Search Guest Houses in Osprey

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 26 Guest Houses in Osprey with updated reviews, rates, and availability.

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

8.8 out of 10, Excellent, (22)
"Awesome room and great location "
The price is SAR 446
SAR 787 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

9.8 out of 10, Exceptional, (103)
"Very clean, nice location, easy to check in and out. Owner was very welcoming. "
The price is SAR 705
SAR 1,078 total
includes taxes & fees
7 Apr - 8 Apr
Quick and Easy Walk Downtown - Tons of Amenities

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

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 SAR 510
SAR 1,016 total
includes taxes & fees
6 Apr - 7 Apr
Close to Siesta Key beach with a hot tub and a large garden

Adorable 1920s Cottage in a Tropical Wooded Setting!

10.0 out of 10, Exceptional, (53)
"Perfect location for our Sarasota adventures. Thoughtful touches like a bottle of wine as well as water bottles and fizzy water sodas. Comfortable queen bed with plenty of pillows."
Adorable 1920s Cottage in a Tropical Wooded Setting!

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 SAR 446
SAR 787 total
includes taxes & fees
1 Apr - 2 Apr
All-New, Private, 70" TV, Heated Pool, Tiki Bar & Grill

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

9.6 out of 10, Exceptional, (17)
"Great stay, thank you for accommodating us."
Private guesthouse near the beach

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 SAR 446
SAR 787 total
includes taxes & fees
5 Apr - 6 Apr
All-New, Ground-Floor, Huge Pool, Tiki Bar & Grill

Luxury Pool Retreat near Siesta Key

2.0 star property
Luxury Pool Retreat near Siesta Key

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

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 SAR 446
SAR 830 total
includes taxes & fees
1 Apr - 2 Apr
Heated Pool, King Bed, Bunk Bed, Huge TV, Marina, Tiki Bar & Grill

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

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 SAR 615
SAR 1,050 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

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

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

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!

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

Downtown Sarasota 2BR Cottage

2.0 star property
Downtown Sarasota 2BR Cottage

Warm Springs Nook near Boca Grande Beach

Warm Springs Nook near Boca Grande Beach
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.
Don't see what you're looking for?
See all available properties in Osprey
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Osprey

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4577)
"Very nice accommodation and staff. We will stay there again."
Tropical Beach Resorts

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2096)
"Spacious updated suite in a good location. Friendly staff. Highly recommended!"
The price is SAR 887
SAR 1,002 total
includes taxes & fees
11 Mar - 12 Mar
Hibiscus Suites - Gateway to Siesta Key

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (293)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is SAR 1,001
SAR 1,513 total
includes taxes & fees
13 Mar - 14 Mar
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.