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Holiday homes in Osprey (Page 8)

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)
Conch Cottage Pool Home in Sarasota, USA

Conch Cottage Pool Home

Holiday home in Sarasota near Osprey, Florida
Set in Sarasota, Conch Cottage Pool Home offers accommodation with a private pool.
  • Parking

no reviews

from $190.57 Show details »

Family Retreat with Pool, Games, Dock, Fishing, Golf home in Sarasota, USA

Family Retreat with Pool, Games, Dock, F...

Holiday home in Sarasota near Osprey, Florida
Set in Sarasota, 13 km from John and Mable Ringling Museum of Art and 13 km from The John and Mable Ringling Museum of Art, Family Retreat with Pool, ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 2 Reviews 7.0

from $207.24 Show details »

Arlington Park Beautifully Renovated Home in Sarasota, USA

Arlington Park Beautifully Renovated Hom...

Holiday home in Sarasota near Osprey, Florida
Set 11 km from The John and Mable Ringling Museum of Art, 4.9 km from Sarasota Opera and 4.9 km from Marina Jack Restaurant and Marina, Arlington Park...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $357.00 Show details »

Home blocks from beach on siesta drive with pool Internal name: 617 in Sarasota, USA

Home blocks from beach on siesta drive w...

Holiday home in Sarasota near Osprey, Florida , 617 Siesta Drive
Located in Sarasota, Home blocks from beach on siesta drive with pool Internal name: 617 provides accommodation with a private pool and garden views.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $499.00 Show details »

Shell Beach - The Treehouse 210 in Sarasota, USA

Shell Beach - The Treehouse 210

Holiday home in Sarasota near Osprey, Florida , 210 Ogden Street
Boasting a hot tub, Shell Beach - The Treehouse 210 is set in Sarasota.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 7.5

from $493.19 Show details »

Shell Beach Home 209 in Sarasota, USA

Shell Beach Home 209

Holiday home in Sarasota near Osprey, Florida , 209 Faubel Street
Set in Sarasota, Shell Beach Home 209 offers a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • TV

no reviews

from $342.00 Show details »

Clematis House near Arlington Park with Heated Pool in Sarasota, USA

Clematis House near Arlington Park with...

Holiday home in Sarasota near Osprey, Florida , 2002 Clematis Place
Featuring pool views, Clematis House near Arlington Park with Heated Pool offers accommodation with a terrace and a patio, around 11 km from John and ...
  • Parking
  • Pets allowed
  • Family rooms
  • Indoor pool
  • Swimming pool

Very good 14 Reviews 8.4

from $313.22 Show details »

Sarasota Escape with Lanai, Lake and Sunset Views in Sarasota, USA

Sarasota Escape with Lanai, Lake and Sun...

Holiday home in Sarasota near Osprey, Florida
Sarasota Escape with Lanai, Lake and Sunset Views is set in Sarasota, 14 km from John and Mable Ringling Museum of Art, 14 km from The John and Mable ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 8.0

from $244.00 Show details »

Downtown Sarasota House By Siesta Key, Golfing and Pinecraft in Sarasota, USA

Downtown Sarasota House By Siesta Key, G...

Holiday home in Sarasota near Osprey, Florida , 2922 Arlington Street Rio
Downtown Sarasota House By Siesta Key, Golfing and Pinecraft has garden views, free WiFi and free private parking, situated in Sarasota, 11 km from Jo...
  • Parking
  • Pets allowed
  • Tea/Coffee maker
  • Shower
  • Bath

Pleasant 92 Reviews 6.6

from $110.00 Show details »

Beachy Days in Sarasota, USA

Beachy Days

Holiday home in Sarasota near Osprey, Florida
Situated in Sarasota, within 8.8 km of John and Mable Ringling Museum of Art and 8.9 km of The John and Mable Ringling Museum of Art, Beachy Days offe...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $96.78 Show details »

Sarasota Getaway Less Than 2 Mi to Downtown and Ocean! in Sarasota, USA

Sarasota Getaway Less Than 2 Mi to Downt...

Holiday home in Sarasota near Osprey, Florida
Set in Sarasota, 9 km from John and Mable Ringling Museum of Art, 9 km from The John and Mable Ringling Museum of Art and 3.4 km from Sarasota Opera, ...
  • Parking

Superb 4 Reviews 9.3

from $158.14 Show details »

Sunny Sarasota Abode with Yard about 1 Mi to Dtwn! in Sarasota, USA

Sunny Sarasota Abode with Yard about 1 M...

Holiday home in Sarasota near Osprey, Florida
Boasting a spa bath, Sunny Sarasota Abode with Yard about 1 Mi to Dtwn! is set in Sarasota.
  • Parking

no reviews

from $222.67 Show details »

Sarasota Dreams in Sarasota, USA

Sarasota Dreams

Holiday home in Sarasota near Osprey, Florida
Sarasota Dreams is situated in Sarasota, 10 km from John and Mable Ringling Museum of Art, and features a patio, garden, and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $102.61 Show details »

Sarasota Bungalow with Pergola, Garden and Waterfalls! in Sarasota, USA

Sarasota Bungalow with Pergola, Garden a...

