SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE
RATES ARE FOR 1 COTTAGE: IF YOU WANT MORE THAN THAT, JUST MESSAGE ME AND THE RATES ARE JUST MULTIPLIED TIMES THE NUMBER OF COTTAGES YOU WANT, SO IF YOU WANT THREE FOR EXAMPLE, JUST MULTIPLY THESE RATES TIMES 3. Thanks!
4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) with only a 4 minute walk (no major streets to cross) to the #1 Beach in the USA: Siesta Key. First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!
Rent all four, brand new inside (8 Bed/8 Bath sleeps 28 for a family reunion / wedding etc.) cottages! The open aired free Siesta Key Breeze Trolley goes right by the properties to take you all over the island! Full service real estate management company servicing the property 24/7. Free washer / dryer in each house. During certain months the minimum stay can vary up to a 7 day minimum. Please message me for specific date requests. If there is a 7 day minimum during the time period you request there might be more flexibility the closer to the dates. So please don't hesitate to message me and it's possible we can work something out. Thank You! NOTE: The homes can be rented separately or 2/3 or 4 together. Please note that the calendar reflects available with at least one cottage. Renting all four at the same time will not be possible if just one of the cottages is already booked. So if you see availability on the calendar that doesn't necessarily mean that all four are available. Please inquire about availability as to how many cottages you are looking to rent and the dates. I respond pretty quickly via the messaging system. Siesta Key ges very busy as do these properties so please the more notice you can give the better! Thanks!
The Cottages were all fully renovated inside in December, 2024. Each cottage has 2 bedroom, 2 bathrooms (each with a heated bidet), and sleeps up to 7. The Cottages are in the perfect location: The beginning of the famous Siesta Key Beach in an area called Crescent Beach, which I believe is the most beautiful part of Siesta Key. Also, on your way you'll find that after driving over the draw bridge to Siesta Key, you get to turn left instead of right and that helps you avoid most of the traffic! Another quarter of a mile and you are there! The cottages have 15 free parking spots within a few feet of your front door! Everything is only one story: No stairs / Easy access. No physical keys are required. We give you the electronic door code prior to check-in. The kitchen is stocked with all the tools/pots/pans etc. you will need if you prefer to stay in and cook and you also have your own gas grill with an outside seating area. Also included is your own washer and dryer (washer pods and dryer sheets too) and a storage area filled with beach toys, chairs, bicycles. The pools are heated year-round at 87 degrees (including a wading area where you can relax and have a drink while being submerged in only a few inches of water) and have plenty of seating. There is free beach yoga close by several days a week on Siesta Key. The Cottages are in walking distance from the South Village, which has plenty of delicious restaurants, bars and shops, including a new coffee shop (coffee there is amazing!). Also in walking distance is the new “Daiquiri Deck” (Several stories high so you can have a cocktail while watching the sunset from the upper deck) and “Miguel’s” family restaurant (one of the best around and family owned for over 40 years!) among many others. “Ophelia’s on the Bay” is down the street on Siesta Key towards Turtle Beach and thought my many (including myself) as one of the best restaurants on the planet! We know the people at both of these restaurants and would be happy to connect you and make sure they take first class care of your experience! We can also give you plenty of other recommendations for restaurants and other “stuff” to do on Siesta Key and around town. In addition, we include helpful information in your welcome packet which will get you started! The beach is very close and easy to get to from the Cottages: Only a four-minute walk on a quiet street. If you want to go to the north Village on Siesta Key and don’t feel like taking the bike, you could drive (only 2 miles away) or take the free Siesta Key Breeze Open Air Trolley: It drives right by The Cottages continuously!
Cottages can be rented separately or together. Everything in the property is accessible to customers. There are 4 cottages, 2 pools, 2 hot tubs, and 2 outdoor gyms. Those with at least two cottage rentals will have exclusive access to their own pool, hot tub, and outdoor gym. Those with one cottage might have to share a pool, hot tub and outdoor gym with the other cottage.
Minimum stay of 2 nights will vary: During high season a minimum stay of one week will be required. Please inquire for more specific dates / information.
Save Money at the Cottages (and other additional benefits)!
No rental fees for bikes or beach equipment (chairs, umbrellas, toys)!
No beach transportation fees: The beach is a 4 minute walk on a quiet street!
No parking fees: Free parking right in front of your cottage!
No chance to lose your keys: Cottages have digital key pads
No steps to climb to get into or around the cottages
Thank You!
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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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. Maximum attendees: 99
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Frequently asked questions
Does SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE?
As of 26 March 2026, prices found for a 1-night stay for 2 adults at SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE on 11 May 2026 start from NZ$656, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much is parking at SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE?
On-site parking is available at the property.
What time is check-in at SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE?
Check-in begins at 4:00 PM.
What time is check-out at SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE?
Checkout is at 10:00 AM.
Where is SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE located?
Situated near the beach, this holiday home is within a 10-minute walk of Point of Rocks and Crescent Beach. Siesta Key Beach is 1.1 mi (1.8 km) away.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The property was pet friendly, all new, and spotless.
Janet K.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 14 March 2026
Hi Janet. Thanks so much for staying with us and thank you for the kind review. We are very happy that you enjoyed your stay. We hope to see you again in the future!!
It was exactly as promised. And the property manager was super nice. I love the set up. If I was having a large event, I would totally book all four spaces.
