What are the main vacation rental companies in Orlando?

This comparison was put together by Orlando Best Place, which is also a vacation rental manager in the area. That is why we follow one rule: we only include what each company publishes on its own website, linked in the source list and checked in October 2026. We don’t give ratings, we don’t use third party reviews and we don’t say which one is “the best”. Policies change, so always confirm on the company’s site before you book. If you represent one of these companies and see something out of date, email info@orlandobestplace.com and we will correct it.

How do you compare Orlando vacation rental companies?

Five questions separate a smooth trip from a surprise:

1. Does the company manage the home or only list it? A manager handles cleaning, maintenance and support; a listing site passes your booking to the owner or another manager.
2. Can you book and pay on the company’s own site? Or is it a quote by phone, a form or a third party platform?
3. Who answers during your stay? When the AC quits at 11 p.m., you want a clear contact.
4. Which fees are mandatory? Cleaning, damage protection, processing fees, resort fees and taxes. See Orlando vacation rental fees and taxes.
5. What is the cancellation rule? Some sites show different rules on different pages. The one in your rental agreement counts.

To confirm a company exists and is active in Florida, search Sunbiz, the state’s official business registry. The full checklist is in how to avoid vacation rental scams in Orlando.

How do the Orlando vacation rental companies compare?

Company	Model	Homes, as the company lists them	Book and pay on site	Site language and stated support
Casiola	Manager	270+ in Orlando	Yes	English
Magical Vacation Homes	Manager	600+	Yes	English
Global Vacation Rentals	Manager	550+ in Florida	Yes	English
Florida Vacation Homes (Reunion Vacation Homes)	Manager	about 200	Yes	English
VillaDirect	Manager	“hundreds” (48 in the site search on 10/06/2026)	Yes	English, with Google auto-translate
Florida Spirit Vacation Homes	Manager	not disclosed (66 homes on the site map)	Yes	English
Jeeves (Jeeves by Casago)	Manager	250+	Online quote, booking by phone	English
FunStay Homes	Manager	100+ (includes homes outside Orlando)	Yes	English. A listing says the team speaks English, Spanish, Portuguese, Filipino and Chinese
Master Vacation Homes	Manager	1,100+ (includes homes outside Orlando)	Yes	English. Says it serves guests in English, Portuguese and Spanish
Vacasa	National company, also sells homes from other managers	453 in Kissimmee	Yes	English
Evolve	National company, hybrid model	139 in the Kissimmee area	Yes	English
Top Villas	Booking platform, does not manage the homes	3,500 to 5,500+ in Orlando	Yes	English
Brazilian operators (4 companies)	Managers and agencies for Brazilian travelers	see below	Varies	Portuguese
Orlando Best Place	Manager	65 with active prices	Yes	English, Portuguese and Spanish, with 24/7 support

Numbers as each company publishes them; some include homes from other managers or cities.

Local Orlando managers

Casiola (casiola.com) says it started managing in the Orlando area in 2014. Its Orlando page lists “270+ vacation rentals in Orlando”, in resorts such as ChampionsGate, Storey Lake, Solara, Windsor Hills, Encore and Reunion, with instant booking. The company says its homes also appear on Airbnb, Vrbo and Booking.com. Published fees: pool heat at $35 a day for the whole stay, plus $35 if requested after check-in; a mandatory accidental damage plan, priced per home, covering up to $1,500; and a 20% deposit. The terms refund the deposit for cancellations 14 or more days before arrival, while the Orlando page mentions free cancellation up to 30 days out. Check which applies to you.

Magical Vacation Homes (magicalvacationhomes.com) has an office in Davenport, says it was established in 2007 and is a preferred partner of Reunion Resort. It says it has more than 600 homes, in Reunion, The Retreat at ChampionsGate, Windsor Hills, Solterra, Storey Lake and Solara. Published fees: mandatory accidental damage protection covering up to $1,000 in condos and townhomes and $1,500 in homes; pool heat priced per home for the whole stay. Listings show 13.5% taxes on top of the rate and a nonrefundable 20% deposit. For most homes, the terms list losing 20% up to 30 days out, 50% up to 14 days out and 100% after that. Luxury collections have longer windows, and the FAQ shows slightly different brackets.

