Updating...
Match: Balcony or terrace
All filters matchPrice per night from
$161
Coral Reef Cutie 2Bedroom Bungalow - 4 Miles to Siesta Key
Osprey cottage
- 2 bedrooms
- 1 bathroom
- sleeps 2
Responds fast! avg. 2 hours 14 minutes
Match: Balcony or terrace
All filters matchPrice per night from
$132
Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key
Osprey condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Balcony or terrace
All filters matchPrice per night from
$161
Great rentals within 20 miles that match your search
Match: Balcony or terrace
All filters matchPrice per night from
$300
Match: Balcony or terrace
All filters matchPrice per night from
$69
Match: Balcony or terrace
All filters matchPrice per night from
$229
Match: Balcony or terrace
All filters matchPrice per night from
$121
Match: Balcony or terrace
All filters matchPrice per night from
$126
Match: Balcony or terrace
All filters matchPrice per night from
$344
Match: Balcony or terrace
All filters matchPrice per night from
$999
Match: Balcony or terrace
All filters matchPrice per night from
$115
Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops
Bradenton apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Balcony or terrace
All filters matchPrice per night from
$401
3BR/4BA TOWNHOUSE - POOL VIEW PARADISE - PRIVATE BEACH ACCESS
Siesta Key townhouse
- 2 bedrooms
- 4 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 38 minutes
Match: Balcony or terrace
All filters matchPrice per night from
$430
Luxury Village Townhouse w/ Gulf and Beach Views
Siesta Key townhouse
- 2 bedrooms
- 2 bathrooms
- sleeps 8
“A wonderful home in an equally wonderful location.” The home provides a truly enjoyable family situation. The quality of the furnishings is very nice, the living space is very well maintained and clean and my interaction with the owner was always timely and courteous. My wife and I shared the home with our 14 year old granddaughter during our stay and the quiet enjoyment of the pool and the easy 1-2 minute walk to the Gulf of Mexico and the 5 minute walk to the heart of Siesta Key Village made the location hard to beat. Except for our day trips no car was needed. This is our second stay in the home and we will look to reserving it for our next visit. There were absolutely no disappointments only wonderful experiences.
Match: Balcony or terrace
All filters matchPrice per night from
$659
Match: Balcony or terrace
All filters matchPrice per night from
$344
“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!
Match: Balcony or terrace
All filters matchPrice per night from
$453
“Beautiful inside and out. Perfect location” My family and I stayed in this beautiful rental during February 2015. We could not have asked for a more perfect spot. The rental is just steps away from the beach and has a wonderful view of the beautiful sunsets. Siesta Key Village is an easy walk away and has great restaurants and shops. We are hoping to go back as soon as we can!
Responds fast! avg. 3 hours 50 minutes
Match: Balcony or terrace
All filters matchPrice per night from
$802
Match: Balcony or terrace
All filters matchPrice per night from
$161
Match: Balcony or terrace
All filters matchPrice per night from
$138
Match: Balcony or terrace
All filters matchPrice per night from
$241
Responds fast! avg. 3 hours 25 minutes
Match: Balcony or terrace
All filters matchPrice per night from
$258
Match: Balcony or terrace
All filters matchPrice per night from
$409
Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.
Match: Balcony or terrace
All filters matchPrice per night from
$165
“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!
Match: Balcony or terrace
All filters matchPrice per night from
$272
“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.
Match: Balcony or terrace
All filters matchPrice per night from
$509
4 Bedroom with Gulf View Siesta Key FL Beach Fun
Siesta Key apartment
- 4 bedrooms
- 4 bathrooms
- sleeps 10
“Fantastic Location and Beautiful Accomodations” Our daughters and their families stayed here in February. The condo was everything we expected and more. It has a breathtaking view of the Gulf from the screened in lani which runs the width of the unit. The four bedrooms were perfect for our group of nine and the kitchen / dining area was well stocked with appliances , pots & pans , dishes , glassware , etc. Condo has easy access to heated pool and ample parking. Owner made the rental process smooth as silk , and we all felt right at home as soon as we had checked in. Right across street from world famous Siesta Beach. Would highly recommend.
Match: Balcony or terrace
All filters matchPrice per night from
$514
GULF FRONT ON #1 Beach! Siesta Dunes (by owner)
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.
Match: Balcony or terrace
All filters matchPrice per night from
$271
Newly discounted rates! Gorgeous one bedroom across from beach, near village!
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 3
“Anniversary Trip” Had a wonderful time at LA Siesta Condominiums for our anniversary vacation. Beautifully furnished and do close to the best beach in the USA
Match: Balcony or terrace
All filters matchPrice per night from
$245
“Location location” Great house convincent , clean , close to everything
Match: Balcony or terrace
All filters matchPrice per night from
$121
“Great Vacation Rental” We have been coming to Siesta Key for our Vacations for years... We have stayed at a number of Units at Crystal Sands, Crescent arms and El Presidente... Crystal Sands Unit 308 is one of the best Units we have stayed at... It has a great view of the Beach and Pool... You can watch the Sunsets and Moonsets right from the Lanai... The Unit is Roomy, Clean and had all the appliances, Dishes and Linens we needed... The Washer\Dryer in the Unit is very convenient... It has a New 60" Hdtv in the Living Room with an incredible picture... Jim left printed instructions for the Hdtv, Washer and Dryer which made it very easy to use the appliances in the Unit... We are looking forward to staying in Crystal Sands Unit 308 again for our next trip to Siesta Key...
Match: Balcony or terrace
All filters matchPrice per night from
$430
“Great place to stay in sarasota” Very nice one bedroom apartment with everything you need. Close to everything. Quiet neighborhood. Just a great piece of mind renting from Terry had no worries at all.
Match: Balcony or terrace
All filters matchPrice per night from
$103
Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.
Match: Balcony or terrace
All filters matchPrice per night from
$189
Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 1 hour 1 minutes
Match: Balcony or terrace
All filters matchPrice per night from
$266
Match: Balcony or terrace
All filters matchPrice per night from
$192
Sarasota 2BR 2BTH Condo Close to Siesta Key Beach
Sarasota apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Balcony or terrace
All filters matchPrice per night from
$60
Match: Balcony or terrace
All filters matchPrice per night from
$409
~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO
Longboat Key studio
- Studio
- 1 bathroom
- sleeps 3
“Nice Beachfront Location” We stayed there in late June and found it very suitable for our needs. The beach was very accessible. View was awesome. The unit was clean and comfortable for 2 adults.
Responds fast! avg. 1 hour 56 minutes
Match: Balcony or terrace
All filters matchPrice per night from
$194
Match: Balcony or terrace
All filters matchPrice per night from
$269