Location was great! Three min walk to the beach. Easy free 10 min trolley ride to DT Siesta Key. A few bars and restaurants with in walking distance too.Dave was very accommodating.
Chris C.
Stayed 3 nights in Nov 2025
Response from VrboOwner on 11 November 2025
Hey Chris. Very nice meeting you and thanks for staying with us. You are welcome back anytime. Marc and Dave
We love this cottage! Perfect size for us with dogs. Very clean and lots of amenities. Short walk to beach and walkable distance to restaurants and shops! Dave was great communicating check in, during our stay and checkout process.
Donna C.
Stayed 3 nights in Mar 2024
Response from VrboOwner on 24 March 2024
Hey Donna. Thanks for the kind review. We hope you can make it back in the future!!
Marc and Dave
This property is pristine. The pool is awesome and the beach is about a block away. I loved all the amenities that came with the property such as, a wagon to carry beach supplies, beach chairs, and bikes. Every single thing that we needed was already there besides food. We absolutely loved it there and the property manager Marc was very personable and helped every single step of the way. We will most definitely be return here!
Kelly J.
Stayed 3 nights in Feb 2024
Verified
2/10 Terrible
sarah B.
21 April 2019
Worst place to stay
This place was filthy and hazardous. The grill was so dirty it almost blew up in my husband’s face . We had no outside lights . We had no wine glasses and not 1 frying pan. The place smelled like urine and mold . The master shower drain was clogged . The plastic Adirondack chair snapped on my husband and the final straw was cockroaches. I left a few days early asking for a refund the owner laughed. Don’t stay in this place is disgusting.
sarah B.
Stayed 12 nights in Apr 2019
Response from VrboOwner on 2 April 2020
Sarah was extremely difficult right from the beginning. Most of our reviews are five star reviews and we have happy customers and we get along great with everybody. Sarah, from the beginning, was very combative and she complained about almost everything and asked for a refund four or five different times over anything she could think of. She would call me drunk at night, texting me pictures of her husband on the floor because a chair broke she said and he fell and hurt himself and I needed to call her quick. It was like she was staging a future lawsuit. She would text me pictures of a fire in the grill, and again demand a refund. She would text me a picture of a bug/cockroach and say that's it, she wants a refund for three days. All of this is clearly provable and on my phone, and to be quite frank, our staff could not wait until she departed. I do not like to say mean things about people, but I do not understand much about this person or where she was coming from. Anything that she needed we went above and beyond to immediately get it fixed for her. We bought her new pans, we had carpet cleaners and couch cleaners come in to make sure that everything was perfect because she said it wasn't, we offered her to talk to the pest control people when she texted us a picture of the bug. I can go on and on and on, but I just don't know what in the world would make this guest happy. We really did try. The times that I really tried to be nice, it didn't matter anyway. Also, she was badmouthing the place to the other guests and bothering them as well. I'm sorry, but I would not recommend this guest and can not have her stay at my place again.
We were there celebrating my best friends birthday. The location was perfect. Dave, property manager, was available for all questions. Overall we liked the place & would consider staying again.
Short stay: attentive friendly property manager and owner. Lovely outdoor space, great bbq, clean indoor space, well equipped kitchen, and quick walk to small beach.
Beth B.
Stayed 2 nights in Jan 2021
About the host
Hosted by Marc Wolff
Hello, I am the owner and president / CEO of a financial services firm and have been in the industry for 30 years. I also own some real estate around town. I am a marathon runner and for decades have run on Siesta Key Beach. Siesta Key has been rated #1 beach in the USA many times and even top 5 in the world several times. It's magical in many ways. The cottages are in my favorite area of Siesta Key, and when I ran by them one day and saw the for sale sign, I couldn't resist. I'm excited to share my love for this area with many guests in the future!
Why they chose this property
The 4 Siesta Key Cottages are vibrant, festive, newly decorated 2 BED/2 BATH (sleeps 6) pool homes. They are within 4 minutes walking distance to the gorgeous Siesta Key beach access (no major roads to cross). Point of Rocks, the closest area of the beach, is the most notable beach access for sunbathing, paddleboarding, kayaking, snorkeling and fishing because of the amazing natural limestone formation that juts out across a shallow soft sanded bottom.
Private porches and seating in the lighted, lush, tropical landscape are available for those quiet moments everyone needs. You’ll struggle with the decision to go down to the country’s #1 rated beach, chill in the pool, or go to the Village, all within easy walking or biking distance.
The cottages have exclusive access to the heated pools with a “sun shelf”. The interior consists of beautiful new décor, flat-panel, wall-mounted TVs in all bedrooms and living areas, Netflix, Roku, and Pandora entertainment. Fine linens, towels and everything else are truly “first-class” here. Private washers / dryers and barbeque grills are available for your convenience in each unit. Each cottage has their own “toy” closet filled with an array of complimentary bicycles and beach equipment. Free private parking is also included.
True Hepa/Carbon filter air purification unit standard in all cottages. Great for those with allergies. Enjoy clean air health benefits. Don't let dust, pollen, viruses ruin your vacation!
Thank You!
What makes this property unique
A full service real estate rental management company will be there for you for whatever you need. They are first class and are there to accomodate your needs. Entry to each cottage is via electronic key pads so no need to carry any keys!