Search Guest Houses in Osprey

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Guest Houses in Osprey

Adorable 1920s Cottage in a Tropical Wooded Setting!

9.8 out of 10, Exceptional, (58)
"What a beautiful little slice of heaven! The cottage was even better than we’d hoped for. Clean and comfortable, beautifully decorated and well maintained. We will definitely be coming back! "
Adorable 1920s Cottage in a Tropical Wooded Setting!

Lido Beach Walk! One block to beach!

10.0 out of 10, Exceptional, (109)
"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!

Quick and Easy Walk Downtown - Tons of Amenities

9.8 out of 10, Exceptional, (111)
"Perfect spot and size for two. Beautiful neighborhood!"
The price is AED 459
AED 754 total
includes taxes & fees
16 Jun - 17 Jun
Quick and Easy Walk Downtown - Tons of Amenities

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

9.8 out of 10, Exceptional, (99)
"We really enjoyed staying at this property- well appointed and convenient to everything!"
The price is AED 436
AED 927 total
includes taxes & fees
16 Jun - 17 Jun
Close to Siesta Key beach with a hot tub and a large garden

Siesta key Guest House 5 star on the water Private

9.0 out of 10, Wonderful, (18)
"House was really comfortable, everything worked fine and was cozy. About 15 mins away from Siesta Key Beach..Would def come back. Highly recommend."
The price is AED 551
AED 1,306 total
includes taxes & fees
15 Jun - 16 Jun
Siesta key Guest House 5 star on the water Private

Amazing Location West of the Trail

9.8 out of 10, Exceptional, (19)
"Perfect for a getaway."
Amazing Location West of the Trail

Luxury Pool Retreat near Siesta Key

2.0 star property
10.0 out of 10, Exceptional, (1)
"Conveniently located. This is a beautiful and spacious home. The staff were super responsive and kind. The traffic is a little loud due to its central location, but not horrible. Ice/water dispenser didn’t work but they ordered the part while we were there."
Luxury Pool Retreat near Siesta Key

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

8.0 out of 10, Very Good, (2)
"Very relaxing and quite, just what we needed."
Modern, cozy family get-a-way: Bottomless Mimosa

Downtown Sarasota 2BR Cottage

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great place. Comfortable,safe and convenient!!"
Downtown Sarasota 2BR Cottage

Travelers Nook close to Venice Beach!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Good place"
Travelers Nook close to Venice Beach!

Private guesthouse near the beach

9.4 out of 10, Exceptional, (20)
"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 AED 459
AED 874 total
includes taxes & fees
15 Jun - 16 Jun
Magical Guesthouse 1 mi from SRQ airport

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

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

Luxe 3BR Siesta Key Home Pool

3.0 star property
Luxe 3BR Siesta Key Home Pool

Siesta Key Dream Inn

3.5 star property
Siesta Key Dream Inn

Close to Siesta Key

2.0 star property
Close to Siesta Key
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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