Entire home

Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!

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Where to?

Dates

November 2025

December 2025

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Overview
Amenities
Policies
Location

Wonderful

Entire home

2 bedrooms2 bathroomsSleeps 698 sq m

Popular amenities

Parking available
Pool
Air conditioning
Dryer

Explore the area

Siesta Key, FL

Place, Siesta Key Beach
‪5 min walk‬
Place, Crescent Beach
‪6 min drive‬
Place, Lido Beach
‪19 min drive‬
Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪21 min drive‬

Room options

Similar properties

322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen

Washer
Dryer
Parking included
Free WiFi

includes taxes & fees

3 Nov - 4 Nov

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!

🌴 Villa Fiesta | Pet Friendly Home In Siesta Village, Shared Heated Pool and Hot Tub, Walk to the Beach!

💖 Why You'll Love This Home
Live like a local in the heart of Siesta Key Village, just a 5-minute walk to the island's world-famous beach. Villa Fiesta blends vibrant charm with relaxed coastal style—complete with a shared heated pool, dog-friendly policy, and the freedom to walk to everything. This colorful island retreat is made for morning strolls, beach days, and sunset BBQs.

👨‍👩‍👧 Perfect For
Small families, couples, or friend groups looking for a lively, walkable Siesta Key experience—plus one well-behaved pup (under 25 lbs) is welcome too!

🎞️ Imagine This
The village is alive with energy as you arrive—bike bells, café chatter, and the scent of coconut sunscreen in the air. You step inside Villa Fiesta and instantly feel at ease. The coastal-inspired living room invites you to kick off your flip-flops and stretch out on the sofa. Upstairs, sun-drenched bedrooms await, each designed for rest and recharge. After a lazy afternoon on Siesta Key's powder-white beach—just 0.3 miles away—you return to the shared backyard oasis. The grill sizzles, the hot tub bubbles, and laughter echoes as the sun dips below the palms. Every moment here feels light, bright, and unforgettable.

🛌 Where You'll Sleep
• Bedroom 1: King Bed, Shared Full Bath, Second Floor, TV
• Bedroom 2: Queen Bed, Shared Full Bath, Third Floor, TV
• Living Room: Queen Sleeper Sofa – Main Living Area, Half Bath Nearby

📍 Explore the Area
• 0.3 miles to Siesta Key Beach – walk to the #1 rated beach in the U.S. in just 5 minutes
• 0.1 miles to Siesta Key Village – boutique shops, beach bars, seafood shacks & live music
• 1.8 miles to Siesta Key Marina – boat rentals and dolphin cruises
• 7 miles to Downtown Sarasota – art, dining, nightlife
Whether you crave barefoot luxury or spontaneous adventure, Villa Fiesta places you in the perfect spot to enjoy it all.
.
⌛ Don't wait—Homes this close to Siesta Key Village go fast—lock in your stay now. Your reservation includes full access to our CottageClean™ program: a 6-hour deep clean and 35-point inspection that ensures a pristine, worry-free arrival.

📝 NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the backyard pool area along with the right side of the building which includes the second and third floors. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.

During your stay at this vacation home, you're just a quick walk from Siesta Key Beach. Features include free WiFi in public areas, plus a water park and a hot tub. Free WiFi and a private pool are available in the vacation home.

Air-conditioned home with private pool, kitchen, and washer/dryer
Free WiFi
Splash around at the water park
Amenities include laundry facilities
Just a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach

This vacation home offers its guests a water park and a hot tub. Public spaces have free WiFi. This vacation home also features barbecue grills and laundry facilities.

Property amenities

Beach

Beach nearby

Pool/Spa

Heated pool
Hot tub
Private pool

Internet

Available in the house: Free WiFi

Parking and transport

Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided
Sofa bed

Bathroom

1.5 bathrooms
Bathtub or shower
Hair dryer
Towels provided

Living spaces

Dining table
Living room
Separate dining area

Entertainment

TV with cable/satellite channels

Outdoor areas

Balcony
Gas grill

Laundry

Laundry facilities
Washer/dryer

Comfort

Air conditioning
Heating

Pets

Pet friendly

Suitability/Accessibility

Smoke-free property

Services and conveniences

Iron/ironing board

Location highlights

In a village
In the city centre
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea

Things to do

Heated pool
Water park
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Horseback riding nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Swimming nearby
Wildlife walks nearby
Windsurfing nearby
Winery tours nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock

General

Unit size: 1,056 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in available

Minimum check-in age: 26

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are welcome
Service animals are exempt from fees

Children and extra beds

Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.

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

Onsite 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 there is a smoke detector on the property

Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

Fiesta Ask About 99 Down

Villa Fiesta Ask About $99 Down!

Villa Fiesta - Ask About $99 Down! Siesta Key

New Listing! Villa Fiesta Ask About $99 Down!

Villa Fiesta - Ask About $99 Down! Private vacation home

503483

Villa Fiesta | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach! Reviews

9.2

Wonderful

9.4/10

Cleanliness

10/10 Excellent

Kim F.