Global Vacation Rentals (globalresorthomes.com) is based in Winter Garden and says it is family owned, founded in 1993. It lists “550+ vacation homes” in Florida, including the Orlando area and Southwest Florida. Published fees: pool heat at $30 a day plus tax on the listing checked, a damage waiver of $85 to $150 by home size and an initial deposit of $335 to $425, with the balance due 30 days before arrival. With 31 or more days’ notice, the terms say the company keeps a $85 to $150 processing fee; with 30 days or less, it keeps the deposit. One listing mentions 60 days, so check yours.

Florida Vacation Homes (reunionvacationhomes.com) has an office in Davenport; Florida Vacation Homes is the new brand of Reunion Vacation Homes. Reunion Vacation Homes Inc has been registered in Florida since 2010. It says it manages “around 200” homes and is a preferred partner of Reunion Resort, also serving Windsor Island, ChampionsGate, Solara and Storey Lake. Published fees: 13.5% taxes on top, a nonrefundable 20% deposit and damage protection (up to $1,000 in condos and $1,500 in homes). The FAQ says some homes require a $500 to $3,500 security deposit. The terms and the FAQ show different cancellation tables, a listing mentions 48 hours of free cancellation, and the terms say there are no refunds or rebookings for hurricanes.

VillaDirect (villadirect.com) has an office in Celebration and says it has operated since 1998. It mentions “hundreds of vacation homes”; on 10/06/2026 its own search showed 48, mostly in ChampionsGate, Emerald Island and Windsor Palms. Booking is instant. Published fees: damage protection (ADW) covering up to $2,000, a $125 change fee and a pre-trip layaway plan. Cancellation: full refund up to 30 days out, 50% from 29 to 15 days, 25% from 14 to 7 days and nothing inside 7 days. It offers to postpone up to 12 months if the National Hurricane Center issues a hurricane warning for the area.

Florida Spirit Vacation Homes (floridaspiritvacationhome.com) has an office in ChampionsGate and says it has managed homes since 2001. Its site map lists 66 homes with 3 to 15 bedrooms. Published fees: pool heat at $30 a day plus tax; an optional damage waiver of $59 (3 and 4 bedrooms) or $99 (5 or more), otherwise a $250 or $500 security deposit; and a $500 initial payment for bookings more than 30 days out. Cancel 31 or more days out for a full refund minus the $500; 30 days or less, no refund.

Jeeves by Casago (jeevesfloridarentals.com) is in Kissimmee. Casago is the group that completed its purchase of Vacasa on May 1, 2025. Jeeves lists “250+ Villas” in Encore, Reunion, ChampionsGate, Solterra and Solara and says it has more than 15 years of experience. Quotes are online and booking is by phone. Published fees: 20% deposit (50% on holidays), a $1,500 refundable deposit or preauthorization ($5,000 for Elite homes), a protection fee per home and a $150 change fee. For 2 to 7 bedroom homes: full refund up to 30 days out, 50% up to 14 days, nothing after, with a 48 hour grace period after confirmation.

FunStay Homes (funstayhomes.com) says it is a family owned, locally operated company founded in 2022, with “over 100” homes, including some outside Central Florida. Pool heat is $40 a night, with a $50 fee if requested on arrival day, and a listing says heat is not offered from April to October. Cancellation varies by home; the listing checked gave a full refund up to 30 days out.

Master Vacation Homes (mastervacationhomes.com) has an office in Kissimmee. Master Vacation Homes LLC has been registered in Florida since 2015. It lists “1,100+ homes” and says it works in 61 resorts and communities in the Orlando area; the count includes homes in other cities and states. Booking is online with 20% at booking and the balance 28 days before arrival. Pool heat is $35 a day at most homes checked, with a 2 day minimum, and some homes list a resort fee paid separately. Cancellation: full refund up to 30 days out, 50% up to 7 days, nothing after.

