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Responds fast! avg. 3 hours 5 minutes
Price 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. 3 hours 50 minutes
Price per night from
$132
Sarasota Stoneybrook Golf Condo, overlooking #3 Hole, near Siesta Key
Osprey condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 55 minutes
Price per night from
$161
Great rentals within 20 miles that match your search
“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.
Responds fast! avg. 1 hour 0 minutes
Price per night from
$533
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck
Sarasota apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Very comfortable lodgings” Loads of extras in this unit. Well cared for, updated very nicely. Disappointed that the large deck was taken out of service, possibly for a year! It seems to me that usage could have been sustained by posting signs that caution all users to wear appropriate foot-ware on the deck at all times, and to avoid running or playing on the deck. Also the deck restoration could be tackled section by section so as to retain the use by all tenants and owners.
Responds fast! avg. 3 hours 20 minutes
Price per night from
$323
Responds fast! avg. 51 minutes
Price per night from
$356
Luxury Romantic Oceanfront Siesta Beach Condo #304
Siesta Key apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
“What a View!” This is a very nicely decorated 1 bedroom and bath on Siesta Key Beach. You have an unobstructed view of the beach the minute you look into the condo. There's a great view from the bedroom as well! Very easy walk fo the beach..chairs and umbrella provided as well as all the amenities of home. We'd stay here again!
Responds fast! avg. 48 minutes
Price per night from
$184
Responds fast! avg. 1 hour 35 minutes
Price per night from
$138
“Great Vacation” Thanks for allowing us to stay in your beautiful home in Venice Florida. It was very comfortable and had all the convenience of home. Everything we needed was close by (restaurants and grocery store). We really liked the bike trails along the canal since we brought our bikes. We would rent your house again.
Responds fast! avg. 3 hours 42 minutes
Price per night from
$104
2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡
Price per night from
$287
Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 5
“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!
Responds fast! avg. 56 minutes
Price per night from
$224
“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!
Price per night from
$803
Price per night from
$161
Price per night from
$100
Grand accomdation on USA #1 Beach - Siesta Key Fl
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Price per night from
$206
Price per night from
$241
Responds fast! avg. 2 hours 4 minutes
Price per night from
$258
Price per night from
$410
Luxurious 2 BR Condo - Short Walk to Siesta Beach / Reduced Summer & Fall Rates
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.
Price per night from
$161
Responds fast! avg. 36 minutes
Price per night from
$138
“Charming studio in lovely quiet neighborhood with fenced in private outside area.” This studio has everything you'll need. It's located in a beautiful neighborhood, great for walking. There's a small park just down the road a couple of blocks where you can sit and watch the amazing sun sets or just enjoy watching the boats ride by. The owners are very nice and have a few fur babies of their own, so they may allow you to bring your doggie,too! Sue/Dawn......thank you!!!! I hope to return & stay again.
Price per night from
$230
“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!
Price per night from
$273
A Siesta Tropical Retreat - Island Pool Oasis in Village & 2 blocks to Beach
Siesta Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 9
“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!
Price per night from
$544
“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.
Price per night from
$510
Enjoy Sounds of the Surf and 180 Degree Gulf View to Watch Dolphins and Sunsets
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
“Great Place for a relaxing vacation!” The place has everything you need to feel like home and relax. Perfect for family vacation. And the location is awesome - the beach two feet of the balcony.
Price per night from
$256
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.
Price per night from
$387
Price per night from
$115
BEACHFRONT VENICE CONDO: DISCOUNTED LOW RATES, OLYMPIC POOL, FREE Wi-Fi
Venice condo
- 1 bedroom
- 1 bathroom
- sleeps 6
“Very relaxing place to stay” Overall, we'd rate Gerry's place very high. Comfortable, roomy, and quiet. The Lanai wins us over since that's where we spent most of our time ( if we weren't walking on the beach. We've stayed here 2 or 3 times now, and plan on making this a yearly trek (hurricanes not withstanding). We left behind an outdoor grill, beach chairs, coolers, and a table top skillet for future visitors.
Price per night from
$129
Cathy's Crescent Condos-Siesta Key, FL GULF FRONT
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.
Price per night from
$315
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.
Price per night from
$272
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
Responds fast! avg. 19 minutes
Price per night from
$195
“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...
Responds fast! avg. 3 hours 1 minutes
Price per night from
$379
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.
Responds fast! avg. 1 hour 38 minutes
Price per night from
$190
Luxury All Inclusive Fully Furnished House on the Gulf Coast in Venice Florida
Venice house
- 3 bedrooms
- 2 bathrooms
- sleeps 2
Responds fast! avg. 1 hour 13 minutes
Price per night from
$268
Price per night from
$402
Price per night from
$192