$0
for 2 nights

Home in Siesta Key, FL

8 bedrooms

11 beds

8.5 bathrooms

18 guests

New

5210 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

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.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

2 king beds

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

1 king bed

Bedroom 7

1 king bed

Bedroom 8

5 twin bunk beds

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

2 king beds

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

1 king bed

Bedroom 7

1 king bed

Bedroom 8

5 twin bunk beds

Amenities

Common Amenities

  • Balcony
  • Patio
  • Rooftop
  • Outdoor pool
  • Ocean view
  • Game Room
  • Wifi
  • Free parking
  • BBQ Area
  • Air conditioning
  • Gym
  • Laundromat nearby
  • Beach access
  • Garage
  • Hair dryer
  • Heating
  • Foosball table
  • Crib
  • Kitchen
  • Hot water
  • Carbon monoxide detector
  • Pool table
  • Outdoor dining area
  • Outdoor seating
  • Beach essentials
  • Fire extinguisher
  • Smoke detector
  • First aid kit

Living Room

  • TV
  • Elevator

Kitchen

  • Oven
  • Stove
  • Microwave
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Spices
  • Toaster

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

  • Bath linens

Bedroom 2

  • Bed linens
  • TV

Ensuite Bathroom 2

  • Bath linens

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens
  • TV

Ensuite Bathroom 3

  • Bath linens

Bedroom 4

  • Bed linens

Ensuite Bathroom 4

  • Bath linens

Bedroom 5

  • Bed linens
  • TV

Ensuite Bathroom 5

  • Bath linens

Bedroom 6

  • Bed linens
  • TV

Ensuite Bathroom 6

  • Bath linens

Bedroom 7

  • Bed linens
  • TV

Ensuite Bathroom 7

  • Bath linens

Bedroom 8

  • Bed linens
  • TV

Ensuite Bathroom 8

  • Bath linens

Half Bath

  • Bath linens

Laundry Room

  • Washer
  • Dryer

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Where you’ll be

Siesta Key, FL 34242, US

Siesta Key, FL, US
27.246124-82.5339376
Timezone: America/New_York

Restaurants

Captain Curt's Crab & Oyster Bar

Captain Curt's Crab & Oyster Bar serves up fresh seafood and award-winning clam chowder in a lively, family-friendly setting with indoor and outdoor seating, live music, and a true taste of Old Florida.

Connors Steak & Seafood

Connors Steak & Seafood serves premium aged steaks and fresh seafood grilled over mesquite wood, offering a classic American steakhouse experience with upscale ambiance and exceptional service.

Siesta Key Oyster Bar

Siesta Key Oyster Bar is a lively, beachy spot known for its fresh seafood, award-winning wings, and cold beer, all served in a fun, dollar-bill-covered setting with live music and a welcoming island vibe.

Walt's Fish Market Restaurant

Walt's Fish Market is a legendary Sarasota seafood destination that has been serving the freshest locally-caught fish since 1918, featuring daily specials from their on-site market paired with a laid-back tropical atmosphere and authentic Chickee Bar with live music.

CMX CinéBistro Siesta Key

CMX CinéBistro Siesta Key blends modern New-American cuisine with a luxurious movie-going experience, offering chef-driven dishes, handcrafted cocktails, and plush recliner seating for a truly elevated night out.

Attractions

St. Armands Circle

St. Armands Circle is an upscale outdoor shopping and dining destination on a barrier island featuring over 130 boutiques, galleries, and restaurants arranged in a charming circular layout inspired by circus wagon wheels, perfect for those seeking sophisticated retail therapy combined with European-style ambiance and proximity to beautiful Gulf Coast beaches.

Marie Selby Botanical Gardens Downtown Sarasota

Marie Selby Botanical Gardens Downtown Sarasota offers a stunning bayfront escape with vibrant tropical plants, a unique orchid conservatory, and an interactive Children’s Rainforest Garden, perfect for nature lovers, families, and anyone seeking a peaceful, educational outdoor experience.

Lido beach

Lido Beach is a pristine, relatively uncrowded Gulf Coast destination perfect for families and beach lovers seeking a relaxing day of swimming, sandcastle building, and water activities like kayaking through enchanting mangrove tunnels where you might spot dolphins and manatees.

Twin Lakes Park

Twin Lakes Park is a scenic spot perfect for families and outdoor lovers, offering playgrounds, picnic pavilions, sports fields, and a swimming pool, all set around a peaceful lake with trails and plenty of shade.

Bayfront Park

Bayfront Park is a vibrant waterfront oasis in downtown Miami offering scenic bay views, free yoga, flying trapeze classes, lively concerts, and a fantastic playground, perfect for families, fitness enthusiasts, and anyone seeking outdoor fun and cultural events.

Payne Park

Payne Park in Sarasota is a lively spot featuring a unique circus-themed playground perfect for families, a popular skate park for all skill levels, scenic trails, disc golf, and plenty of open spaces for picnics and outdoor fun. It’s ideal for kids, skaters, and nature lovers alike.

