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Holiday homes in Osprey (Page 6)

Enjoy your stay and find the best Holiday homes in Osprey at affordable prices

Searching for a holiday home in Osprey (Florida)? Explore a great selection of vacation homes in Osprey to find the one that best fits to your needs, starting from $62.66 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Osprey and region (20 miles)
Siesta Key Village Home Less Than Half Mi to Beach! in Sarasota, USA

Siesta Key Village Home Less Than Half M...

Holiday home in Sarasota near Osprey, Florida
Siesta Key Village Home Less Than Half Mi to Beach! is situated in Sarasota, 2.2 km from Crescent Beach, 16 km from John and Mable Ringling Museum of ...
  • Parking

no reviews

from $265.00 Show details »

Siesta Key Couples Escape - Walk to Beaches! in Sarasota, USA

Siesta Key Couples Escape - Walk to Beac...

Holiday home in Sarasota near Osprey, Florida
Siesta Key Couples Escape - Walk to Beaches! is located in Sarasota, 2.2 km from Crescent Beach, 16 km from John and Mable Ringling Museum of Art, as ...
  • Parking

no reviews

from $230.00 Show details »

Bright Sarasota Bungalow - 5 Mi to Siesta Beach! in Sarasota, USA

Bright Sarasota Bungalow - 5 Mi to Siest...

Holiday home in Sarasota near Osprey, Florida
Set 12 km from John and Mable Ringling Museum of Art, 12 km from The John and Mable Ringling Museum of Art and 6.3 km from Sarasota Opera, Bright Sara...
  • Parking
  • Internet facilities
  • Hairdryer
  • Refrigerator
  • Fan

Superb 9 Reviews 9.2

from $202.67 Show details »

Canal-Front Siesta Key Home Heated Pool and Privacy in Siesta Key, USA

Canal-Front Siesta Key Home Heated Pool...

Holiday home in Siesta Key near Osprey, Florida
Within 1.7 km of Siesta Key Beach and 15 km of John and Mable Ringling Museum of Art, Canal-Front Siesta Key Home Heated Pool and Privacy provides fre...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $427.00 Show details »

Siesta Key Beachside Villas in Sarasota, USA

Siesta Key Beachside Villas

Villa in Sarasota near Osprey, Florida , 124 Columbus BLVD
Siesta Key Beachside Villas is located in the heart of Siesta Key.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Very good 518 Reviews 8.4

from $227.61 Show details »

Minorga Sand Dollar on the Key in Sarasota, USA

Minorga Sand Dollar on the Key

Holiday home in Sarasota near Osprey, Florida
Minorga Sand Dollar on the Key is set in Sarasota, 2.4 km from Crescent Beach, 15 km from John and Mable Ringling Museum of Art, and 15 km from The Jo...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $248.34 Show details »

Tropical Oasis, Heated Pool, Hot Tub, Near Siesta Key in Sarasota, USA

Tropical Oasis, Heated Pool, Hot Tub, Ne...

Holiday home in Sarasota near Osprey, Florida , 2285 Roselawn Circle
Located in Sarasota, Heated Pool, Hot Tub, Near Siesta Key 2BR, 3BD, 2BA provides accommodation with a private pool, a patio and pool views.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $331.40 Show details »

The Melrose Sarasota with Large Private Lanai in Sarasota, USA

The Melrose Sarasota with Large Private...

Holiday home in Sarasota near Osprey, Florida
Located 12 km from The John and Mable Ringling Museum of Art, 6.2 km from Sarasota Opera and 6.2 km from Marina Jack Restaurant and Marina, The Melros...
  • Parking

Exceptional 4 Reviews 10.0

from $458.33 Show details »

Private Cozy Sarasota Home home in Sarasota, USA

Private Cozy Sarasota Home home

Holiday home in Sarasota near Osprey, Florida
Situated in Sarasota in the Florida region, Private Cozy Sarasota Home home has a patio.
  • Parking

Superb 12 Reviews 9.2

from $286.86 Show details »

Sarasota Family Home with Private Pool and Lanai! in Sarasota, USA

Sarasota Family Home with Private Pool a...

Holiday home in Sarasota near Osprey, Florida
Set in Sarasota, 12 km from John and Mable Ringling Museum of Art, 12 km from The John and Mable Ringling Museum of Art and 6.1 km from Sarasota Opera...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $295.00 Show details »

Sarasota Sunset House with Spacious Patio! in Sarasota, USA

Sarasota Sunset House with Spacious Pati...

Holiday home in Sarasota near Osprey, Florida
Located 17 km from John and Mable Ringling Museum of Art, 17 km from The John and Mable Ringling Museum of Art and 11 km from Tatum Ridge Golf Links, ...
  • Parking

Exceptional 4 Reviews 10.0

from $136.00 Show details »

Lovely Cottage - Close to Siesta, Shops & Dining in Sarasota, USA

Lovely Cottage - Close to Siesta, Shops...

Holiday home in Sarasota near Osprey, Florida , Liberty Avenue
Offering garden views, Lovely Cottage - Close to Siesta, Shops & Dining is an accommodation situated in Sarasota, 11 km from John and Mable Ringling M...
  • Parking
  • Pets allowed

Exceptional 8 Reviews 9.6

from $183.33 Show details »

Lovely Cottage near the Beach and Downtown Sarasota in Sarasota, USA

Lovely Cottage near the Beach and Downto...

