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Holiday homes in Osprey (Page 11)

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)
Bayshore Bungalow in Bradenton, USA

Bayshore Bungalow

Holiday home in Bradenton near Osprey, Florida
Featuring air-conditioned accommodation with a private pool, Bayshore Bungalow is set in Bradenton.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $273.33 Show details »

Sarasota Bay in Bradenton, USA

Sarasota Bay

Holiday home in Bradenton near Osprey, Florida , 6911 22nd Street West
Located in Bradenton and only 5.6 km from John and Mable Ringling Museum of Art, Sarasota Bay provides accommodation with sea views, free WiFi and fre...
  • Parking
  • Pets allowed

Superb 15 Reviews 9.3

from $149.00 Show details »

Sunny Gulf Coast Villa Direct Beach and Pool Access in Longboat Key, USA

Sunny Gulf Coast Villa Direct Beach and...

Villa in Longboat Key near Osprey, Florida
Situated in Longboat Key, just a few steps from Longboat Key Beach, Sunny Gulf Coast Villa Direct Beach and Pool Access features beachfront accommodat...
  • Parking
  • Swimming pool
  • Swimming Pool
  • Internet facilities
  • TV

Very good 4 Reviews 8.2

from $260.33 Show details »

Boho House with heated Pool and Spa in Bradenton, USA

Boho House with heated Pool and Spa

Holiday home in Bradenton near Osprey, Florida , 507 67th Avenue West
Featuring a hot tub, Boho House with heated Pool and Spa is located in Bradenton.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $500.00 Show details »

Bayshore Surprise in Bradenton, USA

Bayshore Surprise

Holiday home in Bradenton near Osprey, Florida
Situated in Bradenton, within 6.9 km of John and Mable Ringling Museum of Art and 6.9 km of The John and Mable Ringling Museum of Art, Bayshore Surpri...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

no reviews

from $485.05 Show details »

Paradise Pool Home Near IMG and Siesta Key Beach in Bradenton, USA

Paradise Pool Home Near IMG and Siesta K...

Holiday home in Bradenton near Osprey, Florida , 6110 44th Court East
Boasting pool views, Paradise Pool Home Near IMG and Siesta Key Beach features accommodation with a patio and a kettle, around 11 km from John and Mab...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 10 Reviews 9.5

from $382.33 Show details »

Paradise Home 3 Near IMG Academy & Siesta Key Beach in Bradenton, USA

Paradise Home 3 Near IMG Academy & Siest...

Holiday home in Bradenton near Osprey, Florida , 6110 44th Court East
Paradise Near IMG AND SIESTA KEY is located in Bradenton, 11 km from John and Mable Ringling Museum of Art, 11 km from The John and Mable Ringling Mus...
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $358.33 Show details »

Ocean Breeze Oasis with Boat Dock and Slip on Canal! in Bradenton, USA

Ocean Breeze Oasis with Boat Dock and Sl...

Holiday home in Bradenton near Osprey, Florida
Featuring a hot tub, Ocean Breeze Oasis with Boat Dock and Slip! is located in Bradenton.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $306.67 Show details »

North Port Garden Home Florida Room, Lanai! in North Port, USA

North Port Garden Home Florida Room, Lan...

Holiday home in North Port near Osprey, Florida
North Port Garden Home Florida Room, Lanai! is set in North Port, 29 km from Fishermens Village, and offers a patio, garden, and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $142.00 Show details »

Tranquil Bradenton Retreat with Lanai and Pond! in Bradenton, USA

Tranquil Bradenton Retreat with Lanai an...

Holiday home in Bradenton near Osprey, Florida
Charming Bradenton Retreat with Lanai and Pond! is situated in Bradenton, 11 km from The John and Mable Ringling Museum of Art, 49 km from Tropicana F...
  • Parking

Exceptional 4 Reviews 10.0

from $196.33 Show details »

Cozy Family Friendly Home near Mineral Springs in North Port, USA

Cozy Family Friendly Home near Mineral S...

Holiday home in North Port near Osprey, Florida , 404 Monza Avenue
Cozy Family Friendly Home near Mineral Springs, a property with a garden, is set in North Port, 27 km from Fishermens Village, 1.2 km from Warm Minera...
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Good 7 Reviews 7.6

from $230.90 Show details »

Canalfront Home with Private Dock - 5 Mi to Beaches! in Englewood, USA

Canalfront Home with Private Dock - 5 Mi...

Holiday home in Englewood near Osprey, Florida
Set in Englewood, 1.8 km from Indian Mound Park Beach, 45 km from Fishermens Village and 18 km from Venice Theatre, Canalfront Home with Private Dock ...
  • Parking

Exceptional 2 Reviews 10.0

from $449.67 Show details »

Bright Gulf Cottage Walk to Sunset View and Dining! in Englewood, USA

Bright Gulf Cottage Walk to Sunset View...

