SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE

Sarasota, Florida
$392 avg/night Minimum Stay 2 Nights
Bed 8

Bed

Bath 8

Bath

Home Private Vacation Home

Property Type

Sleep 28

Max Sleeps

Night 2 nights

Min Stay

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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    8 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Firepit Gas Grill Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    8 Bathrooms Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • THINGS TO DO

    Bicycle On Site Cycling Nearby Fishing Nearby Fitness Center Power Boating Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Water Skiing Nearby Water Tubing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Games Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Travel Crib
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 28

Map Map

School District Rates & Availability

Review Review

  • Jean M.

    Submitted Feb 9, 2026

    Stayed Feb 4, 2026

    The cottage suited our needs perfectly for our little get away. Dave was very helpful. If ever in Siesta Key again, we hope to stay there again.

  • Donald B.

    Submitted Jan 25, 2026

    Stayed Jan 9, 2026

    Marc & Dave were both great and the condo was perfect for my needs.Thanks for everything, Don

  • Dina D.

    Submitted Sep 28, 2025

    Stayed Sep 22, 2025

    The cottages were clean, comfortable and newly updated. Dave was easy to get ahold of and quick to respond. The pool was just right for relaxation. We will certainly be back.

  • Chad B.

    Submitted Jun 25, 2025

    Stayed Jun 14, 2025

    Great set up for our family beach week. Three adult siblings with their families with the grandparents. We were able to rent all four units and it was the perfect set up. All the extras was a plus as well. Chairs, bike, beach umbrellas, wagons all was a plus. The only complaint was the Florida heat and mosquitos, which comes with the territory.Communication with host prior to and during stay was spot on as well.

  • Lisa L.

    Submitted Jun 12, 2025

    Stayed Jun 7, 2025

    Great place that was very clean.

  • Amy H.

    Submitted May 24, 2025

    Stayed May 18, 2025

    We rented 2 Villas to accommodate 11 family members ages 18 months to 84 yrs for a weeks stay. This was the perfect choice! We had our own private pool & hot tub which we mostly used for night swims after days at the beach. The pool was just the right size, not too deep & had a wading area for the baby. I was able to get in & out safely w/a shoulder injury & my 84 yr old dad who’s blind could also enjoy it w/out worry. The walk to the beach was quick & easy; about a block & 1/2, flat paved residential drive w/a few palms to shade the last bit. We spent time in the courtyard & covered patio, playing outside games provided by the property owners (ping pong, corn hole, beach balls, floats). Each villa had 2 bikes which the 20 somethings enjoyed using. There was plenty of seating around the pool including an umbrella, table & chairs, Adirondack chairs, lounge chairs. The hot tub was the perfect temp & held 4 adults comfortably. Restaurants, shopping, groceries, bars & Icecream were all a couple of blocks away & there’s plenty close by to do. We parasailed, went night kayaking in clear lit kayaks, saw former homes of celebrities, spent time at Crescent Beach finding huge shells & Siesta Key Beach which has the most perfect powdered white sand & a great concessions stand, bathrooms, showers. Our rentals were very clean, well furnished & had everything we needed except groceries. Dave the property manager was great. We felt welcomed & taken care of. Highly recommend this property!!!

  • Brenda S.

    Submitted Apr 15, 2025

    Stayed Apr 5, 2025

    These cottages worked out well for us. We had 5 high school seniors in one cottage and we were a few steps away in another. Having our own pool and hot tub was great as well. It gave the guys a sense of freedom without parents in the space and I was happy not to have messy teens in my space. We also had a short walk to the great local restaurants. The only downside was a felt the kitchen was a tiny bit under stocked but truly manageable. Thank you for a great week.

  • Alysha S.

    Submitted Mar 24, 2025

    Stayed Mar 15, 2025

    We rented two cottages for our Spring Break visit. Check-in was easy and Dave was in constant contact with us. They have worked very hard since the hurricane in 2024 and the property is basically brand new. It was a quiet and safe spot and our kids loved playing football and Spikeball on the newly installed turf after easy visits to the beach and pool. The outdoor seating was great for sipping coffee in the morning or playing cards together in the evening. We will be back next year!!!

