Entire home
Experience the Ultimate in Coastal Luxury at A Point of Paradise
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8 bedrooms8+ bathroomsSleeps 18
Popular amenities
Explore the area

Sarasota, FL
- Point of Rocks3 min walk
- Crescent Beach3 min walk
- Siesta Key Beach3 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)37 min drive
Rooms & beds
8 bedrooms (sleeps 18)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Bedroom 6
1 King Bed
Bedroom 7
1 King Bed
Bedroom 8
4 Single Bunk Beds
8 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub · Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Bathtub · Toilet
Bathroom 5
Toilet · Shower only
Bathroom 6
Toilet · Shower only
Bathroom 7
Toilet · Shower only
Bathroom 8
Toilet · Shower only
Half Bathroom 9
Toilet · Shower only
Spaces
Kitchen
Balcony
Separate dining area
Dining area
About this property
Experience the Ultimate in Coastal Luxury at A Point of Paradise
Experience the ultimate in coastal luxury at Point of Paradise, a stunning new retreat nestled on the peaceful southern end of Siesta Key. Designed to host up to 18 guests in style, this 8-bedroom haven combines sophisticated design with all the comforts of home. With each bedroom featuring a private ensuite, multiple living spaces, and breathtaking views, this property is the perfect setting for unforgettable gatherings with family and friends.
🌴 An Outdoor Sanctuary
Step outside and be captivated by the resort-style pool, a true centerpiece of this tropical oasis. Stretching along the western edge of the property, it features a plunge section with submerged seating, a Baja shelf crowned with a gentle fountain, and a whirlpool spa for ultimate relaxation. The pool is framed by a row of inviting chaise lounges, perfect for basking in the Florida sunshine. Around the back, enjoy the convenience of a triple charcoal grill for al fresco feasts and an outdoor shower to rinse off after a day of adventure.
Indoors, the game room awaits with a pool table and a ping pong/air hockey combo table, offering hours of entertainment for guests of all ages.
🍳 Second-Floor Elegance
Ascend to the second floor, where the home's 12-foot ceilings and expansive layout create a light and airy atmosphere. At the heart of this level is the open-concept living area, featuring a chef's dream kitchen equipped with state-of-the-art Bosch appliances, sleek finishes, and ample counter space. The spacious dining table invites lively meals, while the plush wrap-around sofa and large flat-screen TV make movie nights a delight.
Step out onto the multi-level deck to enjoy the fresh coastal breeze and tranquil views of the pool below. Surrounding this central space are four opulent King bedrooms, each offering a serene retreat, plus a convenient half-bath and a well-appointed laundry room for added comfort.
🌟 Third-Floor Indulgence
The third floor continues the luxurious experience with a cozy lounge area complete with a wet bar—the perfect spot for a quiet drink or casual conversation. This level includes three more King bedrooms, as well as a double twin bunk room, ideal for younger guests or group flexibility.
The crown jewel of this home is the rooftop patio, accessible via a dramatic spiral staircase. From this elevated perch, marvel at the sweeping panoramic views, including the shimmering Gulf waters and Siesta Key's legendary sunsets. This rooftop escape is a magical setting for evening cocktails, morning yoga, or simply gazing at the stars.
🌊 Steps to Island Bliss
A Point of Paradise is just a short stroll from the island's pristine beaches, where soft, powdery sands meet the warm Gulf waves. Explore Siesta Key's charming villages, filled with unique shops, local eateries, and endless opportunities for adventure. From paddleboarding and kayaking to sunset cruises, there's something for everyone to enjoy.
✨ Why Visit Point of Paradise?
This remarkable home offers the best of both worlds: expansive gathering spaces to bring everyone together and private retreats for moments of quiet relaxation. Whether you're savoring meals by the pool, toasting the sunset on the rooftop patio, or unwinding in your luxurious ensuite, every detail has been designed to create an unforgettable stay.
Book your stay today and capture your very own Point of Paradise—where memories are made, and dreams come to life.
Exclusive Amenities Include:
• Private Heated Plunge Pool, Baja Shelf and Whirlpool
• Pool Views on 2nd & 3rd Story Balconies
• Roof top patio with Gulf Views
• Less Than 1 mile to Crescent Village
• Less Than a 2 Minute Walk to Crescent Beach & Point of Rocks
• Just a Short Drive to Siesta Key Village & Siesta Key Beach
• Ping Pong Table / Air Hockey Table
• Outdoor Lounge Areas
• 8 Bedrooms, 8.5 Full Baths with Luxury Towels & Bed Linens provided,
• Spacious Balconies With Seating Area
• Full Gourmet Kitchen
• 2 Private Garages and Off Street Driveway Parking for 3 Cars
• Washer/Dryer Laundry Rooms on 2nd and 3rd floors
• Free WiFi & HDTV's
• Regular & Keurig Coffee Makers, Dishwasher, 2 Washers & Dryers, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Triple Charcoal Grill
• Enhanced Cleaning Protocols Provided by our CottageClean Team
• Island Shuttle Transportation Available
A Point of Paradise can accommodate up to 18 guests with a bedding configuration as follows:
Bedroom 1 – King (1) - Sleeps: 2
Bedroom 2 – King (1) - Sleeps: 2
Bedroom 3 – King (1) - Sleeps: 2
Bedroom 4 – King (1) - Sleeps: 2
Bedroom 5 – King (1) - Sleeps: 2
Bedroom 6 – King (1) - Sleeps: 2
Bedroom 7 - King (1) - Sleeps: 2
Bedroom 8 – Two Twin Bunk Beds (4 twin beds) - Sleeps: 4
We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!
