Entire home
Entire Building, Sundeck w/ Ocean view, 20ft to Beach Access, 500ft from Village
Waterfront holiday home with kitchen and balcony
Photo gallery for Entire Building, Sundeck w/ Ocean view, 20ft to Beach Access, 500ft from Village





Reviews
10 out of 10
Exceptional
6 bedrooms4 bathroomsSleeps 20297.7 sq m
Popular amenities
Explore the area

Siesta Key, FL
- Place, Siesta Key Beach3 min walk
- Place, Crescent Beach6 min drive
- Place, Lido Beach20 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)21 min drive
Rooms & beds
6 bedrooms (sleeps 20)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Bunk Beds, 1 Single Bed and 1 Queen Futon
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Bedroom 6
2 Single Bunk Beds and 1 Single Bed
Living Room 1
3 Single Beds
4 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 4
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
Entire Building, Sundeck w/ Ocean view, 20ft to Beach Access, 500ft from Village
Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.
Siesta Key Dream’s flagship vacation rental features TWO-CONDOS in a single building, totaling 6-bedrooms, 14 beds, and 4 bathrooms. This rental is perfect for family and friend gatherings and can accommodate up to 20 guests (16 adults and 4 children). With this reservation, the ENTIRE building is yours, as there is no other condos in the building, besides the two that are included in this listing.
Both units contain large, spacious floor plans that connect welcoming living rooms, dining rooms that seat 8 or more, and a modernized kitchens. Next to both living rooms, you’ll find a private, enclosed balcony that has partial ocean views and has comfortable seating that is perfect for shaded, outdoor entertainment.
Penthouse Condo has the following bedrooms:
- Main bedroom: King bed, HDTV w/ DirecTV Stream, partial Gulf of Mexico View, ensuite bathroom, walk-in closet, and walk-out to the enclosed balcony
- Bedroom #2: King bed & HDTV w/ DirecTV Stream
- Bedroom #3: Bunk bed that has two twin mattresses + one trundle bed that pulls out from under the bunk bed, Queen size Futon, & HDTV w/ DirecTV Stream
The 2nd Level Condo has the following bedrooms:
- Main bedroom: King bed, HDTV w/ DirecTV Stream, partial Gulf of Mexico View, ensuite bathroom, walk-in closet, and walk-out to the enclosed balcony
- Bedroom #5 (2nd bedroom in condo): King bed
- Bedroom #6 (3rd bedroom in condo): Bunk bed that has two twin mattresses + one trundle bed that pulls out from under the bunk bed
There are a total of three roll-away-twin sized mattresses for the common spaces.
Siesta Key Dreams is happy to provide free high-speed WiFi internet, HDTV equipped with live sports & extension channel options via DirecTV Stream, and electric appliances so you will not miss a beat.
On the rooftop of the building, you’ll see a PRIVATE sundeck and outdoor space that provides partial ocean and beach views – some of the best in Siesta Key Dream’s portfolio! On the rooftop you will have sun-loungers and a couch, perfect for tanning and hanging out in the Florida sun.
Siesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach Road! From cafes to fine dining, local shopping, live music and entertainment, you will certainly find what you need.
If you’re looking to soak up the sun and clear waters, you will be given PRIVATE beach access with a gated key, which provides you with a direct path to the beach access point within a mere 20 steps. Easily slip on your sandals and take a stroll on the private beach entrance point to experience the brilliant 99% white quartz sand.
Note: During peak rain months (June to Aug) there is a chance the private path to the beach is flooded, the alternative path is Beach Access #5, which is only a few feet away and the total walk to the sand is the same.
In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from live-music to gourmet donuts, coffee, and seafood to award-winning steakhouses.
We recognize that parking can be difficult, which is why our rentals come with FIVE private-reserved spaces at no additional cost to you (five vehicle max). We also offer golf cart rental for easy travel and access to all the top tourist spots around town, you can book the golf-cart via the `boarding pass` we send after you make your reservation.
