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Tropical Oasis

Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village!

Bedrooms: 7

Bathrooms: 6 Full, 1 Half

Sleeps: 16

Slide into the crystal-clear spa as the spa waterfall hums beside you—this lanai is your private luxury haven.

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Exclusive Amenities Include: ↑↓

• Private Heated Pool & Spa
• Breathtaking Gulf Views on 3rd Story Balcony
• Less than 300 ft to Siesta Key Village & Less than 500 ft to Siesta Key Beach
• 7 Bedrooms (5 Primary Bedrooms), 6 Full Baths, 1 Half Bath - 4 King Beds, 2 Queen Beds, 2 Twin Bunk Beds (Sleeps 16) with Linens Provided
• Free WiFi & 11 HD Smart TV’s
• Wolf / Subzero Kitchen Appliances, Regular & Keurig Coffee Maker, 2 Dishwashers, 2 sets of Washers and 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
• Outdoor Lounge Area Includes a Putting Green, Ping Pong, Wooden Bar with 2 HD Smart TV’s, Dining Table, Gas Grill, & Poolside Shower
• Enhanced Cleaning Protocols Provided by our CottageClean Team
• Convenience Elevator for Luggage, Groceries and Personal Gear

Overview ↑↓

Tropical Oasis | Private Pool, Spa + Walk to Siesta Beach

Why You’ll Love This Home
Tucked behind swaying palms, Tropical Oasis is a luxury retreat with space for everyone—just 500 feet from Siesta Key Beach. With 7 spacious bedrooms, a private heated pool and spa, and multiple balconies with lush views, this home feels like your very own resort.

‍‍ Perfect For
Ideal for multi-gen families or large friend groups seeking a private, upscale beach escape steps from the shoreline.

️ Imagine This
You step onto the balcony, coffee in hand, as morning light dances across the palm-lined backyard. Below, the pool sparkles and the waterfall hums softly. Afternoons unfold on the putting green, with laughter drifting from the ping pong table. Evenings bring cocktails at the wet bar, dinner around the oversized kitchen island, and a sunset stroll—just a 2-minute walk to Siesta Key Beach. Here, every floor offers space, serenity, and coastal luxury.

Where You’ll Sleep
• Bedroom 1: King Bed, Ensuite Bath, First Floor, TV
• Bedroom 2: Queen Bed, Ensuite Bath, First Floor, TV
• Bedroom 3: King Bed, Ensuite Bath, Second Floor, TV
• Bedroom 4: King Bed, Ensuite Bath, Second Floor, TV
• Bedroom 5: King Bed, Ensuite Bath, Second Floor, TV
• Bedroom 6: Queen Bed, Shared Bath (Jack & Jill), Second Floor, TV
• Bedroom 7: Two Twin Bunk Beds (4 Twins), Shared Bath (Jack & Jill), Second Floor, TV

Explore the Area

500 feet from World-renowned Siesta Key Beach
Walk 0.6 Miles to Local Cafés, Rent Bikes for a Beachside Cruise, or Explore Nearby Shops of Siesta Key Village
Everything you Need is Within Walking Distance

⌛ Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection to ensure a pristine, guest-ready experience.

PLEASE NOTE: This 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. Exterior security cameras are installed at the front-door entry and along the side of the home where the pool equipment is located for security purposes only. No cameras are located inside the home or directed toward private guest areas.

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Reviews ↑↓

Total reviews: 30

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Review Date: July 20, 2026

"Had a GREAT TIME!Property was Great and very well located to town and the beach.

Reviewed By: David D.

Review Date: July 5, 2026

"Great location, extremely nice home, looks just like pictures. We had a minor issue with the shower; however, the host was very responsive and got it resolved.

Reviewed By: Dakar

Response from The Cottages on the Key:
Hi Dakar,
Thank you so much for your wonderful review! We’re delighted to hear you enjoyed the home and that it was just as pictured. It’s also great to know the location helped make your stay even more enjoyable.
We appreciate your understanding regarding the minor shower issue and are glad our team was able to respond quickly and get it resolved for you. Providing prompt, attentive service is something we take great pride in.
Thank you again for choosing to stay with us. We truly appreciate your kind words and hope to have the pleasure of welcoming you back for another memorable getaway in the future!
Warm regards,
Guest Services Team

Review Date: June 27, 2026

"The home is beautiful and very well appointed and the layout is great! The kitchen and dining area/ lounging spot was a dream for large families like ours. The outside pool/ play and bar area was amazing. The location to the beach and village was outstanding! Perfect location for sure! We have a family of 17….8 adults and 9 children and the house was plenty spacious for our family

Reviewed By: Jana

Response from The Cottages on the Key:
Hi Jana, Thank you so much for your wonderful review! We’re thrilled to hear the home was such a perfect fit for your family of 17 and that everyone had plenty of room to relax and spend time together. It’s wonderful to know you enjoyed the spacious layout, the kitchen and dining area for gathering, and the outdoor pool, play area, and bar. We’re also delighted the location made it easy to enjoy both the beach and the Village. Creating a home where large families can comfortably make lasting memories is exactly what we strive for. Thank you again for choosing to stay with us. We truly appreciate your kind words and hope to have the pleasure of welcoming your family back for another unforgettable Siesta Key vacation! Warm regards, Guest Services Team

Review Date: June 6, 2026

"Excellent stay. Very clean. Allowed us to book very last minute.