15 Aug 2025

Liked: Cleanliness

What a great place! Hopefully going back next month. They were very great about checking on you everyday. Walkable to everything. Comfy beds, nice pool, cooked out.too. Perfect for couple or 2 or a gals trip too!

Stayed 4 nights in Aug 2025

8/10 Good

nicole B., Pittsburg, CA

9 Jun 2025

Liked: Cleanliness

Excellent location! House was well stocked and comfortable. We did buy a beach umbrella and just left it there for the next guests. Also, the fence in the back was damaged so maybe not ideal for a dog but other than that we loved it.

Stayed 7 nights in May 2025

10/10 Excellent

Paige A.

25 May 2025

Stayed 3 nights in Apr 2025

10/10 Excellent

Adelaide A.

6 May 2025

Liked: Cleanliness

Stayed 3 nights in Apr 2025

2/10 Terrible

Melodie P.

22 Dec 2024

Disliked: Cleanliness

Theft by Constructive Eviction

Constructive Eviction. At this point, my monies have been effectively stolen. VRBO claims they cannot require a return of my funds; The Cottages on the Key is the current name of the company. A man named Robert Koch claimed the property was intact, but it was not. I went so far as to make a reasonable request to be relocated and they would not do so. My holiday gift to my family was ruined: my travel funds taken. Theft.

Stayed 7 nights in Dec 2024

10/10 Excellent

Katie W.

7 Sept 2024

Liked: Cleanliness

Stayed 7 nights in Aug 2024

10/10 Excellent

Charles R., Ocean Springs, MS USA

22 Jul 2024

Liked: Cleanliness

Family beach vacay

Very pleased with our decision to take a vacation at Siesta Key, FL and happy that our property was as advertised. The location was great as it was in the heart of the village and within walking distance to two awesome beaches. I highly recommend Siesta Key and especially staying at this location.

Stayed 6 nights in Jul 2024

10/10 Excellent

Ashley B.

16 Jul 2023

Liked: Cleanliness

Short family vacation

The property was just as pictured and explained. The hosts were quick to respond to any concerns or questions. There was a wood pole that was broken and they came right away to fix it. There were cupcakes left in the fridge but I’m not sure if they were supposed to be for us or from the previous stay as the name on them was not ours. Everything else was perfect! I do suggest trying to rent the whole unit versus one duplex, the neighbors had dogs that barked a lot and the pool is way to small to accommodate more than 4-5 people, especially if they are strangers. Overall, would stay again. The proximity to the village is amazing!

Stayed 4 nights in Jul 2023

10/10 Excellent

David B., Park City, USA

18 May 2023

Liked: Cleanliness

Perfect Location with Privacy

Such an awesome place. Right next to all the restaurants, beach, with a private backyard. The bikes and beach equipment was a huge plus, being able to do laundry and feel at home for the price of a hotel.

Stayed 7 nights in May 2023

10/10 Excellent

Bert B.

20 Mar 2023

Liked: Cleanliness

Great vacation, love Siesta Key

Very clean, close to town & beach. Hot tub & pool was a plus

Stayed 4 nights in Mar 2023

6/10 Okay

John D., Washington, District of Columbia

4 Jan 2023

Siesta Key Christmas

I'm relatively new with VRBO. Actually I am an owner and use VRBO to promote my property in Naples Florida. With that said, we had to book our Christmas vacation in siesta Key since the property in Naples was lost due to hurricane Ian. The pictures are great. Unfortunately in my opinion they don't truly represent what you're getting. I don't know how they do it but they do make the place look very spacious. Very clean. This truly wasn't the case. However the company incorporation did try their best to make my wife happy with respect to the cleanliness. Overall a good experience for such a short notice.

Stayed 9 nights in Dec 2022

10/10 Excellent

Daniel S.

8 Dec 2022

Liked: Cleanliness

Excellent Location!

My wife and I absolutely loved this place. Tucked away in the heart of the Village, everything was within walking distance. Little grocery store, great coffee spot and excellent restaurants were all right there. We loved sitting on the front balcony at night with our 4 legged little buddy listening to the live music. Place was as described and had a really cool digital concierge. Everything was very clean and fully stocked. Beach access was only a couple blocks away and although we didn't use any of the beach supplies (wagon, chairs, towels, etc), it was nice to know they were there. The backyard pool and spa were nice to have too. We would definitely stay here again, the next time we visit Siesta Key!

Stayed 7 nights in Nov 2022

10/10 Excellent

Shane M.

1 Dec 2022

Liked: Cleanliness

Amazing stay

So close to all the restaurants and beach, didnt even need a car there! Love the place, first nicer family vacation with our 3 yr old. We will be coming back for sure.

Stayed 6 nights in Nov 2022

10/10 Excellent

Bonnie F.