The Siesta Key Breeze Trolley also operates on Beach Road, just outside your rental, which is free for all riders and operates 8AM - 10PM, seven days a week!
Siesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.
Included within your reservation are complimentary bathroom toiletries (shampoo, conditioner, body wash, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrellas, blankets, coolers and carts to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request!
Shortly after you secure your vacation rental, you will receive a link where you can book local services or experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes for an additional charge.
When available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in.
Leading up to the check-in date, guests are supported via email & SMS.
Guests will receive an electronic Rental Agreement that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.
Payment: 50% at time of booking, 50% 7-days before check-in
Check Out: 10AM
Check In: 3PM
Smoking: No smoking
Quiet Hours: 12PM - 7AM
Parking: 5 reserved parking spaces (5 vehicle max)
Large Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams
Pets: No Pets
See Vacation Rental Agreement for all details
Siesta Key Dream’s flagship vacation rental features TWO-CONDOS in a single building, totaling 6-bedrooms, 14 beds, and 4 bathrooms. This rental is perfect for family and friend gatherings and can accommodate up to 20 guests (16 adults and 4 children). With this reservation, the ENTIRE building is yours, as there is no other condos in the building, besides the two that are included in this listing.
Both units contain large, spacious floor plans that connect welcoming living rooms, dining rooms that seat 8 or more, and a modernized kitchens. Next to both living rooms, you’ll find a private, enclosed balcony that has partial ocean views and has comfortable seating that is perfect for shaded, outdoor entertainment.
Penthouse Condo has the following bedrooms:
- Main bedroom: King bed, HDTV w/ DirecTV Stream, partial Gulf of Mexico View, ensuite bathroom, walk-in closet, and walk-out to the enclosed balcony
- Bedroom #2: King bed & HDTV w/ DirecTV Stream
- Bedroom #3: Bunk bed that has two twin mattresses + one trundle bed that pulls out from under the bunk bed, Queen size Futon, & HDTV w/ DirecTV Stream
The 2nd Level Condo has the following bedrooms:
- Main bedroom: King bed, HDTV w/ DirecTV Stream, partial Gulf of Mexico View, ensuite bathroom, walk-in closet, and walk-out to the enclosed balcony
- Bedroom #5 (2nd bedroom in condo): King bed
- Bedroom #6 (3rd bedroom in condo): Bunk bed that has two twin mattresses + one trundle bed that pulls out from under the bunk bed
There are a total of three roll-away-twin sized mattresses for the common spaces.
Siesta Key Dreams is happy to provide free high-speed WiFi internet, HDTV equipped with live sports & extension channel options via DirecTV Stream, and electric appliances so you will not miss a beat.
On the rooftop of the building, you’ll see a PRIVATE sundeck and outdoor space that provides partial ocean and beach views – some of the best in Siesta Key Dream’s portfolio! On the rooftop you will have sun-loungers and a couch, perfect for tanning and hanging out in the Florida sun.
Siesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is less than a 5-minute walk away down Beach Road! From cafes to fine dining, local shopping, live music and entertainment, you will certainly find what you need.
If you’re looking to soak up the sun and clear waters, you will be given PRIVATE beach access with a gated key, which provides you with a direct path to the beach access point within a mere 20 steps. Easily slip on your sandals and take a stroll on the private beach entrance point to experience the brilliant 99% white quartz sand.
Note: During peak rain months (June to Aug) there is a chance the private path to the beach is flooded, the alternative path is Beach Access #5, which is only a few feet away and the total walk to the sand is the same.
In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from live-music to gourmet donuts, coffee, and seafood to award-winning steakhouses.
We recognize that parking can be difficult, which is why our rentals come with FIVE private-reserved spaces at no additional cost to you (five vehicle max). We also offer golf cart rental for easy travel and access to all the top tourist spots around town, you can book the golf-cart via the `boarding pass` we send after you make your reservation.
The Siesta Key Breeze Trolley also operates on Beach Road, just outside your rental, which is free for all riders and operates 8AM - 10PM, seven days a week!
Siesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.
