Search Guest Houses in Sarasota

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Featured Guest Houses in Sarasota

The Cottages at Siesta Key
2.5 star property
9.2 out of 10, Wonderful, (232)
"Clean ,Beautiful and a caring person "
The Cottages at Siesta Key
Quick and Easy Walk Downtown - Tons of Amenities
9.8 out of 10, Exceptional, (92)
"We thoroughly enjoyed our time at the Carriage House and hope to visit again! The carriage house is smaller, but it was a perfect fit for the two of us. Stephanie was a wonderful property manager and all the amenities (kayaks, bikes, grill, patio, etc) were wonderful. She even let us borrow their shark tooth finder, and we were able to find some shark teeth near Venice Beach! It is helpful to have a compact car since parking is a little tight. Unfortunately our trip was cut short due to...
The price is NZ$348
includes taxes & fees
18 Nov - 19 Nov
Quick and Easy Walk Downtown - Tons of Amenities
Close to Siesta Key beach with a hot tub and a large garden
10.0 out of 10, Exceptional, (83)
"Comfortable and clean…appreciate that!"
The price is NZ$440
includes taxes & fees
5 Nov - 6 Nov
Close to Siesta Key beach with a hot tub and a large garden
Amazing Location West of the Trail
9.8 out of 10, Exceptional, (17)
"We had a fabulous day at Steven’s property. The photographs really don’t do the property justice. Everything was immaculately clean and the property had everything we needed for a stay near the beach. The property is in a very safe area with lots of amenities in close proximity. Steven was super helpful when my account with Vrbo wasn’t working and incredibly patient. Looking forward to visiting sunny Sarasota soon :) "
Amazing Location West of the Trail
SeaBreeze Place/new Luxury Spacious Guest House-2mins walk to Palma Sola Bay
10.0 out of 10, Exceptional, (7)
"This property was exactly as described. Everything needed to enjoy some time at the beach. Easy drive to the beach and very quiet neighborhood added to the relaxation. A slight issue with the lock box upon entering, but a quick response from the owner was appreciated."
SeaBreeze Place/new Luxury Spacious Guest House-2mins walk to Palma Sola Bay
Adorable 1920s Cottage in a Tropical Wooded Setting!
10.0 out of 10, Exceptional, (48)
"The 1920's Cottage was absolutely a wonderful stay with beautiful gardens and wildlife and very tranquil and very accessible to other places. We enjoyed Lido beach north and Sarasota downtown and took a drive within an hour to Saint Petersburg a very trendy and beautiful city. Our host Nigel was very kind and accommodating."
Adorable 1920s Cottage in a Tropical Wooded Setting!
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
9.0 out of 10, Wonderful, (16)
"Like access to the restaurant and pool. Been 2 years in a row. Very clean, and staff was great! Both years parade people took over the pool. Unfortunately, rules were not followed in the pool area. "
The price is NZ$313
includes taxes & fees
1 Dec - 2 Dec
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
All-New, Bunk Bed, Huge Pool, 70" TV, Tiki Bar & Grill!
9.2 out of 10, Wonderful, (14)
"This room was comfortable for myself and my two children 9 and 7. The beds were comfortable and new. The sheets didn’t stay on the mattresses very well though. The dresser and nightstand had more than adequate storage space for clothes for a week. Mugs, cups and silverware were available and a large refrigerator. The location was easy to access beaches and stores nearby. The tiki bar is delicious and we tried several food items and they were great. The service was fairly slow whether it was busy...
All-New, Bunk Bed, Huge Pool, 70" TV, Tiki Bar & Grill!
Siesta key Guest House 5 star on the water Private
9.0 out of 10, Wonderful, (17)
"Pictures were a little misleading but over all a nice place to just get away. Very clean. Just needs a little TLC outside. Would not recommend for children."
The price is NZ$601
includes taxes & fees
3 Nov - 4 Nov
Siesta key Guest House 5 star on the water Private
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
7.4 out of 10, Good, (3)
"The property is within Ramada hotel and it is pretty run down. It was on the second floor no view. We had to keep curtains closed all day for privacy. "
The price is NZ$311
includes taxes & fees
