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Compare 25 Guest Houses in Osprey with updated reviews, rates, and availability.

"Clean ,Beautiful and a caring person "

"Comfortable "

SAR 1,021 total

includes taxes & fees

1 Dec - 2 Dec

"Beautifully appointed apartment. Fantastic location - close to the beach and local restaurants."

"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. "

SAR 697 total

includes taxes & fees

23 Dec - 24 Dec

Welcome to the Carriage House. Your base camp for exploring Sarasota.

"This above-the-garage apartment was clean and functional. The host family members, who live in the main house, were lovely and ready to answer all questions. The location is midway between downtown Sarasota and the fun southside neighborhood. I would stay here again."

SAR 916 total

includes taxes & fees

19 Dec - 20 Dec

"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 :) "

"Close to beach. Very comfortable. Pool and patio very nice. Garage a plus for all our fishing stuff. Thankyou"

"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...

"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."

SAR 1,350 total

includes taxes & fees

2 Dec - 3 Dec

"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. "

SAR 831 total

includes taxes & fees

27 Nov - 28 Nov

"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."

SAR 697 total

includes taxes & fees

18 Dec - 19 Dec

"This gem is located in the center of multiple horse farms! Centrally located to everything you’ll want to see or do, including beaches, Dearborn Street, beachside dining, etc… Owners home is in front of cottage but not so close it feels on top of you. We met them and they are very nice and have a beautiful family. We loved petting one of their horses (you’re free to just wander the area around the cottage) and being a farm girl myself, I loved the roaming chickens and fresh eggs the owners...

"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. "

"Great little stay. Kids loved the pool and the food at the restaurant."

SAR 877 total

includes taxes & fees

27 Nov - 28 Nov

"Great stay, thank you for accommodating us."

"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."

RIVERFRONT VIEWS! BRING YOUR KAYAKS AND CANOES!

"The property is amazing! Everything was excellent!"

"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."

SAR 920 total

includes taxes & fees

16 Dec - 17 Dec

"Location, location, location!!!! Walk to anything and everything. Venue needs a little TLC.would book again."

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"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."

SAR 657 total

includes taxes & fees

27 Nov - 28 Nov

"Facility was great … would certainly stay here again in the future "

SAR 1,734 total

includes taxes & fees

3 Dec - 4 Dec

"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "

Recent reviews of Osprey hotels

5/5 Excellent

"High end"

A verified traveler stayed at Kompose Boutique Hotel

Posted 11 hours ago

5/5 Excellent

Comfortable and clean rooms

"Room was extremely clean, smelled nice and was comfortable. Maid service was very good. We were on the second floor and heard noise on the third floor and out in the parking lot, but that couldn't be helped. It would have been nice to have a Continental Breakfast offered. Overall, we were pleasantly satisfied with our room."

A verified traveler stayed at Lantern Inn & Suites

Posted 2 days ago

5/5 Excellent

"The hotel was absolutely fantastic, The staff are very friendly and happy and nothing is too much trouble. The room we had was lovely very clean with lots of space loved the separate dressing room. Breakfast was very good the doughnuts were absolutely delicious. There is a restaurant & bakery in front of the hotel which was very good too. While we were there was an issue with the pool as it was closed and waiting for a part to fix it, Although it was beyond the hotels control it was an issue for us but they were very accommodating and we were compensated for the trouble. Will definitely be staying again."

A verified traveler stayed at Carlisle Inn

Posted 3 days ago

Search Guest Houses in Osprey

Check availability on Guest Houses in Osprey

Compare 25 Guest Houses in Osprey with updated reviews, rates, and availability.

The Cottages at Siesta Key

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

Lido Beach Walk! One block to beach!

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

Quick and Easy Walk Downtown - Tons of Amenities

Amazing Location West of the Trail

Modern, cozy family get-a-way: Bottomless Mimosa

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

Siesta key Guest House 5 star on the water Private

All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill

All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill

NEW!! Gated 2/2 Single-family Guest House! 13 mins to Englewood Beach!

Bayfront Beauty

Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill

Private guesthouse near the beach

Adorable 1920s Cottage in a Tropical Wooded Setting!

Peaceful Riverfront Oasis with Private Island

Magical Guesthouse 1 mi from SRQ airport

Lido Beach Corner of Beach and St. Armand Circle B

Travelers Nook close to Venice Beach!

Other property types in Osprey

Hibiscus Suites - Gateway to Siesta Key

The Residences at Siesta Key Beach by Hyatt Vacation Club

Tropical Beach Resorts

Recent reviews of Osprey hotels

Kompose Boutique Hotel

The Ritz-Carlton, Sarasota

Golden Host Resort - Sarasota

Lantern Inn & Suites

Carlisle Inn

Zota Beach Resort

The Westin Sarasota

Comfort Suites Sarasota - Siesta Key

Hyatt Regency Sarasota

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