Holiday home in Sarasota near Osprey, Florida , Liberty Avenue
Boasting garden views, Lovely Cottage near the Beach and Downtown Sarasota provides accommodation with a patio and a kettle, around 11 km from John an...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Exceptional 3 Reviews 9.7

from $183.33 Show details »

Villa Franca bungalow in Sarasota, USA

Villa Franca bungalow

Holiday home in Sarasota near Osprey, Florida , 3604 Villa Franca Avenue
Boasting air-conditioned accommodation with a patio, Villa Franca bungalow is located in Sarasota.
  • Parking
  • Pets allowed
  • Family rooms

Pleasant 10 Reviews 6.6

from $173.40 Show details »

3606 Villa Franca - Pet Friendly in Sarasota, USA

3606 Villa Franca - Pet Friendly

Holiday home in Sarasota near Osprey, Florida , 3606 Villa Franca Avenue
Situated in Sarasota, 13 km from John and Mable Ringling Museum of Art, 13 km from The John and Mable Ringling Museum of Art and 6.8 km from Sarasota ...
  • Parking
  • Pets allowed

Good 24 Reviews 7.8

from $167.27 Show details »

Pet-Friendly Beach Home with Patio, 8mi to Shore in Sarasota, USA

Pet-Friendly Beach Home with Patio, 8mi...

Holiday home in Sarasota near Osprey, Florida
Within 18 km of John and Mable Ringling Museum of Art and 18 km of The John and Mable Ringling Museum of Art, Pet-Friendly Beach Home with Patio, 8mi ...
  • Parking
  • Pets allowed
  • Internet facilities
  • Shower
  • Safety deposit box

Exceptional 1 Reviews 10.0

from $119.00 Show details »

Modern & Fresh - Less than 3 miles to the Beach! in Sarasota, USA

Modern & Fresh - Less than 3 miles to th...

Holiday home in Sarasota near Osprey, Florida , Freedom Avenue
Offering garden views, Modern & Fresh - Less than 3 miles to the Beach! is an accommodation set in Sarasota, 11 km from John and Mable Ringling Museum...
  • Parking
  • Pets allowed
  • Family rooms

Fabulous 5 Reviews 8.8

from $178.92 Show details »

Magnolia Breeze in Sarasota, USA

Magnolia Breeze

Holiday home in Sarasota near Osprey, Florida , 2902 Pincrest Street
Boasting river views, Magnolia Breeze features accommodation with an outdoor swimming pool and a patio, around 13 km from The John and Mable Ringling ...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $221.00 Show details »

House With Pool In Sunny Sarasota FL in Sarasota, USA

House With Pool In Sunny Sarasota FL

Holiday home in Sarasota near Osprey, Florida , 5353 Woodvale Drive
Boasting pool views, House With Pool In Sunny Sarasota FL features accommodation with free bikes, an outdoor swimming pool and a terrace, around 18 km...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $250.00 Show details »

Affordable Tropical Retreat in Sarasota, USA

Affordable Tropical Retreat

Holiday home in Sarasota near Osprey, Florida , 5342 Duncanwood Drive
Located in Sarasota, Affordable Tropical Retreat provides accommodation with a private pool.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Disappointing 2 Reviews 4.5

from $265.00 Show details »

3 bedrooms house with private, heated pool 8 miles to Siesta Key Beach, in Sarasota, USA

3 bedrooms house with private, heated po...

Holiday home in Sarasota near Osprey, Florida , 4069 Palau Drive
3 bedrooms house with private, heated pool 8 miles to Siesta Key Beach, a property with a terrace, is set in Sarasota, 23 km from John and Mable Ringl...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 2 Reviews 10.0

from $434.83 Show details »

Fun and affordable Pineapple House in Sarasota, USA

Fun and affordable Pineapple House

Holiday home in Sarasota near Osprey, Florida , 4873 Bell Meade Drive
Boasting accommodation with a private pool, Fun and affordable Pineapple House is situated in Sarasota.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

Fabulous 2 Reviews 9.0

from $243.00 Show details »

Bright Venice Getaway Less Than 1 Mi to Historic Dtwn in Venice, USA

Bright Venice Getaway Less Than 1 Mi to...

Holiday home in Venice near Osprey, Florida
Bright Venice Getaway Less Than 1 Mi to Historic Dtwn is located in Venice, 1.6 km from Venice Beach, 36 km from John and Mable Ringling Museum of Art...
  • Parking
  • Pets allowed

no reviews

from $195.71 Show details »

Your private tropical paradise with heated pool! in Sarasota, USA

Your private tropical paradise with heat...

Villa in Sarasota near Osprey, Florida , 4656 Beacon Drive
Located in Sarasota, 16 km from John and Mable Ringling Museum of Art and 16 km from The John and Mable Ringling Museum of Art, Your private tropical ...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 2 Reviews 9.5

from $407.70 Show details »

Sarasota House with Private Pool - 4 Mi to Beach! in Sarasota, USA

Sarasota House with Private Pool - 4 Mi...

Holiday home in Sarasota near Osprey, Florida
Sarasota House with Pool Minutes to Beaches! is situated in Sarasota, 13 km from John and Mable Ringling Museum of Art, and features a patio, garden, ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 5 Reviews 9.8

from $271.57 Show details »

Number of Holiday homes in Osprey 282
Number of guest ratings 1240
Average price per night $387.60
Lowest price per night $62.66
Highest price per night $1.286.88

Most popular Holiday-homes in Osprey

The most popular Holiday-homes in Osprey based on average guest rating (Top 10).

Cheapest Holiday-homes in Osprey

The cheapest Holiday-homes in Osprey based on room rate per night (Top 10).

Most booked Holiday-homes in Osprey

The most booked Holiday-homes in Osprey based on popularity with guests (Top 10).

Holiday homes in Osprey (Florida), comfortable and familiar

Staying in a holiday or vacation home in Osprey can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Osprey for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Osprey should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com