nice and in a convenient neighborhood. It is a walk to the beach but it was worth it.
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Jean M.

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

Wonderful Spot!

Cozy home away from home! Well equipped for an extended stay. Short walk to beach, or intercoastal to watch boats and fish. Loved the little pond right off the lanai to watch ducks, turtles, herons and various other birds. Host was very responsive! Highly recommend !
Stayed 21 nights in Feb 2024
Verified

10/10 Excellent

Bernadette S.

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

Mellow Siesta

The unit was clean, easily accessible and in a lovely community. Everything we needed to relax and enjoy this wonderful area was provided. Thank you!
Stayed 7 nights in May 2022
From a partner site

10/10 Excellent

Imee D.

Wonderful & Comfortable Stay with all the Amenities!

My family and I had the best time staying at the Bayside condo. Itrip made it feel like we were staying at a resort hotel but also felt like home because we had all the equipment/ amenities we needed for a beach house. The home came with games for our family, beach cruiser bikes, wagons, pool toys, etc. The home was fully up to date with stainless steel appliances and nice furniture. We are definitely coming back to stay here on our next SK trip!
From a partner site

10/10 Excellent

Rich

Relaxing Vaca

Fantastic vacation, very relaxing, enjoyed it throughly. Special thank you to Anh for her outstanding customer service. You made our vacation stress free and memorable. Thank you for caring. We’ll be back. Loved our vacation home
Verified

8/10 Good

Joseph C.

Liked: Cleanliness, location, listing accuracy

Siesta Key 2023

Overall very good location, condo well kept with up to date amenities. Little bit of a walk to the beach but close enough. We had everything and needed and book on thing to do places to see was helpful. Close to inter costal for good morning and evening walks.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Carol R.

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

Nice unit, well located

This two bedroom unit had everything we needed…good kitchen with all the utensils you need. Nice, peaceful view from the lanai onto a small pond. Good tennis court and two pickleball courts that were usually empty. Well located on the island and about a 10 minute easy walk to the beach. Would definitely recommend.
Stayed 10 nights in Jan 2024
Verified

8/10 Good

Sissy C.

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

Great place to stay.

The condo was wonderful. The garage was stocked with chairs and wagons. We loved the small pool in front. The residents weren’t pleased about visitors at the larger pool. 🤷‍♀️ The only downfall was that the dryer broke and couldn’t be fixed during our stay. Overall, highly recommend!
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Michael B.

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

We will be back!

This was our second stay at this location and on the Key. Just as wonderful as the previous year! Booking was easy, property management was accommodating and caring. The unit offered everything that the description promised! We especially enjoyed our walks on the beach. Simply wonderful with many more memories made. We will keep coming back!
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Chris W.

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

Perfect unit for seniors

There were 4 of us all over 60 and this unit was perfect. Ground floor, no stairs drive right up to your door - no parking lots, no elevators, no stairs, you just walk right in! I was very pretty, clean, spacious, had a washer and dryer, and a lanai looking out at a beautiful pond. The pools were open late, and the grounds were well kept and walking paths along the intercoastal with a big bench to enjoy watching the boats. The aesthetics of the buildings were very nice and everyone was friendly. We would definitely stay there again!
Stayed 14 nights in Apr 2025
Verified

10/10 Excellent

Michael B.

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

Five stars are not enough!

This stay was exactly as described. Everything that a couple could possibly ask for and more! Close enough to beach and village, yet far enough for peace and quiet. A solid five stars! (Could’ve been 10/10 if the ratings allowed such a score). Bravo!!
Stayed 5 nights in Dec 2022