10 Nov - 11 Nov
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
7.6 out of 10, Good, (5)
"Property was fine. There were hangers but no rod to hang them on. Also, no real place to hang wet towels. The shower doors do not really keep the water from leaking out and soaking the floor around the toilet. Other than these couple small things, the room was good. WiFi was pretty bad but not anything the owners can do about that."
The price is NZ$312
includes taxes & fees
21 Nov - 22 Nov
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Lido Beach Walk! One block to beach!
10.0 out of 10, Exceptional, (102)
"Beautifully appointed apartment. Fantastic location - close to the beach and local restaurants."
Lido Beach Walk! One block to beach!
Bayfront Beauty
2.5 star property
4.0 out of 10, (2)
"This was a basement room with an add-on kitchen. Nothing like pictured. Not very clean. Not really any waterfront view or access. Your grandma might like it. "
Bayfront Beauty
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
7.4 out of 10, Good, (3)
"Great little stay. Kids loved the pool and the food at the restaurant."
The price is NZ$334
includes taxes & fees
24 Nov - 25 Nov
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Private guesthouse near the beach
9.6 out of 10, Exceptional, (17)
"Great stay, thank you for accommodating us."
Private guesthouse near the beach
Magical Guesthouse 1 mi from SRQ airport
10.0 out of 10, Exceptional, (3)
"This house was absolutely charming! I caught myself In complete awe of every detail - from the fun decor, to the thoughtful inclusion of all kitchen supplies to make a full meal, to the soft shower towels and the incredibly comfortable bed, bedding and pillows! Fantastic stay."
The price is NZ$409
includes taxes & fees
3 Nov - 4 Nov
Magical Guesthouse 1 mi from SRQ airport
Lido Beach Vacation on Corner Beach and St. Armand Circle C
9.2 out of 10, Wonderful, (95)
"I stayed for a month and am so glad I chose this spot. It’s perfect because it’s one block to the sand and about a block to St Armand’s circle. You’re right in the center of paradise and parking is extremely easy and comvenient. Before I booked, I was worried about staying here because the interior decor wasn’t my style at all, but I just made a trip to Target when I arrived. I covered the sofa, bought a cute lamp, got some new kitchen chairs, bedding, towels, shower curtain, a nice big rug and...
Lido Beach Vacation on Corner Beach and St. Armand Circle C
Lido Beach Corner of Beach and St. Armand Circle B
9.4 out of 10, Exceptional, (84)
"Location, location, location!!!! Walk to anything and everything. Venue needs a little TLC.would book again."
Lido Beach Corner of Beach and St. Armand Circle B
Bright, Light, Modern & Cozy Guesthouse. Minutes from the beach & downtown.
10.0 out of 10, Exceptional, (3)
"This small space was set up perfectly to maximize the stay. It was about a 15 minute drive to the beach or downtown Sarasota. They have everything needed in the space to make the stay enjoyable"
The price is NZ$279
includes taxes & fees
20 Nov - 21 Nov
Bright, Light, Modern & Cozy Guesthouse. Minutes from the beach & downtown.
Siesta Key Dream Inn
3.5 star property
Siesta Key Dream Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sarasota

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2073)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is NZ$331
includes taxes & fees
7 Nov - 8 Nov
Hibiscus Suites - Gateway to Siesta Key
Tiny House Siesta
2.0 star property
8.2 out of 10, Very good, (176)
"Was a perfect option for our birthday visit and just a seashells throw away from the ocean. Was very nice and looking forward to another stay soon."
The price is NZ$316
includes taxes & fees
20 Nov - 21 Nov
Tiny House Siesta
Pineapples House - private SOUTH facing POOL -Hot tub -close to BEACHES-walkable
10.0 out of 10, Exceptional, (56)
"Unfortunately, we had to cancel our trip at the last minute due to Hurricane Milton. Fortunately, Christine was kind enough to give us a refund. She is very quick to respond to any questions I had. I hope to get the opportunity to book this beautiful hone in the future!"
Pineapples House - private SOUTH facing POOL -Hot tub -close to BEACHES-walkable
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.