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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 27 Guest Houses in Osprey with updated reviews, rates, and availability.

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

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

8.8 out of 10, Excellent, (22)
"The room looked brand new. Super comfortable beds. Bathroom was a nice size and plenty of towels were provided. Great location to several fun attractions.My only complaint would be the lack of handicap accessible parking with sidewalk slopes. "
The price is AED 437
AED 771 total
includes taxes & fees
2 Apr - 3 Apr
All-New, First Floor, Huge Pool, 70" TV, Tiki Bar!
Quick and Easy Walk Downtown - Tons of Amenities
Beach

Quick and Easy Walk Downtown - Tons of Amenities

9.8 out of 10, Exceptional, (104)
"Great location offering all that is needed for a comfortable stay. I certainly recommend The Carriage House for those looking for a clean, quiet and welcoming place to stay."
The price is AED 613
AED 961 total
includes taxes & fees
14 Apr - 15 Apr
Quick and Easy Walk Downtown - Tons of Amenities
Lido Beach Walk! One block to beach!
Fridge, microwave, stovetop, dishwasher

Lido Beach Walk! One block to beach!

10.0 out of 10, Exceptional, (105)
"Great location clean private roomy guest house. Short walk to public beach Everything you could possibly need is supplied Owners very friendly and will do anything to make your stay enjoyable."
Lido Beach Walk! One block to beach!
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

9.8 out of 10, Exceptional, (93)
"This place was nice and clean. Had everything we needed. Quiet neighborhood and easy check in.Enjoyed short walks to Detwiler's food market.For us, the futons that are being used for chairs werevery uncomfortable to sit on."
The price is AED 492
AED 982 total
includes taxes & fees
24 Apr - 25 Apr
Close to Siesta Key beach with a hot tub and a large garden
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 AED 437
AED 782 total
includes taxes & fees
5 Apr - 6 Apr
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill
Adorable 1920s Cottage in a Tropical Wooded Setting!
Outdoor dining

Adorable 1920s Cottage in a Tropical Wooded Setting!

9.8 out of 10, Exceptional, (55)
"Felt like home. So comfortable. Has everything you need and more. Many extras. Our host was so gracious even to our friends who picked us up there. I recommend the cottage. The location is perfect. Off the main road but only about 1/2 block"
Adorable 1920s Cottage in a Tropical Wooded Setting!
Modern, cozy family get-a-way: Bottomless Mimosa
Sun loungers, beach towels

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

8.0 out of 10, Very Good, (2)
"Close to beach. Very comfortable. Pool and patio very nice. Garage a plus for all our fishing stuff. Thankyou"
Modern, cozy family get-a-way: Bottomless Mimosa
Private guesthouse near the beach
Beach nearby, sun loungers, beach towels

Private guesthouse near the beach

9.4 out of 10, Exceptional, (19)
"We were looking for a small clean rental near beaches and this guesthouse was perfect. It was a quiet neighborhood and we were very comfortable. the hostess, Agnes, was very attentive to any needs"
Private guesthouse near the beach
Luxury Pool Retreat near Siesta Key
Classic Room | Private kitchen | Fridge, microwave, oven, stovetop

Luxury Pool Retreat near Siesta Key

2.0 star property
Luxury Pool Retreat near Siesta Key
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
Dining

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

7.2 out of 10, Good, (5)
"I booked what I thought was a hotel room with free breakfast but was told booked a condo and had to pay 10 if I wanted breakfast. Turns out a condo is a hotel room with 2 beds and a frig and microwave in the bathroom. If you needed extra soap, TP, Kleenex or fresh towels or your room cleaned there was a charge really!!! only saving grace was the bar located behind the property. The location was good and the pool nice. As fir customer service poor as i waited and waited and waited to ask...
The price is AED 437
AED 778 total
includes taxes & fees
1 Apr - 2 Apr
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill
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 AED 437
AED 823 total
includes taxes & fees
1 Apr - 2 Apr
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill
Amazing Location West of the Trail
Outdoor pool

Amazing Location West of the Trail

9.8 out of 10, Exceptional, (18)
"Clean, quiet, fully stocked with everything needed for stay. Bed was comfortable. Pool patio with bubbler providing relaxing background sound. Steven addressed our queries quickly. Very nice overall."
Amazing Location West of the Trail
Travelers Nook close to Venice Beach!
Beach

Travelers Nook close to Venice Beach!

2.0 star property
9.0 out of 10, Wonderful, (2)
"Good place"
Travelers Nook close to Venice Beach!
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 AED 507
AED 918 total
includes taxes & fees
8 Apr - 9 Apr
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
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
Terrace/patio

Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach

10.0 out of 10, Exceptional, (18)
"I needed a quiet spot, walking distance to the beach for a brain break, and this property was just perfect. It was well stocked, had a quiet, peaceful private courtyard, and ample, comfortable space for me to work in and also sleep well and relax."
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
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
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!
Downtown Sarasota 2BR Cottage
Room, Patio | Private kitchen | Fridge, microwave, oven, stovetop

Downtown Sarasota 2BR Cottage

2.0 star property
Downtown Sarasota 2BR Cottage
Luxe 3BR Siesta Key Home Pool
Outdoor pool

Luxe 3BR Siesta Key Home Pool

3.0 star property
Luxe 3BR Siesta Key Home Pool
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 Osprey

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4601)
"The room was OK but the bathtub drain was almost clogged. There is a lot of works going on around this property. Basically, it is a standard motel with a pool."
The price is AED 865
AED 1,060 total
includes taxes & fees
31 Mar - 1 Apr
Tropical Beach Resorts
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, (2105)
"Great little hotel close to the beach, but not so close as to be over-priced. Easy 15 min walk to a public beach access in one direction and 10 min walk to several restaurants/groceries in the other direction. Very clean and updated room with a full size refrigerator and small kitchen. The pool was the best part. Comfortable chairs and never crowded."
The price is AED 711
AED 804 total
includes taxes & fees
2 Apr - 3 Apr
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (295)
"We very much enjoyed our stay. Our room was clean and ready for us early. Nancy, the manager, couldn’t have been nicer. This is a no-frills place—but the location can’t be beat! You walk across the street to the beach, and the lively shopping area with restaurants and fun is so close. It’s a quick walk, or you can take the free trolleys/busses. The outdoor area with a nice pool was so relaxing. We used it often. We would stay again. We had 3 teens with us, and they had a blast. We all felt safe....
The Ringling Beach House
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.