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!





Reviews
9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 61000 sq ft
Popular amenities
Explore the area

Siesta Key, FL
- Place, Siesta Key Beach6 min walk
- Place, Siesta Key Marina2 min drive
- Place, Crescent Beach2 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)30 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
2 Double Beds
Common Space
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Bathtub or shower · Toilet
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!
Add dates for prices
Amenities
Pool
Hot Tub
Kitchen
Washer
Dryer
Free WiFi
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House Rules
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
About the neighborhood
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. Traveling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Ed Smith Stadium. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.

Siesta Key, FL
What's nearby
- Siesta Key Beach - 6 min walk - 0.6 km
- St. Boniface Episcopal Church Labyrinth - 14 min walk - 1.2 km
- Siesta Key Beach Playground - 15 min walk - 1.3 km
- Siesta Key Marina - 2 min drive - 1.8 km
- Crescent Beach - 2 min drive - 2.1 km
Getting around
Restaurants
- Siesta Beach Pavilion - 18 min walk
- Siesta Key Snack Bar - 18 min walk
- McDonald's - 3 min drive
- Captain Curt's Crab & Oyster Bar - 18 min walk
- Dunkin' - 4 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
9.6/10
Communication
10/10
Location
9.4/10
Listing accuracy
Reviews
Verified
Nov 16, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Verified traveler
Feb 20, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Verified traveler
Stayed 4 nights in Feb 2026
From a partner site
10/10 Excellent
Kevin C.
Oct 13, 2025
Great
Kevin C.
Verified
10/10 Excellent
Hiroko D.
Jan 30, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Hiroko D.
Stayed 6 nights in Jan 2026
Verified
10/10 Excellent
Tracy B.
Nov 17, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tracy B.
Stayed 3 nights in Nov 2025
From a partner site
10/10 Excellent
Nova H.
Nov 24, 2024
Great
Nova H.
From a partner site
10/10 Excellent
Nicholas B.
Aug 3, 2025
Great
Nicholas B.
Verified
10/10 Excellent
Mary S.
Mar 6, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthdays 2025
Mary S.
Stayed 4 nights in Mar 2025
From a partner site
10/10 Excellent
julie c.
Dec 1, 2024
Great
julie c.
Verified
10/10 Excellent
Connie D.
Mar 21, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Retirement!
Connie D.
Stayed 5 nights in Mar 2025
Verified
10/10 Excellent
Steve M.
Dec 31, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in siesta key
Steve M.
Stayed 3 nights in Dec 2024
Verified
10/10 Excellent
Todd T.
Feb 9, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
A great condo in a wonderful location!
Todd T.
Stayed 4 nights in Feb 2025
From a partner site
10/10 Excellent
Nova H.
Nov 22, 2024
Perfect Getaway
Nova H.
From a partner site
10/10 Excellent
barbara d.
Apr 12, 2025
Great time!
barbara d.
From a partner site
10/10 Excellent
Kelly R.
May 30, 2025
Very clean, great location
Kelly R.
Verified
10/10 Excellent
Kim T.
Mar 16, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fulfilled Expectations
Kim T.
Stayed 6 nights in Mar 2025
Verified
2/10 Terrible
Tina A.
Mar 9, 2026
Liked: Check-in, location
Disliked: Cleanliness, communication, listing accuracy




Tina A.
Stayed 13 nights in Feb 2026
From a partner site
10/10 Excellent
Nova H.
Nov 22, 2024
Beautiful property!
Nova H.
From a partner site
10/10 Excellent
Nova H.
Nov 21, 2024
Favorite Siesta resort so far!
Nova H.
Verified
10/10 Excellent
Jason D.
Nov 25, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend
Jason D.
Stayed 3 nights in Nov 2024
From a partner site
10/10 Excellent
jill h.
Jan 11, 2025
Perfect family getaway
jill h.
From a partner site
10/10 Excellent
Adam W.
Jan 16, 2025
Great
Adam W.
From a partner site
10/10 Excellent
Hannan Abdel-Jalil H.
Jul 7, 2025
Great Stay
Hannan Abdel-Jalil H.
From a partner site
10/10 Excellent
Nicki M.
Feb 25, 2026
⭐️⭐️⭐️⭐️⭐️
Nicki M.
Verified
10/10 Excellent
katie r.
Apr 10, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
katie r.
Stayed 3 nights in Feb 2025
About the host
Hosted by Gertrude Rentals 888-5SIESTA
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com
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
Tell us how we can improve our siteShare feedback
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