Reviewed By: Nicole

Response from The Cottages on the Key:
Hi Nicole, Thank you for your kind review! We're glad the last-minute booking worked out and that you found the cottage very clean. We appreciate you choosing The Cottages on the Key and hope to welcome you back in the future. Warm regards, Guest Services Team

Review Date: May 27, 2026

"It was a very nice clean house. It was perfect for our family vacation.

Reviewed By: Jeremy

Response from The Cottages on the Key:
Hi Jeremy, Thank you for your kind review! We're so pleased to hear that you found the house clean and that it was the perfect fit for your family vacation. Providing a comfortable and welcoming space for families to create lasting memories is what we strive for. We truly appreciate your feedback and hope to have the pleasure of hosting you and your family again in the future! Regards, The CottageCrew

This house was amazing. It had everything we needed and more.

Review Date: May 4, 2026

"This house was amazing. It had everything we needed and more. It was incredibly spacious with high ceilings and a wide open layout. It easily accommodated our party of 12 and still felt spacious even when we were all packed into the dining/kitchen space at once. Just steps away from Siesta Key Village and the beach, it took no time to get to the only two places we wanted to go. There were tons of beach chairs available for our party, as well as a wheeled cart to lug everything to the beach (house had one umbrella... will need to rent if you want more). With tons of balcony space, a huge outdoor lounge area, a putting green, ping pong table, good sized hot tub and pool, there was little reason for us to spend time indoors, but when we did, it was spacious, comfortable and beautifully decorated. We had one minor issue and it was promptly resolved. Lastly, the beds were exceptionally comfortable, which is critical in my opinion. We will definitely stay here again.

Reviewed By: Amy Dupont

Pool once warm was used.

Review Date: March 23, 2026

"We initially had issues with the pool. Heating wouldn't turn on and required a service call. Pool once warm was used.

Reviewed By: Kelly Gleason

We would absolutely return!

Review Date: January 12, 2026

"Our experience in Siesta Key and at this house was absolutely wonderful. We occupied all of the bedrooms and still felt like there was an incredible amount of space and privacy when we needed it. The home was spotless, beautifully maintained, and the amenities were amazing. Everything was thoughtfully set up to make our stay comfortable and relaxing. It truly exceeded all of our expectations, and we couldn't have asked for a better place to stay. We would absolutely return!

Reviewed By: Jackelyn Kastanis

Hosts had the house spotless and were very responsive.

Review Date: September 5, 2025

"The property was exactly as the photos shown, it was recently renovated with great quality. The location is great with the beach and all restaurants and bars right across the street. Hosts had the house spotless and were very responsive.

Reviewed By: Victor Karavias

Everyone I messaged or spoke with was friendly and helpful !

Review Date: June 17, 2025

"Our family had a great vacation ! When there were questions or an issue they addressed it quickly. Everyone I messaged or spoke with was friendly and helpful !

Reviewed By: Vivian Thayer

Management company very attentive to your needs

Review Date: June 2, 2025

"Excellent location in town while walkable to the beach. Management company very attentive to your needs

Reviewed By: Gregory Fisher

Excellent house and location

Review Date: May 26, 2025

"Excellent house and location

Reviewed By: Dave Challenger

House was beautiful, very well maintained and so close to beach

Review Date: October 2, 2024

"House was beautiful, very well maintained and so close to beach, restaurants and shops. perfect for our group and we would highly recommend to anyone looking for a great house for a larger crowd, plenty of room for everyone and everyone had their en suite bath!!

Reviewed By: Terri Hensley

Loved it and will be back!

Review Date: July 17, 2024

"Loved it and will be back!

Reviewed By: Robert Minialoff

Good communication, easy to get it, good instructions, nice location

Review Date: April 9, 2024

"The place is pricey but we needed the 6+ bedrooms. There was a lot of noise from how close the homes are and daily construction noise as well. Good communication, easy to get it, good instructions, nice location between beach and restaurants. Solid 4 stars.

Reviewed By: James Taibi

Our family really enjoyed our stay in Siesta Key! The house was very clean and comfortable.

Review Date: April 4, 2024

"Our family really enjoyed our stay in Siesta Key! The house was very clean and comfortable. We did have some minor interruptions with smoke detectors, keypad and pool equipment, but Cottages on the Key worked to fix or come up with solutions for any issues quickly and efficiently. The house is so close to all the shops and minutes from a beautiful beach. We didn't even need the bikes we rented for the week. The elevator was great for Grandma and hauling luggage up to the top floors. It was a perfect location for our family full of teens, although I would remind everyone that because it's close to everything, lock your car! We did have some sunglasses stolen from ours. We would definitely stay here again!

