Search Guest Houses in Sarasota from CA $142

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Browse Select Sarasota Guest Houses

All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Outdoor pool

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 CA $142
CA $270 total
includes taxes & fees
Jan 5 - Jan 6, 2025
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
The Cottages at Siesta Key
Exterior

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
Close to Siesta Key beach with a hot tub and a large garden
Beach nearby, sun loungers, beach towels

Close to Siesta Key beach with a hot tub and a large garden

10.0 out of 10, Exceptional, (87)
"We had a wonderful time, the guest house was perfect! Great location, easy to get around. I would recommend this place and if I could give 10 stars I would. We look forward to going back again. "
The price is CA $185
CA $391 total
includes taxes & fees
Dec 26 - Dec 27
Close to Siesta Key beach with a hot tub and a large garden
Adorable 1920s Cottage in a Tropical Wooded Setting!
Outdoor dining

Adorable 1920s Cottage in a Tropical Wooded Setting!

10.0 out of 10, Exceptional, (49)
"Thank you for a great experience "
Adorable 1920s Cottage in a Tropical Wooded Setting!
Lido Beach Walk! One block to beach!
Fridge, microwave, stovetop, dishwasher

Lido Beach Walk! One block to beach!

10.0 out of 10, Exceptional, (103)
"We booked this apartment because we had never been to Lido Key before and wanted to explore a new place. Shortly after booking we received a call from the owner. She was concerned that because of the two recent hurricanes we might be disappointed with the area. After a very honest and informative chat with the owner we were so impressed with her honesty we decided to book it anyway. Upon arriving Laveda, the owner, offered to pick us up at the airport. The hospitality continued throughout our...
Lido Beach Walk! One block to beach!
Amazing Location West of the Trail
Outdoor pool

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
All-New, Bunk Bed, Huge Pool, 70" TV, Tiki Bar & Grill!
Outdoor pool, a heated pool

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
Beach nearby

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."
Siesta key Guest House 5 star on the water Private
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
Dining

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 CA $142
CA $268 total
includes taxes & fees
Dec 26 - Dec 27
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Outdoor pool, a heated pool

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 CA $142
CA $270 total
includes taxes & fees
Jan 5 - Jan 6, 2025
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Quick and Easy Walk Downtown - Tons of Amenities
Beach

Quick and Easy Walk Downtown - Tons of Amenities

9.8 out of 10, Exceptional, (97)
"The location was perfect for downtown access. We walked to the entire Bay Park, downtown, and surrounding neighborhoods—excellent shops and restaurants. Sarasota has a friendly, warm atmosphere with a plethora of events. This is the place to stay if you want to experience what downtown offers. The space was more than comfortable for two people, and the king-size bed was a haven of relaxation. We stayed for 5 nights and enjoyed every minute. Thank you, Stephanie! Your commitment to hosting and...
The price is CA $270
CA $410 total
includes taxes & fees
Jan 13 - Jan 14, 2025
Quick and Easy Walk Downtown - Tons of Amenities
Bayfront Beauty
Spa

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
SeaBreeze Place/new Luxury Spacious Guest House-2mins walk to Palma Sola Bay
Property grounds

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
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Outdoor pool, a heated pool

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 CA $142
CA $286 total
includes taxes & fees
Dec 26 - Dec 27
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Private guesthouse near the beach
Beach nearby, sun loungers, beach towels

Private guesthouse near the beach

9.6 out of 10, Exceptional, (17)
"Great stay, thank you for accommodating us."
Private guesthouse near the beach
Peaceful Riverfront Oasis with Private Island
Pool

Peaceful Riverfront Oasis with Private Island

10.0 out of 10, Exceptional, (20)
"The property is amazing! Everything was excellent!"
Peaceful Riverfront Oasis with Private Island
Magical Guesthouse 1 mi from SRQ airport
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 CA $220
CA $393 total
includes taxes & fees
Jan 14 - Jan 15, 2025
Magical Guesthouse 1 mi from SRQ airport
Lido Beach Corner of Beach and St. Armand Circle B
Beach nearby

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.
Outdoor dining

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 CA $179
CA $313 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Bright, Light, Modern & Cozy Guesthouse. Minutes from the beach & downtown.
Siesta Key Dream Inn
Beach nearby, white sand, free beach shuttle, beach umbrellas

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
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2078)
"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 CA $195
CA $221 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Hibiscus Suites - Gateway to Siesta Key
Tiny House Siesta
Cabin (Tiny House - Yellow Lifeguard Stand) | Living area

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (187)
"Beds were comfortable, had everything needed the only complaint was the water pressure was very low. "
The price is CA $153
CA $270 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Tiny House Siesta
Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable
Fridge, microwave, oven, stovetop

Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable

10.0 out of 10, Exceptional, (59)
"This home was cozy and well stocked. On a private street and quiet back yard with several amenities., The host was very attentive and kept us in the loop on everything. I would definitely stay again and highly recommend."
Pineapples House - POOL private SOUTH facing -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.