Apartment
Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace
Photo gallery for Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace





Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 488.3 sq m
Popular amenities
Rooms & beds
1 bedroom (sleeps 4)
1 King Bed
1 King Bed
Common Space
1 Double Sofa Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Kitchen
Balcony
Separate dining area
Dining area
About this property
Gertrude's Siesta | Oceanview Penthouse | 1 min walk to Beach Path + Huge Terrace
Now available New Years (had cancellation)...Penthouse Aqualina
Ocean view luxury penthouse. Breathtaking views from private 400sqft terrace! 20 steps from grounds to Americas best beach. Impeccably and fully renovated in 2023. 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Travelers agree, this is the top ocean-view rental on Siesta Key! Book an escape today! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love
∙ Breathtaking Ocean and Siesta Key Beach Views - from every room except the laundry and bath
∙ Beachside - located only 20 steps from grounds to Siesta Key's award-winning beaches
∙ The Terrace - 400sqft private terrace open airy, high above everything below
∙ Sunsets - walk 1-min to beach or watch the world's best sunsets from the terrace
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - 3-min free trolley ride to Village and live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ Activities - bikes, paddleboards, scooter and golf cart rentals nearby
∙ Island Trolleys - stops right out front, free of charge to all Siesta Key points
∙ Memories - walk to all the island's top attractions and guaranteed fun for all
The Beach
Our beach has a quieter beach in front and to the right plus a lively popular crowd 50 yards south. It is a top spot on Siesta Key for sunsets and on Sundays the world-famous Siesta Key Drum Circle happens 100 yards down the beach. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.
The Home
Large 1BR home 1000 square feet and fully remodeled in 2023. Beautiful décor and thoughtful amenities throughout. Its level is unmatched on Siesta Key. Set on the Southern edge of Siesta Village. Just 30 steps to top beaches, and 3-minute golf cart or trolly ride (15-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.
Bedroom Details
This ocean view property it's on the 4th floor with an elevator. There is one large king bedroom, and a queen sleeper in the living room. Some say the views in the living room make it the best sleeping area in the apartment. You can sleep up to 4 family style.
Beach Gear Provided
We provide beach towels, chairs, and umbrellas. If you don't have what you need, just reach out and we can usually get it for you. 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.
Household Items Provided
We provide 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
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.
Ocean view luxury penthouse. Breathtaking views from private 400sqft terrace! 20 steps from grounds to Americas best beach. Impeccably and fully renovated in 2023. 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Travelers agree, this is the top ocean-view rental on Siesta Key! Book an escape today! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love
∙ Breathtaking Ocean and Siesta Key Beach Views - from every room except the laundry and bath
∙ Beachside - located only 20 steps from grounds to Siesta Key's award-winning beaches
∙ The Terrace - 400sqft private terrace open airy, high above everything below
∙ Sunsets - walk 1-min to beach or watch the world's best sunsets from the terrace
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - 3-min free trolley ride to Village and live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ Activities - bikes, paddleboards, scooter and golf cart rentals nearby
∙ Island Trolleys - stops right out front, free of charge to all Siesta Key points
∙ Memories - walk to all the island's top attractions and guaranteed fun for all
The Beach
Our beach has a quieter beach in front and to the right plus a lively popular crowd 50 yards south. It is a top spot on Siesta Key for sunsets and on Sundays the world-famous Siesta Key Drum Circle happens 100 yards down the beach. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.
The Home
Large 1BR home 1000 square feet and fully remodeled in 2023. Beautiful décor and thoughtful amenities throughout. Its level is unmatched on Siesta Key. Set on the Southern edge of Siesta Village. Just 30 steps to top beaches, and 3-minute golf cart or trolly ride (15-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.
Bedroom Details
This ocean view property it's on the 4th floor with an elevator. There is one large king bedroom, and a queen sleeper in the living room. Some say the views in the living room make it the best sleeping area in the apartment. You can sleep up to 4 family style.
Beach Gear Provided
We provide beach towels, chairs, and umbrellas. If you don't have what you need, just reach out and we can usually get it for you. 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.
Household Items Provided
We provide 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
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Ocean view
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9.8 out of 10, Exceptional, (85 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
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 apartment is near theme parks and near the beach. 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. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Ed Smith Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Siesta Key, FL
What's nearby
- Siesta Key Beach - 1 min walk - 0.2 km
- Siesta Key Beach Playground - 7 min walk - 0.7 km
- St. Boniface Episcopal Church Labyrinth - 12 min walk - 1.0 km
- Siesta Key Farmers Market - 17 min walk - 1.5 km
- Crescent Beach - 4 min drive - 4.1 km
Getting around
Restaurants
- Siesta Beach Pavilion - 6 min walk
- Siesta Key Snack Bar - 6 min walk
- Circle K - 19 min walk
- Gilligan's Island Bar & Grill - 15 min walk
- Sun Garden Cafe - 18 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
This review is from a guest who booked and stayed through a partner site and can't be verified.
9 Aug 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jimmy S.
3 Feb 2025
Great
Jimmy S.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Jim A.
10 Jan 2024
Great Stay and Location
Jim A.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Laurel S.
27 Feb 2025
Stunning
Laurel S.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Bob G.
30 July 2024
Beautiful, comfortable and clean. Wonderful!
Bob G.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Eliza F.
25 Oct 2024
AMAZING stay!
Eliza F.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Leigh V.
21 Aug 2024
Great
Leigh V.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Michael G.
2 Apr 2024
Great stay in the Penthouse
Michael G.
10/10 Excellent
gordon n.
21 Jan 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Newly redone and decorated,tastefully furnished. Had trouble working tv and help arrived immediatel
gordon n.
Stayed 4 nights in Jan 2024
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Rogelio R.
1 Dec 2023
Wow! Just what we needed!
Rogelio R.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Nancy W.
9 Dec 2023
Wonderful trip
Nancy W.
Stayed 5 nights in Dec 2023
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
erin m.
9 Apr 2024
Penthouse Paradise
erin m.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Lance S.
22 Feb 2024
Terrific location, great penthouse
Lance S.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
William H.
27 Feb 2026
⭐️⭐️⭐️⭐️⭐️
William H.
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
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