VACATION RENTALS direct by owners Vacation time
IHA Vacation rentals
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Osprey rentals, vacation homes direct from the owners

You will find many studios, apartments, houses and villas for your vacations in Osprey. Contact the owners directly on the IHA site and enjoy the best rental rates, promotions and last minute deals that meet your budget. Visit the photo gallery on private rentals for a break with family or friends. All vacation listings on IHA are verified, plan your trip to Osprey with absolute confidence!
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Villa for rent near Osprey for 10 people

Anna Maria rentals, at 27mi. from Osprey - Florida

$225 Night
Contact
direct by owners
from $225/Night*
See the rates
Up to-10%
Depending on the season
15 requests already received
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Advert 64639
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The Nantucket Villa 2,700 Sq.ft. in a charming property.
Villa Rental in Anna Maria #64639 >Swimming poolTennisParking
Interior facilities
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining room
  • Games room
  • Walk-in closet
Advantages
  • Ocean vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Tropical
  • Golf, Spa, Culture, Fishing
Villa for rent for 10 people
Round swimming pool, Villa in Anna Maria - Advert 64639
Aerial view, Villa in Anna Maria - Advert 64639

$2450 2 weeks
Contact
direct by owners
from $164/Night*
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17 requests already received
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Advert 27188
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Tiffany Place Luxury Apartment - Flat 1,300 Sq.ft. in a luxury residence. panoramic, unobscured, sea/ocean, swimming pool view
Apartment-Flat Rental in Anna Maria #27188 >Swimming poolParkingPlaypen
Interior facilities
  • Living room
  • Separate kitchen
  • Dining room
  • Dining area
  • Tv den
  • Bar area
Advantages
  • Ocean vacation
  • Ideal for all age groups and senior(s)
  • Kids welcome
  • Setting : Ocean, Luxuriant
2 bedrooms Apartment-Flat for rent for 4 people
Living room, Luxury Apartment - Flat in Anna Maria - Advert 27188
Dining room, Luxury Apartment - Flat in Anna Maria - Advert 27188

$1795 Month
Contact
direct by owners
from $60/Night*
See the rates
Up to-47%
Depending on the season
31 requests already received
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Advert 12888
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Stoneybrook Golf and Country Club Luxury Apartment - Flat in a golf/resort. not overlooked, garden/park, lake view
Apartment-Flat Rental in Sarasota #12888 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room
  • American style kitchen
  • Dining room
  • Dining area
  • Laundry room
Advantages
  • City vacation
  • Ideal for all age groups
  • Setting : Suitable for a relaxing break, Cultural
  • Downtown at 9mi.
  • Golf
2 bedrooms Apartment-Flat for rent for 6 people
Dining room, Luxury Apartment - Flat in Sarasota - Advert 12888
Dining area, Luxury Apartment - Flat in Sarasota - Advert 12888

$3110* Month
Contact
direct by owners
week$1030*
Night$205*
from $104/Night*
See the rates
Up to-50%
Depending on the season
135 requests already received
see details
Advert 31348PDF
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World-class Resort villas for the LOWEST PRICE in the area! Unique benefits include beautiful surroundings with temperature controlled pool and jacuzzi, convenient location to beach, restaurants, culture, great shopping.

Timberwoods Charming Villa 1,600 Sq.ft. in a park. panoramic, unobscured, sea/ocean, swimming pool view

This unique World-class Resort of Vacation Rental Villas nestled in a lush-wooded, park-like setting in the heart of Sarasota. Tall pine trees, luscious foliage and lakes provide a quiet, serene place to relax and unwind. Enjoy the day in the heated pool, jacuzzi, or playing tennis, YMCA largest gym. Extremely comfortable, beautifully furnished and clean villas. POOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR... Villa Rental in Sarasota #31348 >

