Holiday Homes in Osprey

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Our top choices for Osprey holiday homes

Sunny Coastal Escape

Sunny Coastal Escape
Bay Acres
10.0 out of 10, Exceptional, (4 reviews)
"Great location for exploring north & south! House was very clean and comfy. We appreciated the excellent communication with our nice host, Lynn."
United States
Kaja F.
The price is NZ$805
includes taxes & fees
30 Mar - 31 Mar
Sunny Coastal Escape

Charming Osprey Home

Charming Osprey Home
Bay Acres
10.0 out of 10, Exceptional, (1 review)
"Upon entering the property, we felt it was clean, bright and very welcoming. We loved the decor and the nice spaces in this two bedroom, two bath home. We thought the location was perfect, right across the main street is Walmart for quick grocery items, and we liked the amenities including a kettle for hot tea, a coffeemaker and a fully equipped kitchen! We would have liked to have more than two beach towels, but we made do with two. The laundry room was convenient for washing clothes and did...
United States
Van-Ha N.
The price is NZ$834
includes taxes & fees
30 Mar - 31 Mar
Charming Osprey Home

Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (1 review)
"The remodeling of this older building is amazing! Very comfortable with everything you need. We couldn't get the coffeemaker to work but no problem, we travel with our coffeemaker. Restful and relaxing atmosphere. We would choose this cottage again."
United States
HaroldnMarla J.
The price is NZ$503
includes taxes & fees
8 Mar - 9 Mar
Charming 2-bedroom house in Englewood with WiFi and AC

Coastal duplex with private beach access & deck - dog-friendly

Coastal duplex with private beach access & deck - dog-friendly
Manasota Key
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay. "
United States
Scott
The price is NZ$667
includes taxes & fees
5 Mar - 6 Mar
Coastal duplex with private beach access & deck - dog-friendly

Mimosa Memories

Mimosa Memories
South Venice
9.4 out of 10, Exceptional, (34 reviews)
"Nice quiet home , very clean. "
United States
David M.
The price is NZ$546
includes taxes & fees
2 Mar - 3 Mar
Mimosa Memories

PLACE TO BE. we have everything you need

PLACE TO BE. we have everything you need
Warm Mineral Springs
9.6 out of 10, Exceptional, (8 reviews)
"We thoroughly enjoyed our stay! The property was impeccably clean, boasted a prime location, and featured a well-equipped kitchen. It had everything we needed for a wonderful stay."
United States
Alex M.
The price is NZ$526
includes taxes & fees
8 Mar - 9 Mar
PLACE TO BE. we have everything you need

Venice Dove Shell

Venice Dove Shell
Venice East
9.6 out of 10, Exceptional, (4 reviews)
"The host was very welcoming, with timely communication and clear guidelines. The house was spacious, easily accommodating six guests. Also very orderly and clean. I'd recommend this property to friends."
United States
Angela B.
The price is NZ$612
includes taxes & fees
5 Mar - 6 Mar
Venice Dove Shell

Modern 2 Bedroom Farmhouse

Modern 2 Bedroom Farmhouse
South Venice
9.2 out of 10, Wonderful, (7 reviews)
"Would highly recommend for a one or two night stay"
United States
ann A.
The price is NZ$688
includes taxes & fees
2 Mar - 3 Mar
Modern 2 Bedroom Farmhouse

The Balboa - Modern Luxury Getaway

The Balboa - Modern Luxury Getaway
North Port
10.0 out of 10, Exceptional, (6 reviews)
"When Ilooking for a vacation rental in Florida, I had a few places to pick, glad I chose this house! It exceeded our expectations and was even better than pictures. The house was clean, modern interior, comfortable beds! My family stayed in his home for eight days, we enjoyed each day in this house. Safe and spacious backyard. Would highly recommend this home!"
United States
Jason L.
The price is NZ$765
includes taxes & fees
2 Mar - 3 Mar
The Balboa - Modern Luxury Getaway

PLACE TO BE we have everything you need

PLACE TO BE we have everything you need
Warm Mineral Springs
9.0 out of 10, Wonderful, (12 reviews)
"Perfect size for the three of us and my dog. We had a wonderful week."
United States
Ariel B.
The price is NZ$526
includes taxes & fees
12 Mar - 13 Mar
PLACE TO BE we have everything you need

Myakka River

Myakka River
Venice
9.8 out of 10, Exceptional, (19 reviews)
"We loved everything about the property it’s nice and quiet. Nicely decorated and has a nice outdoor area and dock. The bed was a little firm for my taste but not terrible. 10/10 would stay here again "
United States
Ty
The price is NZ$769
includes taxes & fees
30 Mar - 31 Mar
Myakka River

Home in quiet Bird Sanctuary Neighborhood, close to Beach

Home in quiet Bird Sanctuary Neighborhood, close to Beach
South Venice
9.6 out of 10, Exceptional, (16 reviews)
"We loved this place! It was convenient to everything we liked to do and the perfect size for my husband and I. The bed was comfortable and everything was very clean. "
United States
Melissa N.
The price is NZ$804
includes taxes & fees
5 Mar - 6 Mar
Home in quiet Bird Sanctuary Neighborhood, close to Beach

HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.

HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.
Englewood
9.8 out of 10, Exceptional, (6 reviews)
"Owner were very accommodating, place was great. We will be back!"
United States
David W.
The price is NZ$788
includes taxes & fees
2 Mar - 3 Mar
HOT TUB & trailer/boat parking for up to 25 ft. with overnight docking allowed.

Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach

Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach
Englewood South
8.6 out of 10, Excellent, (10 reviews)
"Great place to stay right on the water! "
United States
Richard W.
The price is NZ$648
includes taxes & fees
17 Mar - 18 Mar
Waterfront! PET, Our Kayaks or your boat. JACUZZI, patios! EZ to shops and Beach

New Two story Cozy House Near Warm Mineral Springs

New Two story Cozy House Near Warm Mineral Springs
North Port
10.0 out of 10, Exceptional, (19 reviews)
"Great home to stay in with extended family, the three bathrooms were a must, the only downside is the home is on a busy road. "
United States
LaVar R.
The price is NZ$780
includes taxes & fees
15 Mar - 16 Mar
New Two story Cozy House Near Warm Mineral Springs

Cozy Tiny home

Cozy Tiny home
West Samoset
The price is NZ$331
includes taxes & fees
30 Mar - 31 Mar
Cozy Tiny home

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is NZ$898
includes taxes & fees
8 Mar - 9 Mar
Beachy Sarasota Duplex

Retro-Inspired Stay, BBQ Patio, Close to Downtown

Retro-Inspired Stay, BBQ Patio, Close to Downtown
Southgate
10.0 out of 10, Exceptional, (4 reviews)
"We loved the retro decor of the home, the comfy beds, and the great location! We loved being close to downtown Sarasota and to all the activities we attended! "
United States
Merita S.
The price is NZ$776
includes taxes & fees
6 Mar - 7 Mar
Retro-Inspired Stay, BBQ Patio, Close to Downtown

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
9.8 out of 10, Exceptional, (27 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is NZ$666
includes taxes & fees
4 Mar - 5 Mar
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (27 reviews)
"Clean and comfortable. "
United States
Laney
The price is NZ$645
includes taxes & fees
4 Mar - 5 Mar
[escape to paradise] siesta key beach getaway
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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Top Osprey Hotel Reviews

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Osprey Holiday Homes information

Number of reviews
202
Accommodation
3925 Holiday Homes
Lowest Price
NZ$331
Highest Price
NZ$898