Osteen Vacation Rentals

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Check prices for these dates

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Aug 12 - Aug 13
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Aug 13 - Aug 14
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Osteen

Tropical Suites at Sunglow Resort
Outdoor pool, sun loungers

Tropical Suites at Sunglow Resort

4.5 star property
8.8 out of 10, Excellent, (53)
"The front door need to change new door please. Thank you "
The price is ￥12,355
￥48,748 total
includes taxes & fees
Aug 13 - Aug 14
Tropical Suites at Sunglow Resort
New Smyrna Waves by Exploria Resorts
View from property

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (245)
"Our family had a great vacation this place was perfect for our family of 6"
New Smyrna Waves by Exploria Resorts
Fantasy Island Resort, Daytona Beach Shores
Condo, 1 Bedroom, Oceanfront | Beach/ocean view

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (104)
"The people there were very generous and made the stay there very pleasant!!"
The price is ￥17,287
￥24,449 total
includes taxes & fees
Sep 7 - Sep 8
Fantasy Island Resort, Daytona Beach Shores
Intercoastal Retreat
Exterior

Intercoastal Retreat

3.0 star property
9.4 out of 10, Exceptional, (6)
"Kids loved this cabin. Was like brand new and very well designed. Highly recommend "
Intercoastal Retreat
Silver Beach Club
Basic Studio | Terrace/patio

Silver Beach Club

3.5 star property
8.4 out of 10, Very Good, (68)
"Not a good location."
The price is ￥18,935
￥21,302 total
includes taxes & fees
Sep 4 - Sep 5
Silver Beach Club
Shoreline Suites & Cabana Cottages
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

Shoreline Suites & Cabana Cottages

2.0 star property
8.8 out of 10, Excellent, (376)
"Love the location and how cute the cabanas are. "
Shoreline Suites & Cabana Cottages
Pirates Cove Resort Studios
Premium Studio, 2 Queen Beds, Kitchen, Ocean View | 1 bedroom, desk, soundproofing, iron/ironing board

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (138)
"Nice clean room with great water view!"
The price is ￥9,337
￥20,731 total
includes taxes & fees
Aug 13 - Aug 14
Pirates Cove Resort Studios
Vacation Villas
Full-size fridge, microwave, oven, stovetop

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (317)
"We loved our stay here. The staff was amazing. The accommodations weren’t the ritz but we thought they were great for our family and the price. Reminded us of the condo where we used to live in Florida. Quiet neighborhood. Great spot down the road to watch the rocket launches! And overall just a great stay. "
Vacation Villas
Oceanside Inn Studios by Brightwild
Outdoor pool

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is ￥8,448
￥48,874 total
includes taxes & fees
Aug 13 - Aug 14
Oceanside Inn Studios by Brightwild
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Exterior

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

9.2 out of 10, Wonderful, (220)
"Nice place to stay when waiting to board ship. "
The price is ￥14,139
￥22,119 total
includes taxes & fees
Aug 18 - Aug 19
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Castaways Resort Studios
Pool

Castaways Resort Studios

3.0 star property
5.8 out of 10, (83)
"Loved the ocean view from the room-great access to beach thru security door-great hot water shower pressure-comfortable beds-tv had Netflix-great location to dining"
The price is ￥8,404
￥19,679 total
includes taxes & fees
Aug 13 - Aug 14
Castaways Resort Studios
Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4
On the beach, sun loungers, beach towels

Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4

9.6 out of 10, Exceptional, (261)
"Spectacular views and location. Great communication with owner. Highly recommend."
Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4
Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!
Property grounds

Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!

9.8 out of 10, Exceptional, (231)
"Loved the location and had a great weekend stay. Place was very nice and clean"
Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!
3-Bedroom Condo in Lovely Daytona Beach Shores with Amazing Views!
On the beach, sun loungers, beach towels

3-Bedroom Condo in Lovely Daytona Beach Shores with Amazing Views!

9.8 out of 10, Exceptional, (15)
"Great location, will stay again"
3-Bedroom Condo in Lovely Daytona Beach Shores with Amazing Views!
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
On the beach, sun loungers, beach towels

BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

8.4 out of 10, Very Good, (82)
"Check in easy , property extremely accessible, great host , clean house, coming back next year !!!"
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens
Pool

Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

9.4 out of 10, Exceptional, (35)
"The property was great for a large group. We appreciated all the bathrooms. Being directly on the beach was priceless. We thoroughly enjoyed our stay. "
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens
The House On Crawford COTTAGE Historic House, Independent Apartment
Outdoor dining

The House On Crawford COTTAGE Historic House, Independent Apartment

9.4 out of 10, Exceptional, (101)
"This was the perfect spot for 2 out of town friends to enjoy this beautiful beach town. Quaint, cozy, comfy and quiet. Ideal location! Just lovely. "
The price is ￥13,206
￥26,991 total
includes taxes & fees
Aug 13 - Aug 14
The House On Crawford COTTAGE Historic House, Independent Apartment
Old Florida Home w/ Updates In Quiet Neighborhood
Dining

Old Florida Home w/ Updates In Quiet Neighborhood

2.0 star property
10.0 out of 10, Exceptional, (6)
"The house was perfect for us. Owner was responsive for anything we needed. The house was clean. It was a very nice older home and was in the area we needed to be. We would stay there again."
Old Florida Home w/ Updates In Quiet Neighborhood
BEACHFRONT COMPLEX FULLY RENOVATED 2025 2 BED 2 BATH 2 POOLS & 2 KIDDIE POOLS
On the beach, sun loungers, beach towels

BEACHFRONT COMPLEX FULLY RENOVATED 2025 2 BED 2 BATH 2 POOLS & 2 KIDDIE POOLS

9.8 out of 10, Exceptional, (79)
"Hosts have provided a comfortable, super clean condo on the beach. The attention to detail is over the top!! Decor is beautiful and cozy at the same time. Don't want to leave"
BEACHFRONT COMPLEX FULLY RENOVATED 2025 2 BED 2 BATH 2 POOLS & 2 KIDDIE POOLS
Oceanview Condo-Clean & Comfy-WIFI in Daytona Beach Shores
On the beach, sun loungers, beach towels

Oceanview Condo-Clean & Comfy-WIFI in Daytona Beach Shores

9.8 out of 10, Exceptional, (10)
"All was great "
The price is ￥13,001
￥31,321 total
includes taxes & fees
Aug 27 - Aug 28
Oceanview Condo-Clean & Comfy-WIFI in Daytona Beach Shores
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osteen Hotel Reviews

Nautilus Inn

Nautilus Inn

10/10 Excellent
"Convenient location, clean, friendly staff. "
Kimberly 4-night trip
Posted 1 day ago
Nautilus Inn

Frequently asked questions

Can I find vacation rentals in Osteen?

Yes, we have vacation rentals in Osteen close to Pell's Citrus & Nursery, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Osteen has to offer?

Pirates Cove Resort Studios: Visitors like this Osteen vacation home rental. It is on the beach and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave, and a coffee maker.

What’s there to see and do in Osteen?

Lake Jesup and Lake Monroe Conservation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Pell's Citrus & Nursery. Lake Jesup Conservation Area and Lake Ashby Park are other places to visit while you're in town.

What’s a vacation rental in Osteen like?

Vacation rentals are private properties you can stay in for several days or longer in Osteen. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.