Included within your reservation are complimentary bathroom toiletries (shampoo, conditioner, body wash, soap), coffee & a Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrellas, blankets, coolers and carts to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request!
Shortly after you secure your vacation rental, you will receive a link where you can book local services or experiences provided by vendors throughout the island. Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes for an additional charge.
When available, guests can request flexible booking with early check-in or late check out options. Siesta Key Dreams also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in.
Leading up to the check-in date, guests are supported via email & SMS.
Guests will receive an electronic Rental Agreement that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees.
Payment: 50% at time of booking, 50% 7-days before check-in
Check Out: 10AM
Check In: 3PM
Smoking: No smoking
Quiet Hours: 12PM - 7AM
Parking: 5 reserved parking spaces (5 vehicle max)
Large Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams
Pets: No Pets
See Vacation Rental Agreement for all details
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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- Kitchen
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- Dryer
House Rules
Check in after 3:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
No pets allowed
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
Parties and events are allowed on site
Long-term renters welcome
This property uses eco-friendly cleaning products
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, a first aid kit and a deadlock
We should mention
This property does not have any lifts
A car is recommended for transport to and from this property
About the area
Siesta Key
Located on the waterfront, this holiday home 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. Travelling with kids? Consider Coconuts Family Entertainment Center, or check out an event or a game at Stardust Event Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.

Siesta Key, FL
What's nearby
- Siesta Key Beach - 3 min walk - 0.3 km
- Shell Beach - 4 min drive - 3.2 km
- Crescent Beach - 6 min drive - 4.8 km
- St. Armands Circle - 18 min drive - 15.6 km
- Lido Beach - 20 min drive - 17.7 km
Getting around
Restaurants
- Circle K - 8 min walk
- Gilligan's Island Bar & Grill - 3 min walk
- Siesta Key Oyster Bar - 4 min walk
- Sun Garden Cafe - 7 min walk
- The Big Tiki Lounge - 3 min walk
Frequently asked questions
About the host
Hosted by Kyle Gaffney
Hello future guests!
I am pleased to share a portfolio of premium vacation rental properties in Iowa & Siesta Key, Florida. I've worked in the customer service sector for two decades and focus on providing excellence through people, product, and process. My vacation rental properties are specifically selected, to ensure that my guests have premium experiences at truly unique locations! I work remotely in Southern California and I handle all the electronic and phone communication with our guests. To provide localized support I have a great team, which includes a local Guest Experience Manager, operations, and cleaners. In addition, I spent time in all the properties and have stayed at the majority of them :)
A positive guest experience is a passion and I believe that our guests deserve to have great experiences that I hope will last a lifetime!
I am pleased to share a portfolio of premium vacation rental properties in Iowa & Siesta Key, Florida. I've worked in the customer service sector for two decades and focus on providing excellence through people, product, and process. My vacation rental properties are specifically selected, to ensure that my guests have premium experiences at truly unique locations! I work remotely in Southern California and I handle all the electronic and phone communication with our guests. To provide localized support I have a great team, which includes a local Guest Experience Manager, operations, and cleaners. In addition, I spent time in all the properties and have stayed at the majority of them :)
A positive guest experience is a passion and I believe that our guests deserve to have great experiences that I hope will last a lifetime!
Why they chose this property
This Vacation Rental is in an area that is one of the most unique in all of Siesta Key. The access to the ocean is about a minute walk from this Vacation Rental, and the Siesta Key Village is only a couple minute walk. The neighborhood allows our guests to have a stress-free experience. The biggest decision our guests have to make is if they want to go to the beach or the restaurant :)
What makes this property unique
Location, location, location :) In addition to a truly unique location within Siesta Key, we provide a lot of extras and amenities that other vacation rentals charge for. When you stay with us, you receive a complimentary beverage, a beach-load-out, bathroom and care essentials, and high-end streaming service. Also, unique to Siesta Key Dreams, we have a Guest Experience Manager local to Siesta Key. Our goal is to provide "unreasonable hospitality," and we are here to do whatever it takes to ensure our guests have memories they can keep forever!
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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