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





Reviews
Highlights
- The great outdoorsGuests love the outdoor space here.
- Beach equipmentA rare find — beach equipment ready to go for your days by the sea.
- Centrally-locatedYou're never far from where you need to be with this convenient location.
- Discover nearby landmarksWalk to Safe Harbor Siesta Key
Popular amenities
- Hot tub on site
- Patio
- Private pool
- Dog-friendly
- Toys
- On-site fitness center
Explore the area

- Crescent BeachPlace, Crescent Beach8 min walk
- Safe Harbor Siesta KeyPlace, Safe Harbor Siesta Key15 min walk
- Siesta Key BeachPlace, Siesta Key Beach2 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)30 min drive
Rooms & beds
8 bedrooms (sleeps 28)
Bedroom 1
Bedroom 1
Bedroom 2
Bedroom 3
Bedroom 4
Bedroom 5
Bedroom 6
Bedroom 7
Living Room 1
8 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Bathroom 7
Bathroom 8
Spaces
About this property
SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE
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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House Rules
Children
Events
Pets
Smoking
Important information
You need to know
About the neighborhood
Siesta Key

What's nearby
- Crescent Beach - 8 min walk - 0.7 km
- Safe Harbor Siesta Key - 15 min walk - 1.3 km
- Siesta Key Beach - 2 min drive - 1.7 km
- Turtle Beach - 3 min drive - 3.5 km
- Lido Beach - 26 min drive - 17.8 km
Getting around
- Sarasota-Bradenton Intl. Airport (SRQ) - 26 min drive
Restaurants
- McDonald's - 3 min drive
- Panera Bread - 3 min drive
- Captain Curt's Crab & Oyster Bar - 10 min walk
- Five Guys - 4 min drive
- Hooters - 4 min drive
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 Sep 29, 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 Sep 30, 2026 start from $297, 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 50 lbs per pet.
How much is parking?
Onsite 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?
Check-out 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 vacation 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
Exceptional
9.6/10
10/10
10/10
10/10
9.8/10
Reviews
10/10 Excellent
Andrea P.
10/10 Excellent
Michael S.
10/10 Excellent
jack b.
10/10 Excellent
Kimberly S.
10/10 Excellent
Bradley E.


10/10 Excellent
Lucy C.

10/10 Excellent
Richard H.
10/10 Excellent
Brandy H.
10/10 Excellent
John and Susan W.
10/10 Excellent
Jean M.
10/10 Excellent
Lisa L.
10/10 Excellent
Donald B.
8/10 Good
Susan H.
10/10 Excellent
Dina D.
10/10 Excellent
Kamil M.
Cozy cottages
10/10 Excellent
tylerbpolk
Amazing Spot
8/10 Good
Sam C.
Great location
10/10 Excellent
Carrie D.
Quiet Beach Getaway
10/10 Excellent
Shannon F.
A perfect holiday location!
10/10 Excellent
Jessica b.
Beautiful place
10/10 Excellent
Adelle K.
Great place right near the beach!
10/10 Excellent
Jessica B.
So perfect for us
10/10 Excellent
Michelle S.
LOVELY PLACE
10/10 Excellent
Jinell C.
Perfect stay
About the host
Hosted by Marc Wolff
Why they chose this property
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!