Swimming poolTennisParking
Interior facilities
  • Sleeping den
  • 2 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Living room 600 Sq.ft.
  • Large american style kitchen
Advantages
  • Ocean vacation
  • Ideal for all age groups and honeymoon
  • Kids welcome
  • Setting : Suitable for a relaxing break, Romantic
  • Sandy beach at 3mi.
  • Golf, Festival, Spa, Horse riding, Culture, Fishing
2 bedrooms Villa for rent from 1 to 8 people
Your host, Charming Villa in Sarasota - Advert 31348
Parking, Charming Villa in Sarasota - Advert 31348
Single family home, Charming Villa in Sarasota - Advert 31348
Living room, Charming Villa in Sarasota - Advert 31348
View from the living room, Charming Villa in Sarasota - Advert 31348
Dining room, Charming Villa in Sarasota - Advert 31348

$591* week
Contact
direct by owners
Night$86*
from $85/Night*
See the rates
Up to-16%
Depending on the season
26 requests already received
see details
Advert 55729
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Villa 1,600 Sq.ft. in a private property. country side, swimming pool, garden/park, street/avenue view
Gîte - Self Catering Rental in Port Charlotte, Villa #55729 >Swimming poolHigh chair
Interior facilities
  • Sleeping den
  • 2 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Living room
  • Separate kitchen
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Tropical, Quiet
  • Sandy beach at 6mi.
  • Golf, Fishing
3 bedrooms Gîte - Self Catering for rent for 6 people
Private swimming pool, Villa in Port Charlotte - Advert 55729
Living room, Villa in Port Charlotte - Advert 55729

$1850 Month
Contact
direct by owners
week$520
2 weeks$1000
from $62/Night*
See the rates
16 requests already received
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Advert 22600
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Villa 1,600 Sq.ft. in a private property. unobscured, garden/park, lake view
Villa Rental in Bradenton #22600 >Parking
Interior facilities
  • 2 Bathroom
  • 3 Toilets
  • Living room 270 Sq.ft.
  • Sitting room 270 Sq.ft.
  • American style kitchen
  • Dining room
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Pleasant, Tropical
  • Sandy beach at 4.5mi.
  • Golf, Fishing
  • Pets friendly
3 bedrooms Villa for rent for 7 people
Villa, Villa in Bradenton - Advert 22600
Dining room, Villa in Bradenton - Advert 22600

$3400 Month
Contact
direct by owners
week$900
from $114/Night*
See the rates
Up to-25%
Depending on the season
12 requests already received
see details
Advert 69476
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Avalon Villa Villa in an estate. not overlooked, swimming pool, garden/park, street/avenue view
Villa Rental in Rotonda West #69476 >Swimming poolParking
Interior facilities
  • Sleeping den
  • 3 Bathroom
  • 1 Shower room
  • Living room
  • Sitting room
  • American style kitchen
Advantages
  • Countryside vacation
  • Ideal for all age groups and family
  • Setting : Calm, Tranquil
  • Golf, Fishing
5 bedrooms Villa for rent for 10 people
Sitting room, Villa in Rotonda West - Advert 69476
Dining room, Villa in Rotonda West - Advert 69476

$1400 Month
Contact
direct by owners
2 weeks$1000
from $47/Night*
See the rates
Up to-44%
Depending on the season
Theme break
Boat trips
7 requests already received
see details
Advert 12575
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Gorgeous Property in quiet location but 5 mins. to restaurants, malls, outlets. Play golf, enjoy the amazing beaches around and the sunny Florida!

