Apartment

Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village!

Photo gallery for Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village!

Reviews
9.8 out of 10 Exceptional
3 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Pet-friendlyPet-friendlyPet-friendly
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • WasherWasherWasher
  • DryerDryerDryer
  • Air conditioningAir conditioningAir conditioning

Check out the area

Map
Siesta Key, FL
  • Popular LocationSiesta Key Beach2 min walk
  • Popular LocationCrescent Beach9 min drive
  • AirportSarasota, FL (SRQ-Sarasota-Bradenton Intl.)23 min drive
  • Popular LocationLido Beach24 min drive

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Bunk Beds

Common Space

1 Single Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining Area

About this property

Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village!

Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Siesta Village!

This is “The Siesta Dreams”, a Gertrude Rentals property. Spacious, Fully Renovated, Ocean View Penthouse Apartment in the World Famous Siesta Key Village. You will lounge, dine and drink while you soak in sea breezes, ocean views (partial), and the worlds best sunsets. Rooftop-sundeck, private beach path, balcony dining, huge living room, and all of it Westerly facing. Just 60 steps from Siesta Keys world famous beach. Just 1 block to the best shopping, dining, and entertainment in the Village. It's the best unit in the building and sure to provide a combination of luxury and island-living you can't get in other getaways. For larger groups, ask about additional accommodations.

The Location - This will be “easy” just like vacations are supposed to be. Located on the highly coveted West side of Beach Rd. It's about 60 steps on a shell road to the beach path and just a one-block walk to all the best of the Siesta Village - fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts. The rooftop has views of Siesta Beach and the Gulf of Mexico with chaise loungers and al fresco dining. It's just right for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal. The beaches here are the widest on the island, have panoramic views of the gulf to the North-West-and-South, and are the top spot in North America for viewing sunsets. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can swim or “often” wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin's sand-dollars and “occasionally” giant-conch. This is the only spot on Siesta where you can go from the water to lunch or dinner and back to the sand without putting on your shirt and shoes.

History – This property backs up to Tenacity Lane where Betty Boardman Kruse, our good friend's grandmother once lived. Betty won control of this beachfront Siesta Key neighborhood after a much publicized 7-year fight with a rival. That year the Sarasota Herald Tribune published an article about her victory headlined “Tenacity Wins!” and Betty named the street after it.

Beach Gear - Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkelling gear can be rented or purchased nearby.

Support Post Booking - I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.

When you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from a G-approved local expert. I 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 need a break.

Events are not allowed.

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. *If you prefer insured bookings, we recommend providers Generali and Rental Guardian for Trip-Protection coverage.
​​​​​​​

Property manager

Gertrude Rentals (Dan Jones)
Premier Host
Premier Host

Languages

English, French

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Ocean view

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

Pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 near the beach, this apartment is in Siesta Key Village, a neighbourhood in Siesta Key. 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. Mote Marine Laboratory & Aquarium and Coconuts Family Entertainment Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 2 min walk
  • Siesta Key Marina - 5 min drive
  • Point of Rocks - 7 min drive
  • Crescent Beach - 9 min drive
  • Lido Beach - 24 min drive

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 23 min drive

Restaurants

  • Siesta Key Beach Pavilion - 16 min walk
  • Gilligan's Island Bar & Grill - 3 min walk
  • Siesta Key Oyster Bar - 4 min walk
  • Senor Siesta - 8 min walk
  • The Old Salty Dog - 9 min walk

Frequently asked questions

Is Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village!?

Check-in begins at 3:00 PM.

What time is check-out at Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village!?

Checkout is at 10:00 AM.

Where is Siesta Dreams Penthouse - OceanViews, Roof Deck, Private Beach Path, in Village! located?

Located in Siesta Key Village, this apartment building is within 2 miles (3 km) of Siesta Key Beach, St. Boniface Episcopal Church Labyrinth and Irma Beach. Shell Beach and Crescent Beach are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 69 out of 76 reviews" "
Rating 8 - Good. 6 out of 76 reviews" "
Rating 6 - Okay. 1 out of 76 reviews" "
Rating 4 - Poor. 0 out of 76 reviews" "
Rating 2 - Terrible. 0 out of 76 reviews" "

9.8/10

Cleanliness

9.0/10

Amenities

9.4/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

amy i.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A Little Piece of Heaven!
This property was exactly as listed, has every amenity that you might need to enjoy your stay. Location is steps from the beach and the restaurants. Roof deck is great for coffee in the morning or an afternoon drink. Beaches are the most beautiful I have ever seen. Can't wait to go back!
Stayed 4 nights in Apr 2024

10/10 Excellent

Melinda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Location
We stayed in Siesta Key last year and loved it so much we came back this year. The extra bonus this year was the beautiful and spacious penthouse and the close location to the Village. We could walk to the beach in just a few minutes utilizing a wagon the property included, along with beach chairs and beach towels. We packed a cooler and our beach bags in the wagon and had everything we needed for a day at the beach. We were also so close to the Village we walked there 2-4 times a day! We started our morning grabbing a coffee at one of several coffee shops to choose from. We also loved drinking coffee in the screened in porch at the property listening to the birds and catching glimpses of the gulf and beach. The penthouse had every amenity we needed and comfortable beds. Checkout instructions were very minimal and easy. We highly recommend this property and plan to book again in the future!
Stayed 4 nights in Apr 2024

8/10 Good

Carolyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location
Great location, walkable to downtown Siesta Key and right on the beach. Only one other rental unit in the building, so it seemed very private.
Stayed 3 nights in Apr 2024

10/10 Excellent

Mindy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spring Break Trip
We enjoyed our stay in Siesta Key. The location was great. Very close to the Village and easy access to the beach. The property manager and owner were very responsive and super helpful!
Stayed 2 nights in Mar 2024

10/10 Excellent

Nichole S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our favorite trip yet!
Beautiful place and location! The host was on site and very helpful. Even gave us great tips on getting around the Village and fun places to visit!
Stayed 3 nights in Mar 2024

About the host

Hosted by Gertrude Rentals (Dan Jones)

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

Premier Host
They consistently provide great experiences for their guests
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