Historic Spanish Point

Historic Spanish Point offers a unique blend of archaeology, history, and nature across 30 scenic acres, perfect for history buffs, nature lovers, and families seeking a peaceful outdoor adventure with guided tours, beautiful bay views, and seasonal boat rides.

Siesta Key Watersports

Siesta Key Watersports offers thrilling jet ski rides, parasailing adventures, and scenic boat tours perfect for adrenaline seekers and nature lovers wanting to explore the crystal-clear waters and spot dolphins around Siesta Key. Ideal for families, couples, and solo adventurers alike.

Pinecraft Amish Community

Pinecraft offers a rare glimpse into Amish and Mennonite life with its vibrant community, lively shuffleboard games, handmade crafts, and delicious traditional food, perfect for culture enthusiasts and curious travelers seeking a unique, laid-back experience.

Sarasota Art Museum

Experience vibrant live music, themed dance nights, and extended gallery hours at Sarasota Art Museum’s After Hours. Perfect for music lovers, dancers, and art enthusiasts looking for a fun, social evening out.

Things to know

Cancellation policy

50% refund up to 60 days before check-in. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

18 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Jul 17, 2026$3287Not Available
Jul 18, 2026$3912Not Available
Jul 19, 2026$2872Not Available
Jul 20, 2026$2497Not Available
Jul 21, 2026$2497Not Available
Jul 22, 2026$2497Not Available
Jul 23, 2026$2497Not Available
Jul 24, 2026$3456Not Available
Jul 25, 2026$4496Not Available
Jul 26, 2026$4577Not Available
Jul 27, 2026$4577Not Available
Jul 28, 2026$4577Not Available
Jul 29, 2026$4617Not Available
Jul 30, 2026$4658Not Available
Jul 31, 2026$4172Not Available
Aug 1, 2026$3655Not Available
Aug 2, 2026$3623Not Available
Aug 3, 2026$3623Not Available
Aug 4, 2026$3623Not Available
Aug 5, 2026$3559Not Available
Aug 6, 2026$3496Not Available
Aug 7, 2026$3211Not Available
Aug 8, 2026$3053Available
Aug 9, 2026$3180Not Available
Aug 10, 2026$3148Not Available
Aug 11, 2026$3115Not Available
Aug 12, 2026$3148Not Available
Aug 13, 2026$3180Not Available
Aug 14, 2026$2984Not Available
Aug 15, 2026$2760Available
Aug 16, 2026$2732Available
Aug 17, 2026$2732Available
Aug 18, 2026$2732Available
Aug 19, 2026$2679Available
Aug 20, 2026$3062Available
Aug 21, 2026$3390Not Available
Aug 22, 2026$3317Not Available
Aug 23, 2026$3245Not Available
Aug 24, 2026$3136Not Available
Aug 25, 2026$3136Not Available
Aug 26, 2026$3136Not Available
Aug 27, 2026$3100Not Available
Aug 28, 2026$3100Available
Aug 29, 2026$3136Available
Aug 30, 2026$3172Available
Aug 31, 2026$3209Available
Sep 1, 2026$3281Available
Sep 2, 2026$3462Available
Sep 3, 2026$3571Not Available
Sep 4, 2026$3954Not Available
Sep 5, 2026$4337Not Available
Sep 6, 2026$4209Not Available
Sep 7, 2026$3326Not Available
Sep 8, 2026$2570Available
Sep 9, 2026$2570Available
Sep 10, 2026$2515Available
Sep 11, 2026$2867Available
Sep 12, 2026$3340Not Available
Sep 13, 2026$3405Not Available
Sep 14, 2026$3405Not Available
Sep 15, 2026$3405Not Available
Sep 16, 2026$3405Not Available
Sep 17, 2026$3440Not Available
Sep 18, 2026$3507Not Available
Sep 19, 2026$3507Not Available
Sep 20, 2026$3407Not Available
Sep 21, 2026$3407Not Available
Sep 22, 2026$3474Not Available
Sep 23, 2026$3507Not Available
Sep 24, 2026$3440Not Available
Sep 25, 2026$3372Not Available
Sep 26, 2026$3307Not Available
Sep 27, 2026$3174Not Available
Sep 28, 2026$3140Not Available
Sep 29, 2026$3140Not Available
Sep 30, 2026$3174Not Available
Oct 1, 2026$3209Not Available
Oct 2, 2026$3679Not Available
Oct 3, 2026$4078Not Available
Oct 4, 2026$4005Not Available
Oct 5, 2026$4078Not Available
Oct 6, 2026$4150Not Available
Oct 7, 2026$4150Not Available
Oct 8, 2026$4150Not Available
Oct 9, 2026$3659Not Available
Oct 10, 2026$3167Available
Oct 11, 2026$3167Available
Oct 12, 2026$3114Available
Oct 13, 2026$3033Available
Oct 14, 2026$3650Available
Oct 15, 2026$4295Not Available