Osceola County, FL, USA Vacation rentals • comparison for Airbnb, Vrbo and Booking prices

United States Florida Tampa vacation rental compare prices direct by owner 29498355

Tampa Tropical-Saltwater Pool-10 Min to TPA

4.9 (90)

1 Bedroom • 4 Guests

$210 avg/night

United States Florida Port Orange vacation rental compare prices direct by owner 162684

Spectacular Oceanfront Condo Oasis

5.0 (85)

2 Bedrooms • 6 Guests

Available on

United States Florida Port Orange vacation rental compare prices direct by owner 215449

Spectacular Oceanfront Condo*Handicap Accessible*

5.0 (130)

2 Bedrooms • 6 Guests

$208 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 10178628

Magical Family Retreat: Close to Disney, LakeViews

5.0 (20)

8 Bedrooms • 16 Guests

$487 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 11509976

Luxury 5BR Villa w/ Pool, Extended Deck & Theater

5.0 (39)

5 Bedrooms • 12 Guests

Available on

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United States Florida Cocoa Beach vacation rental compare prices direct by owner 13796291

Beach Bungalow 2.5 Blocks to Ocean

5.0 (120)

3 Bedrooms • 6 Guests

$328 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 28087456

Family Villa with Pool, Spa and Game Room

5.0 (43)

4 Bedrooms • 8 Guests

$284 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 33197697

Fantastic 6 Bed/4.5 Bath w/Hot Tub/Pool by Disney

5.0 (10)

6 Bedrooms • 12 Guests

$431 avg/night

United States Florida Cocoa Beach vacation rental compare prices direct by owner 33530253

Waterfront Pool Home, Mins to Beach

5.0 (65)

3 Bedrooms • 8 Guests

$615 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 36787657

Private Pool & Spa - Themed Paradise Near Disney

5.0 (54)

5 Bedrooms • 12 Guests

$364 avg/night

United States Florida Bradenton vacation rental compare prices direct by owner 23577158

Waterfront Mansion » Events » Game House » Retreat

5.0 (184)

10 Bedrooms • 16 Guests

$2,305 avg/night

United States Florida Four Corners vacation rental compare prices direct by owner 10547504

Disney Retreat

5.0 (55)

5 Bedrooms • 13 Guests

$303 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 153439

Magical Vacation Home | Pool + Spa | Game Room

5.0 (80)

5 Bedrooms • 10 Guests

$529 avg/night

United States Florida New Smyrna Beach vacation rental compare prices direct by owner 29182157

Flagler Avenue Balcony! Dog Friendly & near Beach!

5.0 (65)

2 Bedrooms • 6 Guests

$376 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 28363617

Magical Retreat Villa Pool & Spa

4.9 (57)

5 Bedrooms • 14 Guests

$255 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 220815

Disney Vacation Home w/ Pool, Hot Tub + GameRoom

4.9 (13)

5 Bedrooms • 11 Guests

$453 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 10114462

Rolling Skies Mansion 9BR Poolside Cinema | Disney

4.9 (59)

9 Bedrooms • 16 Guests

$577 avg/night

United States Florida Davenport vacation rental compare prices direct by owner 26598551

Epic Villa By Disney Theater/Game Room/Pool & Spa

4.9 (34)

6 Bedrooms • 12 Guests

$372 avg/night

United States Florida New Smyrna Beach vacation rental compare prices direct by owner 26406063

By Flagler Avenue! Private Garage and Full Kitchen

4.8 (51)

2 Bedrooms • 4 Guests

$320 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 6308460

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

5.0 (368)

6 Bedrooms • 14 Guests

Available on

United States Florida Kissimmee vacation rental compare prices direct by owner 2578229

Disney Villa| Private Pool|5 mins to Disney|Resort

4.8 (96)

3 Bedrooms • 8 Guests

$226 avg/night

United States Florida Kissimmee vacation rental compare prices direct by owner 11673090

Pool/Spa,Arcade, 5 min to Disney, Resort amenities

4.8 (90)

6 Bedrooms • 15 Guests

$443 avg/night

United States Florida Port Orange vacation rental compare prices direct by owner 207475

Spectacular Oceanfront Condo Oasis

5.0 (53)

2 Bedrooms • 6 Guests

$499 avg/night

United States Florida New Smyrna Beach vacation rental compare prices direct by owner 23639544

Good Vibes Condo at Sea Woods: Booking Spring 2026

5.0 (27)

1 Bedroom • 4 Guests

Available on

United States Florida New Smyrna Beach vacation rental compare prices direct by owner 24913773

Fire Pit and Yard. Bring Dogs! STEPS to the Beach!

5.0 (92)

2 Bedrooms • 6 Guests

$445 avg/night

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