Holiday home in Englewood near Osprey, Florida
Within 1.5 km of Indian Mound Park Beach and 45 km of Fishermens Village, Bright Gulf Cottage Walk to Sunset View and Dining! provides free WiFi and a...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Hairdryer

Fabulous 1 Reviews 9.0

from $221.00 Show details »

Remodeled Home 10 min from Beaches Anna Maria Island 7 min to IMG Academy in Bradenton, USA

Remodeled Home 10 min from Beaches Anna...

Villa in Bradenton near Osprey, Florida , 8515 23rd Street West
Remodeled Home 10 min from Beaches Anna Maria Island 7 min to IMG Academy, a property with a garden, is situated in Bradenton, 8.3 km from John and Ma...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $271.46 Show details »

NEW TO MARKET -Townhome with 2 master suites WiFi Tennis Heated Community Pool Close to I-75 townhouse in Bradenton, USA

NEW TO MARKET -Townhome with 2 master su...

Holiday home in Bradenton near Osprey, Florida
Situated in Bradenton, 14 km from John and Mable Ringling Museum of Art and 14 km from The John and Mable Ringling Museum of Art, NEW TO MARKET -Townh...
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $216.48 Show details »

Bradenton Home with Saltwater Pool, Spa and Lanai! in Bradenton, USA

Bradenton Home with Saltwater Pool, Spa...

Holiday home in Bradenton near Osprey, Florida
Boasting a hot tub, Bradenton Home with Lanai and Saltwater Pool and Spa! is situated in Bradenton.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $426.14 Show details »

Blue Heron House home in Bradenton, USA

Blue Heron House home

Holiday home in Bradenton near Osprey, Florida
Boasting accommodation with a private pool, Blue Heron House home is situated in Bradenton.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $287.68 Show details »

Paradiso Probay in Bradenton, USA

Paradiso Probay

Holiday home in Bradenton near Osprey, Florida
Situated in Bradenton in the Florida region, Paradiso Probay has a balcony and lake views.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 5 Reviews 8.6

from $479.84 Show details »

3 Bedroom 2 Bath Home Between Anna Maria Island and Siesta Key in Bradenton, USA

3 Bedroom 2 Bath Home Between Anna Maria...

Holiday home in Bradenton near Osprey, Florida , 4610 Runabout Way
Featuring a private pool and lake views, 3 Bedroom 2 Bath Home Between Anna Maria Island and Siesta Key is located in Bradenton.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 4 Reviews 9.3

from $354.90 Show details »

New Rental 3 Bedroom Saltwater Pool Home Sleeps 6 Fenced Backyard home in Bradenton, USA

New Rental 3 Bedroom Saltwater Pool Home...

Holiday home in Bradenton near Osprey, Florida
Set in Bradenton, New Rental 3 Bedroom Saltwater Pool Home Sleeps 6 Fenced Backyard home offers accommodation with a private pool.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $224.11 Show details »

Craig House with Heated Pool on small lake in Bradenton, USA

Craig House with Heated Pool on small la...

Holiday home in Bradenton near Osprey, Florida , 4920 25th Street East
Set in Bradenton, Craig House with Heated Pool on small lake provides accommodation with a private pool and lake views.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 10 Reviews 8.9

from $199.57 Show details »

A Wave From It All home in Bradenton, USA

A Wave From It All home

Holiday home in Bradenton near Osprey, Florida
Boasting accommodation with a private pool, A Wave From It All home is situated in Bradenton.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $478.85 Show details »

Modern Specious Paradise. Heated Pool and Spa in Bradenton, USA

Modern Specious Paradise. Heated Pool an...

Holiday home in Bradenton near Osprey, Florida , 5524 25th Street West
Situated in Bradenton, just 8.6 km from John and Mable Ringling Museum of Art, Modern Specious Paradise.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

no reviews

from $410.00 Show details »

PARADISE HOME NEAR IMG ACADEMY & SIESTA KEY BEACH in Bradenton, USA

PARADISE HOME NEAR IMG ACADEMY & SIESTA...

Holiday home in Bradenton near Osprey, Florida , 4539 Captiva Lane
Featuring pool views, PARADISE HOME NEAR IMG ACADEMY & SIESTA KEY BEACH provides accommodation with an outdoor swimming pool, a shared lounge and a te...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 10 Reviews 9.2

from $382.33 Show details »

Sunrise Dawn Villa in Elwood Park, USA

Sunrise Dawn Villa

Holiday home in Elwood Park near Osprey, Florida
Featuring air conditioning, Sunrise Dawn Villa is located in Elwood Park, 14 km from Sarasota.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Tea/Coffee maker

Fabulous 5 Reviews 8.8

from $341.25 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