29 Oct 2022

Liked: Cleanliness

Perfect location with relaxing pool area

My husband and I loved the location of this rental. You could see the Village from the front door and a short walk to the beach. The back pool and hot tub area was private and secluded so you have the best of both worlds. Would definitely look to stay at this property on our next trip to Siesta Key!

Stayed 6 nights in Oct 2022

8/10 Good

Lori M.

19 Sept 2022

Liked: Cleanliness

Great location

The property was just as described! Just around the corner from downtown Siesta Key and only a short walk to the beach. They provide you with a lot of supplies for the beach including towels, wagons, coolers, chairs, sand toys. There’s also a pack-n-play for a child in one of the upstairs closets. We hadn’t used this but I thought that was really nice. Unfortunately, we did not have the best weather and the beach had a lot of seaweed so we did spend a good amount of time at the pool and hot tub which was very nice. My only complaint was upon walking into the condo on day one there were two dead cockroaches lying visibly in the entryway. I understand it’s an island and there are going to be cockroaches around, especially that close to all the restaurants, however given that the condo was supposedly just cleaned I found it odd that they were out in the open. The fact that they were dead was reassuring that maybe they had sprayed? Either way we had not seen any more the rest of our stay.

Stayed 9 nights in Sep 2022

10/10 Excellent

TONYA B.

25 Aug 2022

Liked: Cleanliness

Small but cute, great location

A great place for a small family! The location is so close to the village and grocery, it made for easy evening walks and dinner. The communication with everyone was great and we even got a special welcome treat. We will definitely look up more properties from The Cottages in the future!

Stayed 7 nights in Aug 2022

10/10 Excellent

Victoria L.

15 Aug 2022

Liked: Cleanliness

We had the best weekend at this rental

Our family had the best time at this rental. The property is right downtown siesta key and close to a market/liquor store. We loved riding the bikes around town as well. 10/10 would stay here again!

Stayed 3 nights in Aug 2022

10/10 Excellent

Kristen T., Chicago, IL

1 Aug 2022

Liked: Cleanliness

Perfect stay

Had a girls weekend in Siesta Key and this property was well equipped and centrally located to everything! The grocery store is right across the street . All bars and restaurants are on the main road just a few blocks away! The property has bikes which was a nice touch but we walked everywhere. The pool is a little small but perfect for the size of our group. Property was super clean (no sand!) and had comfortable beds and a well stocked kitchen. It has everything you need for the beach - chairs, coolers, floaties and sand toys (if traveling with kids). Will definitely stay here again!

Stayed 3 nights in Jul 2022

10/10 Excellent

Michael S.

11 Jul 2022

Liked: Cleanliness

Great Location

I very much enjoyed my stay here. So close to the Village and the beach. I would definitely stay here again!

Stayed 5 nights in Jul 2022

8/10 Good

Krystal C.

23 May 2022

Liked: Cleanliness

Solid

Great location! Within walking distance of all things in the village and the beach. Def needs a new couch but overall the space was perfect

Stayed 4 nights in May 2022

10/10 Excellent

Melissa L.

16 Jan 2022

Liked: Cleanliness

Great Getaway!

Location, Location! Just steps away from the village which was very convenient for shopping, eating and nightlife. It was one of 2 units and our neighbors were quiet and nice. However, being that close to the village there was quite a bit of nightlife noise on the weekends. To be expected with the location but if that will bother you, don't stay here. We didn't mind it too much as it was quiet the rest of the week. The unit itself is a bit dated but very well maintained and CLEAN. Our only complaints were that the VRBO listing says that it is a 2 bed/2 bathroom unit, but in fact only has 1.5 bathrooms. This made getting ready with 4 adults a bit tricky but wasn't a deal breaker. The other was the sofa. It is very worn and incredibly uncomfortable which made relaxing in the evenings difficult. I would suggest replacing it. Other than that, we very much enjoyed ourselves. The bikes were a lovely surprise and we used them every morning. The private backyard was nice (although doesn't get much sun). We enjoyed the hot tub and dipping pool. If you want to be in all the action, this is the place to stay.

Stayed 7 nights in Jan 2022

10/10 Excellent

Alex L.

4 Jan 2022

Liked: Cleanliness

Great place

This was awesome!! Perfect location. You don’t even need to drive anywhere, you’re smack dab in the middle of Siesta Key

Stayed 7 nights in Dec 2021

8/10 Good

Ellorie M.

27 Apr 2021

Liked: Cleanliness

Great in town location!

Perfect spot for a family getaway. The backyard was so nice and relaxing. Great location to walk to town and close to the market.

Stayed 7 nights in Apr 2021

10/10 Excellent

Kristy B.

23 Mar 2021

Liked: Cleanliness

Location Location Location

The property was pristine. Everything looked new - there was no musty smell and the air conditioner worked perfectly. We made use of the pool, hot tub, porch, outdoor area and kitchen. Everything you could want is there - Keurig, beach chairs, umbrella....the list goes on. We loved that the grocery store was right there and the beach and night life right around the corner. This is a great place - especially for the price.