Holiday home in Sarasota near Osprey, Florida
Located in the centre of Sarasota, 7.7 km from John and Mable Ringling Museum of Art and 7.8 km from The John and Mable Ringling Museum of Art, Saraso...
  • Parking

no reviews

from $212.14 Show details »

Alta Vista Respite in Sarasota, USA

Alta Vista Respite

Holiday home in Sarasota near Osprey, Florida
Set 10 km from John and Mable Ringling Museum of Art, Alta Vista Respite offers a garden, and accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

Fabulous 5 Reviews 8.8

from $210.60 Show details »

Family Friendly Home in Sarasota, USA

Family Friendly Home

Holiday home in Sarasota near Osprey, Florida , 2520 Bay Street
Located in Sarasota, 8.9 km from The John and Mable Ringling Museum of Art, 3.2 km from Marina Jack Restaurant and Marina and 3.4 km from Sarasota Ope...
  • Parking

Exceptional 6 Reviews 9.8

from $318.75 Show details »

Sunny Sarasota Home with Yard Less Than 2 Mi to Downtown! in Sarasota, USA

Sunny Sarasota Home with Yard Less Than...

Holiday home in Sarasota near Osprey, Florida
Sun-Dappled Abode Less Than 2 Mi to Dtwn Sarasota! is set in Sarasota, 10 km from The John and Mable Ringling Museum of Art, 4.6 km from Sarasota Oper...
  • Parking

no reviews

from $312.29 Show details »

Boho Vibe 3B/2B centrally located Alta Vista Home in Sarasota, USA

Boho Vibe 3B/2B centrally located Alta V...

Holiday home in Sarasota near Osprey, Florida , 2651 Wood Street
Boasting garden views, Boho Vibe 3B/2B centrally located Alta Vista Home features accommodation with a patio, around 9.1 km from John and Mable Ringli...
  • Parking
  • Family rooms

Exceptional 8 Reviews 9.6

from $200.00 Show details »

Su Casa Sarasota in Sarasota, USA

Su Casa Sarasota

Holiday home in Sarasota near Osprey, Florida , 2957 Michigan Street
Located in Sarasota, 9.4 km from The John and Mable Ringling Museum of Art, Su Casa Sarasota provides accommodation with barbecue facilities, free WiF...
  • Parking
  • Pets allowed
  • Family rooms
  • Indoor pool
  • Outdoor pool

no reviews

from $213.29 Show details »

Boho-Chic Sarasota Hideaway Yard and Fire Pit! in Sarasota, USA

Boho-Chic Sarasota Hideaway Yard and Fir...

Holiday home in Sarasota near Osprey, Florida
Located 9.1 km from The John and Mable Ringling Museum of Art, 3.9 km from Sarasota Opera and 4.3 km from Marina Jack Restaurant and Marina, Boho-Chic...
  • Parking

no reviews

from $141.29 Show details »

Sunglow Sanctuary in Sarasota, USA

Sunglow Sanctuary

Holiday home in Sarasota near Osprey, Florida
Set in Sarasota, 9.1 km from John and Mable Ringling Museum of Art, 9.1 km from The John and Mable Ringling Museum of Art and 3.9 km from Sarasota Ope...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 10.0

from $172.14 Show details »

Lido Dream Getaway Duplex S in Sarasota, USA

Lido Dream Getaway Duplex S

Holiday home in Sarasota near Osprey, Florida
Lido Dream Getaway Duplex S is located in Sarasota, less than 1 km from South Lido Beach, 2.4 km from Longboat Key Beach, as well as 10 km from John a...
  • Parking

no reviews

from $219.05 Show details »

Vibrant Sarasota Home Yard and Furnished Deck! in Sarasota, USA

Vibrant Sarasota Home Yard and Furnished...

Holiday home in Sarasota near Osprey, Florida
Vibrant Sarasota Home Yard and Furnished Deck! is situated in Sarasota, 15 km from The John and Mable Ringling Museum of Art, 7.2 km from Tatum Ridge ...
  • Parking

Bad 1 Reviews 1.0

from $95.00 Show details »

Luxury Home in Downtown Sarasota, HTD POOL/Hot tub in Sarasota, USA

Luxury Home in Downtown Sarasota, HTD PO...

Holiday home in Sarasota near Osprey, Florida , 119 South Shade Avenue
Located 7.9 km from The John and Mable Ringling Museum of Art, Luxury Home in Downtown Sarasota, HTD POOL/Hot tub provides accommodation in Sarasota w...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $454.00 Show details »

Siesta Vacation Home in Venice, USA

Siesta Vacation Home

Holiday home in Venice near Osprey, Florida , 2830 Siesta Dr
Located in Venice, just 41 km from John and Mable Ringling Museum of Art, Siesta Vacation Home provides accommodation with free bikes, a garden, a ter...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Family rooms

Okay 6 Reviews 5.8

from $124.44 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