Apartment-Flat 1,940 Sq.ft. in a property. panoramic, sea/ocean, swimming pool, garden/park view
1 Theme break

Enjoy the pool, private Tiki Bar, deck, garden at your own. Also two huge TVs at the house, WIFI, DVD, Blue Ray, Stereo, large movie library, WII GAME. All comfort you can request for a unforgettable vacation. Full office, reading room, comfortable queen size beds, recliners, upgraded Kitchen. Apartment-Flat Rental in Port Charlotte #12575 >

Swimming poolParking
Interior facilities
  • Sleeping den
  • 2 Bathroom
  • 2 Shower room
  • 2 Toilets
  • Living room
  • Sitting room
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Tropical, Suitable for a relaxing break
  • Sandy beach at 3mi.
  • Golf, Horse riding, Fishing
2 bedrooms Apartment-Flat for rent from 1 to 4 people
Leisure, Apartment-Flat in Port Charlotte - Advert 12575
Leisure pursuits nearby, Apartment-Flat in Port Charlotte - Advert 12575

$4732 Month
Contact
direct by owners
Night$169
week$1183
from $158/Night*
See the rates
Up to-37%
Depending on the season
19 requests already received
see details
Advert 71263PDF
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Sand Cay Beach Resort Charming Apartment 1,076 Sq.ft. in a resort. sea/ocean, swimming pool, garden/park view
Apartment-Flat Rental in Longboat Key #71263 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • Living room 300 Sq.ft.
  • Separate kitchen
  • Dining area
  • Tv den
  • 1 King-size bed(s)
Advantages
  • Ocean vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Picturesque, Suitable for a relaxing break
  • Sandy beach at 165'
  • Golf, Fishing
2 bedrooms Apartment-Flat for rent for 6 people
Aerial view, Charming Apartment in Longboat Key - Advert 71263
Outside setting, Charming Apartment in Longboat Key - Advert 71263
View from the covered terrace, Charming Apartment in Longboat Key - Advert 71263
Garden/park view, Charming Apartment in Longboat Key - Advert 71263

$500 week
Contact
direct by owners
Night$75
Month$2200
from $72/Night*
See the rates
Up to-31%
Depending on the season
39 requests already received
see details
Advert 44996
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PERICO BAY CLUB Apartment-Flat 1,300 Sq.ft. in a resort. panoramic, unobscured, not overlooked, sea/ocean view
Apartment-Flat Rental in Bradenton #44996 >Swimming poolTennisParking
Interior facilities
  • Living room 860 Sq.ft.
  • Separate kitchen
  • Dining room
  • Walk-in closet
  • Laundry room
  • Veranda
Advantages
  • Ocean vacation
  • Ideal for all age groups and couples
  • Kids welcome
  • Setting : Quiet, Natural
  • Sandy beach at 1.85mi.
  • Golf, Culture, Fishing
2 bedrooms Apartment-Flat for rent for 4 people
Apartment-Flat in Bradenton - Advert 44996
Apartment-Flat in Bradenton - Advert 44996
Apartment-Flat in Bradenton - Advert 44996
Apartment-Flat in Bradenton - Advert 44996

$118* Night
Contact
direct by owners
week$827*
from $118/Night*
See the rates
59 requests already received
see details
Advert 35381
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Villa Palm Lake Villa 2,700 Sq.ft. in a charming property. unobscured, swimming pool, garden/park, lake view
Gîte - Self Catering Rental in Palmetto, Villa #35381 >Swimming poolParking
Interior facilities
  • Sleeping den
  • 2 Bathroom
  • 3 Toilets
  • Living room 430 Sq.ft.
  • Separate kitchen
  • Dining room
Advantages
  • Ocean vacation
  • Ideal for all age groups and family
  • Kids welcome
  • Setting : Lakeside, Suitable for a relaxing break
  • Golf
3 bedrooms Gîte - Self Catering for rent for 8 people
Single family home, Villa in Palmetto - Advert 35381
Living room, Villa in Palmetto - Advert 35381

