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SIESTA KEY #1 BEACH:4 COTTAGES: RENT 1,2,3 OR ALL 4! PRICE HERE IS FOR 1 COTTAGE
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Reviews
9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms4 bathroomsSleeps 7
Popular amenities
Explore the area
Sarasota, FL
- Place, Crescent Beach6 min walk
- Place, Siesta Key Marina9 min walk
- Place, Siesta Key Beach17 min walk
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)31 min drive
Rooms & beds
4 bedrooms (sleeps 7)
4 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Spaces
Deck or patio
Porch or lanai
Kitchen
About this property
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 (8 Bed/8 Bath sleeps 24 for a family reunion / wedding etc.! 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 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!
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 (8 Bed/8 Bath sleeps 24 for a family reunion / wedding etc.! 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 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!
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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
On-site 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 not indicated whether there is a smoke detector on the property
About the area
Siesta Key
Located in Siesta Key, this holiday home is near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Mote Marine Laboratory & Aquarium and St. Boniface Episcopal Church Labyrinth are also worth visiting.
Sarasota, FL
What's nearby
- Crescent Beach - 6 min walk - 0.6 km
- Siesta Key Marina - 9 min walk - 0.8 km
- Siesta Key Beach - 17 min walk - 1.5 km
- Gulf Gate Mall - 4 min drive - 2.8 km
- Lido Beach - 24 min drive - 17.4 km
Getting around
Restaurants
- Panera Bread - 3 min drive
- McDonald's - 3 min drive
- Culver's - 4 min drive
- Hooters - 4 min drive
- Five Guys - 3 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
7 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Mar 2026
Verified
10/10 Excellent
John P.
1 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
John P.
Stayed 2 nights in Feb 2026
Verified
10/10 Excellent
John P.
4 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Florida getaway close to the beach
John P.
Stayed 6 nights in Jun 2025
Verified
10/10 Excellent
Heather G.
17 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place
Heather G.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
Lisa S.
10 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Siesta key’s vacation
Lisa S.
Stayed 4 nights in Mar 2024
Verified
10/10 Excellent
Barbara H.
8 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful cottage in a nice quiet area, close to beach.
Barbara H.
Stayed 2 nights in May 2024
Verified
10/10 Excellent
Nicholas T.
28 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy getaway
Nicholas T.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
Anita B.
5 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Anita B.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
Leslie T.
9 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sweet stay
Leslie T.
Stayed 4 nights in Jun 2024
Verified
10/10 Excellent
Deborah G.
2 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mother’s Birthday Celebration!
Deborah G.
Stayed 4 nights in Feb 2024
Verified
10/10 Excellent
Kristen B.
9 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous rental!
Kristen B.
Stayed 2 nights in Oct 2023
Verified
10/10 Excellent
Kattrina M.
5 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Short but sweet
Kattrina M.
Stayed 2 nights in Aug 2024
Verified
10/10 Excellent
Jennifer W.
22 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Birthday trip
Jennifer W.
Stayed 3 nights in Apr 2024
Verified
8/10 Good
Sarah M.
19 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cottage and stay
Sarah M.
Stayed 10 nights in Jan 2025
Verified
10/10 Excellent
Meg H.
24 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun in the sun
Meg H.
Stayed 4 nights in May 2023
Verified
10/10 Excellent
Anita T.
3 Feb, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Siesta Key as it used to be.
Anita T.
Stayed 7 nights in Jan 2024
Verified
10/10 Excellent
Diana C.
28 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely Perfect!
Diana C.
Stayed 2 nights in Oct 2023
Verified
10/10 Excellent
Dennis C.
7 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic
Dennis C.
Stayed 3 nights in Nov 2023
Verified
10/10 Excellent
Jenny H.
5 Feb, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay, A+ communication with manager
Jenny H.
Stayed 4 nights in Jan 2024
Verified
10/10 Excellent
Courtney P.
12 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely Brilliant
Courtney P.
Stayed 3 nights in Oct 2023
Verified
10/10 Excellent
Rob M.
28 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
The perfect anniversary weekend!
Rob M.
Stayed 3 nights in Aug 2023
Verified
10/10 Excellent
Alison M.
24 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
70th birthday in Siesta Key
Alison M.
Stayed 2 nights in Oct 2023
Verified
10/10 Excellent
Katie B.
13 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend get away
Katie B.
Stayed 2 nights in Apr 2023
Verified
10/10 Excellent
Annette A.
5 Dec, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and coozy cottage!
Annette A.
Stayed 2 nights in Dec 2022
Verified
10/10 Excellent
Todd B.
12 Apr, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and I would stay there again
Todd B.
Stayed 7 nights in Apr 2022
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!
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
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.
Entry to each cottage is via electronic key pads so no need to carry any keys!
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.
Entry to each cottage is via electronic key pads so no need to carry any keys!
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