  • Rae N.

    Submitted Feb 21, 2025

    Stayed Jan 23, 2025

    We rented 3 of the 4 cottages for a family wedding and had an absolutely wonderful stay! The location was perfect—everything we needed was just a short walk away, making it so easy for everyone to explore and enjoy our trip. The property itself was spotless, great design and had everything we needed (and then some!) A very important detail for us, was all of the parking! (we needed it!) Marc & Dave were absolutely wonderful to work with—super responsive, friendly, and went above and beyond to ensure our family had an unforgettable experience. We can’t wait to come back!!!

  • stahlwd@juno.com

    Submitted Feb 18, 2025

    Stayed Jan 30, 2025

    Our stay was great. It was a short walk to Siesta key with a small pool outside. It had a washer/dryer which alllowed us to pack lighter. The furnishings were very nice. It was my four sons & I including one of my son’s wife & infant daughter. We had a nice time.

  • Gwen G.

    Submitted Jan 13, 2025

    Stayed Jan 10, 2025

    We stayed over the weekend as our kids had a swim meet in the area. The accommodations were perfect as it allowed us to relax and unwind in our free time. We rented a golf card to add a little fun but enjoyed the pool, hot tub, quiet in the evening and walking distance to the beach. It was nice having the kitchen area so we could make our breakfasts, and the washer and dryer was a huge add on for us as we had lots of towels from the swim meet. We will defiantly be returning in the future.

  • William W.

    Submitted Sep 25, 2024

    Stayed Sep 20, 2024

    This was in a great location. Property was stocked with everything you needed. Dave was supper nice and helpful. Highly recommended checking out the Spear Grill, Jake’s Ice Cream. All within walking distance.

  • Jessica b.

    Submitted Sep 14, 2024

    Stayed Sep 10, 2024

    Such an amazing property! Can tell the care the love and care that goes into the place! Exactly what we were looking for! So grateful we chose Marc’s place!

  • Carolina B.

    Submitted Sep 9, 2024

    Stayed Aug 30, 2024

    Was a perfect place for us to get away from Miami and enjoy the laid back life of Siesta! Families had fun, teens felt independent taking the trolley into town for shops and ice cream. We were four families so it was great that we could hang together but have our own independent spaces. The set up also makes it comfortable in case you do not know the other staying around you. Thank you for your support and the great stay!

  • Jinell C.

    Submitted Sep 5, 2024

    Stayed Sep 3, 2024

    The Cottage was amazing and so was Dave! The cottage was stocked with goodies and beach supplies. Beach and restaurants were steps away. We will be back next year!!

  • Kamil M.

    Submitted Aug 31, 2024

    Stayed Aug 22, 2024

    Stay was great, very intimate cottage for families and a block from the beach. Will be coming back

  • Jeheira A.

    Submitted Jul 3, 2024

    Stayed Jun 22, 2024

    We rented three cottages for our family vacation (14 of us) and had an amazing trip. Perfect spot to be together but still have your own space. Great communication and service. From booking to check in, everything was smooth and easy. The family loved everything! Great location within walking distance to the beach, restaurants, etc. All the beach gear you may need and our own pool. Special thanks to Dave and his team for such great service and hospitality! He went above and beyond! We'll definitely be back!

  • Suzanne G.

    Submitted Jun 15, 2024

    Stayed Jun 8, 2024

    We were excited to rent all 4 units as we had multiple families. It was perfect space and location. Dave was awesome! Great response, thoughtful of things we may need or want. Really enjoyed our stay!

  • Maite R.

    Submitted May 24, 2024

    Stayed May 17, 2024

    My family and I were looking for a plan away from home and this was just the prefect place we had an amazing time and the service was great the owner was very attentive and overall the experience was excellent my family and I are definitely looking forward to return

Your dates are Available!

Total

Includes taxes and fees
$392+
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