Vacation rentals in Osteen

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Top-rated vacation rentals in Osteen

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Sanford

4.97 out of 5 average rating, 206 reviews

Clean, cozy home in a GREAT location

This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.

Dec 16 – 23

R1,944 ZAR per night
Guest favorite

Home in Sanford

4.95 out of 5 average rating, 130 reviews

The Sanford Bokey Pokey

The residents of historic Sanford call themselves “Bokeys”. No one is sure of the exact origin of the name, but it has come to define the vibrant culture of Sanford’s people and unique historic charm. Welcome to the Bokey Pokey! This home away from home offers comfortable living space with two bedrooms and one bath. Each bedroom has a comfortable queen size mattress. A separate living room with a large wall mounted smart TV, abuts the fully stocked kitchen to provide a cozy like living space.

Dec 3 – 10

R2,263 ZAR per night
Guest favorite

Home in Deltona

4.96 out of 5 average rating, 147 reviews

St. John’s Luxury Pool Lake House

Centrally located 30 min. to Orlando and Daytona beach, 15 min to Boombah. Beautiful 5/2.5 resort like home on a canal that leads directly to Lake Monroe & St. John’s River. 3000 sq ft of living space plus 3500 sq ft of outdoor space that is completely screened in! Enjoy Florida lifestyle in the massive outdoor space that has a sparkling pool, seating, dining, & lounging areas including a gas grill. Close to shopping, Boombah,and 5 parks nearby. Once you’re here you will never want to leave!

Jan 30 – Feb 6

R8,423 ZAR per night

Popular amenities for Osteen vacation rentals

Other great vacation rentals in Osteen

Guest favorite

Home in Deltona

4.94 out of 5 average rating, 36 reviews

Lovely Vacation Home w Garage

Jul 21 – 28

R2,627 ZAR per night
Superhost

Guesthouse in Deltona

4.82 out of 5 average rating, 22 reviews

Modern pool rental/Spring/Disney/Beach

Jun 2 – 9

R2,031 ZAR per night
Superhost

Home in Deltona

5.0 out of 5 average rating, 3 reviews

Home 30 min to Daytona! King Size Bed and Patio!

Sep 11 – 18

R2,751 ZAR per night
Guest favorite

Apartment in DeBary

4.87 out of 5 average rating, 67 reviews

Lovely 2 bedroom rental unit, with free parking.

Jan 27 – Feb 3

R2,280 ZAR per night
Guest favorite

Home in Deltona

4.94 out of 5 average rating, 17 reviews

Bright house located close to beach and attraction

Mar 1 – 8

R2,508 ZAR per night
Guest favorite

Home in Deltona

4.96 out of 5 average rating, 25 reviews

A private little resort.

Jan 29 – Feb 5

R3,057 ZAR per night
Guest favorite

Home in Orange City

4.93 out of 5 average rating, 59 reviews

The Hillside Haven Oasis

Oct 29 – Nov 5

R2,065 ZAR per night
Guest favorite

Home in Deltona

5.0 out of 5 average rating, 27 reviews

Spring Promotion/Live Work & Play in Deltona Lakes

Jul 22 – 29

R3,276 ZAR per night
Guest favorite

Guesthouse in Sanford

4.94 out of 5 average rating, 33 reviews

Little Hidden Cottage

Aug 22 – 29

R1,763 ZAR per night
Guest favorite

Guesthouse in Sanford

4.91 out of 5 average rating, 68 reviews

Suite Retreat

Oct 31 – Nov 7

R1,342 ZAR per night
Guest favorite

Home in Sanford

4.9 out of 5 average rating, 49 reviews

Midway Bungalow

Jul 20 – 27

R3,246 ZAR per night
Guest favorite

Cottage in Orange City

4.98 out of 5 average rating, 41 reviews

Lakefront Cottage 1-bedroom

Nov 26 – Dec 3

R2,249 ZAR per night

Destinations to explore

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  3. Florida
  4. Volusia County
  5. Osteen