$2500 Month
Contact
direct by owners
week$693
Night$99
from $84/Night*
See the rates
Up to-46%
Depending on the season
59 requests already received
see details
Advert 15407
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Timberwoods Villa 1,300 Sq.ft. in a resort. swimming pool, garden/park, lake, city view
Villa Rental in Sarasota #15407 >Swimming poolTennisParking
Interior facilities
  • 2 Bathroom
  • 2 Shower room
  • Living room 1,600 Sq.ft.
  • Sitting room
  • American style kitchen
  • Dining room
Advantages
  • City vacation
  • Ideal for all age groups and senior(s)
  • Kids welcome
  • Setting : Lakeside, Suitable for a relaxing break
  • Bus stop / bus station at 165'
  • Golf, Festival, Spa, Culture, Fishing
2 bedrooms Villa for rent for 6 people
The property, Villa in Sarasota - Advert 15407
Panorama, Villa in Sarasota - Advert 15407

$1075 week
Contact
direct by owners
Night$160
from $154/Night*
See the rates
Up to-14%
Depending on the season
4 requests already received
see details
Advert 42289
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Lovely 4 Bed / 3 Bath (2 Master Suites) vacation villa situated on Florida's Gulf Coast.

Villa 2,370 Sq.ft in an estate. panoramic, swimming pool, garden/park, lake view

Lovely 4 Bed / 3 Bath (2 Master Suites) vacation villa situated on Florida's Gulf Coast. South West facing our villa is in a peaceful location with stunning views overlooking Pine Valley Creek, and a Nature Reserve. Villa Rental in Rotonda West #42289 >

Swimming poolParking
Interior facilities
  • 3 Bathroom
  • Living room
  • Sitting room
  • Separate kitchen
  • Dining area
  • Reception hall
Advantages
  • Ocean vacation
  • Kids welcome
  • Setting : Peaceful
  • 9 hole golf course at 0.5mi.
  • Golf, Fishing
4 bedrooms Villa for rent from 2 to 8 people
Villa, Villa in Rotonda West - Advert 42289
Living room, Villa in Rotonda West - Advert 42289

$3825 Month
Contact
direct by owners
week$1275
from $128/Night*
See the rates
Up to-15%
Depending on the season
27 requests already received
see details
Advert 28170
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Moon Over Bali Villa 2,700 Sq.ft. in a charming property. garden/park, courtyard, forest, lake view
Villa Rental in Sarasota #28170 >Swimming poolTennisParking
Interior facilities
  • 3 Bathroom
  • Living room 530 Sq.ft.
  • Large american style kitchen
  • Dining room
  • Dining area
  • Cosy nook
Advantages
  • Ocean vacation
  • Ideal for all age groups and family groups
  • Kids welcome
  • Setting : Peaceful, Ocean
  • Sandy beach at 0.3mi.
  • Golf, Festival, Spa, Horse riding, Culture, Fishing
  • Pets friendly
3 bedrooms Villa for rent for 10 people
Villa in Sarasota - Advert 28170


$1400 Month
Contact
direct by owners
week$500
from $47/Night*
See the rates
Up to-22%
Depending on the season
179 requests already received
see details
Advert 21069
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Florida, beautiful West Coast, Bradenton (Anna Maria Island) with its beautiful white sand beaches and its majestic sunset. All ages.

Mobile Home 970 Sq.ft. in a park.

Home for all ages! Very nice double mobile home, renovated, furnished, 2CH, 2bth complete. 32 TV at the living and in the masters houses, 2 sofa bed in the living, 1 computer. Terrace with fountain, romantic lights in the evening. Heated pool, intimate Spa on request (rental, price depending on period), BBQ, French TV, Internet and Magic Jack (free phone). You have access to 2 bicycles and 4 small... Mobile Home Rental in Bradenton #21069 >

Swimming pool
Interior facilities
  • 1 Bathroom
  • 1 Shower room
  • 2 Toilets
  • Living room
  • Sitting room
  • Separate kitchen
Advantages
  • Ocean vacation
  • Ideal for all age groups
  • Kids welcome
  • Setting : Waterfront
  • Sandy beach at 3mi.
2 bedrooms Mobile Home for rent from 1 to 6 people
Façade, Mobile Home in Bradenton - Advert 21069
Interior layout, Mobile Home in Bradenton - Advert 21069
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