PLEASE NOTE:
The pool is heated from November 15th to April 15th.
This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
🌴 An Outdoor Sanctuary
Step outside and be captivated by the resort-style pool, a true centerpiece of this tropical oasis. Stretching along the western edge of the property, it features a plunge section with submerged seating, a Baja shelf crowned with a gentle fountain, and a whirlpool spa for ultimate relaxation. The pool is framed by a row of inviting chaise lounges, perfect for basking in the Florida sunshine. Around the back, enjoy the convenience of a triple charcoal grill for al fresco feasts and an outdoor shower to rinse off after a day of adventure.
Indoors, the game room awaits with a pool table and a ping pong/air hockey combo table, offering hours of entertainment for guests of all ages.
🍳 Second-Floor Elegance
Ascend to the second floor, where the home's 12-foot ceilings and expansive layout create a light and airy atmosphere. At the heart of this level is the open-concept living area, featuring a chef's dream kitchen equipped with state-of-the-art Bosch appliances, sleek finishes, and ample counter space. The spacious dining table invites lively meals, while the plush wrap-around sofa and large flat-screen TV make movie nights a delight.
Step out onto the multi-level deck to enjoy the fresh coastal breeze and tranquil views of the pool below. Surrounding this central space are four opulent King bedrooms, each offering a serene retreat, plus a convenient half-bath and a well-appointed laundry room for added comfort.
🌟 Third-Floor Indulgence
The third floor continues the luxurious experience with a cozy lounge area complete with a wet bar—the perfect spot for a quiet drink or casual conversation. This level includes three more King bedrooms, as well as a double twin bunk room, ideal for younger guests or group flexibility.
The crown jewel of this home is the rooftop patio, accessible via a dramatic spiral staircase. From this elevated perch, marvel at the sweeping panoramic views, including the shimmering Gulf waters and Siesta Key's legendary sunsets. This rooftop escape is a magical setting for evening cocktails, morning yoga, or simply gazing at the stars.
🌊 Steps to Island Bliss
A Point of Paradise is just a short stroll from the island's pristine beaches, where soft, powdery sands meet the warm Gulf waves. Explore Siesta Key's charming villages, filled with unique shops, local eateries, and endless opportunities for adventure. From paddleboarding and kayaking to sunset cruises, there's something for everyone to enjoy.
✨ Why Visit Point of Paradise?
This remarkable home offers the best of both worlds: expansive gathering spaces to bring everyone together and private retreats for moments of quiet relaxation. Whether you're savoring meals by the pool, toasting the sunset on the rooftop patio, or unwinding in your luxurious ensuite, every detail has been designed to create an unforgettable stay.
Book your stay today and capture your very own Point of Paradise—where memories are made, and dreams come to life.
Exclusive Amenities Include:
• Private Heated Plunge Pool, Baja Shelf and Whirlpool
• Pool Views on 2nd & 3rd Story Balconies
• Roof top patio with Gulf Views
• Less Than 1 mile to Crescent Village
• Less Than a 2 Minute Walk to Crescent Beach & Point of Rocks
• Just a Short Drive to Siesta Key Village & Siesta Key Beach
• Ping Pong Table / Air Hockey Table
• Outdoor Lounge Areas
• 8 Bedrooms, 8.5 Full Baths with Luxury Towels & Bed Linens provided,
• Spacious Balconies With Seating Area
• Full Gourmet Kitchen
• 2 Private Garages and Off Street Driveway Parking for 3 Cars
• Washer/Dryer Laundry Rooms on 2nd and 3rd floors
• Free WiFi & HDTV's
• Regular & Keurig Coffee Makers, Dishwasher, 2 Washers & Dryers, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Triple Charcoal Grill
• Enhanced Cleaning Protocols Provided by our CottageClean Team
• Island Shuttle Transportation Available
A Point of Paradise can accommodate up to 18 guests with a bedding configuration as follows:
Bedroom 1 – King (1) - Sleeps: 2
Bedroom 2 – King (1) - Sleeps: 2
Bedroom 3 – King (1) - Sleeps: 2
Bedroom 4 – King (1) - Sleeps: 2
Bedroom 5 – King (1) - Sleeps: 2
Bedroom 6 – King (1) - Sleeps: 2
Bedroom 7 - King (1) - Sleeps: 2
Bedroom 8 – Two Twin Bunk Beds (4 twin beds) - Sleeps: 4
We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!
PLEASE NOTE:
The pool is heated from November 15th to April 15th.
This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
Property manager
The Cottages on the Key, Inc.
Premier Host
Languages
Dutch, English, French, German
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi
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House Rules
Children
Children allowed: ages 0–17
Events
No 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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a 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, a first aid kit and a deadlock
About the area
Siesta Key
Located in Siesta Key, this holiday home is in the city centre 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 and Marie Selby Botanical Gardens. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Sarasota, FL
What's nearby
- Point of Rocks - 3 min walk - 0.3 km
- Crescent Beach - 3 min walk - 0.3 km
- Siesta Key Marina - 15 min walk - 1.3 km
- Siesta Key Beach - 3 min drive - 2.0 km
- Turtle Beach - 6 min drive - 3.3 km
Getting around
Restaurants
- McDonald's - 3 min drive
- Captain Curt's Crab & Oyster Bar - 12 min walk
- Hooters - 4 min drive
- Daiquiri Deck South Siesta Key - 13 min walk
- Culver's - 5 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by The Cottages on the Key, Inc.

Languages:
English, French, German, Dutch
Premier Host
They consistently provide great experiences for their guests
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