National companies and platforms

Vacasa (vacasa.com) is based in Portland, Oregon. On 10/06/2026 its regional pages showed 453 homes in Kissimmee and 353 in Davenport. Its terms say the site also offers homes from Casago franchisees and other independent managers, whose own cancellation rules apply. The company says it also lists on Airbnb, Vrbo and Booking.com. For Vacasa managed homes: full refund within 24 hours of booking; 30 or more days out, refund minus the booking fee; under 30 days, no refund.

Evolve (evolve.com) is based in Denver, Colorado, and showed 139 homes in Kissimmee and 110 in Davenport on 10/06/2026. It calls itself a “hybrid” manager that connects owners with local cleaning and support partners, or lets owners use their own. Payment by card, Apple Pay or Affirm. Fees include a guest service fee the company says ranges from 0% to 16%, cleaning and a damage protection fee covering up to $5,000 instead of a deposit. Most bookings can be canceled free within 48 hours; after that, the agreement says payments are nonrefundable unless checkout says otherwise.

Top Villas (thetopvillas.com) has a service center in Davenport. Top Villas LLC has been registered in Florida since 2011. The company says it does not manage the homes: it markets and books homes from owners and third party managers, who handle cleaning and maintenance. Its pages mention 3,500, 4,000 or 5,500+ homes in Orlando. Fees include a nonrefundable 20% to 50% deposit and mandatory accidental damage insurance. Under the standard rule, canceling forfeits the deposit and amounts paid; “Flex 30” homes allow a partial refund up to 30 days out.

Operators for Brazilian travelers

Four companies run Portuguese language sites for travelers from Brazil. Temporada em Orlando has had a Brazilian company registration since 2012, prices homes in Brazilian reais and asks for a 15% deposit. Casa na Disney belongs to Innovare Homes LLC, which says it has been registered in Florida since 2012 and manages more than 340 properties, 160 of them vacation rentals; on the home checked it listed $295 cleaning, a 5% booking fee and 13.5% taxes. Casas para Temporada na Disney is registered in Brazil as a travel agency since 2004 and books by quote, in reais. Home Disney (Holiday USA LLC) works through a catalog and WhatsApp and says it offers support in Portuguese, English and Spanish.

Manager, platform or agency: what’s the difference?

A manager takes the home from the owner and handles cleaning, maintenance, check-in and guest support. A booking platform lists homes from many owners and managers, as Top Villas says it does and as Vacasa does for part of its inventory. Evolve’s hybrid model handles listing and booking and connects owners with local partners. An agency connects travelers with homes, sometimes from partners. No model is wrong. What matters is knowing, before you pay, who answers when the pool heat or the AC stops working.

Where does Orlando Best Place fit?

Orlando Best Place LLC is a manager registered in Florida since 2023. Today 65 homes have active prices on the site, in resorts in Kissimmee, Davenport and Orlando such as Storey Lake, ChampionsGate, Solara and Bella Vida.

• Booking: online on our site, with payments processed by Stripe. The final price with cleaning and taxes shows before you pay, with no platform fee.
• Language: site in English, Portuguese and Spanish, with 24/7 support in all three on WhatsApp +1 (407) 719-1493.
• Cancellation: each home’s free cancellation window shows on the home page and in the summary, before payment.
• Other channels: the same homes also appear on Airbnb and Booking.com. Booking direct, there is no platform commission.

To compare totals across channels, read how much an Orlando vacation rental costs and is an Orlando vacation rental worth it. For the areas, see where to stay in Orlando.

In practice: before you book with any company, including ours, ask for three things in writing: the final total with every fee, the cancellation rule for your booking and the contact who answers during your stay. If the answer is slow or incomplete before you pay, that tells you how it will go afterward.