Reviewed By: Leann Chance

What a wonderful property! The location is perfect

Review Date: January 17, 2024

"What a wonderful property! The location is perfect -- a short walk to both the beach and the Village. The house is spectacular and well-stocked. Beds were extremely comfortable. The only issue I had is that the photos on the website are not updated to show the new view-blocking homes built next door. You can barely see the water now. Nevertheless, we would come back in a heartbeat!

Reviewed By: Todd Knox

There was plenty of space for everyone, with room to spare.

Review Date: December 18, 2023

"Location. Location. The home is situated within steps to the beach, shopping and dining. There were 12 of us that stayed here for my daughter's wedding. There was plenty of space for everyone, with room to spare. The amenities were top notch and the decor throughout every level of the home were beautiful. Highly recommend!

Reviewed By: Pamela Sturgeon

Amazing trip second year in a row

Review Date: October 2, 2023

"This is our second stay and will will stay again next year. Perfect location. Amazing outdoor space. Tons of room and amazing service

Reviewed By: Beth Foster

Tropical oasis

Review Date: September 21, 2023

"Wonderful location. Awesome house.

Reviewed By: Lauree Vasta

Great location, very confortable

Review Date: July 21, 2023

"We stayed one week with my wife, four children and their spouses and children, 16 people, very confortable mansion

Reviewed By: Patricio Grez

Review for Tropical Oasis - 5290

Review Date: June 20, 2023

"This home was perfect for my girlfriends retreat! Each bedroom was beautiful, the living areas were comfortable and the decor was gorgeous. The kitchen was the best, most well appointed kitchen I've ever experienced in an AirBNB from the 8 burner gas stove which our private chef loved to having more than enough dishes, glasses, cookware and silverware. The pool and jacuzzi were absolutely our favorite place to be! I can't say enough - it was PERFECT!

Reviewed By: Erin W.

Tropical Oasis

Review Date: May 31, 2023

"Fitting title for this property. Perfect for our family of 6. Well laid out. First class furnishings. Elevator a big plus. Lots of beach amenities come with the home. Perfectly situated between the beach and the village restaurants and bars. First visit to the area, we will be back to the Tropical Oasis!

Reviewed By: Michael E Mccauley

Family Reunion

Review Date: May 2, 2023

"This property is in a great location and is beautifully appointed. It's a short walk to the beach and/or a short stroll to the Village and all the shops and restaurants. The management company was very responsive, and the property was even better than the pictures, especially the outdoor space. Would recommend renting.

Reviewed By: Cheryl Comes

Family celebration

Review Date: April 27, 2023

"This home was perfect.It had everything !Plenty of space, (bedrooms with bathrooms), and entertainment areas for all ages. The elevator was key in transporting luggage, baby equipment and groceries . The stairs were great for exercise ! We could walk everywhere we wanted to go from here: beach, restaurants , shops, Hop on and Off trolley. The Baby equipment rental drop off and pick up was so reasonable .Flying in to the Bradenton Sarasota airport was also a plus. We had terrific weather as well and at this time , mid April, avoided the red tide issue. Terrific and memorable vacation . Professional family pictures at the beach at sunset was amazing. The McDavitts

Reviewed By: Ellen Mcdavitt

Amazing stay

Review Date: March 22, 2023

"This is the 2nd time we have stayed at this property. It was a wonderful stay. The house is everything it was advertising as and some. Great finishes at the house, great location and great hosts. I highly recommend this house.

Reviewed By: Michael Dipasquale

Excellent property

Review Date: March 14, 2023

"Really enjoyed the privacy of this 3 level home. Close to the beach and to the village.

Reviewed By: Susan Deal

Great for families, great location, exceeded our expectations

Review Date: February 28, 2023

"Very nice property! We brought a large family group and every one enjoyed the many rooms, good technology, fun pool area and putting green. The outdoor space is such a great gathering space. Kitchen was well equipped to cook and serve a big family, which we really appreciated! The beach was a very short walk to an area not as busy as the main beaches, so we liked that! Red tide did affect one day of our beach time.

Reviewed By: Teresa Dunbar

Amazing place with amazing people.

Review Date: September 21, 2022

"What an incredible home. Everything was exactly as depicted. We will be back again.

Reviewed By: Curtis Foster

Great place to stay

Review Date: August 15, 2022

"Had a great time with extended family and friends! The location to the beach and the shopping area was fantastic! The house was beautiful! Loved having 2 separate family rooms! Enjoyed hanging out by the pool and playing ping pong! Everyone enjoyed coming back to the pool after those long hot days on the beach! (The little biting flies outside were not fun but nothing a little Off and a citronella candle couldn't handle) Would definitely stay here again!! Thanks so much!!

Reviewed By: Greg Hallman

Tropical Oasis

Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village!

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